
Holiday rentals with a pool in Fort Myers Shores
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Fort Myers Shores

Total holiday rentals
Explore 30 holiday rentals in Fort Myers Shores

Nightly prices starting at
Fort Myers Shores holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
20 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
30 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!
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.

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!

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!

3 BR Heated Pool House with Boat Lift
Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

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.

Paradise Retreat Home
If you are looking for a family retreat, this is the best place for you! The pool and patio gives you plenty of space to play or relax. The outdoor kitchen gives you the opportunity to grill on the Bull 38' in propane gas grill. This home is fully equipped to make your family stay stress-free. Note: We love animals, but we do not have the space that they deserve; there will be a $350 fine for any pets brought in. As of April 2024, pool temperature will be set to 80 degrees all year round.

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.

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.

Caribbean Gem with Private Pool & Hot Tub
Welcome to Caribbean Gem! This modern 3BR/2BA retreat features a private pool and hot tub perfect for relaxing. We are dog-friendly, offering a fully fenced side yard with easy-clean artificial turf for your pups. Enjoy a screened-in patio, fast WiFi, and a fully stocked kitchen. Located just 15m from downtown Ft. Myers and 30m from Sanibel and Ft. Myers Beach. Experience sleek comfort and fresh eggs from our roosters! Note: Pool is not heated; hot tub is separate.

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.

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.

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.

Casa Capri | Heated Pool | Free BBQ
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.
Popular amenities for Fort Myers Shores rentals with a pool
House rentals with a pool

Caloosavilla

Pool | Playground | Foosball, PingPong Table &more

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Waterfront Villa Capri | Dock + Gulf Access

Salt Water Enclosed Heated Pool, 3BD 2BTH Home

The Ligia House / Heated Pool / Sauna

Welcome To Sanctuary & Flair - Casa de Photograph

Bella Vida Harbor
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Sandy Bend 2

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

View of Gulf, Steps to Beach@The Turquoise Turtle

100+ 5 Star Reviews and Right on The Beach!
Other holiday rentals with a pool

Lakeside Sunset / Heated Pool + Sleeps 10

Catalina Cottage

Intervillas Florida - Laguna Villa

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

17th Floor Riverfront • Downtown • Pool & Gym

Kasia's Rental at Babcock Ranch

La Dolce Vita: Your Waterfront Jackpot

Beautiful River Front House with Pool and Hot Tub
When is the best time to visit Fort Myers Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $314 SGD | $321 SGD | $353 SGD | $323 SGD | $309 SGD | $296 SGD | $252 SGD | $347 SGD | $226 SGD | $241 SGD | $298 SGD | $362 SGD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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