Vacation 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, 135 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

Guesthouse 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.

4.88 out of 5 average rating, 123 reviews

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.

Apartment in San Carlos Park

4.94 out of 5 average rating, 129 reviews

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, 157 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.

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, 99 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.

4.92 out of 5 average rating, 127 reviews

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.

Home in Iona

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.

4.92 out of 5 average rating, 24 reviews

LisMay Paradise / Pool Heated/ Tropical /Relax

LisMay Paradise🧘🏻‍♂️🏝️Pool, Ranch & Tropical Relaxation.Pool is HEATED Welcome to this peaceful and unique retreat designed for relaxation and comfort.This corner home features a master suite a beautiful outdoor area with a private pool to enjoy the sunshine The outdoor grill,fire pit,the ranch-style create an authentic and tropical experience 25 minutes to Bonita beach 15 min to Coconut Point Mall 15 min to Fort Myers International A 10 min Florida Gulf Coast University.

4.89 out of 5 average rating, 354 reviews

A serene shared lake area is surrounded by pyramid-shaped homes. Palm trees and colorful lounge chairs are positioned by the water's edge. A gentle fountain is centrally located in the lake, creating a tranquil atmosphere under a partly cloudy sky.

Villa in San Carlos Park

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

4.96 out of 5 average rating, 25 reviews

Home in Cypress Lake

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

4.83 out of 5 average rating, 203 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,

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

Escape to this charming ranch-style home, centrally located just minutes from schools (FGCU), RSW airport, shopping, and gulf beaches. Enjoy sunny days by the sparkling pool, where kids can splash and play while pets roam freely in the spacious fenced yard. With cozy living spaces and a fully equipped kitchen, this home is perfect for relaxation and family fun. This is the ideal getaway for families and pet lovers alike. Book your stay and create unforgettable memories!

4.95 out of 5 average rating, 392 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.

Popular amenities for San Carlos Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 12 reviews

Gulf Access/Heated Pool & Jacuzzi/Up to 8

5 out of 5 average rating, 7 reviews

Turtle Cove Relaxing Getaway Pool + Resort vibe

5 out of 5 average rating, 6 reviews

Custom Pool! Tiki Bar. Private Yard. Enjoy SWFL

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.

4.92 out of 5 average rating, 52 reviews

The Trellis House With Sauna (Pool not Heated)

4.88 out of 5 average rating, 183 reviews

A solar-heated swimming pool features clear turquoise water within a screened enclosure. Lush greenery and trees are visible in the background, complemented by soft lighting from the setting sun. A white pool edge and a handrail provide access to the water.

Home in Bonita Springs

Beautiful Oasis

A screened-in patio area features a large dining table surrounded by six chairs, facing a private pool. Natural light filters through the mesh enclosure, highlighting the inviting blue water of the pool and the greenery visible through the transparent walls.

4.84 out of 5 average rating, 43 reviews

Seashell Sanctuary

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, 93 reviews

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU

4.99 out of 5 average rating, 117 reviews

Group Friendly-King/2 Queens-Pool Access-BBQ-FGCU

Condo rentals with a pool

4.75 out of 5 average rating, 109 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.

Condo in Villas

Sunny Florida condo!

4.91 out of 5 average rating, 133 reviews

A spacious living area features comfortable black leather sofas and a light-colored armchair arranged around a glass coffee table. Large sliding glass doors provide access to the balcony, allowing natural light to fill the room. A textured area rug sits beneath the seating arrangement.

Condo in Bonita Beach

Bonita Beach and Tennis 1903

4.9 out of 5 average rating, 261 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, 122 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, 212 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

4.97 out of 5 average rating, 143 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 Punta Rassa

2nd Floor Beachfront Condo Sanibel Harbour

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, 150 reviews

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.

Condo in Bonita Springs

Amazing Condo-1 mile from Bonita Beach

Other vacation rentals with a pool

5 out of 5 average rating, 17 reviews

A comfortable living area is depicted, featuring a light gray sectional sofa and a stylish coffee table. A round mirror and decorative wall art enhance the space. The open kitchen and dining area are subtly visible in the background, creating a welcoming environment.

Townhouse in Fort Myers

Florida Vacation-Fort Myers-Pool-Gated Community

4.96 out of 5 average rating, 26 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, 3 reviews

Villa in Pelican

Intervillas Florida - Villa The View

4.94 out of 5 average rating, 34 reviews

Apartment in Fort Myers

17th Floor Riverfront • Downtown • Pool & Gym

A modern home is set against a colorful sunset. The facade is characterized by a symmetrical layout with a covered entryway and large garage. Lush landscaping features palm trees and well-maintained grass, offering a welcoming exterior to guests.

4.93 out of 5 average rating, 15 reviews

Lovely home nestled near Sanibel & Ft. Myers Beach

An outdoor lounge area features a double sunbed with curtains, positioned near a heated pool. Lush greenery surrounds the space, and a serene pond is visible in the background under a clear blue sky with scattered clouds.

5 out of 5 average rating, 44 reviews

Luxurious Poolside Paradise: 4100 SqFt 5BR Home

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.

4.93 out of 5 average rating, 43 reviews

Excellent Location! Gulf Access, Heated Pool Chic!

Lush tropical plants are featured prominently, creating a vibrant and serene environment. The greenery is complemented by a decorative element that adds character to the setting, inviting a sense of harmony with nature.