Holiday rentals with a pool in San Carlos Park

An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.

4.95 out of 5 average rating, 124 reviews

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

A screened-in pool area features comfortable seating arranged around a fire table. The heated pool is visible in the background, framed by lush greenery outside the screened enclosure. A grill is located nearby, enhancing the outdoor space for relaxation and entertainment.

4.92 out of 5 average rating, 64 reviews

Welcome Ft Myers 3br/2ba pool vacation- dogs ok

Welcome to your vacation with open floor plan and walk-out to the heated pool with Weber grill, comfortable seating and fire table. This home sleeps 9 with 3 BR and 2 baths. Quiet neighborhood where you can hear the palm trees in the backyard. Just 20 minutes to Ft. Myers Beach, Bonita Beach, Barefoot Beach. All beach supplies available including chairs, umbrella, cooler and towels. Very close to baseball stadiums, shopping and FGCU. Can't wait for you to enjoy all this location offers. Welcome!

4.89 out of 5 average rating, 121 reviews

The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.

Guesthouse in Fort Myers

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

4.93 out of 5 average rating, 121 reviews

Apartment in Fort Myers

Resort Style Pool Adj Beds-Wilder Sunset Views!

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

4.94 out of 5 average rating, 156 reviews

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

4.99 out of 5 average rating, 113 reviews

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU

Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

A vibrant living area displays an orange accent wall adorned with a colorful bird artwork. A comfortable sofa with assorted cushions is positioned alongside a stylish coffee table, topped with a decorative arrangement of colorful items. A green armchair and lamps provide additional seating and lighting.

4.95 out of 5 average rating, 188 reviews

Colorful condo with heated pool and private WiFi

We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

4.97 out of 5 average rating, 118 reviews

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

4.92 out of 5 average rating, 121 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

4.94 out of 5 average rating, 381 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

5 out of 5 average rating, 133 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.

4.96 out of 5 average rating, 137 reviews

Coastal Modern Retreat with Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Popular amenities for San Carlos Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 30 reviews

Family Oasis | Heated Pool + Beach Gear, Kid Ready

An inviting pool area is surrounded by a screened enclosure, allowing natural light to illuminate the sparkling water. Comfortable lounge chairs are positioned alongside, while a dining space with a table and chairs is visible in the background, enhancing the outdoor experience.

5 out of 5 average rating, 38 reviews

Serene Modern Oasis | Private Pool in Fort Myers

A screened-in outdoor area features a private heatable pool surrounded by a spacious deck. Two lounge chairs are placed near the pool's edge, and lush greenery can be seen in the background under clear blue skies.

5 out of 5 average rating, 11 reviews

Wellington Escape

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

5 out of 5 average rating, 13 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

The spacious living area features a modern design with a sleek grey couch and a decorative abstract wall piece. A cozy fireplace is positioned beneath a large television. Natural light floods the room through large windows, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 30 reviews

Renaissance Oasis Retreat

A spacious backyard is showcased with a paved area featuring four teal lounge chairs arranged around a firepit. The yard is enclosed by a wooden fence, with a grassy area extending in the background under a partly cloudy sky.

5 out of 5 average rating, 30 reviews

Heated Pool W/Huge Backyard B/T Naples& FT. Myers

4.91 out of 5 average rating, 277 reviews

The entrance showcases an inviting façade with tall columns and a spacious covered porch. Lush greenery and palm trees frame the path leading to a double door entry with glass panels, enhancing the welcoming appearance of the home.

Home in Cape Coral

Your Private Waterfront Escape: Pool & Gulf Access

A single-story villa features a well-maintained front yard with lush greenery and palm trees. The inviting entrance is marked by a spacious driveway leading to a two-car garage, while large windows allow for ample natural light.

4.86 out of 5 average rating, 57 reviews

Villa SUNSHINE DREAMS

Condo rentals with a pool

4.83 out of 5 average rating, 127 reviews

A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

4.9 out of 5 average rating, 259 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

Condo in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.9 out of 5 average rating, 115 reviews

Beachfront fully equipped apartment

Condo in Fort Myers Beach

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

4.92 out of 5 average rating, 211 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

4.97 out of 5 average rating, 141 reviews

A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.

Condo in Fort Myers

2nd Floor Beachfront Condo Sanibel Harbour

4.93 out of 5 average rating, 110 reviews

A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.

Condo in Park Shore

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

Condo in Fort Myers Beach

A clear view of a high-rise condominium is shown, with white sand beaches and palm trees in the foreground. The water reflects vibrant turquoise tones under a partly cloudy sky, indicating a pleasant beach environment. Beachgoers can be seen enjoying the shoreline.

4.92 out of 5 average rating, 106 reviews

Lovers Key Beach Club Private Beach

4.95 out of 5 average rating, 109 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

Other holiday rentals with a pool

4.93 out of 5 average rating, 56 reviews

The resort-style pool area is surrounded by lush palm trees and vibrant landscaping. Soft lighting enhances the tranquil atmosphere at night, while lounge chairs and cabanas invite relaxation. A winding stone wall borders the pool, which glows invitingly in the center of the space.

Bungalow in Paseo

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

A private pool area is enclosed by a screened-in structure, illuminated by string lights. The inviting water reflects soft blue tones, creating a serene atmosphere. A cozy seating area with chairs is set up nearby, along with an umbrella for shade.

4.9 out of 5 average rating, 20 reviews

Peaceful Stay at Cozy Escape

A single-story home is set against a clear blue sky, featuring a well-kept lawn and garden. Subtle landscaping surrounds the entrance, and a two-car garage is visible. The front door is framed by large windows, inviting natural light into the living space.

4.93 out of 5 average rating, 27 reviews

Duquesne of southwest Florida.

4.96 out of 5 average rating, 23 reviews

An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.

Guesthouse in Fort Myers

Sleep over the water- Boathouse with Private Dock

5 out of 5 average rating, 21 reviews

Apartment in Fort Myers

Beautifully Remodeled 2 Bedroom With Water View 1G

4.93 out of 5 average rating, 55 reviews

Apartment in Fort Myers

Executive King Suite City View | Downtown Ft Myers

5 out of 5 average rating, 6 reviews

4BR Waterfront Home w/ Heated Pool & Private Dock

A private pool area features a hot tub, surrounded by a screened enclosure. Comfortable seating is positioned nearby, providing views of the sunset over green landscapes. The sun casts a warm glow on the tranquil water, enhancing the peaceful ambiance.