
Holiday rentals with a pool in Fort Myers Beach
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Top-rated rentals with a pool in Fort Myers Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Seaside Villa Majestic
Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

The Great Escape Beach House/ Pool/ Dock
Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Unforgettable Pyramid home in sunny Florida 7046
Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 queen bedrooms/ 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

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.

Escape to your Happy Place-pool, 6 bed 2 1/2 bath
We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round. STR Registration # 21-0367

Luxury pool and spa home - Walk to Time Square
Welcome to Blue Tides, a vibrant, custom 4-bed, 4-bath Fort Myers Beach retreat. Bathed in soothing aqua tones, this home offers open-concept living, multiple balconies with water views, and a private pool & spa. Each beautifully appointed bedroom has an en-suite bath. It’s ideally located in a peaceful neighborhood, steps from the sandy beach and a 5-10 min walk to Times Square. Perfect for groups or book with sister property Pink Star next door!

Luxury Waterfront Home • Pool • Dock • Near Beach
Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Beach escape! Walk to the square! Steps to beach!
Modern 3BR/2BA home with an industrial-chic vibe, perfectly located just a short walk down the street from the beautiful Fort Myers Beach. Enjoy a fully equipped kitchen, open living space, and private outdoor area—ideal for relaxing after a day in the sun. Walk to the beach in minutes or explore nearby Times Square for dining and entertainment. Comfort, style, and unbeatable location all in one!

Last Minute-Villa Regency, luxury villa, pool, spa
This awesome villa has almost 3300 sqft of living space and offers the Florida charme - par excellence. The villa is located on a wide canal with gulf access in the beautiful south-west of Cape Coral. The south-west facing position of this house will guarantee plenty of sun all day long and the gorgeous Florida sunsets with nature views over the mangroves.
Popular amenities for Fort Myers Beach rentals with a pool
House rentals with a pool

Cape Coast Retreat | Waterfront - Pool - Sleeps 13

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Private Retreat with Pool & Hot Tub

Peaceful 3BR/2BA Pool Home | SW Florida Getaway

Surfside Elegance SW Cape Coral Luxe Vacation home

Coconut Cove | Sunny Family Pool, Canal & Dock

3BD 1-Acre Oasis: Private Pool Estate near Beaches
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Gullwing Beach Resort 1002

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Amazing beach views - Sanibel - Sandalfoot 5C2

Easy Breezy Too

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

Amazing View of Sanibel Harbour

Waterfront home w/ heated pool & dock

Villa Laura, outdoor kitchen, BBQ, Pool/Jacuzzi

Sho Me Sunshine - Lake Front w/ Southern Exposure

Cape Escape | Hot Tub | Heated Pool | Game Room

Manatee Suite 2 / Funky Fish House at Cape Harbour

Gulf Access, HTD Pool, 4 Kayaks, Bikes+Beach Gear+

751 SeaGlass Elegance · Heated Pool · Walk 2 Beach
When is the best time to visit Fort Myers Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 AUD | $388 AUD | $403 AUD | $346 AUD | $304 AUD | $295 AUD | $291 AUD | $285 AUD | $282 AUD | $294 AUD | $314 AUD | $366 AUD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about holiday rentals with a pool in Fort Myers Beach

Total holiday rentals
Explore 1,420 holiday rentals in Fort Myers Beach

Nightly prices starting at
Fort Myers Beach holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 12,400 verified reviews to help you choose

Family-friendly holiday rentals
1,050 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 280 rentals that welcome pets

Rentals with dedicated workspaces
880 properties have a dedicated workspace

Wi-Fi availability
1,310 of Fort Myers Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fort Myers Beach rentals

4.7 Average rating
Fort Myers Beach stays receive an average rating of 4.7 out of 5 from guests
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