Holiday rentals with a pool in Estero Island

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

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!

Beach view Pool Home

Escape to our newly remodeled 1-bedroom apartment with a pool, just steps from the beach. Renovated post-hurricane Ian, it offers easy access to white sand beaches, Lover’s Key State Park, and the lively FMB district. Enjoy the fully stocked kitchen, dishwasher, washer/dryer, and unwind in the serene surroundings. Walk to bay beaches, dine at new restaurants, and experience a perfect blend of relaxation and adventure. High-speed WiFi ensures you stay connected. Book your beachside retreat now!

Waterfront Luxury | Walk to Beach | Heated Pool

For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

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.

Intervillas Florida - Villa The View

The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

Paradise Palms A Desirable Pool Home

A desirable private pool home that sleeps 6 If you are looking for a vacation spot that is within walking distance to the beautiful white sandy beach and the famous Times Square at the center of Fort Myers Beach, but gives your own family a pool and lots of splendid outside space, you won't discover a greater ideal vacation rental than Paradis Palms. Your just a quick stroll to the sandy white beaches of Fort Myers seaside and near wonderful shopping, restaurants and entertainment.

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!

Island Time Too: Beach Front + Resort Amenities!

🌴 Welcome to Island Time Too! This bright 10th-floor 3BR/2BA beachfront condo on Fort Myers Beach’s quiet south end offers stunning Gulf views and nightly sunsets. Enjoy coffee on the screened balcony, direct beach access, and resort amenities including a heated pool, spa, grilling area, and newly renovated tennis & pickle ball courts (we provide equipment for guest use). Walk to Santini Plaza or explore nearby islands for the perfect coastal escape!

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Island Oasis Steps From the Sugar Sand Beach

Just steps from Fort Myers Beach, this beautifully updated duplex offers a serene retreat beside Matanzas Pass Nature Preserve. Enjoy a gourmet kitchen, two king suites, a private fenced pool, and inviting indoor–outdoor living designed for effortless relaxation.