Vacation rentals with a pool in Fort Myers Shores

The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.

4.99 out of 5 average rating, 115 reviews

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

FamilyLocationLayout

4.99 out of 5 average rating, 264 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!

FamilyLocationBackyard

A waterfront view features a calm river at sunset with vibrant colors in the sky. A private dock with several boat lifts extends into the water, surrounded by lush greenery. The scene captures an inviting outdoor space perfect for boating and fishing enthusiasts.

5.0 out of 5 average rating, 24 reviews

Latitude Adjustment

Boating, fishing, and manatee lover's welcome! This waterfront paradise is located on the Caloosahatchee River and offers direct gulf access, a private boat dock with two lifts, large, heated pool, and a waterfront tiki bar with an outside kitchen and grill. Inside, large sliding glass doors bathe your living area in natural light and immerse you in beautiful waterfront views. The perfect rental whether you want to spend a vacation on the water or just enjoy all the home’s fabulous amenities.

ValueFamilyNearby

Superhost

4.9 out of 5 average rating, 10 reviews

The Blue River House

Bring the whole family to this great place with lots of room for fun. This stunning waterfront home is nestled in a peaceful neighborhood. Only 5-Minutes to the Caloosahatchee from this direct water gulf access canal. Closed to The boathouse tiki and many other amenities. Refreshing heated Pool for those quiet days at home. There is a public boat launch just down the street and a private dock behind the house. Convenient location to I-75 ,downtown Fort Myers and gulf coast beautiful beaches.

LocationFamilyCondition

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, 191 reviews

Escape to the "Oasis"!

DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

ValueLocationAir conditioning

5.0 out of 5 average rating, 19 reviews

Palmetto Boat House

Escape to your private family oasis along the peaceful Caloosahatchee River, minutes from Babcock Ranch and Fort Myers Beach. Boaters love the nearby public dock—perfect for tying up your boat or jet skis. Unwind in your sparkling private pool with river views, then gather around the fire pit for s'mores under the stars. Whether exploring the water or relaxing poolside, this riverside haven offers families the perfect blend of adventure and tranquility in beautiful Southwest Florida.

FamilyLocationCleanliness

4.95 out of 5 average rating, 405 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.

ValueLocationCheck-in

4.89 out of 5 average rating, 9 reviews

Paradise Shores Gem.

Bring the whole family to this great place with lots of room for fun. Located on a canal just off of the Caloosahatchee River with gulf access. Newly renovated 3 bedroom, 2 bathroom home with inground pool and jacuzzi and games room. This quite family friendly neighbourhood is a 3 minute drive to Winn-Dixie, Publix and restaurants. 5 mins to the Franklin locks, 10 mins from Manatee Park, 30-45 mins to beaches and 20-25 mins to downtown Fort Myers.

FamilyLocationCheckout

Guesthouse in North Fort Myers

Seahorse Studio

Take it easy at this unique and tranquil getaway with a massive botanical garden (photos show plants from our half acre garden), water views, and pool access! We are 20-35 minutes from the ocean and even less from the beautiful river and connecting canals. Kayak the gorgeous canals and right iut to the Caloosahatchee river! See manatees, dolphins, gators and a plethora of birds and other wildlife! Please do not tresspass on neighboring properties.

FamilyLocationCheckout

4.9 out of 5 average rating, 119 reviews

4.93 out of 5 average rating, 136 reviews

Home in Lehigh Acres

Pool | Playground | Foosball, PingPong Table &more

“The 1 Acre House” offers you all the luxuries and amenities your friends and family could desire, all while being conveniently located in the heart of Lehigh Acres and just at 25 minutes from the airport. ⭐️ Game room inside the garage, with pool table, foosball table, air hockey table, arcades & TV. ⭐️Huge deck with seats & all light on. ⭐️ Sand volleyball. ⭐️ Mini golf. ⭐️ Playground. ⭐️ Ping Pong Table. ⭐️ Trampoline.

LocationFamilyBeach

5.0 out of 5 average rating, 26 reviews

Pelican Coast

Relax with the whole family in this beautiful waterfront house. It is located on a canal of the Caloosahatchee River and has direct gulf access and its wonderful beaches to enjoy an excellent vacation. The area is a fantastic place for fishing, boating and nature lovers. The house has a private boat dock with one lift. Boat owners/renters can bring boat and keep at our dock during the stay. The boat dock is free.

LocationValuePool

An infinity pool is showcased, featuring two submerged loungers partially submerged in shimmering water. The pool's edge blends seamlessly with a saltwater canal lined by lush greenery and residential structures. Clear skies and white clouds are visible above, contributing to a tranquil outdoor setting.

4.89 out of 5 average rating, 76 reviews

Waterfront Pool Home

Pool home on a Saltwater canal!! Check out this peaceful 2 bed 2 bath pool home located on a gulf access canal just around the corner from the Caloosahatchee River! Relax in the infinity pool or catch fish right from the dock!! This is the PERFECT vacation home for your stay in Fort Myers Florida! Fully Furnished New High End Upgrades HUGE infinity pool! No pets No Smoking

LocationValueWifi

Popular amenities for Fort Myers Shores rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 326 reviews

Dolphin beach house 2

ValueLocationTV

Superhost

4.8 out of 5 average rating, 10 reviews

Paradise on the River|2KingBD|Heated PoolViews|BBQ

FamilyLocationView

Superhost

A heated pool is enclosed within a screened area, surrounded by lush greenery. Soft lighting is visible along the edges, providing a calm ambiance. The evening sky is painted in soft pastel hues, reflecting off the water's surface.

4.75 out of 5 average rating, 16 reviews

Escape to Sunshine Bliss!

LocationFamilyBathroom

5.0 out of 5 average rating, 27 reviews

Home in LaBelle

Countryside Luxury Villa with Pool, Bbq

FamilyValueHospitality

A single-story house with a stone façade is set amidst green landscaping, featuring palm trees and a well-maintained lawn. A paved driveway leads to a two-car garage, while a mailbox is visible at the front, framed by a low stone wall.

4.93 out of 5 average rating, 29 reviews

Paradise Retreat Home

ValueFamilyCleanliness

4.98 out of 5 average rating, 82 reviews

A single-story house is presented with a light-colored exterior and a metal roof. Two black garage doors are visible, and a small grassy area is located in front. The peaceful neighborhood setting is complemented by a clear blue sky.

Home in North Fort Myers

3 BR Heated Pool House with Boat Lift

FamilyValueCheck-in

An expansive swimming pool invites relaxation, with clear blue water reflecting the sky. Lush palm trees frame the edge, while docks extend over the calm river, offering space for kayaks and boats. Sunlit clouds add a serene backdrop to the inviting outdoor space.

4.95 out of 5 average rating, 41 reviews

Bay of Grace A Boater's Paradise Riverfront Gem

ValueFamilyNearby

4.97 out of 5 average rating, 37 reviews

A modern home is depicted with a sleek façade, featuring a combination of straight and curved lines. Lush green grass surrounds the property, while tropical plants are visible near the entrance. The driveway leads to a two-car garage, completing the inviting outdoor appearance.

Home in North Fort Myers

Caloosavilla

LocationFamilyPool

Condo rentals with a pool

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!

FamilyValueView

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

ValueLocationAmenities

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.

4.91 out of 5 average rating, 128 reviews

Beachfront fully equipped apartment

ValueLocationPool

4.94 out of 5 average rating, 191 reviews

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

FamilyValueBeach

4.95 out of 5 average rating, 153 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

LocationFamilyParking

5.0 out of 5 average rating, 103 reviews

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

Condo in Sanibel

View of Gulf, Steps to Beach@The Turquoise Turtle

ValueFamilyBeach

4.84 out of 5 average rating, 128 reviews

206C Gulf Water Views + 2 bikes + beach gear

ValueFamilyComfort

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!

LocationValuePets

Other vacation rentals with a pool

Luxe

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

ValueLocationComfort

5.0 out of 5 average rating, 7 reviews

5.0 out of 5 average rating, 96 reviews

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

LocationFamilyAccuracy

4.96 out of 5 average rating, 25 reviews

Mini Golf • Heated Pool • Near Beach Prime

LocationFamilyNearby

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.

4.99 out of 5 average rating, 89 reviews

Trendy 3b/2b prestige location home with a pool!

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 18 reviews

Home in Lehigh Acres

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly

FamilyLocationBackyard

4.95 out of 5 average rating, 43 reviews

A clear swimming pool reflects sunlight, bordered by tile with a white and green pattern. A covered patio area is visible in the background, featuring a dining set and comfortable seating, ideal for relaxation and outdoor gatherings.

Home in Lehigh Acres

Villa Sunshine: Elegant & Modern 4BR Pool House

LocationFamilyQuiet

5.0 out of 5 average rating, 22 reviews

Home in Burnt Store

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

LocationFamilyOutdoor spaces