Three Oaks, FL Vacation Rentals

Explore 439 vacation rentals, homes, and villas in Three Oaks, FL for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Free Parking and Homes with Pools, 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 $67 per night and featuring up to 10 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.

439 Vacation Rentals in Three Oaks

10368 Porto Romano Dr

Miromar Lakes, FL, US
3 Bedrooms 6 Guests
Sep 24 - Oct 1
$334 night

Welcome to your Southwest Florida retreat in the highly acclaimed, award-winning, gated Miromar Lakes community. Once you arrive, it won’t take you long to realize the accolades are all well-desereved! This well-maintained 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living space, combining privacy, convenience, and access to some of the finest resort amenities in Southwest Florida at Miromar Lakes Beach & Golf Club. The Space - Designed for easy vacation living, the home features an inviting layout filled with natural light and thoughtfully furnished for comfort and relaxation Nearly 1,800 sq ft of interior living space 3 bedrooms / 2 full bathrooms Fully stocked kitchen with everything you need to prepare and serve meals at home Comfortable living and dining areas perfect for relaxing after a day in the sun Private screened heated pool and spa—ideal for cooling off or unwinding in the evenings Bed linens, bath and pool towels provided Free, unlimited Wi-Fi Garage parking Located on quiet, sidewalk-lined streets within a secure gated community Just bring your shorts and swimsuit—everything else is ready for you. Miromar Lakes World-Class Amenities - Guests may enjoy Miromar Lakes’ renowned resort-style amenities, including: Stunning infinity-edge pool with lake views White-sand lake beach with water activities Multiple on-site restaurants and beach bar Tennis courts, fitness center, and full-service spa Walking paths and beautifully landscaped common areas Amenity Access Disclaimer: Access to Miromar Lakes’ resort-style amenities is subject to the community’s rules, availability, and any required guest registration or fees. Amenity access is not guaranteed and may vary by season, length of stay, or association policies. Golf access is not available with this rental. Prime Southwest Florida Location - Perfectly positioned between Fort Myers and Naples, the home is: Approximately 10 minutes from RSW International Airport Minutes to Florida Gulf Coast University, Miromar Outlets, Costco, and other shopping Close to a wide variety of dining, entertainment, and seasonal attractions including the spring training facilities of the Boston Red Sox and Minnesota Twins Why You’ll Love It - Whether you’re relaxing by your private pool, enjoying the lakefront beach, or exploring the best of Southwest Florida, this home offers the perfect blend of resort luxury and everyday comfort in one of the area’s most sought-after communities. What are you waiting for?!

Work & Play! Home w/ Modern Comfort in Estero

Estero, FL, US
3 Bedrooms 6 Guests
Dec 31 - Jan 30
$311 night

Milan Villas | Mid-Term Friendly | Snowbirds, Professionals & Relocators Experience a sun-drenched escape where the outdoors and indoors harmonize. Step into an airy living space that captures the effortless spirit of the Gulf, then soak in the hot tub on the enclosed patio. Tucked in a gated community, the dog-friendly home is designed for those who want a relaxed lifestyle while remaining minutes from fun. This Estero vacation rental is the ultimate base for your Southwest Florida stay! -- THE PROPERTY -- MAIN FEATURES- Community dog park- Enclosed patio w/ hot tub- Smart TVs, board games & books- Dining table & breakfast bar- Washer/dryer- Gated community- Private hot tub KITCHEN - Stove/oven, refrigerator, dishwasher- Microwave, toaster, blender- Drip coffee maker (starter coffee provided)- Dishware/flatware ACCESSIBILITY- Single-story home, step-free entry PARKING- Garage (2 vehicles)- Driveway (2 vehicles) FAQ- Please note that there is no sauna or fitness center on-site.- There is no community restaurant within the complex. -- THE LOCATION -- - Prime Estero location near shopping, dining & medical/corporate hubs- Centrally located near numerous local restaurants.- 2 miles to Koreshan State Park- 2 miles to Estero Recreation Center: fitness center, parks & recreational facilities.- 3 miles to Coconut Point Mall & Hertz Arena- 4 miles to Lee Health Coconut Point- 5 miles to Florida Gulf Coast University- 11 miles to Bonita Beach Park- 16 miles to Lovers Key Beach -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking- Community pre-registration form required (reach out to Guest Contact to receive & return)- Vaccination records & pet liability insurance naming Milan Villas HOA as additional insured required (if bringing dog)- Pet friendly w/ $500 fee (+ fees & taxes; dogs only, 2 max)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in ADDITIONAL INFORMATION- This single-story home offers step-free entry SECURITY CAMERA INFORMATION- 2 exterior devices- Location: side doorbell, front of house- Coverage: side entry, driveway

Riverfront Retreat with Pool, Spa & Dock

Estero, FL, US
5 Bedrooms 10 Guests
Oct 3 - 5
$721 night

Escape to this luxury riverfront estate on the Estero River with direct Gulf access, a private dock, heated pool and spa, outdoor kitchen, home gym, and multiple indoor and outdoor gathering spaces. Sleeping up to 10 guests with five flexible sleeping areas, it’s ideal for families and groups. Watch for dolphins, manatees, and the resident osprey, or launch a kayak or paddleboard right from your backyard. Riverfront Retreat with Private Dock, Pool & Resort-Style Amenities Welcome to your private riverfront retreat on the beautiful Estero River, where luxury, comfort, and the natural beauty of Southwest Florida come together. This spacious estate offers the perfect setting for multi-generational families, groups of friends, or anyone looking to enjoy a peaceful waterfront escape with exceptional indoor and outdoor living. Sleeping Accommodations *Primary Suite: King bed *Bedroom 2: Queen bed *Bedroom 3: Queen bed *Bedroom 4: Queen bed and Twin bed *Bonus Room: Queen Murphy bed Outdoor Living Designed for Relaxation The backyard is the heart of this home. A spacious screened lanai surrounds the heated pool and spa, creating a private setting to spend your days swimming, soaking in the spa, and enjoying the Florida sunshine. Multiple outdoor gathering spaces make entertaining effortless. Share meals beneath the covered lanai, catch your favorite game on one of the wall-mounted TVs, or gather around the outdoor bar after a day on the water. The fully equipped outdoor kitchen features a built-in grill, sink, and prep space, making everything from family dinners to poolside lunches easy. Beyond the pool enclosure, a beautifully landscaped backyard leads to your private dock on the Estero River. This scenic waterway offers direct access to the Gulf of Mexico, making it the perfect launching point for kayaking, paddleboarding, or simply relaxing beside the water. Bring your own kayaks, and paddleboards or rent them locally for an unforgettable day exploring the river. Nature lovers will appreciate the incredible wildlife that calls the Estero River home. Keep an eye out for playful dolphins, gentle manatees, and the resident osprey that is often seen soaring overhead before diving into the river to catch its next meal. As evening approaches, gather on the dock to watch the sunset paint the sky—a peaceful way to end another day in paradise. A separate paver patio beneath a pergola offers another quiet place to unwind, while horseshoe pits provide a little friendly competition for guests of all ages. Spacious Coastal Living Inside, the home offers bright, open living spaces designed for gathering. The great room centers around a beautiful stone fireplace and flows seamlessly into the kitchen, where quartz countertops, premium stainless-steel appliances, and a striking teal island create a welcoming space for preparing meals and spending time together. A second upstairs family room provides another comfortable place to relax, featuring a large leather sectional, oversized TV, and direct access to a private balcony overlooking the river. Private Bedroom Retreats The primary suite is a peaceful escape with a king bed, comfortable sitting area, wall-mounted TV, private balcony access, and even a telescope for enjoying evening views over the river. The spacious en suite bathroom adds to the retreat with generous finishes and thoughtful design. Each guest bedroom offers its own inviting coastal style, while beautifully appointed bathrooms with oversized glass-enclosed showers and double vanities provide plenty of space for everyone. Additional Amenities Thoughtful extras throughout the home help make every stay comfortable, including: * Private home gym with spin bike and free weights * Built-in workspace for remote work * Wet bar with wine storage * Full laundry room * Attached two-car garage * Circular driveway with additional parking Prime Estero Location Perfectly positioned along the tranquil Estero River, this home offers the best of both worlds—a peaceful waterfront setting with direct Gulf access and convenient proximity to Southwest Florida’s beautiful beaches, championship golf, shopping, dining, and entertainment. Whether you’re exploring the river by paddleboard, spotting local wildlife from the dock, or spending the afternoon at nearby beaches, every day offers a new way to experience Florida’s natural beauty. Whether you’re gathering the family, celebrating a special occasion, or simply looking to unwind by the water, this exceptional riverfront home offers an unforgettable Southwest Florida getaway. To give our guests flexibility and peace of mind, we offer two ways to cover accidental damage during your stay. Choose either a $100 non-refundable damage fee or a $2,000 refundable hold. This payment is collected after booking and before check-in. License number: Florida state permit number: #DWE2102775

Lovers Key Resort PH3

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 30 - Oct 2
$148 night

At the penthouse level of Lovers Key Resort, the Estero Bay sunrise arrives in full — wide, unhurried, and entirely yours from the extended private balcony. Dolphins surface in the morning stillness. Manatees drift through the shallows. Shorebirds move along the waterline. This is what the top of the building looks and feels like, and the wildlife and the view make every morning here genuinely memorable. Nearly 600 sq ft of open-concept living space with floor-to-ceiling sliding glass doors in both the living room and the bedroom open to the extended balcony — the Bay view is present throughout the entire condo, not just from one room. A king bed, a queen sleeper sofa, a jetted corner tub, beach gear ready to go, and balcony dining for 4 round out a well-appointed retreat for up to 4 guests. Please note: this condo is privately owned and not managed by Sunstream Hotels & Resorts. There is no on-site beach access; Lovers Key State Park is approximately half a mile away. THE SPACE Floor-to-ceiling sliding glass doors in both the living room and bedroom open directly onto the extended balcony, making the Estero Bay view a constant presence throughout the condo from the moment you arrive to the moment you leave. The open-concept living, dining, and kitchen space is bright and easy-flowing. The living area features a queen sleeper sofa, flat-screen TV with DirecTV, and casual dining for 4, all oriented toward the balcony and that peaceful bay view. The efficient kitchen is well-stocked — refrigerator/freezer, stove, microwave, dishwasher, cookware, and dinnerware — everything needed for comfortable meals in. The extended open balcony offers dining for 4 and the kind of unobstructed Estero Bay panorama that earns its place as the favorite room of the condo for virtually every guest who stays here. Sunrise to sunset, wildlife to night sky — it delivers every hour. The spacious bedroom features a king-size bed, a ceiling fan, bay views, and its own floor-to-ceiling sliding doors opening directly to the balcony — the Bay is the first thing you see when you wake up. The bathroom features a corner jetted tub and shower, with bath, pool, and kitchen towels all included for the stay. WHAT’S INCLUDED • Free unlimited WiFi throughout • DirecTV in both living room and bedroom • King bed + queen sleeper sofa (sleeps 4) • Floor-to-ceiling sliding glass doors in both living room and bedroom • Jetted corner tub/shower combo • Efficient kitchen — dishwasher, stove & full cookware • Extended open balcony with dining for 4 • Beach gear — 2 chairs, umbrella & cooler • Bath, pool & kitchen towels • Complimentary parking on-site RESORT AMENITIES • Lagoon-style heated pool & spa with cascading waterfall • Pool and sun deck overlooking Estero Bay • Flipper’s on the Bay — onsite waterfront restaurant & bar • Fitness center • Business center • On-site pay-per-load laundry facilities THE LOCATION — LOVERS KEY & SOUTHWEST FLORIDA Lovers Key Resort sits on Black Island, home to Lovers Key State Park — ranked among the top 10 beaches in the U.S. by the Travel Channel — just half a mile away. Kayaking, canoeing, paddleboarding, biking, and nature trails through the Estero Bay estuaries are all minutes from your door. Southwest Florida’s finest destinations are within easy reach in every direction: • Fort Myers Beach (Estero Island) — miles of beaches, Times Square, Bayside Park, parasailing, watersports, fishing & dining — just to the north • Sanibel & Captiva Islands — world-famous shelling, nature preserves & barrier island beauty • Bonita Springs & Naples — upscale dining, Barefoot Beach, Bonita Beach Park & cultural attractions to the south • Fort Myers & Cape Coral — Edison & Ford Estates, the River District, MLB Spring Training (Boston Red Sox & Minnesota Twins) & Caloosahatchee River boating Please note: there is no on-site beach access. Lovers Key State Park is approximately half a mile away. RSW International Airport is approximately 26 miles away. HOUSE RULES • No smoking anywhere on the property — including the condo, balcony, e-cigarettes, cigars, and pipes • No pets • No RV or trailer parking • Minimum rental age: 25 (government-issued photo ID required within 24 hours of check-in) • This condo is privately owned and is not part of the Lovers Key Resort management operated by Sunstream Hotels & Resorts Included with your booking you will receive an exclusive Free Fun Activity Package!** We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! One guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. **Does not apply to monthly reservations; some activities may be seasonal

Pool, Spa & Lanai: Upscale Retreat in Fort Myers!

Fort Myers, FL, US
3 Bedrooms 8 Guests
Sep 24 - Oct 8
$364 night

Private Pool (Heated w/ Fee) | Quiet Gated Community | Pond View Enjoy upscale comfort and peaceful surroundings in this beautifully appointed Fort Myers vacation rental. With a private pool and hot tub, the home offers a relaxing retreat for extended stays or seasonal escapes. Spend mornings on the lanai, sipping coffee while admiring pond views. Then, head to Fort Myers Beach, visit the River District, or explore Koreshan State Park. Reserve today and enjoy privacy and convenience! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 2 twin beds - Bonus Room: 1 queen sleeper sofa OUTDOOR LIVING - Pool (optional $25/night heating fee, paid pre-trip, applied to entire stay) - Hot tub - Screened, furnished lanai w/ electric grill - Open backyard w/ peaceful pond view (not fenced) INDOOR LIVING - 3 Smart TVs - 2 dining rooms - Decorative fireplaces (not available for guest use) - Open, airy layout w/ upscale furnishings KITCHEN - Refrigerator, stove/oven, dishwasher - Blender, toaster oven, microwave - Drip coffee pot - Cooking basics, dishware & flatware GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Washer & dryer, iron/ironing board - Linens & towels - Complimentary toiletries (starter supply), hair dryer, hangers FAQ - Ring doorbell camera (facing front entry) ACCESSIBILITY - 8 steps for entry, 2-story home - 2 bedrooms & 2 bathrooms on 1st floor PARKING - Garage (2 vehicles) - Driveway (3 vehicles) -- THE LOCATION -- - 1–2 miles to Publix, restaurants & shops - 6 miles to Minnesota Twins spring training (Major League Baseball) & 11 miles to JetBlue Park (Boston Red Sox spring training) - 11 miles to Fort Myers Beach - 11 miles to the River District - 7 miles to Koreshan State Park - 8 miles to Six Mile Cypress Slough Preserve - 9 miles to Florida Gulf Coast University - 10 miles to Southwest Florida International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires stairs for entry; there are 2 bedrooms and 2 full bathrooms on the 1st floor - The decorative fireplaces are not available for guest use - There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features a Ring doorbell camera on the front door facing the exterior entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected

Carlos Pointe #222-Gulf Haven

Fort Myers Beach, FL, US
2 Bedrooms 4 Guests
Sep 24 - Oct 1
$357 night

Top Reasons to Book this Beautiful Condo: * Gulf Front with Magnificent Views * Direct Beachfront Complex * Easy Beach Access * Gorgeous Community Pool * 6 Miles from Times Square * Professionally Managed *This property does not allow parties of adults under the age of 25.* Welcome to Carlos Pointe 222 – Gulf Haven, your beachfront escape on the quiet southern tip of Fort Myers Beach. Perfectly positioned where the Gulf of Mexico meets Big Carlos Pass, this beautifully appointed second-floor condominium offers breathtaking water views, direct beach access, and the peaceful coastal atmosphere that makes Carlos Pointe one of the island’s most sought-after destinations. Wake each morning to spectacular sunrises over the pass and spend your days relaxing on the sugar-white sands just steps from your door. Watch dolphins play in the surf, pelicans glide overhead, and boats cruise through the pass from the comfort of your private screened lanai. Inside, Gulf Haven features a bright, open floor plan designed for comfort and relaxation. The fully equipped kitchen makes preparing meals easy, while the spacious living area provides the perfect place to gather after a day at the beach. Large sliding glass doors fill the condo with natural light and showcase the incredible waterfront scenery. The primary suite offers a peaceful retreat with comfortable accommodations and an en-suite bathroom, while the guest bedroom provides a welcoming space for family or friends. With two full bathrooms, complimentary Wi-Fi, cable television, and the convenience of an in-unit washer and dryer, you’ll have everything needed for an effortless stay. Whether you’re planning a romantic getaway, a family vacation, or an extended stay by the sea, Carlos Pointe 222, Gulf Haven offers the perfect combination of comfort, convenience, and unforgettable Gulf Coast views. Come experience the beauty of Fort Myers Beach and create memories that will last a lifetime. Carlos Pointe is a beachfront condo development located at the southern end of Fort Myers Beach. The development features 103 units located in two six-story mid-rise condo buildings. Carlos Pointe was delivered in 1981, and many of the units have been updated since then. Amenities at Carlos Pointe include a beachfront pool, community room, BBQ area, and bike storage. The Bed Set-Up: Primary Bedroom: King Bed Guest Bedroom: Two Twin Beds Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. If you are looking for a day trip, check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse, less than 15 miles away! Carlos Pointe 222 STR 19-0158

FMB - Beach Sanctuary - 8246 Estero Blvd

Fort Myers Beach, FL, US
4 Bedrooms 10 Guests
Sep 30 - Oct 4
$515 night

Beach Sanctuary Beach Front Welcome to Beach Sanctuary, your Gulf-front paradise offering the best views on the island. Situated on the southern tip of Estero Island (Fort Myers Beach), this architectural masterpiece provides unparalleled vistas of the Gulf, beach, and surrounding nature preserves. With pristine sands right in front, you’ll enjoy views of Lovers Key to the left, peaceful boat traffic between islands, and serene wildlife from the surrounding nature sanctuaries. Whether you’re lounging on one of the three balconies or taking a stroll along the beach, birdwatching here is simply unrivaled. Here’s what makes this home so special: Bedding Arrangement: 4 Bedrooms: Master Suit with a King-size bed and, beautiful ensuite bathroom and Gulf views 2 Bedrooms, each with a King-size bed with their own spacious ensuite bathroom 1 Top-Floor Loft with a double bed, trundle, and bunks, accommodating four guests with spectacular views and direct access to the loft deck Top Features: Sleeps 10 Gulf-Front Views & Beach Access: Just a three-minute walk from the house to the water’s edge, where you can swim, lounge, or watch dolphins play. Beach chairs and an umbrella are provided for your convenience. Three Balconies for Spectacular Views: With each balcony offering incredible views of the Gulf, nature preserves, and wildlife, you’ll have the perfect spot to relax, unwind, and enjoy the surrounding beauty. Luxurious Interior & Furnishings: Recently renovated, the Beach Sanctuary features high-end furnishings and a spacious layout, providing ample space for relaxation and comfort for your entire group. Outdoor BBQ & Dining: Use the BBQ grill to prepare fresh seafood or enjoy a casual meal outdoors while taking in the gorgeous views. Fishing & Water Sports: Located near renowned beach fishing spots, enjoy fishing right from the shore, or rent a boat or book a fishing charter at Fish Tale Marina, just behind Santini Plaza. Island Adventures: Explore unique shops, exciting nightlife, and fine dining options, including some of the best fresh seafood around. Take a short bike ride to the tiki bars or visit Captiva and Sanibel for even more adventure. Convenient Location: Situated at the quieter southern end of the island, the Beach Sanctuary offers easy access to the mainland and the airport via the south end bridge through Bonita Springs. Escape to the perfect beachfront island retreat at Beach Sanctuary, where luxurious accommodations, breathtaking views, and an abundance of activities await. Whether you’re seeking relaxation by the beach or adventure on the water, this home is the ideal setting for your next unforgettable vacation. Property Manager Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future! DISCLAIMERS: The home has a minimum age requirement of 25 to book. Smoking is not allowed on the property. This home is dog-friendly for non-aggressive dogs (max 1) up to 50 lbs with a pet fee per dog. Air conditioning is set to 74°F during the day, with the option to adjust it lower at night. Town of Fort Myers Beach Registration License # R250139

Lovers Key Resort 1002

Fort Myers Beach, FL, US
1 Bedrooms 2 Guests
Sep 25 - 27
$148 night

A waterfront nature retreat minutes from Fort Myers Beach. Start your morning with coffee on your private balcony as the sun rises over Estero Bay. Dolphins, manatees, native shorebirds and passing boats create a constantly changing waterfront scene from this 10th floor vantage point. From the moment you walk through the door, your eyes are drawn to the sweeping water views beyond the floor-to-ceiling glass doors. The bright, open-concept living space was beautifully redesigned to showcase the bay from nearly every angle, creating a light, airy atmosphere that immediately puts you in vacation mode. Everything slows down in the best possible way. Located between Fort Myers Beach and Bonita Springs, the condo combines the peaceful setting of Lovers Key with easy access to beaches, restaurants, shopping, and outdoor adventures. The updated kitchen features stainless steel appliances, modern cabinetry, and everything needed for preparing meals at home. The spacious bedroom offers direct balcony access and stunning bay views from the floor-to-ceiling glass doors allowing you to wake each morning to breathtaking waterfront sunrise views from the comfort of your king-size bed. Resort-quality linens and thoughtful details create a comfortable and relaxing retreat after a day of exploring Southwest Florida. During your stay at Lovers Key Resort, enjoy: • Waterfront heated lagoon-style pool and spa overlooking Estero Bay • Poolside lounging and sun deck areas • Fitness & Business centers • Pay-per-use laundry facilities • Onsite restaurant and waterfront dining at Flipper’s on the Bay • Complimentary parking • Convenient access to kayaking, boating, paddleboarding, and nearby beaches • Private balcony with panoramic Estero Bay views • Easy access to Lovers Key State Park • Close proximity to Fort Myers Beach and Bonita Springs • Wildlife viewing including dolphins, manatees, and coastal birds. Whether you’re seeking a peaceful nature retreat, a romantic getaway, or a convenient home base for exploring Southwest Florida, this waterfront escape offers a unique perspective on one of the area’s most beautiful coastal settings. Enjoy the perfect balance of seclusion and convenience. Tucked between the Gulf and Estero Bay, Lovers Key Resort offers a peaceful waterfront setting just minutes from grocery stores, waterfront restaurants, and local attractions. Leave the car parked and explore Fort Myers Beach using the seasonal trolley service, or enjoy a relaxing morning on the balcony while taking advantage of convenient grocery and meal delivery available directly to the resort. While the resort itself sits along the peaceful back waters of Estero Bay rather than directly on the beach, some of Southwest Florida’s most beloved Gulf beaches are just moments away. Lovers Key State Park is located nearby and is famous for its pristine shoreline, kayaking trails, wildlife viewing, and breathtaking natural beauty. To the north, Fort Myers Beach offers waterfront restaurants, live music, parasailing, boating excursions, and the laid-back island atmosphere visitors return for year after year. A short drive south brings you to Bonita Springs and Naples, known for upscale dining, shopping, cultural attractions, and beautiful Gulf beaches. Freshly remodeled, beautifully modern, and perfectly positioned above the tranquil waters of Estero Bay, this stunning condo offers the ideal blend of resort relaxation, waterfront serenity, and Southwest Florida adventure. Please note: This property is approximately 26 miles from RSW International Airport and 0.5 mile to Lover’s Key State Park. No smoking, including e-cigarettes, cigars, or pipes is permitted anywhere on the property; this includes the condo and balcony. No pets allowed. RV or Trailer parking is NOT PERMITTED Minimum age to rent is 25. Please be prepared to present a government-issued picture ID, matching the name on the property booked in, to a representative of management company or property owner within 24 hours of your check-in, if asked. This condo is privately owned and not part of the Lovers Key Resort Management operated by Sunstream Hotels & Resorts. Included with your booking you will receive an exclusive Free Fun Activity Package!** Included with your booking you will receive an exclusive Free Fun Activity Package!** We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! One guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. **Does not apply to monthly reservations; some activities may be seasonal

905 Fort Myers Beach

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 24 - 26
$183 night

Watch the boats travel through Big Carlos Pass out to open water. Follow the dolphins as they play in Estero Bay below. Take in the Gulf shimmering in the distance as the sun goes down. This rare 9th floor unit at Lovers Key Resort captures all three simultaneously — the Gulf of Mexico, Big Carlos Pass, and Estero Bay — from a floor-to-ceiling window wall and an open balcony that make every moment feel like front-row seating to Southwest Florida’s most spectacular waterway views. At nearly 800 sq ft with a dual-access bathroom connecting the bedroom and living area, a jetted corner tub, an oversized walk-in shower, a king bed, a queen sleeper sofa, keyless contactless check-in, and an eating bar alongside the full kitchen — this is one of the most thoughtfully configured units in the resort. Please note: this condo is privately owned and not managed by Sunstream Hotels & Resorts, the resort’s on-site management company. THE SPACE The full window wall in the main living area frames a triple-view panorama — the Gulf, Big Carlos Pass, and Estero Bay — that shifts and evolves throughout the day and reaches its most spectacular at sunset, when the sky above the water transforms into something genuinely memorable. The open-concept living, dining, and kitchen space is generously proportioned and well-laid-out for up to 4 guests. The living area features a queen sleeper sofa, a TV with DirecTV, and a dining table with seating for 4. An eating bar with two barstools separates the living area from the full kitchen — refrigerator/freezer, oven, dishwasher, and microwave, with cookware, dinnerware, and basic small appliances all included. Sliding glass doors open from the living area onto the open balcony, where a table and seating for 2 put you right in the center of that extraordinary waterway view — sunrise, sunset, and everything in between. The spacious bedroom features a king-size bed and a TV with DirecTV, with a direct connection to the dual-access bathroom. The bathroom is both beautifully appointed and practically designed — a jetted corner tub, an oversized walk-in shower, an expanded sink vanity with generous counter space, and a private toilet area with a pocket door, all accessible from both the bedroom and the main living area. For a group of 4, this layout is a genuine daily convenience that sets this unit apart from those with single-access bathrooms. WHAT’S INCLUDED • Free unlimited WiFi throughout • DirecTV in both living room and bedroom • King bed with provided linens + queen sleeper sofa (sleeps 4) • Dual-access bathroom — jetted corner tub, oversized walk-in shower & private toilet • Full kitchen — oven, dishwasher & full cookware • Open balcony with seating for 2 & triple waterway views • Bed linens, bath, kitchen & pool towels • Keyless entry — contactless check-in, no keys to track • Complimentary parking on-site RESORT AMENITIES • Cascading waterfall lagoon-style heated pool & spa • Pool and sunbathing deck overlooking Estero Bay • Flipper’s on the Bay — award-winning open-air waterfront restaurant & bar • Fitness center • Business center • On-site pay-per-use laundry facilities THE LOCATION — LOVERS KEY & SOUTHWEST FLORIDA Lovers Key Resort sits on Black Island, home to Lovers Key State Park — rated one of the top 10 beaches in the U.S. by the Travel Channel — just half a mile away. Kayaking, canoeing, paddleboarding, biking, and nature trails through the Estero Bay estuaries are all minutes from your door. Southwest Florida’s finest destinations are within easy reach in every direction: • Fort Myers Beach (Estero Island) — miles of beaches, Times Square, the Fort Myers Beach Pier, parasailing, watersports, fishing & dining — just to the north • Sanibel & Captiva Islands — world-famous shelling, nature preserves & barrier island beauty • Bonita Springs & Naples — upscale dining, Barefoot Beach, Bonita Beach Park & cultural attractions to the south • Fort Myers & Cape Coral — Edison & Ford Estates, the River District, MLB Spring Training (Boston Red Sox & Minnesota Twins) & Caloosahatchee River boating Please note: this resort is not located directly on the beach. Lovers Key State Park is approximately half a mile away. RSW International Airport is approximately 26 miles away. HOUSE RULES • No smoking of any kind anywhere on the property — including the condo and balcony, e-cigarettes, cigars, and pipes • No pets • No RV or trailer parking • Minimum rental age: 25 (government-issued photo ID matching reservation name may be requested within 24 hours of check-in) • This condo is privately owned and is not part of the Lovers Key Resort management operated by Sunstream Hotels & Resorts Included with your booking you will receive an exclusive Free Fun Activity Package!** We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! One guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. **Does not apply to monthly reservations; some activities may be seasonal

Desired Pelican Landing First Floor Coach Home

Bonita Springs, FL, US
2 Bedrooms 4 Guests
Sep 24 - Oct 23
$237 night

Our first floor coach home is located in the Lakemont Cove subdivision of Pelican Landing. Our accommodations feature 2 bedrooms along with 2 full sized bathrooms, a 1 car attached garage and a modern floor plan with wonderful natural light with the community pool and spa within a minute walk from the back door. Pelican Landing is a landmark community being west of 41, with lots of natural vegetation including mangroves and the Spring Creek which runs to the Gulf of Mexico. There are miles of sidewalks in Pelican Landing in enjoy strolls through the wooded sidewalks. Nestled in the coveted Lakemont Cove subdivision of Pelican Landing, our first-floor coach home is your passport to winter bliss. With 2 bedrooms, 2 full-sized bathrooms, a convenient 1-car attached garage, and an inviting modern layout, this property is the perfect refuge for your winter getaway. As you step inside, bask in the abundant natural light that bathes the space, inviting the warm Florida sunshine into your daily life. Your journey to relaxation begins the moment you arrive, and it’s just a minute’s walk to the community pool and spa right from your back door. Pelican Landing, a hallmark community situated west of Route 41, offers a pristine natural setting brimming with lush vegetation, including enchanting mangroves and the scenic Spring Creek leading to the Gulf of Mexico. For those who appreciate leisurely strolls, you’ll find endless miles of winding sidewalks meandering through the verdant landscapes of Pelican Landing. One of the defining features of our first-floor coach home is the seamless blend of indoor and outdoor living, with an abundance of windows and doors that blur the lines between the two. Guests have the choice of entering through the attached garage or the welcoming front door. Upon entering, you’ll be greeted by an open and airy floor plan that stretches from front to back. The kitchen, dining, and family room merge harmoniously, creating a space that’s perfect for socializing or simply relaxing in style. The kitchen is a chef’s delight, boasting gleaming granite countertops, stainless steel appliances, and crisp white cabinetry. It effortlessly flows into the dining area, which accommodates four comfortably and offers picturesque views through a large window that frames the screened and covered lanai. For alfresco dining, a charming outdoor set for four awaits, allowing you to savor meals while taking in the serene wooded courtyard, home to the community heated pool and spa. Retreat to the main bedroom at the rear of the home, where a luxurious King bed invites you to unwind. Dual nightstands with elegant lamps and a spacious dresser add to the comfort of this room. You’ll relish direct access to the lanai and a stunning en suite bathroom with a spacious vanity featuring dual sinks, a rejuvenating soaking tub, and a glass-enclosed shower. The second bedroom, facing the front of the coach home, offers a cozy Queen bed, complemented by dual nightstands with soft lighting, two dressers, and an expansive window that bathes the space in natural light. This is more than just a rental; it’s a winter haven, waiting to be your home away from home in the heart of Bonita Springs, Florida. Don’t miss out on this exquisite retreat – book your stay today! Important Details: **PETS NOT ALLOWED** This property is managed by SW Florida based Mike Z Rentals LLC. We have a 24/7 call center, a reservations manager and guest services manager along with a professional cleaning partner to take care of all of your needs while you are staying in this property. It is best to have a vehicle with you as Bonita Springs, FL is a large metro area. The Fort Myers International Airport is a quick 15 minute drive from the home! This booking and reservation are contingent on the signing of a lease and HOA paperwork and approval. Access to the property cannot be given until HOA approval is received prior to your move in along with the second payment, no exceptions. These are the additional fees NOT INCLUDED IN THIS RESERVATION AND MUST BE PAID SEPARATELY. Please allow 30 days for processing. A representative of Mike Z Rentals LLC will reach out after the reservation is made to help facilitate all of the required paperwork and to answer any further questions you might have. This is a self check in property. You will receive the codes to check in once we have received the full payment and HOA approval has been received. Florida state permit number: #CND2103205 License number: Florida state permit number: #CND2103205

Stay Active and Social in Bonita Isles: Community Amenities and Social Events Await

Bonita Springs, FL, US
3 Bedrooms 6 Guests
Sep 24 - Oct 23
$177 night

This is a 2+ den, 2 car garage attached villa that has all brand new furniture and features a private screened in lanai, stainless steel appliances in the kitchen, indoor and outdoor dining areas, a gas grill, pool and beach gear and pull out sofa in the den. Enjoy wonderful community amenities including a heated community pool, tennis, pickleball and bocce courts, a fitness center and a playground. Bonita Isles has a full calendar of social events available to get to know your neighbors, old and new! Located right off of Old 41 in the Bonita Isles neighborhood you are only a quick drive to downtown Bonita, Bonita Beach, and Coconut Point Mall. There are some fabulous restaurants within 5 mins of the home that our guests enjoy ~ check out Jimmy P’s, Lansdowne Street, Old 41 Restaurant (can walk here!), Cirella’s and the Prado Movie Theater with awesome seats and a full service restaurant. Bonita Isles offers a full array of amenities including a heated community pool, tennis, pickleball and bocce courts. There is also a beautiful fitness center and a playground for when your grand kids come to visit. Your home away from home is an open concept attached villa with tall ceilings with large windows and sliders letting in tons of natural light. There are 2 TV’s: one very large TV in the family room and 1 large in the main bedroom, Wi Fi, Electric, Water, Cable all included! The main bedroom is in the rear of the house, facing the natural preserve for ultimate privacy and features a King bed, all brad new furnishings, plush carpet and a very large en suite bathroom. The bathroom features a zero edge glass enclosed shower, dual sinks on the vanity and a walk in closet with a iron and ironing board. The second bedroom, towards the front of the house features a Queen bed, a tall chest of drawers and a large closet. In the second full size bathroom you will find a tub and shower combo, a single granite topped vanity and tile on the diagonal. This is not attached to the second bedroom so its great for guests as well There is a sleeper sofa that turns into a full bed in the den. The den has french doors leading to it and is located steps from the main entry of the villa, which is on the side of the villa. The kitchen has granite counters, hardwood cabinets, stainless steel appliances and a high top counter with 2 chairs to have informal meals. The 6 top dining set is right off the kitchen and has a rustic farmhouse high top table and chairs set. With a 2 car garage, 2 beach chairs, beach umbrella, 2 pool floaties and 2 boogie boards, a laundry room with a full sized washer and dryer and a spacious outdoor lanai with a gas grill and dining set to complete this Villa you will find that it is all set up and ready for you to relax and enjoy your time in Bonita Springs. Important Details: **PETS NOT ALLOWED** Mike Z Rentals LLC follows all CDC guidelines for the cleaning of this property and the property is completely cleaned in between each and every reservation. This booking and reservation are contingent on the signing of a lease and HOA paperwork and approval. Access to the property cannot be given until HOA approval is received prior to your move in along with the second payment, no exceptions. These are the additional fees NOT INCLUDED IN THIS RESERVATION AND MUST BE PAID SEPARATELY. Please allow 30 days for processing. A representative of Mike Z Rentals LLC will reach out after the reservation is made to help facilitate all of the required paperwork and to answer any further questions you might have. This Property is Professionally Managed by Naples, Fl based Mike Z Rentals LLC and we are here to help! This property is about 25 mins away from SWFL Int’l Airport and Uber and Lyft are readily available in the area. We recommend for guests to bring their own car as the greater Naples area is very large and we want you to be able to enjoy all that we have to offer. Florida state permit number: #DWE2102775 License number: Florida state permit number: #DWE2102775

Easy & Lazy Retreat

Fort Myers Beach, FL, US
3 Bedrooms 10 Guests
Sep 27 - Oct 4
$251 night

Top Reasons to Book Easy & Lazy Retreat: * New Private Heated Pool + Outdoor Shower * Prime Beach Location - only 0.3 miles from Access #14 * Gorgeous Beach Views * Beach-ready Amenities Included * Perfect for Groups and Families * Professionally Managed Welcome to Easy & Lazy Retreat, your perfect beach getaway! This thoughtfully designed retreat features an open-concept living, dining, and kitchen area that’s ideal for family gatherings and socializing. The kitchen is newly updated with granite countertops and is fully equipped for all your cooking needs. Step outside to enjoy a meal on the patio with a gas grill and outdoor dining area—an ideal way to end a day at the beach or pool. For your days in the sun, we provide pool towels, beach chairs, an umbrella, and a cooler to make beach time effortless. Whether you’re relaxing inside or enjoying the outdoors, this space has everything you need for a fun and memorable stay. Book now and start counting down to your beach escape! Bedroom 1: King Bed with en-suite bathroom Bedroom 2: Queen Bed Bedroom 3: Full-over-Full Bunkbed Living Room: Queen Sofa Bed Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 289 Lazy Way. Beach access #15 STR 26-0574

Lovers Key Resort PH1

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 24 - 26
$199 night

There is only one top floor at Lovers Key Resort — and this is it. From the penthouse balcony, the early morning sunrises over Estero Bay arrive unobstructed and unhurried, the Bay stretching out below in peaceful stillness. Black Island, Lovers Key State Park, and the Gulf shimmer in the distance from the oversized living room and bedroom windows. Dolphins, manatees, and tropical birds make regular and delightful appearances. And all of it unfolds at the very top of the tower, with extended-height ceilings above and the world spread out below. This beautifully remodeled 800 sq ft penthouse suite offers details you simply won’t find on the lower floors — a unique plantation shutter cutout between the bedroom and main living area, a full work-from-home desk with computer monitor, an under-sink 5-stage water filtration system, a corner soaking tub, a dual-access spa bathroom, granite kitchen, an XL sleeper sofa, and beach gear ready to go. Please note: this condo is privately owned and not managed by Sunstream Hotels & Resorts, the resort’s on-site management company. THE SPACE Extended-height ceilings and oversized windows give this penthouse an expansive, airy quality that feels noticeably different from the standard floors below — the space breathes, and the views are present everywhere you look. The open-concept living, dining, and kitchen space is warmly appointed throughout. The living area features an XL sleeper sofa, a wall-mounted flat screen TV with DirecTV (viewable throughout the entire condo), and casual dining for 4, with an eating bar and bar stools adding a relaxed feel alongside the granite kitchen. All full-size appliances are included, along with a SimPure V7 5-stage under-sink water filtration system connected directly to the kitchen faucet — pure, filtered water on demand throughout the stay. For guests who need to get some work done between beach days, a dedicated work-from-home desk with computer monitor is tucked into the space — a practical and thoughtful touch that’s rare at this resort. Sliding glass doors open onto the open corner balcony, where dining for 2 and that unobstructed penthouse-level Estero Bay view await. The spacious bedroom features a king-size bed with luxury linens and a genuinely one-of-a-kind architectural detail: a plantation shutter cutout window opening from the bedroom into the main living area — allowing light, air, and the TV to flow between spaces, with the shutters closed for privacy when needed. Direct bathroom access from the bedroom completes the suite-like feel. The oversized spa-style bathroom is accessible from both the bedroom and the main living area — a corner soaking tub, an oversized glass-enclosed walk-in shower, an expansive vanity counter, and a private toilet area, all beautifully finished. WHAT’S INCLUDED • Free WiFi throughout • DirecTV — wall-mounted TV viewable throughout the condo • King bed with luxury linens + XL sleeper sofa (sleeps 4) • Extended-height ceilings throughout • Unique plantation shutter bedroom-to-living cutout window • Work-from-home desk with computer monitor • Granite kitchen — full-size appliances, eating bar & SimPure 5-stage water filtration • Dual-access spa bathroom — corner soaking tub, oversized walk-in shower & private toilet • Open corner balcony with dining for 2 • Beach towels, beach umbrella, 2 beach chairs & cooler • Complimentary parking on-site RESORT AMENITIES • Cascading waterfall lagoon-style heated pool & spa • Pool and sunbathing deck overlooking Estero Bay • Flipper’s on the Bay — onsite waterside restaurant & bar • Fitness center • Business center • On-site pay-per-use laundry facilities THE LOCATION — LOVERS KEY & SOUTHWEST FLORIDA Lovers Key Resort sits on Black Island, home to Lovers Key State Park — rated one of the top 10 beaches in the U.S. by the Travel Channel — just half a mile away. Kayaking, canoeing, paddleboarding, biking, and nature trails through the Estero Bay estuaries are all minutes from your door. Southwest Florida’s finest destinations are within easy reach in every direction: • Fort Myers Beach (Estero Island) — miles of beaches, Times Square, Bayside Park, parasailing, watersports, fishing & dining — just to the north • Sanibel & Captiva Islands — world-famous shelling, nature preserves & barrier island beauty • Bonita Springs & Naples — upscale dining, Barefoot Beach, Bonita Beach Park & cultural attractions to the south • Fort Myers & Cape Coral — Edison & Ford Estates, the River District, MLB Spring Training (Boston Red Sox & Minnesota Twins) & Caloosahatchee River boating Please note: this resort is not located directly on the beach. Lovers Key State Park is approximately half a mile away. RSW International Airport is approximately 26 miles away. HOUSE RULES • No smoking of any kind anywhere on the property — including the condo and balcony, e-cigarettes, cigars, and pipes • No pets • No RV or trailer parking • Minimum rental age: 25 (government-issued photo ID matching reservation name may be requested within 24 hours of check-in) • This condo is privately owned and is not part of the Lovers Key Resort management operated by Sunstream Hotels & Resorts Included with your booking you will receive an exclusive Free Fun Activity Package!** We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! One guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. **Does not apply to monthly reservations; some activities may be seasonal

Casa Azul A

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Nov 30 - Dec 4
$155 night

Top Reasons to Book Casa Azul A: * 1BR Duplex with Modern Upgrades and Coastal Flair * Shared Backyard Space with Grill * Pet Friendly (Under 30lbs For an Additional Fee) * 156 Yards to Madison Court Beach Access * 1.6 Miles to Times Square *Professionally Managed Casa Azul A is a modern 1 bed 1 bath duplex with a coastal flair located in mid-island. A is the right side of the duplex with no interior door connecting the units. Whip up a quick meal in the kitchen to take to the beach or unwind in the living room with a movie after a long day in the sun. The primary suite features a King bed plus an en suite with a walk-in shower. The backyard oasis features a grill, dining, and an exterior building for laundry. The screened porch can be left open for both sides of the duplex or close the barn door for privacy. Make your reservations for Casa Azul A today. ONLY 2 MINUTE WALK TO THE BEACH! The Bed Set-Up: Unit A: Primary Bedroom: Queen Living Room: Sleeper Sofa **If you are traveling with a pet, please call the reservations team within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog.* *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 144 Madison Ct. FMB STR 22- 0224

Estero Beach & Tennis 908-B

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 30 - Oct 7
$107 night

Top Reasons to Book Estero Beach Club and Tennis 908-B: * Located Directly on the Beach * Perfect for a Romantic Getaway * Spacious Private Balcony with Gulf Views * Great Amenities: Pool, Tennis Courts, Pickleball Courts, and Private Beach Access * 4.8 Miles to Times Square * Professionally Managed Welcome to Estero Beach & Tennis 908B, your perfect beachfront escape on the south end of Fort Myers Beach. Perched on the 9th floor, this coastal retreat offers stunning Gulf views, breathtaking sunsets, and direct access to the sugar-white sands just steps from your door. Inside, you’ll find a bright and inviting open concept layout designed for relaxation and comfort. The fully equipped kitchen makes it easy to prepare everything from morning coffee to sunset dinners, while the comfortable living area is the perfect place to unwind after a day at the beach. Step onto your private balcony and take in the views, warm sea breezes, and the sound of the waves below. The bedroom provides a peaceful retreat for restful nights, and the condo comfortably accommodates guests looking for a romantic getaway, extended beach stay, or relaxing vacation by the water. Estero Beach & Tennis Club features resort-style amenities including a heated pool, tennis and pickleball courts, BBQ grilling areas, and beautifully landscaped grounds spread across 10 beachfront acres. Located on the quieter south end of the island, you’re within walking distance to local dining, shopping, marinas, and easy access to Lovers Key State Park. Whether you spend your days lounging by the pool, searching for shells along the shoreline, or enjoying spectacular Southwest Florida sunsets from the balcony, Estero Beach & Tennis 908B is the ideal place to experience the best of Fort Myers Beach. Owner has also provided all beach and sports equipment for your vacation. * 7 night minimum booking required * All guests will receive 2 Fobs, which are used to gain access to all Public areas. If lost , there will be a charge of $75.00 for each lost Fob. The Bed Setup: Studio: King Bed and Sleeper Sofa *This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* Estero Beach and Tennis Club is located on the South end of Fort Myers Beach. Situated directly on the beach, this complex is comprised of three 12-story high-rise buildings with a total of 296 units. A community pool, tennis courts, pickleball courts and a BBQ area make this community desirable for everyone. Unwind on 10 acres of lush landscaping and pristine beaches. Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 7330 Estero Blvd. 908B STR 19-0340

Endless Summer

Bonita Springs, FL, US
3 Bedrooms 7 Guests
Nov 30 - Dec 4
$373 night

Your private Bonita Springs retreat awaits! Enjoy a brand-new salt water, heated pool and outdoor shower surrounded by lush tropical landscaping. Endless Summer blends coastal comfort and resort-style living — the perfect escape for sun, relaxation, and endless memories. Step outside to your own tropical paradise where every moment feels like vacation. Lounge beneath the palms beside the sparkling heated pool. After a day at the beach, rinse off in the refreshing outdoor shower and fire up the grill for a laid-back evening on the spacious deck. The fenced yard offers both privacy and tranquility, creating the perfect backdrop for family time or quiet relaxation. Inside, this beautifully designed home features an open-concept layout filled with natural light and coastal-inspired décor. The fully equipped kitchen showcases granite countertops, hickory cabinets, and everything you need to cook and dine at home. The primary suite provides a serene retreat with its own private bath in this three-bedroom, two-and-a-half-bath home, while the additional bedrooms offer comfort and space for family or guests. Every detail has been thoughtfully designed to enhance your stay — from the seamless indoor-outdoor flow to the stylish furnishings and warm, inviting atmosphere. Whether you’re planning a family vacation, a couples’ getaway, or an extended stay in the Florida sunshine, Endless Summer delivers the perfect balance of comfort and indulgence. ✨ Experience the luxury of resort-style living in your own private oasis — Endless Summer is where your Florida dream begins! Close proximity to: - Bonita Fairways Golf Course - Sugar Shack - Beautiful new live music venue! - Shang Ri La Spa - Promenade - Bonita Beach, Barefoot Beach Pet Cleaning Fee $250 Local house attendant on-call during your stay!

Lovers Key #1106

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 27 - 29
$179 night

Top Reasons to Book this Condo: * Panoramic Gulf and Bay Views * Steps to Private Beach Access * Adorable 1-Bedroom Unit with Luxurious Tempur-Pedic Mattress * Gorgeous Resort Pool with Bay and Gulf Views * Short Drive Away from Lovers Key State Park * Professionally Managed *This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. * Enjoy stunning views of both the bay and the Gulf right from your window. With resort amenities, warm hospitality, and unforgettable waterfront scenery, this is the ideal spot to relax, recharge, and soak in the island vibes. Experience the luxury of Lovers Key #1106, a stunning 11th-floor condo featuring 1 bedroom and 1 bathroom. The fully equipped kitchen is perfect for preparing your favorite meals, while the panoramic views from the balcony and floor-to-ceiling windows create a serene atmosphere. The spacious bedroom has a king bed with a Tempur-Pedic mattress, and the attached bathroom includes a large walk-in shower.. The living room features a Queen Tempur-Pedic sleeper sofa, allowing the condo to comfortably sleep 4. Step out onto the lanai to sip your morning coffee as you watch dolphins play in the surf or enjoy a spectacular Gulf sunset. Whether you’re seeking a vacation retreat, a seasonal rental, or a year-round home, Lovers Key #1106 offers the ultimate living experience. Lover’s Key is a short drive from the white sand beaches of Lovers Key State Park, where you can enjoy kayaking, paddleboarding, or simply relax by the water. Next to Flippers Restaurant, the building offers resort-style amenities, including a heated swimming pool, hot tub, community grill, and fitness center. Lovers Key State Park, known for its natural beauty, is just a short drive away, offering miles of trails, wildlife sightings, and pristine beaches. The condo is also conveniently located near Bonita Springs’ best dining, shopping, and entertainment options. Bed Set-Up: Master Bedroom: King Bed Living Room: Queen Sleeper Sofa Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for, check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse, which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. STR Number Applied For 8771 Estero Blvd.

Lovers Key Resort 1107

Fort Myers Beach, FL, US
1 Bedrooms 4 Guests
Sep 27 - 29
$151 night

The Experience-Enjoy a peaceful escape where nature meets modern comfort. While Fort Myers Beach is in a vibrant stage of recovery, the iconic wildlife and sunsets of Lovers Key remain as breathtaking as ever. Property Highlights: • Panoramic 11th-Floor Views: Sweeping vistas of the Gulf of Mexico, Estero Bay, Lovers Key State Park and Black Island. • Prime Waterfront Location: Overlooks the lively activity of Big Carlos Pass; watch boats, pelicans and dolphins from your private balcony. • Modern Coastal Design: Recently remodeled 600 sq. ft. open-concept layout with a fresh, relaxed aesthetic. • Indoor-Outdoor Living: Floor-to-ceiling sliding glass doors in both the living room and bedroom for seamless balcony access. • Versatile Sleeping: Features premium Lovesac seating that easily converts into a comfortable queen-sized bed. Beach & Park Access: • Vibrant Coastal Atmosphere: While not a beachfront property, the sandy shores are in full view with a fun atmosphere of boaters and beachgoers. • Lovers Key State Park: Just a 10-minute walk to an unspoiled, two-mile stretch of pristine white sand beach. You can also access five miles of multi-use trails on Black Island, since the park is comprised of four barrier islands. • Direct Access: Convenient walking path located under the bridge. Note: The bridge path is currently under construction for area improvements and will reopen soon to provide a direct, scenic stroll to the beach/park. Condo Features & Amenities: • Renovated Kitchen: Fully equipped with cookware/dinnerware, featuring a spacious island with barstool seating, stove, dishwasher, and portable microwave (in closet). • Scenic Dining: Cozy table for two positioned to maximize the waterfront views. • Private Extended Balcony: Outdoor seating with panoramic views of the Gulf, Estero Bay, and Black Island. • Spacious Master Bedroom: King-size bed (linens provided), ceiling fan, and private balcony access through floor-to-ceiling glass doors. • Updated Bathroom: Modern design featuring a large walk-in shower. • Entertainment & Tech: Flat-screen TVs with DirecTV in both the living room and bedroom; free unlimited Wi-Fi. • Essentials Included: All bath, pool, and kitchen towels are provided for your stay. Resort-Style Amenities: • Waterfront Pool Area: Lagoon-style heated pool, spa, and sun deck overlooking Estero Bay. • Award-Winning Dining: Home to Flipper’s on the Bay, the resort’s popular waterfront restaurant and bar. • On-Site Facilities: Fitness center, business center, and pay-per-use laundry facilities. • Convenience: Complimentary parking included. Location & Local Attractions: • Lovers Key State Park: over 2 miles of sugar-sand beach, biking/walking trails, and kayak/paddleboard rentals. • Fort Myers Beach (North): Minutes from watersports, fishing, and the lively atmosphere of Times Square. • Bonita & Naples (South): Quick access to Barefoot Beach, upscale dining, and premium shopping. • Day Trips: Easy driving distance to Sanibel & Captiva Islands, Downtown Fort Myers River District, and MLB Spring Training (Red Sox/Twins). • Airport Proximity: Approximately 26 miles from Southwest Florida International Airport (RSW). Note: allow extra travel time during peak season February/March and after work on I-75 to RSW Guest Policies & Notes: • Exclusive Perk: Every booking includes a Free Fun Activity Package with a daily admission for one in your party, to top area attractions! • Strictly Smoke-Free: No smoking or e-cigarettes permitted anywhere on the property or balcony. • No Pets: This unit does not allow pets. • Age Requirement: Minimum renter age of 25. Included with your booking you will receive an exclusive Free Fun Activity Package!** We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day! One guest in your party will receive one complimentary admission per activity, per day. You can go to every activity, every day, and one person will be free. Additional guests will pay full price. Admissions are noncumulative and nontransferable. Unused admissions expire daily. These activities are yours to use if you chose to do so at no additional cost or obligation. **Does not apply to monthly reservations; some activities may be seasonal

Flamingo Bay

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Sep 29 - Oct 3
$236 night

Top Reasons to Book Flamingo Bay: * Canal Front Home with Private Pool * Beautiful Kitchen with Wine Fridge * Great Open Floorplan, Perfect for Entertaining and Relaxing * YouTube on All TV’s * 727 Yards to Beach Access 12 * 3.9 Miles to Times Square * Professionally Managed Unwind at Flamingo Bay, a beautiful 3BR/2BA canal front home that has been renovated to provide comfort and luxury. The chef in the group can whip up a delicious meal in the kitchen that offers plenty of prep space, a wine fridge, and updated appliances. The large sectional in the living room has plenty of seating for everyone and provides the perfect spot for a relaxing evening. The primary bedroom offers a king bed and a beautiful attached bathroom with a walk-in shower. There is a queen bed in the first guest bedroom and two twin beds in the second guest bedroom. The guest bathroom features a tub/shower combo, new tile, and a vanity. Venturing outdoors, guests will find a sparkling private pool and outdoor dining table for six. Take in magnificent sunsets each night from the private dock. Come see why Flamingo Bay is the perfect South End getaway. The Bed Setup: Primary Bedroom: King Bed Guest Bedroom: Queen Bed Guest Bedroom: Two Twin Beds *This property does not allow parties of adults under the age of 25.* Area Activities: Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover’s Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you’ll have lots of opportunities for entertainment and dining experiences. We’re excited to welcome you back. 329 Madison Court STR 26-0852

Vacation Rentals in Three Oaks by Amenities & Features

Get to Know Three Oaks

Three Oaks, Florida, may not be as widely recognized as some of the Sunshine State's more famous destinations, but it offers a charming and tranquil escape for those looking to enjoy the quintessential Floridian experience without the crowds. This small community is nestled in a picturesque part of Southwest Florida, making it an ideal spot for travelers seeking a blend of relaxation, nature, and local charm. One of the main attractions near Three Oaks is the natural beauty of the Gulf Coast beaches. Visitors can take a short drive to the pristine shores of Fort Myers Beach or the tranquil islands of Sanibel and Captiva, renowned for their soft white sand and excellent shelling opportunities. The warm Gulf waters are perfect for swimming, kayaking, and paddleboarding, while the nearby Lovers Key State Park offers secluded beaches and a chance to spot wildlife such as manatees and dolphins. For those interested in outdoor activities, the area around Three Oaks is dotted with numerous golf courses, catering to all skill levels. The region's year-round warm weather makes it a golfer's paradise. Additionally, the Six Mile Cypress Slough Preserve is a must-visit for nature enthusiasts. This wetland ecosystem features a boardwalk trail that allows visitors to explore without disturbing the habitat, providing an up-close view of Florida's diverse flora and fauna. Cultural experiences are also within reach. The nearby city of Fort Myers is home to the winter estates of Thomas Edison and Henry Ford, where visitors can tour the historic homes and lush gardens of these American icons. The Edison and Ford Winter Estates also include a museum and laboratory, offering a glimpse into the inventors' lives and work. For a taste of local life, the Three Oaks area hosts various farmers' markets and community events throughout the year, where visitors can sample fresh produce and artisanal products. The region's dining scene includes a mix of casual eateries and fine dining establishments, many of which serve up fresh seafood and Southern-inspired dishes. In essence, Three Oaks, Florida, is a hidden gem that offers a peaceful retreat with easy access to some of the best features of Southwest Florida. Whether you're looking to unwind on a quiet beach, enjoy outdoor recreation, or immerse yourself in local culture and history, Three Oaks provides a delightful and diverse vacation experience.
Three Oaks, Florida, enjoys a subtropical climate, which means warm temperatures year-round, with a distinct wet and dry season. This climate is typical for much of Florida and is one of the reasons the state is such a popular destination for travelers seeking sunshine and pleasant weather. The summer months, from June to September, are the hottest and most humid. Average high temperatures hover around the upper 80s to low 90s Fahrenheit (30-34°C), and the humidity can make it feel even warmer. This is also the wet season, with frequent afternoon thunderstorms that can bring heavy rain but usually clear up quickly. Despite the heat, this is a popular time for visitors, especially those looking to enjoy the beaches and water activities. Fall, from October to November, sees a gradual decrease in both temperature and humidity. The weather becomes more comfortable, with average highs in the low 80s Fahrenheit (27-29°C). Rainfall begins to lessen, making it an excellent time for outdoor activities without the intense heat of summer. Winter, from December to February, is the dry season and is characterized by mild temperatures and low humidity. Average high temperatures are in the comfortable range of the mid-70s Fahrenheit (23-24°C), with cooler evenings that can occasionally dip into the 50s Fahrenheit (10-15°C). This is a particularly popular time for visitors from colder climates looking to escape the snow and ice. Spring, from March to May, is another delightful time to visit Three Oaks. Temperatures gradually warm up, with highs typically in the 70s and 80s Fahrenheit (21-29°C). The humidity is still relatively low, and the rainfall is less frequent than in summer, making it ideal for exploring the natural beauty of the area. The most popular weather conditions, with warm temperatures and lower humidity, are prevalent in the spring and fall. These seasons offer the perfect balance for enjoying the outdoor attractions of Three Oaks, from its lush parks to its proximity to Florida's famous beaches. Whether you're looking to relax in the sun or embark on an adventure, Three Oaks provides a welcoming climate for a variety of activities throughout the year.
Three Oaks, Florida, may not be as widely recognized as some of the larger cultural hubs, but for the discerning traveler with a passion for the arts, history, and local customs, it offers a charming and intimate cultural experience. While Three Oaks itself is a smaller community and may not have the extensive range of cultural institutions found in major cities, it is situated within reach of Southwest Florida's cultural heartlands, making it a peaceful base from which to explore the region's vibrant arts scene. Nearby, the city of Fort Myers presents a wealth of opportunities for cultural immersion. The Sidney & Berne Davis Art Center, housed in a historic neoclassical building, is a cornerstone of the local arts community, offering a variety of exhibitions, concerts, and other cultural events. The Southwest Florida Museum of History delves into the rich tapestry of the area's past, from prehistoric times to the present day, and is a must-visit for history enthusiasts. For those interested in the performing arts, the Barbara B. Mann Performing Arts Hall features a diverse lineup of shows, including Broadway productions, symphony concerts, and renowned speakers. The Art Walk and Music Walk events in the downtown River District of Fort Myers are also perfect for experiencing live music and local art in a lively street festival atmosphere. The area's local customs can be experienced through its culinary offerings, with an emphasis on fresh seafood and Southern flavors. The annual Shrimp Festival on Fort Myers Beach celebrates the local shrimping industry with a parade, queen pageant, and plenty of shrimp dishes to sample. For a more intimate art experience, the nearby islands of Sanibel and Captiva are known for their laid-back charm and artistic communities. Galleries and shops showcase the work of local artists, many of whom are inspired by the islands' stunning natural beauty. While Three Oaks itself may serve more as a tranquil retreat or residential area, its proximity to these cultural hotspots allows travelers to enjoy the best of both worlds – the serenity of a small town and the rich cultural experiences of Southwest Florida's more bustling locales. Whether you're exploring historic sites, enjoying live performances, or engaging with the local arts scene, the region around Three Oaks offers a delightful cultural journey for those who seek it.
Three Oaks, Florida, is a delightful destination for families traveling with children, offering a variety of attractions that cater to the interests and imaginations of young ones. For a start, the warm Florida climate and proximity to the Gulf Coast mean that beach days are a must. The sandy shores provide the perfect playground for building sandcastles, splashing in the waves, and perhaps even spotting dolphins in the distance. The calm Gulf waters are ideal for introducing kids to the joys of swimming in the sea. If your family enjoys nature and wildlife, consider a visit to one of the nearby state parks or nature reserves. These areas often have educational visitor centers where children can learn about local ecosystems and wildlife. Hiking trails are typically family-friendly and offer the chance to see Florida's flora and fauna up close, from colorful birds to the occasional alligator—observed safely, of course. For a more structured outdoor experience, Three Oaks might have botanical gardens or butterfly houses where children can wander among beautiful plants and insects, fostering a love for nature and conservation from a young age. Interactive museums or science centers in the area can provide a day of learning disguised as fun. These venues often feature hands-on exhibits that engage children in topics like physics, biology, and technology. Look for special programs or events designed specifically for kids, such as workshops, science shows, or storytelling sessions. Family entertainment centers in or near Three Oaks might offer mini-golf, go-kart racing, or arcade games, which are always a hit with children. These centers provide a safe and fun environment where kids can play and parents can relax, knowing their little ones are entertained and contained. Lastly, don't overlook the local dining scene. Family-friendly restaurants in Three Oaks often feature menus that cater to young palates, with a variety of American and international dishes. Some may even offer play areas or entertainment to keep children happy while the adults enjoy their meals. In Three Oaks, Florida, the combination of beautiful beaches, engaging attractions, and child-friendly amenities make it an excellent choice for families seeking a vacation that's both fun and memorable for their children.
Three Oaks, Florida, may not be as widely recognized as some of Florida's larger cities, but for those who cherish the outdoors and natural beauty, it offers a delightful array of activities and sights. Nestled in a region known for its lush landscapes and proximity to some of the state's most beautiful natural features, Three Oaks is a gateway to outdoor adventures. For water enthusiasts, the nearby Caloosahatchee River provides ample opportunities for kayaking, canoeing, and fishing. The river's gentle flow is perfect for a serene day on the water, surrounded by the sights and sounds of Florida's unique wildlife. Birdwatchers and nature photographers will find the riverbanks teeming with local bird species, making it an ideal spot for their pursuits. Just a short drive from Three Oaks, the Six Mile Cypress Slough Preserve is a must-visit. This wetland ecosystem spans over 3,400 acres and features a boardwalk trail that allows visitors to explore without disturbing the natural habitat. The preserve is home to a diverse array of wildlife, including alligators, turtles, and a variety of wading birds. The interpretive center offers insights into the ecology of the area and the importance of wetlands. For those who enjoy hiking and exploring diverse ecosystems, the nearby Lovers Key State Park is a treasure. With miles of trails winding through maritime hammocks, coastal dunes, and mangrove forests, the park is a haven for wildlife and offers stunning views of the Gulf of Mexico. The park's beaches are also perfect for shelling, sunbathing, and swimming. Adventurous travelers can also take advantage of the proximity to the Everglades, one of the nation's most unique natural wonders. A day trip to this expansive wetland offers the chance to see the famous River of Grass, take an airboat tour, and encounter the rich biodiversity that calls the Everglades home. For a more relaxed outdoor experience, the local botanical gardens and nature centers around Three Oaks provide peaceful environments to enjoy Florida's subtropical flora. These tranquil spaces are ideal for leisurely walks, photography, or simply enjoying a quiet moment in nature. Three Oaks, with its access to Florida's remarkable natural wonders and a variety of outdoor activities, is a destination that promises to connect nature lovers with the serene and wild beauty of the Sunshine State. Whether you're paddling down a river, hiking through a preserve, or watching wildlife in its natural habitat, Three Oaks offers an authentic Floridian outdoor experience.
Three Oaks, Florida, may not be as widely recognized as some of Florida's larger cities, but it offers a tranquil escape with convenient transportation options for those looking to explore this serene destination. While Three Oaks does not have its own commercial airport, it is accessible via nearby airports. The closest major airport is Southwest Florida International Airport (RSW) in Fort Myers, which is just a short drive away. This airport serves a variety of domestic and international flights, making it a convenient entry point for travelers. Upon arrival at the airport, visitors can choose from several transportation options to reach Three Oaks. Car rental services are available at the airport, offering the freedom to explore the region at your own pace. Additionally, taxi services, shuttles, and ride-sharing options like Uber and Lyft are also readily available for a direct transfer to Three Oaks. For those who prefer to travel by road, Three Oaks is well-connected by highways and is easily accessible by car or bus. The area is also a reasonable drive from other major cities in Florida, making it a great addition to a road trip itinerary. Once in Three Oaks, visitors will find that the area is relatively walkable, especially in the town center where local shops, dining options, and small attractions are located. However, to fully enjoy the surrounding areas and to visit nearby attractions, having a car is advantageous. This allows for greater flexibility and the opportunity to explore the beautiful beaches, nature reserves, and other points of interest at your leisure. For those looking to explore the natural beauty of Florida, Three Oaks is in close proximity to various parks and preserves, where hiking, bird watching, and enjoying the outdoors are popular activities. These areas may require a short drive, so having access to a vehicle can enhance the experience. In summary, while Three Oaks itself may offer a peaceful, walkable environment, visitors will benefit from the use of a car to explore the wider region and to take advantage of all that Southwest Florida has to offer. Whether arriving by air or by road, Three Oaks is a charming destination with accessible transportation options to suit the needs of any traveler.

Three Oaks FAQs

Three Oaks is a charming community in Florida that offers a variety of activities for visitors. You can enjoy the beautiful Florida weather at nearby beaches, explore the natural beauty of the area through hiking and biking trails, or visit local parks. Golf enthusiasts will find several courses in the vicinity. Additionally, Three Oaks is not far from larger cities like Fort Myers, where you can find a wider array of dining, shopping, and entertainment options.
While Three Oaks itself is not on the coast, it is within a short drive of some of Florida's best beaches. Fort Myers Beach, Sanibel Island, and Captiva Island are all within easy reach and offer beautiful sandy shores, clear waters, and opportunities for shelling, swimming, and water sports.
Yes, there are several nature preserves and parks near Three Oaks. The Six Mile Cypress Slough Preserve is a popular spot for wildlife viewing and has a boardwalk trail through wetlands. Lovers Key State Park is also nearby, offering hiking, biking, and kayaking opportunities amidst a beautiful natural setting.
Three Oaks has a selection of local eateries ranging from casual to fine dining. You can find a variety of cuisines including American, Italian, and seafood. For a wider selection of dining options, you can visit nearby cities like Fort Myers or Bonita Springs.
Families visiting Three Oaks can enjoy a day at the beach, visit the nearby Imaginarium Science Center in Fort Myers, or spend time at the Zoomers Amusement Park. The area also has mini-golf courses and movie theaters for family entertainment.
The best time to visit Three Oaks is during the fall, winter, and spring months, from October to May, when the weather is mild and pleasant. Summers can be quite hot and humid, with a higher chance of rain and thunderstorms.
Having a car is the most convenient way to get around Three Oaks and the surrounding areas. There are rental car services available, and ride-sharing options like Uber and Lyft operate in the region. For those who prefer public transportation, LeeTran provides bus services in Lee County, including routes that service the Three Oaks area.

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Vacation Rentals Near Three Oaks

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