
Vacation rentals with a pool in Estero Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Estero Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Gorgeous Beach Residence with Pool, Spa, and Bikes
Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

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!

Seabreeze Hideaway
Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

Beach Cottage w/ htd pool + The Beach is in sight!
Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Mango Villa - Steps away from beach / private pool
We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

Tide & Seek: Beach-front and Resort Amenities
Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Grace by The Sea · 2025 Build · Steps to Beach
This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.

Ocean View Steps to the Beach - Seventh Heaven
Seventh Heaven Seventh Heaven is a peaceful beachfront retreat on the seventh floor, offering stunning Gulf views and easy beach access. This one-bedroom condo accommodates up to 4 guests, featuring a private balcony, modern kitchen, and spacious living area. On-site amenities include tennis courts and a coin-operated laundry. No pets allowed. Minimum age of 25 to book. Smoking is prohibited. 7-day minimum rental. Shared laundry facility.

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.

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
HIGH FLOOR Located on the 8th floor of Lovers Key Resort Unit 803, Fort Myers/Bonita Springs, FL. Private balcony overlooking the stunning water views of Lovers Key State Park and its beautiful environment Dolphins, manatees, exotic birds, and more spotted right from your balcony. Pool / Hot tub / gym
Popular amenities for Estero Island rentals with a pool
House rentals with a pool

Family Oasis | Heated Pool + Beach Gear, Kid Ready

675 FantaSea | New Heated Resort Pool & Fire Pit

Waterfront Pool Home. Minutes to Sanibel & Beaches

Ground Level Home w/ Pool and Private Beach Access

Modern 3 bedroom 2 bath Beach House on FMB Island

Boater’s Paradise-Stunning Sunsets! Games Room!

Modern New-Build Luxury Villa!

Beach Cottage
Condo rentals with a pool

Sally’s Seaside Escape – Walk to Beach + Views

Dolphins and Water Views at L’Amour Coastal Condo

Beach condo on yachat marina

Seaside Resort Unit 309

Lover's Key Resort Unit #807

100+ 5 Star Reviews and Right on The Beach!

MILLION DOLLAR VIEW.. GULF VIEW

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

Beach Sweet @ Casa Corine FMB#23-0068

Lovers Key Resort, Ft Myers Beach

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

New house, Free heated pool, elevator, beach views

Immaculate Beachfront Sanctuary!

Manatee Suite 2 / Funky Fish House at Cape Harbour

Island retreat - canal, heated pool, walk to beach

Sun & Fun | Beach Front Condo, Pool, Tennis
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Beach condo rentals Estero Island
- Rentals with a firepit Estero Island
- Rentals with a kayak Estero Island
- Resort rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with beach access Estero Island
- Rentals with a washer and dryer Estero Island
- Condo rentals Estero Island
- Villa rentals Estero Island
- Rentals with a patio Estero Island
- Beachfront rentals Estero Island
- Beach house rentals Estero Island
- Rentals with a hot tub Estero Island
- Family-friendly rentals Estero Island
- House rentals Estero Island
- Serviced apartment rentals Estero Island
- Pet-friendly rentals Estero Island
- Luxury rentals Estero Island
- Apartment rentals Estero Island
- Waterfront rentals Estero Island
- Rentals with lake access Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with an EV charger Estero Island
- Rentals with outdoor seating Estero Island
- Rentals with pools Fort Myers Beach
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark




