
Holiday rentals with a pool in Fort Myers Beach
Find and book unique homes with a pool on Airbnb
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.

Private Home and Heated Pool on Virginia Ave
Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

Heated pool, canal, outdoor kitchen & walk 2 Beach
Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Island Beach House – Brand New 3-Bedroom Retreat
Welcome to Island Beach House, a stunning new vacation home built in 2025 right across the street from the beach and located on the highly desirable north end of Fort Myers Beach. This beautifully designed 3-bedroom, 2-bathroom property is perfect for families or groups seeking comfort, style, and the ideal beach getaway. With coastal décor, modern finishes, and an open layout, the home provides a serene, beachy vibe throughout. Onsite management provided by #1 rated: Fort Myers Beach Vacation R

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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!

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Vacation Villas #132 Second Floor Beachfront Condo
We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

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.

Villa Sunset Serenade II
Komplett renoviert und neu eingerichtet! Erleben Sie die schönsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

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.

Boater’s Paradise | Pool/Private Dock/Dog friendly
Escape to this modern waterfront home with direct Gulf access, a private dock, and a pool—perfect for boating enthusiasts. This beautifully designed 3BR, 2.5BA retreat features high-end finishes, natural tones, and a bright, inviting atmosphere. Enjoy a fully equipped kitchen, comfortable living spaces, and a dedicated workspace. Located in a central area within walking distance to shops and restaurants, this dog-friendly home is ideal for a relaxing coastal getaway.

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 Beach rentals with a pool
House rentals with a pool

Heated Pool & Spa, Min to Yacht Club Downtown

Sunshine Dockhouse | Fort Myers Beach

Beyond The Sea · 60+ 5-Stars · Walk to Beach-Town

Serene Modern Oasis | Private Pool in Fort Myers

Ground Level Home w/ Pool and Private Beach Access

Paradise on Estero Bay

Boater’s Paradise-Stunning Sunsets! Games Room!

Key West–Style Home • Heated Pool • Walk to Beach
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Boutique condo on the bay, short walk to the beach

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Bay to Beach - Aruba 3 (2 BR / 2 BA)

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Seaside Resort Unit 309

2nd Floor Beachfront Condo Sanibel Harbour
Other holiday rentals with a pool

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Beach, pool & fun times @ the Blue Lagoon!

Beautiful Pool & Gulf View near Algiers Beach!

Sleeps 16 | Bay View | Heated Pool | Walk to Beach

Sand Dollar South - Beachfront View

4BR Casa Del Mar – Sand Beach, Pool, & Hot Tub

Intervillas Florida - Villa Dolphin Drive

Private Pool~Spa~River District~Stay later~Pups Ok
When is the best time to visit Fort Myers Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $469 NZD | $576 NZD | $599 NZD | $419 NZD | $368 NZD | $357 NZD | $352 NZD | $346 NZD | $342 NZD | $356 NZD | $380 NZD | $443 NZD |
| 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 1,600 holiday rentals in Fort Myers Beach

Nightly prices starting at
Fort Myers Beach holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 14,040 verified reviews to help you choose

Family-friendly holiday rentals
1,160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
900 properties have a dedicated workspace

Wi-Fi availability
1,520 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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