Vacation rentals with a pool in Fort Myers

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

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

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

4.95 out of 5 average rating, 19 reviews

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

🌴Welcome to your elite Fort Myers vacation rental 5 bedroom private pool home with outdoor kitchen, designed for peaceful stays, family vacations, & extended getaways. Located on a quiet cul-de-sac, 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—one of the most loved vacation homes in FL!

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.

4.96 out of 5 average rating, 101 reviews

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in

5.0 out of 5 average rating, 14 reviews

The Pearl | River Views | King | Pool+HotTub+Gym

Welcome to The Pearl — a bright 17th-floor retreat in the heart of Downtown Fort Myers, with river views from every window. Sleep four comfortably with a king bed and a full sofa bed. Cook in a complete kitchen, work by the window, and do laundry in-unit. Downstairs: resort-style pool, hot tub, gym, game room, and movie theater — all included. The River District's restaurants and bars are a short walk away. Self check-in, fast WiFi, and everything you need for one night or one month.

4.99 out of 5 average rating, 140 reviews

Dolphin Villa | Heated Pool & Downtown Fun

Welcome to Dolphin Villa, your private Cape Coral escape! This inviting 3BR/2BA home features a heated private pool, comfortable indoor-outdoor living, and plenty of space to relax and unwind. Located in desirable SE Cape Coral, you’ll be just minutes from downtown dining, shopping, entertainment, and waterfront restaurants, while still enjoying a peaceful neighborhood setting. Perfect for families, couples, or friends looking for sunshine, pool days, and an easy Florida getaway.

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,

4.95 out of 5 average rating, 410 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.

5.0 out of 5 average rating, 14 reviews

River Views / Luxury 2BR/2BA, Pool, Walk downtown

Wake up to breathtaking Caloosahatchee River views through floor-to-ceiling windows in this luxurious 2-bedroom, 2-bath apartment in the heart of Downtown Fort Myers. Walk to restaurants, bars, and entertainment, then unwind by the resort-style pool or enjoy the fitness center, movie theater, and free parking. Whether you're visiting for business, a family getaway, or a relaxing vacation, you'll find everything you need for a comfortable and memorable stay.

4.75 out of 5 average rating, 4 reviews

Luxury Riverfront Estate & Pool

Your Property This spacious waterfront home features a bright open floor plan with expansive water views throughout the main living areas. Guests can enjoy a fully equipped chef’s kitchen, large dining area, comfortable living room, private pool, dock, outdoor entertainment spaces, and a dedicated game room. The home was thoughtfully designed to maximize the waterfront setting, with large windows showcasing beautiful bay views from sunrise to sunset.

5.0 out of 5 average rating, 45 reviews

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

Step inside this spacious, beautifully maintained, canal-front four-bedroom retreat, perfect for relaxing or entertaining. Enjoy a private, landscaped pool and spa with evening lighting, plus a dock for boating and fishing. Inside features include a fully stocked kitchen, spacious living and dining areas, high speed Wi-Fi, and fresh linens and towels. Ideal for families!

Popular amenities for Fort Myers rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 161 reviews

A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. Stylish pendant lights hang above a spacious island with a granite countertop. A fruit bowl adds a pop of color, while ample cabinetry provides storage space.

Home in Villas

Still available for Jan, Feb, March 2027

4.95 out of 5 average rating, 108 reviews

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

4.96 out of 5 average rating, 106 reviews

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.

Home in San Carlos Park

Living on the Green

A well-maintained canal property is highlighted by palm trees and a spacious lanai. A 50-foot dock is visible, accommodating watercraft with a boat lift. Colorful Adirondack chairs are placed along the dock, enhancing the outdoor experience beside the tranquil water.

4.99 out of 5 average rating, 192 reviews

Escape to the "Oasis"!

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

4.97 out of 5 average rating, 329 reviews

Dolphin beach house 2

4.99 out of 5 average rating, 118 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

4.85 out of 5 average rating, 26 reviews

TikiTime Tropical Riverfront Retreat

5.0 out of 5 average rating, 95 reviews

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Condo rentals with a pool

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

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

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.

Condo in Sanibel

Rare walkout condo on Sanibel beach

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.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

A clear blue pool is surrounded by lush palm trees and a rock waterfall, offering a serene atmosphere. Comfortable lounge chairs are positioned nearby, overlooking a tranquil waterway, enhancing the outdoor leisure space.

4.81 out of 5 average rating, 185 reviews

Lovers Key Resort, Fort Myers Beach - Awesome

4.84 out of 5 average rating, 128 reviews

206C Gulf Water Views + 2 bikes + beach gear

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.

Condo in Iona

Ft. Myers Quaint Getaway! Minutes from Beach!

4.99 out of 5 average rating, 179 reviews

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

Condo in North Naples

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other vacation rentals with a pool

5.0 out of 5 average rating, 11 reviews

Marino Home II Luxury

Luxe

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

5.0 out of 5 average rating, 8 reviews

4.96 out of 5 average rating, 45 reviews

17th Floor Riverfront • Downtown • Pool & Gym 2BR

4.88 out of 5 average rating, 17 reviews

Villa in Iona

Bonaire Grand Luxury Villa

5.0 out of 5 average rating, 28 reviews

Home in LaBelle

Countryside Luxury Villa with Pool, Bbq

5.0 out of 5 average rating, 4 reviews

Modern Coastal Retreat Pool Home

4.98 out of 5 average rating, 99 reviews

Luxury King Bed Home w/ Pool, Hot Tub & Fire Pit