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.

4.96 out of 5 average rating, 148 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.

4.93 out of 5 average rating, 73 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!

Guest house in San Carlos Park

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.

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.

4.88 out of 5 average rating, 126 reviews

4.93 out of 5 average rating, 135 reviews

Flat in San Carlos Park

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.

4.95 out of 5 average rating, 164 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.

A serene pool area is featured, surrounded by lush tropical greenery. A large umbrella provides shade over two white lounge chairs positioned beside the pool. A covered seating area is visible in the background, adding to the outdoor relaxation space.

4.9 out of 5 average rating, 63 reviews

The Trellis House With Sauna (Pool not Heated)

Welcome to our charming home located just 5 minutes from RSW airport and close to major shopping centers and restaurants, making it an ideal spot for both business and leisure travelers. Enjoy a quick 15-minute drive to the beach, where you can unwind and soak up the sun. For those visiting for work, the Amazon headquarters is just a short distance away. Whether you're here for a quick getaway or a longer stay, our location offers comfort, convenience, and easy access to everything you need.

4.99 out of 5 average rating, 117 reviews

Group Friendly-King/2 Queens-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

4.96 out of 5 average rating, 24 reviews

Heated Pool Home Near Beaches, Airport & Shopping

Enjoy a unique stay at this modern home featuring a private heated pool, 3 spacious bedrooms, and a relaxing atmosphere. Located near the best beaches, restaurants, and malls in Southwest Florida Includes: - Private heated pool & outdoor BBQ area - Fully equipped kitchen - High-speed Wi-Fi & Smart TV - Free parking - Air conditioning & laundry area Ideal for a family vacation, romantic getaway, or extended stay in style. Relax under the Florida sun and make this your home away from home.

A view of the outdoor patio area features comfortable seating under blue umbrellas. A gas grill is positioned nearby, surrounded by tropical landscaping with palm trees and native plants. The pyramid home's expansive glass walls create a bright and open atmosphere.

4.93 out of 5 average rating, 304 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

The spacious living area features light-colored sofas with red accent pillows and a glass coffee table. A ceiling fan is positioned above, and natural light floods in through large windows, enhancing the welcoming atmosphere. A cozy armchair and a side table are also present.

4.96 out of 5 average rating, 106 reviews

Living on the Green

This newly renovated 3 bed 2 bath pool home is located on a lovely golf course. The pool area faces beautiful sunsets and is not heated. During the day the sun warms it to 80 unless the weather is cooler or rainy. The home is near shopping, restaurants at Gulf Town Center and Coconut Point. Beaches in Bonita or Fort Myers Beach close by. Pool table w/ table tennis option in garage. For the summer months I have added a mini-split A/C unit for the master suite for additional comfort.

4.85 out of 5 average rating, 13 reviews

Cool Weather, Warm Pool !

This wonderful pool-side oasis can be your temporary home! A beautiful pool home (With Solar pool heater), with new paint, floors & appliances in a wonderful, quite, & friendly neighborhood! This amazing rental has a wonderful split-floor plan and makes the perfect home for anyone and/or family! Less than 2 miles from Gulf Coast Town center, with all the dining, entertainment, and shopping you could ask for! New roof, new pool heater & pump, new pool surface & so much more!

4.83 out of 5 average rating, 207 reviews

Home in Villas

Blue Beach Bungalow

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Popular amenities for San Carlos Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 266 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

4.98 out of 5 average rating, 245 reviews

A dining area is presented with a large wooden table surrounded by upholstered chairs. A centerpiece of greenery and fruit adorns the table. The walls are painted in a soft blue, complemented by decorative seahorse artwork and a stylish light fixture.

Home in Cypress Lake

“Dream Vacation”Pool.Near airport&baseball

4.92 out of 5 average rating, 157 reviews

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

Home in Iona

Waterfront Pool Home. Minutes to Sanibel & Beaches

4.99 out of 5 average rating, 106 reviews

Home in Bonita Beach

"The Mac" Beach House! Premier Location! Pool/Spa

4.88 out of 5 average rating, 8 reviews

Sunny Pool Retreat – 20 Minutes from the Beach!

4.92 out of 5 average rating, 36 reviews

LisMay Paradise / Pool Heated/ Tropical /Relax

The exterior of a single-story home is displayed, featuring a light gray facade and a spacious driveway. Arched windows are prominently featured, providing an open and inviting look. A well-maintained lawn with minimal landscaping enhances the welcoming appearance, and a clear blue sky with scattered clouds is visible overhead.

4.95 out of 5 average rating, 21 reviews

Casa Cypress

A wooden dock extends over calm waters, featuring two blue Adirondack chairs positioned for relaxation. Lush greenery and palm trees are visible in the surrounding area, while several homes line the opposite bank, contributing to the serene setting.

4.94 out of 5 average rating, 53 reviews

Excellent Location! Gulf Access, Heated Pool Chic!

Apartment rentals with a pool

Apartment in Fort Myers Beach

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

4.94 out of 5 average rating, 192 reviews

Apartment 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.

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

4.93 out of 5 average rating, 214 reviews

4.91 out of 5 average rating, 190 reviews

The exterior of the condo complex is shown, featuring a sign that reads 'Casa Bella.' Lush green landscaping surrounds the building, with palm trees and neatly trimmed bushes. Two-story units are visible, highlighting a calm and inviting atmosphere under a clear blue sky.

Apartment in Iona

Ft. Myers Quaint Getaway! Minutes from Beach!

Apartment 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.

Beachfront fully equipped apartment

4.9 out of 5 average rating, 131 reviews

Apartment in Bonita Springs

An aerial view captures a sprawling landscape featuring residential areas interspersed with waterways. The horizon showcases the ocean, with buildings lining both sides of the main road. Lush greenery surrounds the area, providing a sense of tranquility and connectivity to nature.

Amazing Condo-1 mile from Bonita Beach

4.95 out of 5 average rating, 153 reviews

4.76 out of 5 average rating, 111 reviews

A light-filled room features a spacious bed covered with a textured bedspread. Two windows with sheer curtains provide natural light, while a bedside lamp adds a gentle glow. A stylish chair and a small table complete the inviting space.

Apartment in Villas

Sunny Florida condo!

4.97 out of 5 average rating, 145 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.

Apartment in Punta Rassa

2nd Floor Beachfront Condo Sanibel Harbour

4.9 out of 5 average rating, 263 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.

Apartment in Sanibel

Rare walkout condo on Sanibel beach

Other holiday rentals with a pool

An aerial view captures the luxury vacation home, showcasing a spacious rectangular swimming pool surrounded by a screened lanai. Lush green grass and paved pathways border the home, with a private outdoor relaxation area visible beside the pool.

4.94 out of 5 average rating, 94 reviews

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU

An outdoor dining area is shown with a wooden table surrounded by six chairs, situated under a screened enclosure. In-ground pool water shimmers nearby, and green grass is visible beyond a white fenced yard, providing a spacious feel to the backyard.

4.9 out of 5 average rating, 20 reviews

PoolsideParadise-Kid&PetFriendly

5.0 out of 5 average rating, 11 reviews

Luxury 4 BDRM , Pool Waterfall & Hot Tub.

5.0 out of 5 average rating, 12 reviews

Gulf Access/Heated Pool & Jacuzzi/Up to 8

4.95 out of 5 average rating, 19 reviews

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

4.75 out of 5 average rating, 4 reviews

Luxury Riverfront Estate & Pool

An aerial view of the tropical oasis showcases a large heated pool surrounded by palm trees. A spacious deck with seating overlooks the pool area, providing an inviting outdoor space. The home features a light-colored roof and is set against a backdrop of lush greenery.

4.82 out of 5 average rating, 67 reviews

Tropical Oasis with Private Heated Pool-4 BedRooms