
Vacation rentals in Estero Island
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Top-rated vacation rentals in Estero Island
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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

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

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!

Plunge in the pool at this Fort Myers Beach home
Tranquility awaits at this newly remodeled vacation rental home. Located in a quiet neighborhood near the white sands of Fort Myers Beach, private screened-in pool, comfortably air-conditioned, 3 bedrooms that sleep up to 6 people, 2 baths, spacious gourmet kitchen, outdoor seating area with tv, beach wagon and more. Local trolley available to take you to Times Square and the famous pier. Tons of shopping and restaurant options. Get away from it all in this little slice of heaven! STR 21-0368

Heated pool home Mid Island Short walk to beach
New to the rental market! This stylish retreat is perfect for families or groups with plenty of space to unwind. Featuring 4 bedrooms with 2.5 bathrooms, you’ll enjoy comfort and privacy throughout your stay. Perfectly located mid-island, just a short walk to the soft sands of FMB. Out back, a huge pool on the canal and large patio provide the ultimate spot for swimming and soaking up sun. Private parking and all the essentials for a seamless stay. Book today. Prime dates won’t last long!

Sea Salt FMB! Stunning pool and island location.
STR #22-0432 Welcome to Sea Salt FMB! This stunningly decorated 4 bedroom and 4 bath pool home is just one block to the beautiful sands of Fort Myers Beach. The unique property features two master suites and two additional king guest bedrooms both incorporating an additional over-the-top bunk that the kids will adore. Side by side living spaces connected via outdoor terrace make Sea Salt FMB an absolute perfect choice for families or groups of friends looking for a perfect beach getaway.

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.

Modern City Loft in Downtown River District
Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

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.

Ostego Charm | Fort Myers Beach Coastal Charm
Welcome to Ostego Charm! This beautiful 2 bed, 2 bath Fort Myers Beach home offers an open floor concept filled with natural light and coastal charm. Enjoy breezy evenings on the spacious covered porch or entertain in the bright, modern living space. Elevated for safety and style, and surrounded by lush tropical landscaping, Ostego Charm is just minutes from the beach—your perfect island getaway or vacation rental!

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!
Popular amenities for Estero Island vacation rentals
Other great vacation rentals in Estero Island

Cornerstone - 202 -Beachfront Condo

Pearl Beach House - Walk to FMB, Pool & Hot Tub!

Beach Cottage w/ htd pool + The Beach is in sight!

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Heated Pool| Poker Table

“Steps to Sand! Modern Cozy Apartment

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Renovated Bungalow, Beachgear, BBQ, Free Parking
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