
Vacation 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.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

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

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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!

Beyond The Sea · Walk to Beach-Town
A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Gulf Views & Sunsets | Estero Beach Tennis 206C
“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: •Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. •Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. •Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. •Comfy King Bed: Sleep to the sound of waves in a plush king-size

*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

Luxury Beachside House W/ Heated Pool & Elevator
261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

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.

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

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

Waterfront Villa • Pool • Dock• Kayaks • Fishing

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Serene Modern Oasis | Private Pool in Fort Myers

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

“Dream Vacation”Pool.Near airport&baseball

Modern New-Build Luxury Villa!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Gone Coastal!! Spa+Heated Pool Amenities Galore!
Condo rentals with a pool

Rare walkout condo on Sanibel beach-Fully Restored

Beachfront fully equipped apartment

Boutique condo on the bay, short walk to the beach

Bonita Beach and Tennis 5807

Lover's Key Resort Unit #807

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Sundial G406 - Brand New w/Beautiful Beach Views
Other vacation rentals with a pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Heated pool, canal, outdoor kitchen & walk 2 Beach

Surf-Inspired Luxury with Pool & Dock!

Tranquil Pool Spa EsCape Villa

Cape Escape | Hot Tub | Heated Pool | Game Room

Villa Lake View, A Stunning House&Spectacular View

Beach Cottage

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
Quick stats about vacation rentals with a pool in Fort Myers Beach
Total rentals
1.3K properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
950 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with dedicated workspaces
850 properties have a dedicated workspace
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