Vacation rentals in Three Oaks, FL with free parking

Explore 323 vacation rentals, homes, and villas with free parking in Three Oaks, FL for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Pools and Best Affordable Homes. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $77 per night and homes offering up to 10 bedrooms and 10 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

323 Homes with Free Parking in Three Oaks

Cheery Fort Myers Vacation Rental w/ Private Pool!

Three Oaks, FL, US
3 Bedrooms 7 Guests
Dec 31 - Jan 4
$421 night

Say ‘hello’ to the good life when you stay at this family-friendly vacation rental in Fort Myers, FL! The 3-bedroom, 2-bathroom home comes equipped with all of the essentials for a getaway to the Sunshine State — including a screened-in lanai with a private pool, a sun-dappled patio, and a private backyard with a wood-burning fire pit. When you’re ready to opt outside, pitch your umbrella at Fort Myers Beach, hit the links at Eastwood Golf Course, or take a day trip to Everglades National Park. -- THE PROPERTY -- Community Amenities | Family Friendly | Free WiFi | Central A/C Bedroom 1: King Bed | Bedroom 2: Lofted Twin Bed, Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Full Air Mattress, Portable Crib CYPRESS CHASE COMMUNITY AMENITIES: Outdoor pool, recreation center, fishing pond INDOOR LIVING: 50” HDTV w/ streaming services, electric fireplace, dining table, ceiling fans, books, children’s books & toys, dedicated workspace & walk-in closet in Bedroom 1 OUTDOOR LIVING: Private backyard, outdoor shower, wood-burning fire pit, outdoor dining area, lounge chairs, beach towels & umbrella EAT-IN KITCHEN: Stove/oven, microwave, refrigerator, blender, coffee maker (coffee provided), slow cooker, toaster, hot-water kettle, wine glasses, baking sheet, rice cooker, cooking basics, dishware/flatware, dishwasher, garbage disposal, ice maker, trash bags/paper towels GENERAL: Central heat, washer/dryer, linens/towels, complimentary toiletries, 2 hair dryers, iron/board, clothes-drying rack, mosquito net FAQ: 6 exterior security cameras (facing out), no fence around pool SUITABILITY: Step-free access, single-story home PARKING: Driveway (2 vehicles) -- THE LOCATION -- FUN IN THE SUN: Bunche Beach (16 miles), Fort Myers Beach (17 miles), Sanibel Island (22 miles) OPT OUTSIDE: Lakes Park (9 miles), Eastwood Golf Course (13 miles), Manatee Park (18 miles) THINGS TO DO: Florida Gulf Coast University (4 miles), Edison & Ford Winter Estates (16 miles), North Shore Park (18 miles) SHOPPING: Miromar Outlets (3 miles), Edison Mall (14 miles) AIRPORT: Southwest Florida International Airport (8 miles) -- REST EASY WITH US -- Evolve 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features a doorbell device with an exterior security camera facing the front outdoor entry, and 5 additional exterior security cameras: 1 camera is located on the front of the home facing the driveway, 1 camera is on the right side of the home facing the garage and backyard, 1 camera is on the lanai facing the lanai, 1 camera is on the patio facing the patio and entrance to the lanai, and 1 camera is on the side entry facing the backyard and shed. The cameras are outward facing and do not look into interior spaces. They record video when activated by motion (or when the video doorbell button is pressed) - NOTE: This property may not be suitable for young children due to the unfenced pool area

Waterfront Fort Myers Home: Private Pool & Dock

Fort Myers, FL, US
3 Bedrooms 8 Guests
Aug 27 - 29
$160 night

Discover a true gem for your trip to Fort Myers at this canal-front 3-bedroom, 2-bath vacation rental! With a convenient location near top-rated beaches and downtown Fort Myers, this house is the perfect base for all things Sunshine State. Launch your boat from the dock and enjoy the serene ocean vistas before heading back to this Florida oasis, where relaxation and family fun await! At the house, you’ll find indoor entertainment and a private hot tub. -- THE PROPERTY -- Fire Pit | WFH Friendly | 13 Mi to Fort Myers Beach | Pets Welcome w/ Fee | Bring Your Own Boats & Jet Skis Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Bunk Beds | Additional Sleeping: Pack 'n Play INDOOR LIVING: Smart TV, dining table, breakfast bar, work desk, foosball table, board games & books, ceiling fans OUTDOOR LIVING: Patio, gas grill, outdoor dining set, lounge seating, backyard, pool, hot tub, 2 private docks, 2 kayaks KITCHEN: Dishwasher, refrigerator, stove/oven, microwave, drip coffee maker (starter coffee provided), toaster, cooking basics, trash bags & paper towels, Crockpot GENERAL: Free WiFi, complimentary toiletries, hair dryer, towels & linens, washer & dryer, central A/C & heating, keyless entry FAQ: 1 Ring doorbell (facing out), pet fee (paid pre-trip) ACCESSIBILITY: Single-story home, step-free access PARKING: Driveway (4 vehicles) -- THE LOCATION -- FORT MYERS (~12 miles): Edison & Ford Winter Estates, IMAG History & Science Center, River District, restaurants, shopping, breweries, art galleries, museums, live entertainment BEACHES & OUTDOORS: Koreshan State Park (8 miles), Estero Bay Preserve State Park (9 miles), Fort Myers Beach (13 miles), Lovers Key State Park (22 miles) LOCAL FUN: The Forest Country Golf Club (3 miles), Lee County Sports Complex (6 miles), Gulf Coast Town Center (7 miles), Hertz Arena (10 miles), Miromar Outlets (10 miles), Jet Blue Park (12 miles), Downtown Fort Myers/River District (12 miles), The Shell Factory and Nature Park (18 miles), Naples-Fort Myers Greyhound Track (17 miles), Sanibel Lighthouse (19 miles), Seminole Hotel & Casino-Immokalee (38 miles) AIRPORT: Southwest Florida International Airport (11 miles) -- REST EASY WITH US -- Evolve 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 - Pet friendly w/ $150 fee (+ fees & taxes, 1 dog max) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story home offers step-free access - NOTE: You are able to bring your own boats and jet skis - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the device

Work & Play! Home w/ Modern Comfort in Estero

Estero, FL, US
3 Bedrooms 6 Guests
Sep 14 - Oct 14
$204 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 -- Evolve 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
Aug 22 - 24
$699 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

Private Fort Myers Escape w/ Screened Pool & Lanai

Fort Myers, FL, US
4 Bedrooms 10 Guests
Aug 22 - 25
$248 night

The Sunshine State welcomes you at this elegant 4-bedroom, 3-bath vacation rental in Fort Myers. Boasting an expansive tastefully furnished interior, this is an ideal residence for a group of friends or family seeking a refreshing coastal Florida getaway. Soak up the sun at home in the screened lanai or venture out to explore the area and visit attractions such as Spring training and Sanibel Beach. Coconut Point and the Sanibel Outlets are just minutes away for excellent shopping and dining! -- THE PROPERTY -- Free WiFi | Private Pool & Spa | Keyless Entry | 2,730 Sq Ft Bedroom 1: King Bed | Bedroom 2: King Bed, Queen Murphy Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: Queen Bed STEP OUTSIDE: Lanai w/ outdoor dining table, updated landscaping, rocking chairs & ceiling fan, screened heated pool (fee paid pre-trip) & spa, private backyard, propane grill w/ 1 full tank of gas, plenty of privacy INTERIOR LIVING: Tall ceilings, dining room, 5 TVs total (4 Smart TVs), 2 w/ cable connection & 3 w/ Xfinity cable app, ceiling fans, natural sunlight, hardwood/tile flooring, KITCHEN: Updated appliances, granite countertops, tile backsplash, cooking basics, breakfast bar, dishwasher, combo Keurig & drip coffee maker GENERAL: Central A/C & heating, linens & towels provided, suitable for elderly/children, washer & dryer, beach towels FAQ: Optional nightly pool/spa heat fee (paid pre-trip, applied to entire stay) PARKING: Driveway (3 vehicles) -- THE LOCATION -- SOAK UP THE SUN: San Carlos Bay - Bunche Beach Preserve (10.8 miles), Fort Myers Beach (11.3 miles), Yacht Club Public Beach (11.8 miles), Lighthouse Beach Park (17.2 miles), Bonita Beach (17.4 miles), Gulfside City Park Beach (18.8 miles), Lovers Key Beach (22.2 miles), Bowman's Beach (24.2 miles) GOLF THE DAY AWAY: The Forest Country Club Golf (3.1 miles), Seven Lakes Golf Course (5.1 miles), Eagle Ridge Golf Club (5.4 miles), Golfview Golf & Racquet Club (5.4 miles), Olde Hickory Golf and Country Club (7.4 miles), The Plantation Golf & Country Club (8.2 miles), Eastwood Golf Course (9.7 miles), Fort Myers Country Club (10.2 miles) EXPLORE NATURE: Six Mile Cypress Slough PreserveSix Mile Cypress Slough Preserve (5.4 miles), Estero Bay Preserve State Park (7.2 miles), Koreshan State Park (8.2 miles), Calusa Nature Center & Planetarium (8.9 miles), Estero Bay Aquatic Preserve (12.6 miles), Matanzas Pass Preserve (13.4 miles), Four Mile Cove Ecological Preserve (13.5 miles) LOCAL ATTRACTIONS: CenturyLink Sports Complex (2.9 miles), Fenway South Park (8.5 miles), Imaginarium (10.1 miles), Sanibel Outlets (10.2 miles), Sanibel Outlets (10.2 miles), Edison & Ford Winter Estates (11.9 miles), Everglades Wonder Gardens (14.5 miles), The Shell Factory and Nature Park (15.7 miles), Sanibel Lighthouse (17.4 miles), Sun Splash Family Waterpark (17.5 miles), Manatee Park (17.8 miles) AIRPORTS: Southwest Florida International Airport (9.7 miles), Punta Gorda Airport (38.5 miles) -- REST EASY WITH US -- Evolve 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spaces - NOTE: There is an optional pool/spa heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay)

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

Lakefront view with Pool & Spa, large Patio, close to Beaches and Shopping! Monthly Discount

Fort Myers, FL, US
4 Bedrooms 11 Guests
Sep 30 - Oct 7
$252 night

Welcome to WELLINGTON LAKES VIEW- 16675, a stunning vacation home nestled in the serene Wellington Lakes community of Fort Myers, Florida. This spacious 4-bedroom, 2-bathroom retreat offers a perfect blend of comfort and style, making it an ideal getaway for families or groups seeking relaxation and adventure. As you step inside, you ll be greeted by comfortable furniture and an inviting ambiance that sets the tone for a memorable stay. The well-appointed kitchen is a chef s dream, equipped with modern appliances and ample counter space, perfect for preparing delicious meals to enjoy with loved ones. The home comfortably accommodates up to 10 guests, featuring a luxurious king bedroom, two cozy queen bedrooms, and a bunk room with a double bed and three twin beds, ensuring everyone has their own space to unwind. Enjoy relaxing lake views from the living area, where you can gather for movie nights or simply soak in the tranquility of your surroundings. Outside, the property boasts a peaceful outdoor space, ideal for morning coffee or evenings under the stars. This Fort Myers home is situated in a perfect location: a lovely neighborhood only 14 miles from Southwest International Airport; 5 miles to Sanibel Island; 6 miles to Fort Myers Beach; less than 2 miles to HealthPark Hospital and fire station; shopping and convenience stores less than 1 mile. There is also a vast variety of restaurants very close, parks, dog park, golf courses, and shopping malls all within a short distance. t miss the chance to experience the comfort and charm of Wellington - 16675. Book your stay today and create unforgettable memories in this beautiful Fort Myers home! We welcome Extended Stays; please reach out for a personalized quote for your visit. Community Amenities: Wellington Lakes includes access to a community clubhouse with heated pool for guests who wish to enjoy these facilities. Getting Around: We suggest having access to a car for convenience. Guest Interaction: We are available when needed but also prioritize guests’ privacy so they can fully relax during their stay. Rental Purpose: This property is intended for single-family and short term guest rentals. No commercial vehicles or work trucks may be parked on site. Frequently Asked Questions: Are dogs welcomed? ~ Yes, please inquire for more details. Is there a heater for the pool? ~ Yes, the pool is heated. Inquire for fees associated How far is the beach? ~ Less than 7 miles Please see our FAQ section of the website for more detailed information on our Resort Harbour rentals as well as more on the local area.

Ibis Landing

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 7
$197 night

Top Reasons to Book Ibis Landing: * South End Canal Front 3 Bedroom Home * Private Heated Pool and Dock * All New Furnishings as of 2024 * YouTube on All TV’s * 495 Yards to Beach Access #11 * 3.5 Miles to Times Square * Professionally Managed Come experience Ibis Landing on the South End of Fort Myers Beach. This beautiful home features a private pool, 3 bedrooms, an open floor plan, and gorgeous canal views. A modern kitchen with stainless steel appliances and plenty of prep space provides the ease of whipping up a delicious meal. A unique dining table is attached to the kitchen peninsula, seats six guests, and has a waterfall edge. Unwind in the living room which features views of the pool area and a flat screen TV with YouTube. The primary bedroom has a king bed, and an attached bath with a walk-in shower. Guest bedrooms feature a queen bedroom and a bedroom with two twin beds, sleeping up to six guests comfortably. Outdoors, guests will find a spacious, enclosed lanai, leading out to the sparkling private pool. Bring your kayak or paddleboard and launch off the dock to explore the local scenery and wildlife. 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. 268 Ibis Street STR 24-0099

Palmview Paradise

Fort Myers Beach, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 7
$198 night

Top Reasons to Book this Beautiful Canal Front Home: * Canal Front with Private Pool * Bring Your Kayak and Paddleboard * All Brand New Furnishings (2024) * YouTube on all TVs * Less than 1 mile to Beach Access #11 * 4.5 miles to Times Square * Professionally Managed Palmview Paradise captures the essence of tropical paradise vacationing. This exquisite home offers a blend of luxury, comfort, and convenience promising an unforgettable coastal retreat for the most discerning travelers. The open floor plan allows guests to never miss an important moment with their family. Whip up a delicious meal in the modern kitchen with stainless steel appliances and plenty of prep space. There is a dining table that seats four guests with additional seating at the bar. The spacious living area features new furnishings including a L-shaped sectional, club chair, and a flat screen TV. Unwind in the master bedroom with calming coastal hues, king bed, and en suite. The second bedroom includes an additional king bed. Two twin beds are available in the third bedroom, allowing up to 6 guests to sleep comfortably. This coastal home sets the stage for a truly luxurious getaway. From splashing in the pool, viewing the wildlife in the canal or relaxing on the beach, Palmview Paradise is the perfect home for your next vacation. The Bed Set-Up: Master Bedroom: King Second Bedroom: King Third Bedroom: 2 Twins *This property does not allow parties of adults under the age of 25.* Area Activities: Jump on the trolley to take you south to the secluded Lover’s Key State Park. There are multiple state parks nearby that are waiting for your adventures. The Fish Tale Marina offers boat rentals and dockage. Travel around 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! 16 Palmview Blvd. STR: 24-0088

Beach Retreat

Fort Myers Beach, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 7
$183 night

Top Reasons to Book Beach Retreat: * Private Pool with Large Covered Area * 1 Block to Deeded Beach Access * Single Level, Newly Renovated Home * Pet Friendly (Fees and Restrictions Apply) * 4.2 Miles to Times Square * Professionally Managed *This property does not allow parties of adults under the age of 25. * Welcome to Beach Retreat, a 3-bedroom 2-bathroom, newly renovated home, located only 1 block from private, deeded beach access. After a fun day at the beach, take a dip in your private pool. Whip up a delicious meal in your well-equipped kitchen. You will find a king master bedroom with an ensuite bathroom featuring a walk-in shower. There is also a guest bedroom with a king bed, as well as another guest bedroom that has a day bed with a trundle. Come make perfect beach memories at Beach Retreat! The Bed Setup: Primary Bedroom: King Bed Guest Bedroom 1: King Bed Guest Bedroom 2: Day Bed with Trundle 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. 4 Fairview Blvd STR Applied for

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

Fort Myers, FL, US
5 Bedrooms 10 Guests
Aug 24 - 26
$412 night

Your elite Fort Myers vacation rental—a 5 bedroom private pool home with outdoor kitchen, screened porch, large kitchen, main floor primary, and a huge layout with room for everyone. Located on a quiet cul-de-sac, backing up to the mangrove lined canals this spacious home near Fort Myers beaches offers the perfect blend of privacy, convenience, and resort-style amenities. Conveniently located near shopping, grocery stores, restaurants, and just a short drive to beaches, marinas, and top local attractions—this is one of the best vacation homes in FL ✨ The Space • 5 Bedroom Fort Myers Vacation Home | Sleeps 10 • 4 Bathroom Home w/ 2 Master Suites + En-Suite Baths • Private Pool Home w/ Screened Lanai • Outdoor Kitchen + Poolside Dining Area • Mini Golf + Large Private Yard • Kayaks & Canoes and Standup Paddle Board for Waterfront Activities • Fully Stocked Kitchen for Long Stays • Smart TVs in Every Room • Remote Work Friendly w/ Executive Desk • Quiet Cul-de-Sac Home Near Beaches & Shopping 📍 Location – Fort Myers, Florida Stay in a centrally located Fort Myers vacation rental near beaches, shopping, and dining, while enjoying the peace of a private residential setting. 💎 Perfect For • Family vacations in Fort Myers • Group trips & multi-family stays • Snowbirds & extended stays • Remote work getaways in Florida • Guests looking for a pool home near Fort Myers Beach

504 Fort Myers Beach

Fort Myers Beach, FL, US
1 Bedrooms 2 Guests
Aug 29 - 31
$214 night

Welcome to Lovers Key Resort 504 — a newly refreshed 5th-floor bayfront retreat designed for couples who want sweeping Estero Bay views, sunrise coffee on the balcony, frequent dolphin and manatee sightings, resort amenities, and a peaceful Lovers Key location. From the moment you step inside, the floor-to-ceiling windows make the view the star. Watch boats drift by, spot dolphins, manatees, osprey and pelicans, or relax on the open balcony with coffee, wine, and binoculars as Estero Bay puts on a show. Thoughtfully remodeled and styled with a boutique coastal feel, this luxury Lovers Key Resort condo is designed to be the perfect romantic getaway. Enjoy an oversized living area, spa-style bathroom, expanded bedroom space, a refreshed king bedroom with soft layered bedding and luxury linens, a fully equipped kitchen, Smart TVs, free Wi-Fi, beach gear, and everything you need for a relaxing escape for two. Guests love the peaceful 5th-floor setting, breathtaking water views, easy access to Flippers on the Bay, resort pool and hot tub, and the convenience of being just minutes from Lovers Key State Park. Whether you are planning a romantic escape, anniversary trip, beach weekend, or quiet retreat, Unit 504 is designed to make the view — and the experience — unforgettable. WHAT’S INCLUDED • Free WiFi throughout • Smart TV with DirecTV in both living room and bedroom • King bed with luxury linens + queen air mattress for extra guests • Newly remodeled spa bathroom — double quartz vanity, jetted tub, glass walk-in shower & private toilet • Fully equipped kitchen — quartz counters, stainless appliances, eating bar & full cookware • Open corner balcony with dining for 4 • Complimentary parking on-site • On-site pay-per-use laundry (1st floor) RESORT AMENITIES • Cascading waterfall lagoon-style heated pool & hot tub • Pool and sunbathing deck overlooking Estero Bay • Flipper’s on the Bay — Onsite dining offers Flipper’s on the Bay with renowned Chef Juan, who has studied under two world renowned chefs, Wolfgang Puck and Thomas Keller of the French Laundry. Flipper’s on the Bay has been named one of USA Today’s top 10 Best waterfront restaurants in Florida! • Fitness center • Business center 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

10118 Fort Myers

Fort Myers, FL, US
2 Bedrooms 4 Guests
Oct 31 - Nov 14
$180 night

Escape to Florida and enjoy the ultimate country club lifestyle during your time in paradise! This stunning condo, newly remodeled and completely upgraded, is located in one of Fort Myers’ most desired communities. Colonial Country Club is a 750-acre gated, golf course community, with eight lighted Har-Tru tennis courts, pickle ball, bocce ball, biking and walking paths, resort-style community swimming pools with spas, an elite fitness center and a newly redesigned Clubhouse where you’ll find happy hours, entertainment and social activities appealing to many interests. This is all surrounded by the stunning 750-acre, 18-hole championship golf course, designed by Gordon G. Lewis. ** Please note - Bookings made for a check-in date within 20 days will not be accepted, since the condo association has to approve all applications and they take 15-20 days to review. Please make sure your check-in date is at least 20 days out from booking - we will send additional info once your booking is received. **There are 2 community association applications required for guests. The Colonial Country Club Application is included within the price of the rental. The third party application for background checks is a separate fee, payable when you apply. These applications are required by Colonial Country Club. Located at the end of a condo building, this first floor unit almost feels like a private home - complete with the neighborhood swimming pool, spa, sundeck and BBQ grills just steps away from your private front door entrance. The corner view from your fully screened lanai faces northwest, meaning you’ll enjoy spectacular painted skies over the water that runs behind the lanai. You couldn’t wish for a more ideal location within this condo community! This meticulously maintained and beautifully designed condo has 1,300 square feet, with 2 bedrooms, 2 bathrooms, sleeps up to 4 guests and features: Open concept main living area with free flowing living and dining space Living room features inviting and comfortable seating, large wall mounted flat screen TV with Xfinity cable; glass sliding doors opening to the lanai that runs the length of the living room, with a beautiful corner view of the lake Dining area has a table with 4 chairs Stunning kitchen, completely remodeled with custom wood cabinets, leather finish granite counters and backsplash, black stainless refrigerator, built-in oven/microwave, flush mount smooth cooktop, and hood fan. Custom island with built-in wine cooler, dishwasher, Koehler cast iron sink and faucet. Unique barn door feature opens to reveal new stackable washer and dryer. Den/office space is furnished with a full desk and chair, as well as a comfortable recliner Split floor plan has the master bedroom at the back of the condo, guest bedroom at the front, allowing privacy for all guests Master bedroom has a queen size bed, walk-in closet, beautiful view of the lake behind condo and a spa-like ensuite bathroom with granite counters, double sink vanity, abundant storage and large glass and tile walk-in shower Guest bedroom has a queen bed and TV with Xfinity cable Guest bathroom has a tub/shower combination Free WiFi throughout the unit Bed linens, bath, pool and kitchen towel are included One assigned, covered parking space with additional open parking on a first come, first serve basis Club and social membership transfer allows guests to access the Country Club dining, tennis, fitness center, activities and resort pool. Dining and beverage costs are not included in membership transfer. Limited golf tee times up to 3 days advance notice and subject to availability. Cart and green fees apply for each outing and guest must contact pro shop or clubhouse for golf fee schedule after arrival. Although you could enjoy your entire stay without even leaving the community, Colonial Country Club is ideally located close to downtown Fort Myers and Fort Myers Beach. Destinations such as Sanibel Island, Captiva Island, Boca Grande, Bonita Springs, and Naples offer some of the finest shopping, dining, beaches, professional sports and cultural experiences you could hope for during your time in southwest Florida, and are all close enough to fill your days with new and exciting adventures! This property is approximately 20 miles from Fort Myers Beach; 13 miles from RSW International Airport. No smoking allowed anywhere in the property, including condo or lanai. No pets allowed. Please note: Since SW Florida is a sub-tropical climate, it almost never gets close to freezing, which leads it to being desirable for humans, geckos, and insects. Despite routine pest control, it is possible for an insect or gecko to get inside the property. Refunds for finding geckos or insects are not given. There is an interior security camera on the TV stand below the living room TV and can be unplugged during guest stay Minimum age to rent is 25. This property is located within an HOA-governed community; however, our management responsibilities are limited solely to the individual unit you are renting. We do not manage, maintain, or have authority over any shared or common areas, including the pools or any other community amenities, to include routine maintenance, repairs, or any unexpected maintenance issues that may arise within these shared spaces. As such, we cannot guarantee the availability or condition of any community amenities at any given time, as these matters fall outside our control. 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

Blue Oasis

Fort Myers Beach, FL, US
2 Bedrooms 8 Guests
Aug 25 - 27
$155 night

Top Reasons to Book Blue Oasis: * Private Heated Pool * Renovated with Modern Coastal Touches * Beach Equipment Included (Chairs, Coolers, Wagon, and Towels) * 718 Feet to Beach Access 16 (4 Min Walk) * 3.1 Miles to Times Square * Professionally Managed Welcome to Blue Oasis, a beautiful two-bedroom two bath home sleeping up to eight guests. This oversized home has modern coastal touches decorated throughout and natural light that floods in through all the windows. The chef of the group will love the bright white fully equipped kitchen with stainless steel appliances and breakfast bar. Curl up in the living room after a full day in the sun and relax watching your favorite TV show on the flat screen TV. When it is time for bed the primary bedroom features a king bed, bathroom with walk-in shower, and access to the screened balcony. The guest bedroom hosts two twin beds, while there are two sleeper sofas in the living areas for additional sleeping accommodation. Venture outside to the screened patio with your morning coffee or take your favorite libation to the pool. An oversized pool offers a large deck and lounge chairs. For added convenience there is a washer, dryer, and beach equipment for guests to use. Come stay at Blue Oasis for your next vacation. The Bed Set-Up: Primary Bedroom: King Guest Bedroom: Two Twin Beds Living Area: 2 Sleeper Sofas *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. 5461 Oak Ridge Ave STR 23-0010

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

Fort Myers, FL, US
3 Bedrooms 8 Guests
Aug 22 - Sep 5
$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 -- Evolve 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

Bayview Beach House

Fort Myers Beach, FL, US
5 Bedrooms 12 Guests
Aug 31 - Sep 7
$330 night

Top Reasons to Book Bayview Beach House: * Bayfront Views * Private Pool with a Waterfall Feature * Tiki Hut with Outdoor TV, Outdoor Shower, and Plenty of Outdoor Seating * Two Separate Living Areas and Kitchens * 367 Yards to Beach Access 31 * 0.6 Miles to Times Square * Professionally Managed *This property does not allow parties of adults under the age of 25.* Escape to Bayview Beach House, a true island retreat on Fort Myers Beach with stunning bay views, a tropical outdoor oasis, and just a short walk to the Gulf of Mexico. This spacious two-story home offers 5 bedrooms and 4 bathrooms, including a first-floor queen bedroom with an ensuite bath, a twin bedroom with a fun gaming room, and an upstairs king master suite with its own bathroom. Two additional upstairs queen bedrooms share a guest bath. The outdoor area is a highlight, featuring a large tiki bar that seats 12, complete with lights, TVs, and music features—perfect for gathering with friends and family. Enjoy a refreshing dip in the pool with a peaceful waterfall while soaking in the sunny, southeast-facing bayfront setting. Inside, you’ll find a well-equipped kitchen with Italian marble countertops, comfortable living spaces, and balconies with gorgeous water views. Starlink satellite WiFi powers the home, so you’ll never miss a beat—whether working remotely or streaming by the pool. Book your stay today and experience Fort Myers Beach in a home with relaxed coastal living. The Bed Set-Up: Bedroom 1 (Upstairs Master): 1 King Bed + Ensuite Bathroom Bedroom 2 (Upstairs): 1 Queen Bed Bedroom 3 (Upstairs): 1 Queen Bed Shared Guest Bathroom (Upstairs) Bedroom 4 (Downstairs): 1 Queen Bed + Ensuite Bathroom Bedroom 5 (Downstairs): 2 Twin Beds + Gaming Area 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. 190 Bayview Ave. STR Applied for

23580 SandyCreek Terrace 1605

Bonita Springs, FL, US
2 Bedrooms 4 Guests
Aug 22 - Sep 19
$137 night

Renovated, modern luxury 2-bedroom & 2-full bath residence in bundled golf community. This 2nd floor unit welcomes you home with its light & modern contemporary décor, massive high vaulted ceilings and open-concept living space bustling with natural light. Living room is well-appointed with large 80” smart TV & sound system. Gourmet kitchen is appointed with eye-catching waterfall granite countertops, stainless steel appliances, wine cooler & island. Cookware, dishware, wine glasses and small appliances are ready for all your culinary needs. Enjoy your meals at the kitchen’s breakfast bar with seating for three, dining area or from the private balcony. Washer & dryer are next to the kitchen for convenience. Master bedroom offers a comfortable king bed and fabulous golf course and lake views. The upgraded master bathroom ensuite has dual vanity, walk-in glass shower and large walk-in closet. The split bedroom design offers extra privacy with the second bedroom across from the living room. Bedroom has a brand new queen bed and smart TV. Second full bathroom is a combination shower/tub with single vanity. Enjoy a glass of wine from the comforts of the enclosed, air conditioned balcony with plenty of seating for small friendly gatherings. For a one-time transfer fee, enjoy championship golf & clubhouse amenities including: social activities, dining, fitness center, pickle ball, tennis courts, bocce courts, golf shop & much more! Heated pool & spa conveniently just a few short steps away. Spring Run at the Brooks is located near Coconut Point Mall, Miromar Outlets and Gulf Coast Town Center. Only 20 minutes to Bonita Beach. One covered parking space included with additional unassigned spaces available. Golfers can enjoy unlimited golf, not including cart fees, etc., and pay at over 40 participating reciprocal clubs from May thru October.Note: Rentals are subject to lease application & HOA approval prior to confirming bookings. Lease application and amenity transfer fees apply. Lease approval process is estimate to take up to 10-15 days from application submission.

23516 Sandycreek Terrace 205

Bonita Springs, FL, US
2 Bedrooms 4 Guests
Aug 22 - Sep 19
$128 night

With a prime location between our white sandy beaches, endless dining, shopping and entertainment options you’ll find the highly regarded neighborhood of The Brooks in Estero. Within The Brooks is Autumn Lake at Spring Run - a gated golf course community you’re sure to love as your home base for your time in southwest Florida. Participation in golf and use of the amenity center at Spring Run is available through a transferred membership for an additional fee. (Please inquire, if you are interested.) Should you choose to transfer the golf and social membership you will have access to the pay-as-you play golf course - with the 8th tee box located right behind your condo! The par-72 hole course was designed by Gordon Lewis and certified by the Audubon Sanctuary. The transferred membership also includes access to the clubhouse, heated pool & spa, fitness room, lighted tennis courts, pickleball, and bocce ball. The clubhouse features indoor and outdoor dining and an active social schedule during season. If you choose not to purchase the golf & social membership, you are still welcome to use the dedicated Autumn Lake community pool and sundeck, which is just steps from the condo! **Bookings made for a check-in date within 20 days will not be accepted, since the condo association has to approve all applications and they take 15-20 days to review. Please make sure your check-in date is at least 20 days out from booking - we will send additional info once your booking is received ** This 1st floor, 2 bedroom, 2 bath condo with almost 1,300 square feet sleeps up to 4 guests. In it you will enjoy: Open floor plan, comfortably appointed with family friendly furnishings including a leather reclining sofa, loveseat and chair perfect for watching the TV with community provided BlueStream cable; dining area with table and seating for 6 Living room opens to fully screened lanai, overlooking the 8th tee-box of the golf course; lanai has an outdoor dining table, a pair of club chairs and a TV with cable Pass-through kitchen with full size appliances, cookware, dinnerware, many small electrical appliances, including a Keurig coffee maker and air fryer Split floor plan with master suite and guest bedroom at opposite ends of the home offering privacy for guests Master suite with king bed, ceiling fan, TV with cable and ensuite bathroom with large walk-in shower Guest bedroom with queen bed, TV with cable and ceiling fan Guest bathroom with combination bathtub/shower Bed linens, bath, kitchen and pool towels included In-unit washer, dryer, pack n’ play and highchair for your complimentary use Free, unlimited Wifi Electronic, keyless entry allows for contactless self-check in and no keys to keep track of during your stay Parking for up to 1 car in the driveway, the garage is reserved for owner’s use The Autumn Lakes condo community heated pool and sundeck is located just one building away from the condo The optional Spring Run golf & amenity center is just around the corner from the condo community The Brooks in Estero is in the heart of Southwest Florida. Immediately outside the community you will find the Coconut Point shopping center with abundant stores and dining options. Less than 5 miles away is the Miromar Outlets shopping center and the Hertz Arena home to the Florida Everblades and the areas premiere concert and entertainment venue. Just a short distance from Stoneybrook is Florida Gulf Coast University, Bonita Beach, Lovers Key State Park, Fort Myers Beach, Sanibel & Captiva Islands; to the south is the luxurious town of Naples. Within a half hour or less from the Condo you will find all the watersports, fishing, cultural events, sporting events, nature preserves, shopping and dining you will need to make your time in Southwest Florida completely unforgettable. Day trips to Miami, the Florida everglades or even the ferry to Key West are must-do’s during your stay, as well! This property is approximately 13 miles from RSW International Airport, 7 miles from Florida Gulf Coast University, and 12 miles from Bonita Beach Park. No smoking, including e-cigarettes, cigars, or pipes permitted anywhere on the property; this includes the condo, front entryway, and lanai. No pets allowed. Minimum age to rent is 25. This property is located within an HOA-governed community; however, our management responsibilities are limited solely to the individual unit you are renting. We do not manage, maintain, or have authority over any shared or common areas, including the pools or any other community amenities, to include routine maintenance, repairs, or any unexpected maintenance issues that may arise within these shared spaces. As such, we cannot guarantee the availability or condition of any community amenities at any given time, as these matters fall outside our control.

Sunny Side Up

Fort Myers Beach, FL, US
4 Bedrooms 12 Guests
Aug 31 - Sep 7
$274 night

Top Reasons to Book Sunny Side Up: * Private, Screened Heated Pool * Single Level, Pet Friendly Home with a Fenced Yard * 2 Blocks to Public Beach Access * Beach Towels, Beach Chairs, and a Cart Provided * Community Boat Ramp for Small Vessels or Kayaks * Bikes Included * Professionally Managed *This property does not allow parties of adults under the age of 25.* Welcome to Sunny Side Up, your dream getaway in the highly sought-after Shell Mound neighborhood of Fort Myers Beach! This newly renovated 4-bedroom, 3-bathroom home sits at the end of a peaceful street with direct Gulf access and stunning bayfront views. Enjoy breathtaking sunsets right from the backyard or cast a line off the private dock. The open-concept interior features modern coastal design, a spacious kitchen with island seating, and plenty of natural light throughout. Step outside to your private pool area with multiple seating and dining options—perfect for relaxing or entertaining. Whether you’re soaking up the sun, enjoying dinner under the stars, or heading out on a boat from your backyard, this home offers the perfect blend of style, comfort, and location. Make this your family’s new favorite vacation spot — book now for sun, fun, and unforgettable memories! The Bed Setup: Master Bedroom: Queen Bed Guest Bedroom 1: King Bed Guest Bedroom 2: King Bed Guest Bedroom 3: Twin Over Full Bunk Bed + Full over Queen Bunk 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. 460 Madison Ct STR 29-46-24-W1-011-00.0210

Beautiful Life on Madison

Fort Myers Beach, FL, US
3 Bedrooms 7 Guests
Aug 31 - Sep 7
$185 night

Top Reasons to Book Beautiful Life on Madison: * Private, Heated Pool * Canal Front with Gorgeous Views * Private Boat Dock * 2 Blocks to Public Beach Access * Beach Towels, Beach Chairs, and Cart Provided * Community Boat Ramp for Small Vessels or Kayaks * Professionally Managed *This property does not allow parties of adults under the age of 25.* Step into Beautiful Life on Madison, your perfect beach escape; just steps from the sand and tucked along a peaceful canal surrounded by lush greenery. This 3-bedroom, 2.5-bath home has everything you need for a relaxed and memorable stay, from a private pool for lazy afternoons to plenty of outdoor space for soaking up the Florida sunshine. Whether you’re grilling by the water, lounging under the palms, or heading to the beach for sunset, this home makes it easy to unwind, explore, and have fun. It’s the ideal mix of comfort, convenience, and vacation vibes. The Bed Setup: Master Bedroom: King Bed Guest Bedroom 1: Queen Bed + Twin Bed Guest Bedroom 2: Queen 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. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to 444 Madison Ct STR Applied For

Gullwing #803

Fort Myers Beach, FL, US
2 Bedrooms 6 Guests
Aug 23 - 26
$162 night

Top Reasons to Book Gullwing #803: * Partial Obstructed View of Beach * Complex Pool, Hot Tub, Fitness Center, and Grills * Complex Sits Directly on Beach * 4.1 Miles from Times Square * Professionally Managed Welcome to Gullwing #803 located on the South end of the Island where the widespread gorgeous white sand awaits you! This gorgeous 2-bedroom 2 bath condo offers a partially obstructed view of the Gulf from the screened balcony. A spacious open floor plan for you and your family to enjoy some downtime watching a movie or cooking a delicious meal in your well-equipped kitchen. Relax in the master suite on a king bed with access to the balcony. The large, attached bath includes dual sinks, garden tub, and walk-in shower. On the opposite side of the condo is the guest bedroom with a queen bed, and balcony access. Attached to the bedroom is the bathroom with walk-in shower. Additional sleeping accommodations in the living room, which is equipped with a full sleeper sofa! Enjoy with the family the direct beach access, pool, hot tub, BBQ grills, business center, tennis courts. Come find out why Gullwing #803 will have you want to keep returning year after year. The Bed Set-Up: Primary Bedroom: King Bed Guest Bedroom: Queen Bed Living Room: Sleeper Sofa **Currently there is construction happening at Gullwing. Please note that noise may be present. We apologize for any inconvenience this may cause. ** *This property does not allow parties of adults under the age of 25. * Gullwing is located on the Southern end of Fort Myers Beach. This beachfront complex offers 66 vacation rentals ranging from 1-3 bedrooms over 11 floors. Community Amenities include a beachfront heated pool and spa, tennis courts, beach volleyball, and grills that are available for guests use. A trolley stop is available in front of the complex to help get you around the island. Come spend your next vacation at Gullwing. 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. 6620 Estero Blvd STR Applied For

Sandy Breeze

Fort Myers Beach, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 7
$194 night

Top Reasons to Book Sandy Breeze: * Canal Front with Small Dock * Private Heated Pool with Tanning Ledge * Pet Friendly (Under 30LBS, Additional Fees Apply) * 668 Yards to Beach Access 22 (9 Minute Walk) * 1.7 Miles to Times Square Sandy Breeze is a charming 3-bedroom canal front home with a fantastic pool, patio, and dock. Entering the home, guests are greeted with a cozy living area and dining space. Complete with a large flat screen TV and wall to wall sliding glass doors. Light filters into this space to make the area feel welcoming. A beautiful kitchen is tucked around the corner and features lots of counter space and stainless-steel appliances. A laundry area is off the kitchen. Unwind in the primary bedroom featuring a king bed and en suite with walk-in shower. The first guest bedroom features a queen and twin bed with TV while the second guest bedroom offers a twin over full bunk bed. A guest bathroom is in the hall and offers a tub/shower combo. Sandy Breeze is the perfect home for families of all sizes, plan your visit today. The Bed Set-Up: Primary Bedroom: King Guest Bedroom: Queen and Twin Guest Bedroom: Twin Over Full Bunk Bed **If you are traveling with a pet, please call the reservations team with the 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. 309 Madison Ct FMB STR 19-0482

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

Vacation Rentals in Three Oaks by Amenities & Features

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Vacation Rentals Near Three Oaks

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