Holiday rentals in Estero Island

Private Pool & Home 45% off 2026 Ft Myers Beach

STR#R250080Month of April & Dec$3000+fees. Discounts in August to Dec. Fort Myers Beach - ALL NEW inside and out - Equipped Kitchen TWO MINUTE walk across street to beach and a heated pool to yourself. This one story home has 3 bedrooms - 2 full baths, LR kitchen, breakfast room Canal front,3 blocks from Publix & restaurants. Driveway parking or park a car in the garage. Washer, Dryer and two bicycles in the garage. Beach chairs and bikes included. Minutes to the beach. License No:DWE4607658

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

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

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.

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.

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!

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!

Seaside 408 - Beachfront 2BR/2BA Sea La Vie on FMB

Sea La Vie is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

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.

Boutique condo on the bay, short walk to the beach

NOTE: the pool will be closed until the end of August for repairs. This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

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!

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087