Vacation rentals with a pool in Fort Myers Shores

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Top-rated rentals with a pool in Fort Myers Shores

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
An aerial view of a serene neighborhood along the water showcases interconnected canals and lush greenery. Both modern and traditional homes can be seen along the waterfront, offering a blend of residential style and natural beauty. The expansive blue sky complements the tranquil scene.
Home in Fort Myers
4.82 out of 5 average rating, 11 reviews

A Forest Pool Calloosaha River Retreat in Ft Myers

Escape to tranquility at our 4,000 sq ft River Forest retreat, 2,700 sqft indoor and 1,300 sqft outdoor space, perfect for families or groups' entertainment, it accommodates up to 12 guests. Enjoy a 24 ft Heated Swim Spa, outdoor kitchen with BBQ, private dock for manatee watching, fishing, kayak to the Calloosahatchee River or your boat to beach. Nearby attractions include Edison and Ford Winter Estates, and Six Mile Cypress Slough Preserve. Book now for a blend of luxury, comfort, and nature!

Top guest favorite
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.
Home in Fort Myers
5 out of 5 average rating, 16 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.

Top guest favorite
A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.
Home in Fort Myers
4.97 out of 5 average rating, 200 reviews

Central 3BD/2BA •Massive Heated Pool •Golf courses

🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Guest favorite
A welcoming home is presented from an aerial view, surrounded by lush green lawns and neatly landscaped gardens. A circular driveway leads to the house, with a glimpse of the canal and palm trees in the background under a partly cloudy sky.
Home in Fort Myers
5 out of 5 average rating, 5 reviews

Riverside Retreat, "Views to Live By"-Pool

Come Relax at "Views to Live By," with HEATED POOL, your home away from home. Surrounded by fresh air, sun, tropical palms, & water views of mangroves with egrets & ibis birds landing for the night as they sing their night settling song. Located on a big Canal that leads to the Caloosahatchee River, flowing out to the Gulf of Mexico. We've taken pride in ourselves to make sure you feel at home & relax while you're on vacation. Bring the whole family & be our guests with lots of sun-n-fun.

Guest favorite
A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.
Apartment in North Fort Myers
4.82 out of 5 average rating, 234 reviews

Garden Villa

Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

Top guest favorite
A heated pool with a clear blue surface is surrounded by a cozy patio area. Lounge chairs provide a space for relaxation, while lush palm trees and vibrant greenery frame the serene waterfront view. A shaded umbrella offers a spot to enjoy the outdoors.
Home in Cape Coral
4.99 out of 5 average rating, 139 reviews

Waterfront Oasis•Heated Pool•Dock•Kayaks•Fishing

We designed Sprocket Boathouse as our dream waterfront escape, filled with bright open spaces, thoughtful details, and everything you need (plus a few things you didn’t know you needed). From the heated pool that catches all day sun, to the retro arcade machines, vinyl records, and kayak adventures off your own private dock, every moment here feels easy and relaxed… and make sure to keep a look out for all the wildlife, you can spot iguanas, turtles & herons on the waterfront!

Top guest favorite
Home in Fort Myers
4.94 out of 5 average rating, 360 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.

Top guest favorite
A welcoming living area features a green accent wall with a neon sign. Two hanging chairs provide a cozy seating option. Large sliding doors open to a private pool area, allowing natural light to fill the space.
Villa in Cape Coral
4.98 out of 5 average rating, 120 reviews

Luxury Cape Coral Villa with Private Heated Pool

Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

Guest favorite
Home in Fort Myers
4.9 out of 5 average rating, 161 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Top guest favorite
A spacious outdoor area features a heated pool surrounded by a paved deck. Comfortable lounge chairs and an umbrella are positioned nearby, offering a relaxing space. The backyard is framed by greenery and a fenced perimeter, ensuring privacy and a serene ambiance.
Villa in Cape Coral
5 out of 5 average rating, 137 reviews

Casa Capri | Heated Pool | No Service Fee

Escape to Luxury! We've got you covered - no service fees! Discover our 5-star Cape Coral retreat: high-speed WiFi, smart TVs, premium bedding, and more. Unwind in style and serenity. Your peaceful haven awaits! Nestled in the heart of Cape Coral, our meticulously designed space promises an unforgettable stay for the discerning traveler. Relax with the whole family at this peaceful place to stay.

Guest favorite
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.
Home in Fort Myers
4.92 out of 5 average rating, 53 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

Guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 57 reviews

Pool Home in Fort Meyers

You are going to love this stunning Canal front Home. This Home has 3 bedrooms, 2 bathrooms, kitchen, living & dining, and Pool. 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings this property is for you and your family .

Popular amenities for Fort Myers Shores rentals with a pool

Quick stats about vacation rentals with a pool in Fort Myers Shores

  • Total vacation rentals

    Explore 20 vacation rentals in Fort Myers Shores

  • Nightly prices starting at

    Fort Myers Shores vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Fort Myers Shores vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Fort Myers Shores rentals

  • 4.9 Average rating

    Fort Myers Shores stays are highly rated by guests—averaging 4.9 out of 5!