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, 147 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.

4.94 out of 5 average rating, 163 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, 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.

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!

4.95 out of 5 average rating, 407 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.

The exterior of a pyramid home is surrounded by a landscaped garden featuring flowering plants and decorative rocks. A blue umbrella provides shade over a small seating area on a patio, complemented by palm trees and shrubs in the background.

4.89 out of 5 average rating, 275 reviews

Unforgettable Pyramid home in sunny Florida 7046

Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 bedrooms / 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

4.92 out of 5 average rating, 36 reviews

LisMay Paradise / Pool Heated/ Tropical /Relax

LisMay Paradise 🧘🌴 | Heated Pool, Tiki Hut & Tropical Retreat Escape to this peaceful corner home designed for relaxation. Enjoy a private heated pool, tropical backyard, tiki hut, BBQ grill, and fire pit—perfect for creating unforgettable memories with family and friends. Great location: 25 min to Bonita Beach, 15 min to Coconut Point Mall & RSW Airport, and 10 min to Florida Gulf Coast University. Your perfect Florida getaway.

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

4.83 out of 5 average rating, 207 reviews

Home in Villas

Blue Beach Bungalow

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 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)

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!

4.95 out of 5 average rating, 22 reviews

Gulf Waterfront Getaway-Pool•Dock•Grill•Games•Boat

A private pool is surrounded by lush landscaping, featuring two colorful inflatable pool floats resting on the water's surface. An umbrella provides shade over a spacious area, while four lounge chairs line the poolside, inviting relaxation under the clear sky.

5.0 out of 5 average rating, 21 reviews

Resort-Style Pool | Tropical Oasis | Pet-Friendly

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.

4.94 out of 5 average rating, 32 reviews

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

Apartment rentals with a pool

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.

4.94 out of 5 average rating, 192 reviews

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

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.

4.93 out of 5 average rating, 214 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

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, 131 reviews

Beachfront fully equipped apartment

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!

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!

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

4.87 out of 5 average rating, 102 reviews

Southern Comfort - Updated Waterfront Condo

4.95 out of 5 average rating, 121 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.

Apartment in Sanibel

100+ 5 Star Reviews and Right on The Beach!

Other holiday rentals with a pool

Guest house in San Carlos Park

The image captures the exterior of a private bungalow, featuring two American flags displayed on either side of the entrance. A paved walkway leads to the entrance, surrounded by a well-maintained lawn. The building is light yellow with white accents and has a welcoming double-door entry.

Private Bungalow Ft Myers Home Near Beaches/FGCU

4.96 out of 5 average rating, 45 reviews

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

4.75 out of 5 average rating, 4 reviews

Luxury Riverfront Estate & Pool

5.0 out of 5 average rating, 12 reviews

Gulf Access/Heated Pool & Jacuzzi/Up to 8

4.94 out of 5 average rating, 18 reviews

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

4.94 out of 5 average rating, 33 reviews

Luxury Mansion! 6ksqft, Pool, Gym, Near Beach

A serene pool area is showcased at dusk, featuring a screened lanai with a tranquil pool reflecting the colorful sunset sky. The surrounding patio is paved, with a tropical cabana visible in the background, creating a welcoming atmosphere for relaxation.

4.97 out of 5 average rating, 37 reviews

Private Poolside Oasis for Fun and Wellness

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.