Islamorada, FL Vacation Rentals

Explore 877 vacation rentals, homes, and villas in Islamorada, FL for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $47 per night and featuring up to 9 bedrooms and 10 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

877 Vacation Rentals in Islamorada

Island Time: Ocean View, Ensuite bedrooms, Free Dockage, Htd Pool

Islamorada, FL, US
3 Bedrooms 8 Guests
Sep 16 - 23
$271 night

🏡 Amenities: Pool Table, Bicycles, Paddle Boards, Peloton, Yoga Mat 🏊 Resort-Style Amenities: Heated Pool, Dock 🛏️ All bedrooms feature ensuite bathrooms 🔒 Oceanfront, Gated Peaceful Palms community 📍 Prime Islamorada location near dining + marinas 🏠 THE SPACE Welcome to Island Time, an elevated coastal retreat where relaxed Keys living meets thoughtful, upscale design. Located within the gated oceanfront community of Peaceful Palms in Islamorada, this three level, ocean view vacation rental offers a refined escape. While there is no beach shoreline, guests enjoy dock access, a heated waterfront pool, and sweeping ocean views. This vacation rental was created for guests who crave comfort, style, and plenty of room to unwind. From the fully outfitted recreation floor, with a Peloton, paddleboards, bikes, and a pool-table dining setup, to the bright and breezy main living level and three serene ensuite bedrooms. Every detail is designed to help you slow down and settle into Island Time. 💙 WHAT YOU’LL LOVE ✔ Professionally designed interiors with upscale coastal charm ✔ Large ocean-view balcony with dining and lounge seating ✔ Full recreation level with Peloton, bikes, weights & pool table ✔ Two paddle boards included ✔ Three bedrooms, each with its own ensuite bathroom ✔ Additional full bathroom on the recreation level ✔ Access to heated community pool and boat dock ✔ Impact windows, central AC, smart TVs, premium bedding ✔ Located in the exclusive Peaceful Palms community- Note this is an oceanfront community with no beach access. FIRST FLOOR – RECREATION LEVEL & LOUNGE AREA Designed for fun, fitness, and relaxation. The perfect start to Island Time. Included on this level: • Two adult bicycles • Peloton bike • Two paddle boards • Yoga mats + free weights • Mini fridge • Lounge area with large sectional + Smart TV • Pool table that converts into a dining table • Murphy bed (size double) • Full bathroom with walk-in shower SECOND FLOOR – MAIN LIVING AREA: Light-filled, breezy, and beautifully designed. Living + Balcony • Stylish coastal-designed living room • Smart TV • Large ocean-view balcony with sofa + dining table Kitchen • Full-size appliances: refrigerator, oven, microwave, dishwasher • Ample counter space • Fully stocked for long or short stays Second Floor Bedroom • Queen bed + twin trundle • Ensuite bathroom with walk-in shower • Smart Tv THIRD FLOOR – BEDROOM LEVEL: The top level features two beautifully appointed ensuite bedrooms. Bedroom 2 • King bed • Ensuite bathroom with walk-in shower • Smart TV Primary Suite • King bed • Balcony with partial ocean view • Ensuite bathroom with walk-in shower + double vanity • Smart TV • Premium linens • Spacious closets 🛏️ All bedrooms feature the following amenities: ✔ Premium beds, pillows, linens, and sheets ✔ Smart TVs ✔ Ample closet space ✔ Tile flooring throughout Second Floor Bedroom: Queen-sized bed + twin trundle, ensuite bathroom Third Floor Bedroom: King-sized bed, ensuite bathroom Third Floor Primary Bedroom: King-sized bed, ocean views, ensuite bathroom 🛁 All full ensuite bathrooms are generously stocked with: ✔ Shampoo & conditioner ✔ Body soap ✔ Fluffy towels ✔ Toilet tissue Bathroom 1 (First Floor): Walk-in shower, sink, and toilet Bathroom 2 (Second Floor – Bedroom 1 Ensuite): Walk-in shower, sink, and toilet Bathroom 3 (Third Floor – Bedroom 2 Ensuite): Walk-in shower, sink, and toilet Primary Bathroom 4 (Third Floor): Walk-in shower, double vanity sink, and toilet CONVENIENCE - Washer + dryer located inside the home. - Available parking for one small vehicle in the driveway and an additional vehicle outside the gated complex. 🌴 OUTDOOR PARADISE As a guest at Peaceful Palms, enjoy access to: • Heated community pool with lounge chairs • Poolside restrooms • Oceanfront seating areas perfect for sunrise watching The community is quiet, beautifully maintained, and captures the essence of Keys waterfront living. ⚓ BOAT DOCKAGE INFORMATION -Complimentary boat dockage (subject to availability) -Dockage is limited, we recommend reserving dockage upon booking. The dock is not in a protected marina and subject to weather conditions. -We can accommodate boats up to 24’. Contact us to confirm if the dock can accommodate your boat. -No trailer storage on-site. -No boat ramp on-site. Dockage is provided at no additional charge, on an as-is, unguaranteed basis. Water depth at the dock is affected by tides, seasonal algae growth, and other natural conditions beyond our control. Some guests have been unable to dock their boats due to these conditions, and we cannot guarantee that any particular boat will be able to dock safely at any given time. No refunds or cancellations will be issued due to an inability to dock. Should this occur, we will provide third party solutions, however Property Manager Hospitality is not liable for any inability to dock, for any damage resulting from attempted docking, or any additional costs of docking elsewhere. 🏝️ NEIGHBORHOOD OVERVIEW Island Time is perfectly located to enjoy everything Islamorada has to offer. Restaurants, boutiques, parks, marinas, and attractions are all within minutes. Explore by paddleboard or kayak, snorkel the reefs, or bike along scenic island paths. Islamorada is known for turquoise waters, world-class fishing, and its warm, relaxed coastal charm. Bicycles, paddleboards, and kayaks can be delivered directly to your villa for an additional fee. 📍 POINTS OF INTEREST: Distance measured in driving time, non–rush hour: – Islamorada Library Beach Park (7 min): Water access on a mangrove channel with shaded tables & BBQ areas. – Morada Way Arts & Cultural District (7 min): Galleries, boutiques, and local cuisine with weekly art walk events. – Theater of the Sea (4 min): Marine shows, exhibits, and swim-with-dolphin experiences. – Robbie’s Marina (12 min): Feed the tarpon, dine waterfront, browse shops, and enjoy boat tours. – History of Diving Museum (5 min): Fascinating exhibits detailing the history of scuba diving. – Anne’s Beach (15 min): Calm, shallow waters perfect for swimming and family outings. HOUSE RULES Check-in: 4:00 PM Check-out: 10:00 AM *All guests must sign our rental agreement (as required by Florida law).* - Minimum rental age: 25 (photo ID required 72 hours prior) - Accurate guest count required - No parties or unauthorized visitors - Quiet hours: 10 PM – 8 AM STARTER SUPPLIES: We provide paper towels, toilet paper, trash bags, detergent, and bathroom amenities to accommodate the home’s maximum occupancy for the first three days. SAME-DAY BOOKINGS: - Require prior approval - Government-issued ID required - Phone number must match reservation account - No same-day bookings accepted after 2 PM - Minimum 3 hours’ notice - Check-in time may be extended for same-day arrivals PET POLICY: No pets are allowed. RELEASE OF LIABILITY FOR RECREATIONAL EQUIPMENT: Guests agree to use paddle boards and bikes at their own risk. The property management and owners are not liable for any injuries, damages, or losses related to their use. By using these items, guests release the property management and owners from all claims and liabilities. MID-STAY CLEANING REQUIREMENT: - For all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days. - If your reservation is 60 days, two mid-stay cleanings will be required, and so on. - This helps keep the home maintained during longer stays and ensures everything stays in great condition. - Mid-Stay Cleaning Fee: $285 to be paid by guests. - We’ll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link. Licence number: 26-5086

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Islamorada, FL, US
5 Bedrooms 10 Guests
Sep 17 - 21
$843 night

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with a grand open-concept layout seamlessly blending living, dining, and a wet bar, all framed by panoramic seascapes, a chef’s kitchen and access to top-tier amenities. World-class waterfront dining - this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented. Notwithstanding anything shown on the calendar page, the minimum rental period is 7 days. Please contact the host before booking for long-term price quotes. THE SPACE Vista Key One can accommodate a total of 14 guests including children (up to 10 adults and 4 children under 6). This two-floor penthouse offers: - 5 bedrooms - 3,5 bathrooms - Living room with Ocean views - Dinning room with seating for eight - Gourmet kitchen - Family room with cinematic screening ​​​​​​​- Rooftop terrace - Wet and dry sauna ​​​​​​​- Gym - Laundry room Retreat’s common amenities - Heated pool - Jacuzzi - Tennis Court - BBQ area - Gym + Savor serene nights in lighter-than-cotton bedsheets, Indulge in bath rituals with natural Pure Fiji products and opulent towels. + Indulge in entertainment with Smart TVs in the living room and each bedroom. + Gigabit WI-FI is available throughout the property. Amenities - Beach gear is provided (4 beach chairs, cooler, beach cart) - The startup kit includes some coffee pods, salt, pepper, oil, a few trash bags dishwasher and laundry pods. We offer provisioning services if you would like additional items. Additional services - Elevate your stay with additional services including Chef’s, provisioning, housekeeping and more. - Early check-in and late Check-out OTHER THINGS TO NOTE Our Guest Relations Managers will be at your service every day from 9 am to 11 pm. In case of emergencies, our support staff is available 24/7. Our curated properties are in highend quiet neighborhoods. Guests will be expected to be respectful of the property, neighborhood and neighbors. All reservations over Christmas and New Year’s Eve require a minimum of 7 nights and must cover the following dates: December 20th to 27th or December 27th to January 3rd (+/-1 day). Please contact the host before making your reservation. -------------------------- By making a reservation you are confirming you have read, understood and accepted local rules, regulations and policies regarding vacation rentals. Full terms and conditions can be found in the Rules Section. Please contact us prior to booking with any questions or concerns. *Listed prices do not include taxes and fees. Property Manager assists arranging third-party services; by accepting, renters release the property owner and managing host from related claims as they are not affiliated. HOUSE RULES TRUST AND SAFETY: The SafelyStay, Inc. Trust and Safety Fee (already paid during booking) includes up to $10,000 of accidental coverage for contents damage and up to $100,000 coverage for accidental property damage and bodily injury. Complete terms regarding Trust and Safety coverage are available through SafelyStay. The Trust and Safety Fee is refundable only if the reservation is canceled in writing at least twenty-four (24) hours prior to the arrival date. Any deductible or minimum claim amount will be the responsibility of the Guest, and the Manager will process using the form of payment on file for Guest. GUEST VERIFICATION AND AGREEMENT: All guests are required to sign a simple rental agreement and be verified through SafelyStay to confirm the reservation and occupy the property. By booking, the renter permits SafelyStay, Inc., to verify their identity and conduct a background check to confirm the reservation. Full terms regarding guest verification are available through SafelyStay. For any questions, please reach out to SafelyStay s concierge or visit their official website. AGE RESTRICTIONS: The reservation owner is required to be at least 25 years old NUMBER OF GUESTS: The reservation must list the exact number of guests. Maximum occupancy is 10 adults and 4 children under 6. Any more than the maximum occupancy or than listed on the reservation residing at the property will result in immediate dismissal, and no refund will be given. After the 10th guest, there is a $50 per night per guest charge added to the reservation. This fee is already included in the price when booking as long the guest count is listed correctly as required. NO PARTIES / NO EVENTS: No Parties, Events or Gatherings without written approval from Manager. Guests shall not have parties or events at the home without obtaining prior approval of Property Manager and payment of additional fees. Parties and Events may require a member of Manager staff on site for approval. Some properties and/or communities do not allow events of any kind, and all approvals shall be in Manager s sole discretion. All properties are equipped with a NoiseAware noise level monitoring system. Any sustained period of loud noise that causes the system to trigger an alert to Manager is grounds for immediate removal from the property without refund. PETS: Approved pets are welcome; a non-refundable $150 pet fee shall apply. Please observe the following pet rules: No pets on any furniture or bedding; remove all pet hair to avoid additional cleaning time/charges; All waste must be picked up and placed in the garbage cans tied securely in trash bags; No pets in hot tubs, bath tubs or pools; Pets should not be left unattended unless in a crate / cage; Guests agree to pay for all additional pet related cleaning or damages in addition to the pet fee. EARLY ARRIVALS / LATE CHECKOUTS: Should you request an early arrival (before 4 pm) or a late checkout (after 10 am) please do so at least 48h ahead to receive information about fees and availability. In the event the request falls short of 48h ahead, additional fees may apply. Some services may not be completed prior to early check-in and guests should expect staff or vendors to continue servicing the home during this time. A $500.00 fine will be imposed and charged if guests violate the check-out time. SECURITY: The property includes a camera at the front of the property for security purposes and NoiseAware sound level monitoring system. PARKING. Vehicles must be parked in the garage, carport or designated spots in the driveway. No off-street parking or in neighbors driveways, swells or lawn is permitted. NO SMOKING: All properties have a strict No Smoking inside policy. Any evidence of smoking or smell of smoke inside the property will incur a minimum $500 fee. SWIMMING FACILITIES: Renters and guests voluntarily assume full responsibility for any risks of loss, property damage or personal or emotional injury, including death, that may be sustained by them as a result of using the Swimming Facilities Swimming Pool, Hot Tub, Spa, Dock/ Waterfront, Dock Ladders Ocean and Beach Usage. AMENITIES: Renters and guests voluntarily assume full responsibility for any risks of loss, property damage or personal or emotional injury, including death, that may be sustained by them as a result of using these amenities - Baby Gear, Bikes, Kayaks, Paddle Boards and any other amenities. 3RD PARTY SERVICES: Any third-party services (such as: chef, masseuse, golf cart rentals etc.) arranged by the managing host are not affiliated with the property s owner or managing host. Booking these add-ons implies the renter s understanding of the lack of affiliation and agreement to release, indemnify, and hold harmless the property owner and host from any claims related to third-party activities. Approval is necessary for any third-party vendor not arranged by the managing host. Once approved, renters must provide insurance certificates to the host, with a minimum liability limit of $1,000,000 per occurrence, before checking in. CANCELLATION, no show and Refund POLICY: A rental prepayment is due at booking which confirms your reservation. Once confirmed, any cancellations or change requests will invoke the Cancellation Policy. ∙ Guests can cancel at least 60 days before check-in and get a 50% refund of the nightly rate and the cleaning fee, but not the credit card service fee (6% of the total payments refunded). ∙ For a 50% refund of the nightly rate, the guest must cancel 60 full days before the listing s local check in time (shown in the confirmation email). ∙ If a guest has paid 50% to make the reservation, none of this payment is refundable since he refund is only 50% of the total trip price. ∙ If the guest cancels less than 60 days in advance, the nights not spent are not refunded. ∙ If guest arrives and decides to leave early, the nights not spent are not refunded. ∙ Refunds will be processed upon cancellation. No shows are not eligible for refund of deposit and will be charged the total amount due for the entire reservation. Refunds for cancellations or shortened stays due to actual or anticipated hurricanes, tropical storms, other inclement weather or Acts of God will not be issued by the Manager under any circumstances. We recommend all guests purchase travel protection insurance from a 3rd party company, as Property Manager does not offer travel protection. The City of Islamorada requires that Sec. 15-278 be disclosed for vacation rental standards, rules and regulations: 1. Maximum occupancy in the rental unit shall be strictly enforced. There shall be only two persons per bedroom room staying on the property. This means no additional guests are staying on couches or air mattresses. 2. Parking, vehicles must be parked in garage, carport or designated spots in driveway. No off-street parking or in neighbors driveways, swells or lawn is permitted. If in doubt, the info book has photos of these locations. 3. Trash and Recycle days can be found in the information book and in the App. Bins shall remain in set location until appropriate pickup days. Bins should be rolled out after 6 pm the day before scheduled pick-up and shall be removed before Midnight of pickup day. Should you forget, trash days and bins are overflowing on your departure a $250 fee will be charged for trash removal. Please note that Property Manager takes care of placing the correct bins at the street for pickup on the correct day as a complementary service to guests. 4. Noise – Audible loud noise (i.e., music, socializing and the like) is not permitted 25 feet from the property line between the hours of 10 pm and 7 am daily and more than fifty feet 7 am to 10 pm. Should Management be called out due to a noise complaint, a $500.00 fine will be imposed and charged. 5. It is the responsibility of all guests to be mindful of swimming pools, hot tubs, and waterways. Be mindful to watch toddlers infants and children. Pool and Water Safety is YOUR responsibility. 6. Emergency and after hours contact information can be found in the App and information. This includes Police, Fire Department, Hospital and Property Management Company. In the event of an emergency, all exits are plainly marked as are the locations of fire extinguishers. 7. It is unlawful for any known sex offenders to be in 1, 400 feet a school, park, playground daycare or any place that children congregate or play which includes residential neighborhoods and streets. 8. Visitors shall be mindful of all rules and regulations at public beaches and parks. This includes turtle nesting seasons. DO NOT DISTURB WILDLIFE. 9. Beach access may be limited at times due to coastal conditions that are out of our control. 10. Any guests or visitors associated with guests in the rental unit is required and expected to follow all rules and regulations. Anyone in violation of these rules and regulations will result in immediate removal from the property with no refund. Any citations or fines for violation will also be at your guest’s expense. Our prices include all fees. No hidden fees. Licence number: 25-0342

Key Largo 1BR Condo w/ Ocean View & Balcony

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 20 - 22
$135 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families ​ ​ ​🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 2nd Floor 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo • ​ Jet Skis & jet boats are not allowed on the property. • RVs/motorhomes, oversized vehicles, or commercial vehicles displaying logos or advertisements are not allowed on the property.

Ocean View 1BR - Near Marine & Bird Sanctuaries

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 20 - 22
$135 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families ​🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with a queen bed • Pullout sofa in the living room for additional guests • Ocean views and balconies not guaranteed, see photos ✔️ 2nd Floor ✔️ Layouts are consistent, but furniture and decor can vary. 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo ​​​• ​ Jet Skis & jet boats are not allowed on the property. • RVs/motorhomes, oversized vehicles, or commercial vehicles displaying logos or advertisements are not allowed on the property.

Couples’ Retreat 1BR w/ Ocean View & Balcony

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 20 - 22
$135 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 2nd Floor 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo

Escape to the Keys, Ocean View 2BR - Pool, Beach

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 18 - 20
$203 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 4th Floor • Master bedroom with king • Second bedroom with a queen bed • Pullout sofa in the living room • Note: Bed configurations vary—please request specific setups when booking ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

1BR Condo w/ Ocean View, Near Coral Reef Park

Tavernier, FL, US
1 Bedrooms 6 Guests
Sep 20 - 22
$135 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families ​🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 3rd Floor 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​ 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo ​​​• ​Jet Skis & jet boats are not allowed on the property. • RVs/motorhomes, oversized vehicles, or commercial vehicles displaying logos or advertisements are not allowed on the property.

2BR Ocean View Condo, Pool, Near Marine Park

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 18 - 20
$203 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 3rd Floor • Master bedroom with king • Second bedroom with two twin beds • Pullout sofa in the living room ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

1BR Condo w/ Ocean View, Pool & Private Beach

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 20 - 22
$135 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 2nd Floor ***​Photos are representative of our units; actual décor, furnishings, and finishes may vary.*** 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo

Relaxing 2BR w/ Ocean View, Pool & Private Beach

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 18 - 20
$203 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 3rd Floor • Master bedroom with king • Second bedroom with two twin beds • Pullout sofa in the living room ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​ 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

Ocean View 2BR Pool, Private Beach

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 14 - 16
$179 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 4th Floor • Master bedroom with a king bed • Second bedroom with a queen bed • Pullout sofa in the living room ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

Key Largo Resort 2bd/2bth Ocean Views

Tavernier, FL, US
2 Bedrooms 5 Guests
Sep 14 - 16
$157 night

Reel in the perfect Florida Keys getaway! This fun 2-bedroom, 2-bath condo is hooked on fishing charm, with coastal décor that celebrates life on the water. Cast your worries away in the comfy living space, whip up your fresh catch in the fully equipped kitchen, and unwind after a day of fishing, boating, or snorkeling. Whether you’re chasing trophy fish or sunrises, this is the perfect home base for your next Keys adventure Welcome to the fourth floor—where the views are better, the ocean breeze is free, and your biggest decision is whether to watch the waves or take a nap! Natural light pours through the condo, making the comfortable furnishings even more inviting. Kick back after a day of fishing, boating, or beach hopping, and enjoy a space that’s bright, breezy, and designed for maximum relaxation with a front-row seat to the Atlantic. The property features a poolside bar and waterfront café, open daily, so you can grab a refreshing drink, a tasty bite, or simply relax without ever leaving paradise. You will receive a unique entry code prior to your arrival. The security gate is manned 24/7 to allow access to the property. DRIVING DIRECTIONS If you are arriving via car and have a GPS / SatNav system in the car, please use 500 Burton Drive, Tavernier, Florida as the address. If you do not have a GPS device, you can find us from the mainland by taking the Florida Turnpike south to Exit 4 - Homestead/Key West. This is the Turnpike Extension that will connect you to Route US 1 in Florida City, which takes you through the Keys to Key West at the very end of US 1. Please be aware that speed limits throughout the Florida Keys are strictly enforced. Driving Route 1 to Key West is one of the most beautiful drives there so TAKE YOUR TIME. Please be especially careful through the Big Pine Key area as this is a Key Deer Refuge. Speed limits are reduced in this area. You can reach Ocean Pointe by following Route 1 south from Homestead, over the 20-mile causeway, past Key Largo and making a left onto Burton Drive at mile marker 92.5, just before the Circle K convenience store and Dairy Queen in the median. Ocean Pointe is approximately half mile down Burton drive on your right. GETTING HERE WITHOUT A CAR We understand that some of you will be traveling without a car. We would not recommend this, as there are many places to visit, and it could be significantly more expensive. Ride share apps such as Lyft and Uber are available in the area. Some possibilities to explore: The GREYHOUND KEYS SHUTTLE has daily scheduled departures from the Miami Airport to all areas in the Keys. CAR PARKING Parking is provided for two cars on site and is easily accessible to the unit. Please be aware that all guests must be registered prior to coming, and the plate numbers of cars provided. For enhanced hygiene and guest comfort, all linens and towels are professionally laundered off-site by a commercial laundry service. This process ensures the highest standards of cleanliness, sanitation, and quality for every stay. Marina slip and/or trailer reservations have to be made prior to arriving with the Dockmaster. RV’s and jet skis are not allowed.

Ocean View 2BR - Pool, Beach & Tropical Landscaping

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 14 - 16
$179 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 4th Floor • Master bedroom with king or queen bed (varies by unit) • Second bedroom with two twin beds or a queen bed • Pullout sofa in the living room • Note: Bed configurations vary—please request specific setups when booking ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

2BR Condo w/ Ocean View, Pool & Tropical Setting

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 14 - 16
$179 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 3rd Floor • Master bedroom with king • Second bedroom with two twin beds • Pullout sofa in the living room ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

1BR Near John Pennekamp Coral Reef Park

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 18 - 20
$147 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 2nd Floor 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo

1BR Condo w/ Pool, Beach, Near Coral Reef Park

Tavernier, FL, US
1 Bedrooms 4 Guests
Sep 18 - 20
$147 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic pool • Relax in the hot tub, play on the tennis courts, and enjoy other on-site amenities • Located near Key Largo and Islamorada attractions • Ideal tropical getaway for couples or families 🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) • Pullout sofa in the living room for additional guests • Each condo is individually owned—interior decor & aesthetics can vary from photos • Ocean views and balconies not guaranteed ✔️ 3rd Floor 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Boat slips/trailer parking not included—reserve in advance with Ocean Pointe Suites’ Property Management/Dock Master • Kayaks and paddleboards not included in reservation • Limit of 2 vehicles per condo

Retro Reef House 5406 Designer Marina View

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 15 - 17
$239 night

Warning: This condo may cause excessive smiling, spontaneous happy dances, and a sudden desire to become a permanent “Conch.” Perched on the top floor with double balconies and some of the best water views in the Florida Keys, you’ll quickly discover that the hardest part of your vacation is deciding which balcony deserves your morning coffee—or your evening cocktail. Inside, the décor doesn’t take itself too seriously. A mermaid has traded the ocean for a martini glass, an old-school deep-sea diver stands guard, and every corner is filled with quirky coastal charm. It’s eclectic, colorful, and guaranteed to spark a few laughs while making you feel right at home. We’ve paired the playful personality with modern upgrades, comfortable furnishings, and everything you need for a carefree stay. Whether you’re reeling in the catch of the day, chasing sunsets, or simply watching boats drift by, this condo is your invitation to relax, unwind, and embrace “Keys time.” Sunshine, comfort, and coastal vibes await! With two private balconies, this bright and breezy 2-bedroom condo is filled with natural light and plenty of space to relax. Kick back on brand-new, ultra-comfy furniture after a day of island adventures. The primary suite features a king bed and private en-suite shower, while the guest room offers a fun queen-over-twin bunk bed with a full bathroom just steps away—perfect for families or friends. Need extra sleeping space? The living room sofa easily converts into a comfortable sleeper, giving everyone room to spread out and enjoy their Florida Keys getaway. Amenities galore in this condo: beach toys, pack n play, high chair, tennis & pickleball equipment! Guest have easy access to the condo with a unique door code. The security gate is manned 24/7 DRIVING DIRECTIONS If you are arriving via car and have a GPS / SatNav system in the car, please use 500 Burton Drive, Tavernier, Florida as the address. If you do not have a GPS device, you can find us from the mainland by taking the Florida Turnpike south to Exit 4 - Homestead/Key West. This is the Turnpike Extension that will connect you to Route US 1 in Florida City, which takes you through the Keys to Key West at the very end of US 1. Please be aware that speed limits throughout the Florida Keys are strictly enforced. Driving Route 1 to Key West is one of the most beautiful drives there so TAKE YOUR TIME. Please be especially careful through the Big Pine Key area as this is a Key Deer Refuge. Speed limits are reduced in this area. You can reach Ocean Pointe by following Route 1 south from Homestead, over the 20-mile causeway, past Key Largo and making a left onto Burton Drive at mile marker 92.5, just before the Circle K convenience store and Dairy Queen in the median. Ocean Pointe is approximately half mile down Burton drive on your right. GETTING HERE WITHOUT A CAR We understand that some of you will be traveling without a car. We would not recommend this, as there are many places to visit, and it could be significantly more expensive. Ride share apps such as Lyft and Uber are available in the area. Some possibilities to explore: KEYS AIRPORT SHUTTLE provides daily door to door shuttle service to and from Key West & the Florida Keys & Miami & Ft Lauderdale airports. The GREYHOUND KEYS SHUTTLE has daily scheduled departures from the Miami Airport to all areas in the Keys. CAR PARKING Parking is provided for two cars on site and is easily accessible to the unit. Please be aware that all guests must be registered prior to coming, and the plate numbers of cars provided. For enhanced hygiene and guest comfort, all linens and towels are professionally laundered off-site by a commercial laundry service. This process ensures the highest standards of cleanliness, sanitation, and quality for every stay. Marina slip and/or trailer reservations have to be made prior to arriving with the Dockmaster. RV’s and jet skis are not allowed.

Keys Escape | Oceanfront Resort Condo | Sleeps 6

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 14 - 16
$174 night

Wake up to breathtaking ocean views in this spacious 2-bedroom condo, thoughtfully designed to accommodate up to 6 guests and provide everything needed for a relaxing Florida Keys escape. • Private Balcony + Ocean Access • Resort Amenities: Pool, Hot Tub, Marina, Tennis Courts, BBQ Area, Playground, Private Beach, On-site Cafe & Bar • Kayaks/Paddleboards for Rent • Fully Stocked Kitchen • TVs in Each Bedroom • Beach Essentials • Family Friendly • High-Speed WiFi • Workspace • Washer & Dryer Welcome to your tropical escape—where island living meets everyday comfort. This bright and airy 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests and is designed for the ultimate Florida Keys getaway. Wake up to ocean views and sip your morning coffee on one of two private balconies, perfect for enjoying sunrise over the water. With an on-site marina and boat ramp, you’ll have effortless access to the ocean—ideal for fishing, boating, or simply spending the day out on the water. Resort-style amenities include a community pool, hot tub, tennis courts, BBQ area, playground, private beach access, on-site café and bar, and equipment rentals for kayaks and paddleboards—everything you need for a true Florida Keys experience right at your doorstep. MAIN SPACES OF THE HOME: – 2 BEDROOMS & 2 BATHROOMS – BEDROOM 1: * King-sized Bed * Smart TV * Nightstand & Lamp * Private Balcony * Ensuite Bathroom BEDROOM 2: * Queen-sized Bed * Smart TV * Nightstand & Lamp – 2 BATHROOMS – * Ensuite Bathroom with Walk-in Shower * Full Bathroom with Shower/Tub Combo – CHEF’S KITCHEN – * Fully Stocked * High-end Stainless Appliances * Ample Cabinetry * Large Island w/ High Seating – LIVING ROOM – * Smart TV * Large Plush Sofa w/ Pull Out * Balcony Access * Open Floor Plan – RESORT-STYLE AMENITIES – * Community Pool * Hot Tub * Marina * Tennis Courts * BBQ Area + Community Grill * Playground * Private Beach * On-site Cafe & Bar * Kayaks/Paddle Boards for Rent You have full access to the entire home. A locked utility/supply closet is reserved for property maintenance — everything else is yours to enjoy. By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area. Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you’ll be on your way to your destination in no time. Check-in is at 4pm Check-out is at 10am - No pets allowed. - No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors. - Parking is available for 2 vehicles. You must be cleared through the gate to receive a parking pass. Once approved, you may park directly outside the building. - We welcome long-term stays — please reach out to discuss availability. Note that stays of 28 days or more may incur an additional cleaning fee. - Guests must be 21 years or older to book this property. - The Marina can accommodate boats up to 28ft. Reservations must be made in advance (recommended 2 weeks) directly with the Marina and there is no guarantee of availability. - Kayak & paddleboard rentals available from 10 a.m. – 5 p.m at the marina. GUEST VERIFICATION: To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation. Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival. Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.

Family 2BR w/ Ocean View, Pool & Tropical Setting

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 18 - 20
$203 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 2nd Floor • Master bedroom with king or queen bed (varies by unit) • Second bedroom with two twin beds or a queen bed • Pullout sofa in the living room • Note: Bed configurations vary—please request specific setups when booking ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

2BR Condo w/ Ocean Views, Tropical Landscaping, Pool

Tavernier, FL, US
2 Bedrooms 4 Guests
Sep 14 - 16
$163 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations • Master bedroom with king or queen bed (varies by unit) ✔️ 2nd Floor • Second bedroom with two twin beds or a queen bed • Pullout sofa in the living room • Note: Bed configurations vary—please request specific setups when booking ✔️ Layouts are consistent, but furniture and decor can vary. ​​​​​​🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit ​​​​​​​• ​Jet Skis & jet boats are not allowed on the property. • RVs/motorhomes, oversized vehicles, or commercial vehicles displaying logos or advertisements are not allowed on the property.

Key Largo 2 BR Condo - Ocean Views, Pool, Beach

Tavernier, FL, US
2 Bedrooms 6 Guests
Sep 14 - 16
$179 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 3rd Floor • Master bedroom with king or queen bed (varies by unit) • Second bedroom with two twin beds or a queen bed • Pullout sofa in the living room • Note: Bed configurations vary—please request specific setups when booking ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • ​ On-site Island Grill Café opens weekdays from 4:00pm to 9:00 PM. Weekends 12:00 PM-9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure ​📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit ​​​​​​​​​• ​​Jet Skis & jet boats are not allowed on the property. • RVs/motorhomes, oversized vehicles, or commercial vehicles displaying logos or advertisements are not allowed on the property.

Sky Blue Escape Ocean Pointe 1314/2BA 2BR

Tavernier, FL, US
2 Bedrooms 5 Guests
Sep 14 - 16
$161 night

Serenity and quiet bliss await you in this tropical condo at Ocean Pointe Suites. The unit has been professionally remodeled and decorated with modern furnishings. This D unit layout offers ocean views from the primary bedroom and the living area. The kitchen is fully equipped, and the second bedroom comfortably sleeps three with a twin bunk bed and twin bed combination. Ocean Pointe Suites, ideally located between Key Largo and Islamorada, offers a wide array of activities such as lounging at the Olympic size pool, hanging out at the beach or engaging in some tennis, and charcoal grills to cook your catch! Marina dockage is on a first come first serve basis. Must book directly with the Marina. Enjoy the lush landscape and relaxing vibe! *Please note that the elevator in this building will be out of service from approx. September 9th -October 14th, 2026 for repairs.* Come and Relax! With thoughtful and creative coastal decor this Two Bedroom/Two Bath Condo will not disappoint. Discover the perfect blend of style, comfort and convenience in our well-kept condo. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features twin beds with an unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve. Guests will also enjoy the convenience of an in-unit washer/dryer. Ideal Location in the Florida Keys Ocean Pointe Suites is midway between Key Largo and Islamorada, the Diving and Fishing Capitals of the United States, promising you first-class fishing, diving and snorkeling opportunities, not to mention more fresh seafood than you can imagine! As the only reef system in the U.S. is right offshore, it doesn’t get any better than this! This captivating Resort offers so many exciting amenities for your family. Soak up the sunshine at the Junior Olympic pool with plenty of sun loungers or soak in the giant bubbling hot tub. Enjoy a snack or cocktail at the NEWLY re opened Pool Bar. Or, if you prefer to go “native”, get your Vitamin D on the resort’s private sandy beach. Onsite tennis/pickle-ball courts. Onsite charcoal grills and outdoor seating! Enjoy the boardwalk to the marina and check out the catch of the day! If you’d like to bring your own boat up to 28’, dockage is available for an additional fee through the dockmaster reservation system. With over 60 pristine acres, Ocean Pointe is the perfect blend of centuries old natural beauty and modern-day luxury and convenience for a great couples getaway or family retreat! You will have full access to Ocean Pointe Suites resort & property. The security gate is manned 24 hours. The person who made the reservation, will need to present their ID upon arrival. We have a 24 hour Self check-in process with local support from Property Manager. Boats and boat trailers are only allowed if pre-approved by the dock master prior to reservation. Two vehicles max. Ideal Location in the Florida Keys Ocean Pointe Suites is midway between Key Largo and Islamorada, the Diving and Fishing Capitals of the United States, promising you first-class fishing, diving and snorkeling opportunities, not to mention more fresh seafood than you can imagine! As the only reef system in the U.S. is right offshore, it doesn’t get any better than this! This captivating Resort offers so many exciting amenities for your family. Soak up the sunshine at the Junior Olympic pool with plenty of sun loungers or soak in the giant bubbling hot tub. Enjoy a snack or cocktail at the Pool Bar. Or, if you prefer to go “native”, get your Vitamin D on the resort’s private sandy beach. Onsite tennis/pickleball courts. Onsite charcoal grills and outdoor seating! Enjoy the boardwalk to the marina and check out the catch of the day! If you’d like to bring your own boat up to 28’, dockage is available for an additional fee through the dockmaster reservation system. With over 60 pristine acres, Ocean Pointe is the perfect blend of centuries old natural beauty and modern-day luxury and convenience for a great couples getaway or family retreat! DRIVING DIRECTIONS If you are arriving via car and have a GPS / SatNav system in the car, please use 500 Burton Drive, Tavernier, Florida as the address. If you do not have a GPS device, you can find us from the mainland by taking the Florida Turnpike south to Exit 4 - Homestead/Key West. This is the Turnpike Extension that will connect you to Route US 1 in Florida City, which takes you through the Keys to Key West at the very end of US 1. Please be aware that speed limits throughout the Florida Keys are strictly enforced. Driving Route 1 to Key West is one of the most beautiful drives there so TAKE YOUR TIME. Please be especially careful through the Big Pine Key area as this is a Key Deer Refuge. Speed limits are reduced in this area. You can reach Ocean Pointe by following Route 1 south from Homestead, over the 20-mile causeway, past Key Largo and making a left onto Burton Drive at mile marker 92.5, just before the Circle K convenience store and Dairy Queen in the median. Ocean Pointe is approximately half mile down Burton drive on your right. GETTING HERE WITHOUT A CAR We understand that some of you will be traveling without a car. We would not recommend this, as there are many places to visit, and it could be significantly more expensive. Ride share apps such as Lyft and Uber are available in the area. Some possibilities to explore: KEYS AIRPORT SHUTTLE provides daily door to door shuttle service to and from Key West & the Florida Keys & Miami & Ft Lauderdale airports. The GREYHOUND KEYS SHUTTLE has daily scheduled departures from the Miami Airport to all areas in the Keys. CAR PARKING Parking is provided for two cars on site and is easily accessible to the unit. Please be aware that all guests must be registered prior to coming, and the plate numbers of cars provided. Other things to note: Cancellation Policy ● 100% refund if you cancel at least 60 days before check-in. ● 50% refund (minus service fee) if you cancel at least 30 days before check-in. ● No refund if you cancel less than 30 days before check-in. We strongly recommend purchasing a separate travel protection policy to cover any refund requests outside the above cancellation rules. We also provide travel insurance through Property Manager website. MARINA RESERVATIONS Please note that we do not manage the marina and cannot guarantee availability for boat dockage. You will have to contact the Dockmaster at Ocean Pointe, please contact Property Manager for the Dockmaster email address. You will be required to submit a copy of the vessel insurance and registration along with the trailer registration and room confirmation. Please be sure to attach all required documents during your initial submission as failure to do so will delay our ability to process your request. Use the Ocean Pointe Marina Amenity Reservation form to submit your request and required documentation directly to the Ocean Pointe dock master. To ensure you are able to use the marina and facilities prior to submitting a request, please see the general rules below: Rules/Regulations/Restrictions: • All operators of vessels in the marina must have a copy of a current insurance declaration page indicating a minimum of $300,000 bodily liability and $100,000 property damage coverage on file with the dock master. • Owned or commercially rented vessels must be registered and insured or rented in the name of the owner or registered guest staying on the property. • Vessels must not exceed 28ft registered length. (Note: maximum beam 9’6”) • Jet Skis, Wave runners, Sea Doo’s or other PWC are not allowed on property or in the marina at any time. BEACHES The Florida Keys isn’t really known for its vast beaches. We are a series of islands made up of coral rock. We do have some small beaches that are accessible but they are nothing like the beaches you will find on the west coast of Florida or the Miami/Ft Lauderdale area. The closest public beach is Anne’s Beach which is in south Islamorada. The best way to experience the Keys is to get out on the water. We have world class boating, diving, snorkeling, and kayaking! Cancellation Policy: Full refund for cancellations up to 30 days before check-in. If booked fewer than 30 days before check-in, full refund for cancellations made within 48 hours of booking and at least 14 days before check-in. After that, 50% refund up to 7 days before check-in. No refund after that.

Ocean View 2 Bedroom Condo – Pool, Beach, & More

Tavernier, FL, US
2 Bedrooms 4 Guests
Sep 14 - 16
$179 night

🌴 Resort Highlights • Oceanfront resort with private sandy beach, marina, and Jr. Olympic-size pool • Hot tub, tennis courts, and other on-site amenities • Located near Key Largo and Islamorada attractions • The perfect tropical vacation destination for families, couples, or groups 🛌 Accommodations ✔️ 3rd Floor • Master bedroom with king • Second bedroom with two twin beds • Pullout sofa in the living room ✔️ Layouts are consistent, but furniture and decor can vary. 🍹 Dining & Drinks • On-site Island Grill Café open daily from 12:00 PM to 9:00 PM • Happy Hour daily from 4:00 PM to 7:00 PM 🚪 Guest Access & Check-In • Check-in: After 5:00 PM | Check-out: By 11:00 AM • Early check-in/late checkout may be available—request at the Welcome Center upon arrival/departure 📌 Good to Know • Must be 21 or older to check in • Daily resort fee: $22+ tax per night • Accidental Damage Waiver: A non-refundable $59 accidental damage waiver is required for each reservation and provides coverage for up to $1,000 in qualifying accidental damage to the rental property. To qualify, damage must be reported to Provident before checkout. The waiver does not cover intentional or negligent damage, smoking, unauthorized pets or guests, missing items, excessive cleaning, rule violations, fines, or damage exceeding $1,000. Guests remain financially responsible for excluded damage and any costs above the coverage limit. • Each condo is individually owned—interior design and furnishings may vary from photos • Ocean views and balconies are not guaranteed, see photos • Marina/trailer parking for boats not included—reserve in advance with Property Manager/Dock Master • Kayaks and paddleboards are not included in reservation • Limit of 2 vehicles per condo unit

Vacation Rentals in Islamorada by Amenities & Features

Get to Know Islamorada

Islamorada, known as the "Village of Islands," is an enchanting destination nestled in the heart of the Florida Keys. This tropical paradise is a string of six islands offering a serene escape with a wealth of activities for both adventure seekers and those looking to unwind. One of the main attractions in Islamorada is its world-class fishing. Often referred to as the Sportfishing Capital of the World, anglers can pursue sailfish, tarpon, bonefish, and many other species in the surrounding waters. Whether you prefer deep-sea excursions, backcountry fly fishing, or casting a line off a pier, Islamorada's diverse marine habitats cater to all fishing enthusiasts. Beyond fishing, the crystal-clear waters of Islamorada are perfect for a variety of water sports. Snorkeling and scuba diving are particularly popular, with the Florida Keys National Marine Sanctuary providing a protected area rich in marine life and coral formations. The underwater world here is vibrant and teeming with colorful fish, making it a diver's paradise. For those who prefer to stay above the waves, kayaking and paddleboarding through the mangrove trails offer a peaceful way to explore the area's natural beauty. The calm waters are also ideal for boating and sailing, with numerous rental options available for visitors to chart their own course through the islands. Islamorada's commitment to conservation is evident in its attractions like the Theater of the Sea, where guests can learn about marine life and participate in interactive programs with dolphins, sea lions, and other sea creatures. The History of Diving Museum is another must-visit, showcasing the evolution of diving and celebrating the area's rich underwater heritage. The islands are not just about aquatic pursuits; they also boast a vibrant arts scene. Local galleries and art studios display the works of talented artists inspired by the Keys' stunning landscapes and seascapes. The Morada Way Arts & Cultural District hosts a popular monthly art walk, where visitors can enjoy live music, fine art, and a taste of local cuisine. Speaking of cuisine, Islamorada's dining scene is a delightful blend of fresh seafood and tropical flavors. Waterfront restaurants offer picturesque views and a chance to savor the local catch, from succulent stone crab claws to key lime pie, a Florida Keys specialty. For a truly unique experience, visitors can end their day by watching the sun dip below the horizon at one of the many beachside bars or resorts, cocktail in hand, surrounded by the natural splendor of the Florida Keys. Islamorada's laid-back atmosphere, combined with its natural beauty and rich array of activities, makes it a destination that truly has something for everyone.
Islamorada, nestled in the heart of the Florida Keys, is a tropical paradise that enjoys a warm and inviting climate year-round, making it a favorite for sun-seekers and outdoor enthusiasts alike. The weather in Islamorada is characterized by its subtropical climate, which means you can expect warm temperatures, plenty of sunshine, and a fair amount of humidity. During the winter months, from December to February, the weather is typically the most pleasant, with average high temperatures ranging from the mid-70s to low 80s Fahrenheit (around 24-28°C). This is the dry season, so rainfall is minimal, and the humidity is lower, making it an ideal time for fishing, boating, and exploring the natural beauty of the Keys. Spring, from March to May, sees a gradual increase in both temperature and humidity. The highs average in the low to mid-80s Fahrenheit (around 27-30°C), and the chance of rain begins to increase as the season progresses. This is a wonderful time to visit for those looking to enjoy the outdoors before the summer heat sets in. Summer, from June to August, is the hottest and most humid time of the year, with temperatures often reaching into the 90s Fahrenheit (around 32-37°C). This is also the rainy season, with short, heavy showers and thunderstorms being common in the afternoons. Despite the heat, the warm ocean waters and the vibrant marine life make this a popular time for snorkeling, diving, and enjoying the island's water sports. Autumn, from September to November, brings a slight relief from the summer heat, with temperatures gradually cooling to the mid-80s Fahrenheit (around 29-30°C). However, this is also the peak of hurricane season, and while direct hits are rare, it's important to be aware of the weather forecasts and have flexible travel plans during this time. The most popular weather conditions in Islamorada are prevalent during the winter and early spring months when the temperatures are warm but not too hot, and the chance of rain is lower. This is when the climate is especially pleasant, offering the perfect backdrop for the island's many festivals, outdoor activities, and stunning sunsets. No matter when you choose to visit, Islamorada's laid-back atmosphere and beautiful weather make it a year-round destination for those looking to escape to a tropical oasis.
Islamorada, nestled in the heart of the Florida Keys, offers a unique blend of cultural activities set against a backdrop of stunning natural beauty. While it may be renowned for its fishing and water sports, the "Village of Islands" also caters to those with a passion for the arts, history, and local customs. Begin your cultural journey at the History of Diving Museum, where you can delve into the heritage of underwater exploration. The museum's extensive collection of diving apparatus and artifacts tells the story of mankind's quest to explore the depths of the sea. Interactive exhibits and monthly seminars enrich the experience, making it a must-visit for history enthusiasts. Art lovers will find solace in the local art scene, with galleries like the Gallery Morada and the Redbone Gallery showcasing the works of local and national artists. These galleries feature a variety of mediums, from sculpture and pottery to paintings and photography, all inspired by the vibrant colors and relaxed lifestyle of the Keys. For a taste of local customs and live music, the Morada Way Arts & Cultural District hosts the Third Thursday Art Walk, an event where visitors can enjoy live music, fine art, and a glimpse into the creative spirit of the islands. Stroll down the Morada Way and engage with artists, musicians, and fellow art aficionaries in a festive atmosphere. Theatre buffs will be delighted by the performances at the Keys History & Discovery Center, which often hosts plays and presentations that bring the rich history of the Florida Keys to life. The center itself is a treasure trove of local history, with exhibits that explore the ecology, economy, and cultural heritage of the islands. Islamorada's cultural offerings extend to its culinary scene, where the local cuisine is a reflection of the island's history and traditions. Seafood is a staple here, and many restaurants offer live music to accompany your dining experience, providing a harmonious blend of taste and sound. Festivals and events throughout the year celebrate the island's culture and heritage. The annual Island Fest features live music, art, and food, while the Baygrass Bluegrass Festival showcases some of the best bluegrass music in the South. In Islamorada, the arts and history are as much a part of the landscape as the sun and sea. It's a place where culture thrives amidst the natural splendor of the Florida Keys, offering a serene yet stimulating getaway for those who seek a cultural retreat.
Islamorada, nestled in the heart of the Florida Keys, is a paradise for families traveling with children, offering a blend of adventure, relaxation, and educational experiences that cater to the curiosity and energy of young minds. Begin your family adventure at the Theater of the Sea, an intimate marine mammal park where children can get up close with dolphins, sea lions, and rays. The park offers interactive programs like swimming with dolphins and sea lions, which are both educational and thrilling for kids. The lagoon-side beach and the bottomless boat ride add to the charm, making it a full day of fun. For those little adventurers, Robbie's Marina of Islamorada is a must-visit. Here, families can feed the massive tarpon from the docks, an experience that is sure to elicit gasps and giggles. The marina also offers kayak and boat rentals for exploring the mangrove-fringed waters, and the on-site restaurant provides a casual setting to enjoy the local catch. The Florida Keys History & Discovery Center is a treasure trove for curious minds. With exhibits on the history, ecology, and people of the Keys, it's a great place for kids to learn about the region's unique environment and cultural heritage. The center's aquarium and interactive displays make the learning experience engaging for children. Islamorada also boasts beautiful beaches like Anne's Beach, where shallow waters provide a safe environment for kids to splash around and the boardwalk offers a scenic stroll. The beach's natural beauty is a perfect backdrop for a family picnic or a day spent building sandcastles. For a unique experience, take a family eco-tour or snorkeling trip to explore the vibrant coral reefs that lie just offshore. Companies like A Family Fun Boat Tour Co. cater to families, ensuring that even the youngest members can safely enjoy the wonders of the underwater world. Fishing enthusiasts, both young and old, will find Islamorada to be an angler's dream. Known as the Sportfishing Capital of the World, the area offers numerous charters that are happy to tailor trips to families, making it an exciting way to introduce children to the sport. In Islamorada, the blend of educational attractions, natural beauty, and family-oriented activities create an environment where children can learn, play, and make memories that will last a lifetime. Whether your family is seeking adventure on the water or a peaceful day surrounded by nature, Islamorada is a destination that will delight travelers of all ages.
Islamorada, nestled in the heart of the Florida Keys, is a paradise for outdoor enthusiasts and nature lovers. Known as the "Village of Islands," it spans approximately 20 miles and is a collection of tropical islands including Plantation Key, Windley Key, Upper and Lower Matecumbe Keys, and the offshore islands of Indian Key and Lignumvitae Key. For those who seek to immerse themselves in the natural world, Islamorada offers an abundance of activities. The clear, warm waters surrounding the islands are a haven for snorkelers and scuba divers, with the Florida Keys National Marine Sanctuary providing a protected environment for a diverse array of marine life. The coral reefs, such as Cheeca Rocks and Alligator Reef, teem with colorful fish, sea turtles, and other aquatic creatures. Anglers will find Islamorada to be a dream destination, often referred to as the Sportfishing Capital of the World. The backcountry waters are home to tarpon, bonefish, and permit, while offshore fishing can yield sailfish, mahi-mahi, and tuna. Numerous charter services are available to guide both novice and experienced fishermen to the best spots. For a more leisurely pace, kayaking and paddleboarding through the mangrove-lined channels offer a serene way to explore the local ecosystem. Paddlers can glide over seagrass beds, spot a variety of birds, and even encounter manatees in the shallow waters. Nature lovers will appreciate the beauty of Lignumvitae Key Botanical State Park, accessible only by boat. This island is a tropical hardwood hammock that hosts a variety of rare plants and birds. Guided tours provide insight into the island's unique ecology and history. Theater of the Sea, an intimate marine mammal park, allows visitors to interact with dolphins, sea lions, and rays in a series of encounters and shows. It's an educational and entertaining experience that highlights the importance of conservation. For a glimpse into the history and culture of the area, Indian Key Historic State Park is an offshore island that can be reached by kayak or boat. It was once the site of a shipwreck salvage community in the early 19th century and now offers trails and interpretive signage amidst the ruins. With its stunning natural beauty, abundant wildlife, and myriad of water-based activities, Islamorada is a destination that truly embodies the spirit of the great outdoors. Whether you're seeking adventure on the high seas or tranquility among the mangroves, this tropical locale offers an unforgettable experience for nature enthusiasts.
Islamorada, known as the "Village of Islands," is a key destination within the Florida Keys, offering a tropical escape with a laid-back atmosphere. This village is a string of islands including Plantation Key, Windley Key, Upper and Lower Matecumbe Keys, and the offshore islands of Indian Key and Lignumvitae Key. Most visitors arrive in Islamorada by car, driving along the scenic Overseas Highway (U.S. Highway 1), which connects the chain of islands in the Florida Keys. This drive offers breathtaking ocean views and is an experience in itself. For those flying in, the nearest major airport is Miami International Airport, approximately 80 miles away. From Miami, travelers can rent a car or take a shuttle service to reach Islamorada. Once in Islamorada, transportation options are more limited compared to larger cities. There is no formal public transportation system on the islands, so having a car is the most convenient way to explore the area. Car rentals are available from the airport or from rental agencies in the Keys. For those who prefer not to drive, taxi services and ride-sharing options like Uber and Lyft are available, though they may be less frequent than in urban areas. Islamorada is also a popular destination for boating. Many visitors choose to explore the surrounding waters by renting a boat or joining a guided tour, which can include fishing, snorkeling, or simply cruising the beautiful Florida Bay and Atlantic Ocean. While Islamorada is not known for being particularly walkable due to the spread-out nature of its attractions and amenities, some areas, such as the Morada Way Arts & Cultural District, offer a pleasant pedestrian experience with galleries, shops, and restaurants within walking distance of each other. Biking is another enjoyable way to get around, with some resorts and businesses offering bike rentals to guests. For those looking to explore the natural beauty of the Keys, guided eco-tours and water sports equipment rentals are widely available, providing opportunities to experience the local marine life and coral reefs. In summary, while Islamorada may not have the extensive transportation infrastructure of a major city, it offers a variety of options suitable for island exploration. Renting a car provides the most flexibility, but for those looking to enjoy the water or stay local, boats, bikes, and walking can also be part of the quintessential Florida Keys experience.

Islamorada FAQs

Islamorada, known as the 'Village of Islands,' offers a variety of activities for visitors. You can enjoy sport fishing, snorkeling, and scuba diving in the beautiful Florida Keys waters. Visit the Theater of the Sea for marine animal shows and encounters, or explore the History of Diving Museum to learn about the heritage of the sport. For a relaxing day, take a stroll through the lush tropical gardens at Lignumvitae Key Botanical State Park or lounge on the sandy beaches at Anne's Beach. Don't miss the chance to sample fresh seafood at local restaurants and watch stunning sunsets from the many waterfront spots.
The best time to visit Islamorada is typically from March to May when the weather is warm but not too hot and the tourist crowds are thinner. The winter months of December to February are also popular due to the pleasant temperatures, but this is peak tourist season, so expect higher prices and more people. If you're looking to avoid the crowds and don't mind the possibility of some rain, consider visiting during the late summer or early fall.
Yes, Islamorada hosts several events and festivals throughout the year. The Island Fest in April features art shows, classic cars, and live music. The annual Islamorada Fishing Classic in January attracts anglers from all over. The Lobsterfest in August celebrates the start of lobster season with a variety of seafood and festivities. Check local event calendars for the latest information as dates and events may change from year to year.
Islamorada offers a range of accommodation options to suit different budgets and preferences. You can find luxury resorts, boutique hotels, vacation rentals, and charming bed and breakfasts. There are also several campgrounds and RV parks for those looking to connect with nature. Waterfront properties are particularly popular, offering stunning views and easy access to water activities.
Absolutely, Islamorada is a great destination for families. Many resorts and hotels offer family-friendly amenities such as pools, kid's clubs, and family rooms. Attractions like the Theater of the Sea provide interactive experiences for children, and there are plenty of outdoor activities like kayaking, paddleboarding, and beachcombing that are suitable for all ages. The calm waters of the Florida Keys also make it a safe and enjoyable place for swimming and snorkeling.
The most convenient way to get around Islamorada is by car. You can rent a car from the mainland or nearby airports to explore the islands at your own pace. There are also taxi services and ride-sharing options available. For those who prefer not to drive, some resorts offer shuttle services to popular attractions, and there are local tour companies that provide guided excursions. Bicycles and scooters are also popular modes of transportation for shorter distances.

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Vacation Rentals Near Islamorada

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