
Holiday 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.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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

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!

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.

Tropical getaway Pool and tiki bar
1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

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.

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

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.

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.

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.
Popular amenities for Fort Myers Shores rentals with a pool
House rentals with a pool

Lakeside Sunset / Heated Pool + Sleeps 10

Florida, Cape Coral, SunShine

Charming 3BR Retreat w/ Heated Pool & Lanai

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

The Ligia House / Heated Pool / Sauna

Salty Dog Hideaway

Villa Sunset Serenade II

Golden Pearl | Luxury Villa | Pool | Dock | Games
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Captiva Hideaway on Old Lodge Lane

Island Time Too | Beach Front + Resort Amenities!

Ark - Captiva Beach Villas

2nd Floor Beachfront Condo Sanibel Harbour

Sea Salt Beach Front Condo
Other holiday rentals with a pool

Waterfront Family Retreat/Heated Pool/kayaks&Games

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

SW Exposure Gulf Access Waterfront Cape Coral Home

Sleep over the water- Boathouse with Private Dock

KING BED | FREE Pool Heat | 85" TV | 4BR Villa

Blu Breeze, Social Media moments, Volleyball court

4BR Waterfront Home w/ Heated Pool & Private Dock

Intervillas Florida - Villa Dolphin Drive
When is the best time to visit Fort Myers Shores?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 AUD | $352 AUD | $387 AUD | $355 AUD | $339 AUD | $325 AUD | $277 AUD | $380 AUD | $248 AUD | $264 AUD | $326 AUD | $397 AUD |
| 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 |
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 $57 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Fort Myers Shores holiday 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!
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