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Holiday rentals with a pool in Fort Myers Shores

Find and book unique homes with a pool on Airbnb

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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Superhost
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 favourite
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.

Guest favourite
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.

Top guest favourite
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.
Home in Cape Coral
4.99 out of 5 average rating, 170 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!!

Superhost
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.
Flat in North Fort Myers
4.81 out of 5 average rating, 232 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

Guest favourite
Home in Fort Myers
4.83 out of 5 average rating, 186 reviews

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,

Guest favourite
Flat in Fort Myers
5 out of 5 average rating, 9 reviews

Luxury II

Because one wasn’t enough… we’re opening Luxury 2 🥂 Experience even more elegance and the same breathtaking river views you loved. This brand-new unit blends modern luxury, romantic vibes, and unforgettable sunsets. 📍 In the heart of Downtown Fort Myers, steps from top restaurants, bars, and art. 🛏️ Stylish interiors | 🌅 Floor-to-ceiling views | 🏊 Resort amenities | 🍷 Romantic & vibrant Luxury 2—your escape to unforgettable memories. #Luxury2 #LuxuryInTheSky

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 359 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.

Guest favourite
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 favourite
The outdoor space features a private heated pool and spa, framed by a wooden privacy fence. Two lounge chairs are positioned beside the water, and a large umbrella provides shade. Tropical palm trees are visible in the background, creating a serene ambiance.
Villa in Cape Coral
4.99 out of 5 average rating, 113 reviews

Waterfront "Casa del Lago" Private Pool & Hot Tub

Welcome to your dream vacation home in sunny Florida! This luxurious retreat offers a spacious 4BR/3BA Cape Coral waterfront villa for 8 with a private pool, hot tub, chef’s kitchen, free parking, pet-friendly policy, and reliable Wi‑Fi—perfect for families, couples, business travelers, and remote workers. Casa del Lago is a luxurious waterfront getaway designed for those who seek both relaxation and indulgence.

Top guest favourite
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, 135 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 favourite
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, 52 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

Popular amenities for Fort Myers Shores rentals with a pool

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

  • Total holiday rentals

    Explore 20 holiday rentals in Fort Myers Shores

  • Nightly prices starting at

    Fort Myers Shores holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Fort Myers Shores holiday rentals include wifi 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!