Vacation rentals with a pool in Fort Myers Beach

Apartment in Fort Myers Beach

An open-concept living space is highlighted by a modern kitchen featuring white cabinetry, a large center island with seating, and stainless steel appliances. A comfortable seating area includes soft chairs and a sectional sofa, with natural light streaming in through an arched window.

4.98 out of 5 average rating, 129 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

A vibrant, two-story house in a coastal hue is displayed, featuring a spacious pool area surrounded by a paved deck. Sun loungers are positioned near the pool, and a covered seating area can be seen. The property is enclosed by white fencing, adding to its privacy.

5 out of 5 average rating, 20 reviews

New house, pool, views, elevator, steps to beach

Be one of the first families to stay at this Brand New mid island house. Private pool, Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 124 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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.

4.99 out of 5 average rating, 230 reviews

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!

A private balcony offers a panoramic view of the Gulf of Mexico at sunset. The tranquil water reflects hues of orange and pink, while the distant shoreline features a pier extending into the bay. Two lounge chairs are positioned to enhance the outdoor experience.

4.94 out of 5 average rating, 35 reviews

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 111 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

A cozy living space is presented with a light-colored sofa and lounge chair, complemented by a wooden coffee table. Large glass doors open to a balcony with views of the surroundings. A flat-screen TV is mounted on the wall, enhancing the comfortable atmosphere.

5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine beach.

Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

An open living area features a kitchen island with seating for four, surrounded by white cabinetry and stainless steel appliances. A comfortable seating area with light gray furniture invites relaxation, complemented by natural light streaming through multiple windows. Decorative accents add a welcoming touch.

4.93 out of 5 average rating, 14 reviews

Paradise Found

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping, and you can bike or walk to the beach. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen. Must be 35 to book, park rules.

A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.

5 out of 5 average rating, 41 reviews

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Cottage in Fort Myers Beach

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

4.97 out of 5 average rating, 128 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

A private heated saltwater pool is surrounded by vibrant palm trees and lounge chairs. The tranquil water reflects the sunny sky, while a small canal runs alongside the area. The outdoor grill is positioned nearby, ready for meals by the poolside.

5 out of 5 average rating, 36 reviews

Ultimate Beach Getaway - Pool, Hot Tub & Kayaks

Welcome to your dream vacation home — a stunning 5-bedroom 4-bath, canal-front oasis just minutes from the soft sands of Fort Myers Beach. Heated saltwater pool, 8 person hot tub, two kayaks & bike. Fun games for families shuffleboard, ping-pong, pool table & pool basketball! Located directly on a gulf canal, you can watch dolphins and manatees in your backyard. It’s just a 4-minute walk to the beach for some of the most amazing sunsets you have ever seen in your life. .

4.82 out of 5 average rating, 113 reviews

Gulf Views & Sunsets | Estero Beach Tennis 206C

☀ Beachfront Bliss at Estero Beach & Tennis Club 206C ☀ Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, and high-speed WiFi to pool, tennis, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Popular amenities for Fort Myers Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

5 out of 5 average rating, 75 reviews

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

5 out of 5 average rating, 7 reviews

The Great Escape Beach House/ Pool/ Dock

A modern villa exterior is displayed, featuring a structured facade with clean lines and a combination of light and dark materials. The spacious lawn is neatly landscaped, complemented by a paved driveway leading to the dual garage doors. Large windows provide a view into the inviting interior.

5 out of 5 average rating, 3 reviews

Last Minute-Villa Twenty Two - modern, pool & spa

A covered lanai showcases a sparkling pool with a jacuzzi beside it. Expansive glass panels reveal stunning sunset views over the water, while palm trees frame the scene. A modern gas grill and seating area create an inviting space for relaxation and outdoor dining.

5 out of 5 average rating, 4 reviews

Intervillas Florida - Laguna Villa

5 out of 5 average rating, 11 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

A modern dining area features a large wooden table set for a meal, complete with plates, glasses, and decorative centerpieces. Stylish pendant lighting illuminates the space, while an adjacent kitchen with stainless steel appliances can be seen in the background.

5 out of 5 average rating, 12 reviews

Surf-Inspired Luxury with Pool & Dock!

A large two-story home is showcased, featuring a private heated pool surrounded by a spacious paver deck. A gazebo offers shaded seating, while several lounge chairs are arranged nearby. Palm trees sway gently in the background, under a clear blue sky.

4.96 out of 5 average rating, 25 reviews

MiCasa SuCasa - Heated Pool/Game Room/Roomy/Quiet

5 out of 5 average rating, 43 reviews

5 O’Clock at Miramar

Condo rentals with a pool

4.95 out of 5 average rating, 61 reviews

A screened-in lanai features comfortable patio furniture, including two chairs and a round table, arranged on a decorative rug. The expansive glass doors frame a view of the marina, with docks lined by boats and a clear blue sky in the background.

Condo in Punta Gorda

One bedroom condo - overlooking harbor!

4.95 out of 5 average rating, 39 reviews

A vibrant sunset is captured over the Gulf of Mexico, blending oranges and yellows as the sun meets the horizon. Silhouettes of palm trees and people can be seen in the foreground, adding depth to the serene coastal view.

Condo in Bonita Springs

Half-Way To Heaven II, The Best on Bonita Beach!!!

The open living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a vibrant area rug. The dining area includes a round table with four chairs, and a well-equipped kitchen is visible in the background.

5 out of 5 average rating, 15 reviews

Beachfront @ Elevate in the Sun!

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, 202 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

4.97 out of 5 average rating, 133 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

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.94 out of 5 average rating, 52 reviews

Lover's Key Resort Unit #807

4.99 out of 5 average rating, 140 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 Bonita Springs

Casa Bonita - Relax @ The Beach (Newly Remodeled)

5 out of 5 average rating, 39 reviews

A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.

Condo in Sanibel

Sundial G406 - Brand New w/Beautiful Beach Views

Other vacation rentals with a pool

4.98 out of 5 average rating, 91 reviews

A minimalistic table is set with two elegant martini glasses on a sleek tray, accompanied by a decorative pineapple sculpture. In the background, expansive glass doors reveal a bright view of the pool area, surrounded by lush greenery and sunlight streaming through.

Villa in Cape Coral

Luxury Canalfront Pool Retreat w/ Upscale Finishes

4.94 out of 5 average rating, 63 reviews

Guesthouse in Estero

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

An aerial view captures the expansive outdoor area featuring a shared pool surrounded by patio space. Green palm trees and vibrant sun umbrellas add to the tropical ambiance. Nearby, several units can be seen, with the upper unit highlighted by a circular outline.

5 out of 5 average rating, 12 reviews

BEACH/POOL/Times square Cottage

The inviting outdoor area features a heated saltwater pool with an integrated whirlpool. Sun loungers are positioned nearby, and the screened enclosure creates a bright, airy atmosphere with views of the surrounding greenery and water.

5 out of 5 average rating, 17 reviews

Brandnew Villa - pool & spa at canal south facing

A private balcony is showcased, offering unobstructed views of the Gulf of Mexico and white sandy beach. Two outdoor chairs are positioned by a round table, and the vibrant blue sky complements the serene shoreline.

5 out of 5 average rating, 3 reviews

Beachfront Haven At EBTC Unit 106C-Dog Friendly

A spacious outdoor area is featured, showcasing a heated saltwater pool and hot tub bordered by lounge chairs. A lanai with a screen enclosure provides views of the canal, while vibrant pink umbrellas and bar seating add a touch of color to the serene setting.

5 out of 5 average rating, 72 reviews

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

A clear view of a pool area features a sparkling heated saltwater pool and a hot tub, both housed under a screened enclosure. Comfortable lounge chairs are arranged nearby, with lush tropical landscaping visible in the background and soft lighting enhancing the evening ambiance.

4.98 out of 5 average rating, 59 reviews

Sunset Canal - Waterfront Heated Salt Pool Golf

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.