
Holiday houses in Estero Island
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Top-rated holiday 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

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!

Penthouse 3A Gulf Water Views + Beach Gear
LOW NEW PRICING Wake up to sweeping Gulf views and unwind with unforgettable sunsets from your private penthouse balcony. This beautifully updated studio, top-floor condo on the quiet south end of Fort Myers Beach sleeps up to 2 with a memory foam king bed. Enjoy direct, private, deeded beach access, a fully equipped kitchen, resort amenities, heated pool, pickleball & tennis courts, a propane grill, and beautiful grounds—perfect for couples or small families seeking a relaxing coastal escape.

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.

Poolside Retreat l Walk to Beach l Sleeps 8
Enjoy poolside relaxation from this private villa in Fort Myers Beach, just a 7-minute walk to the beach. This modern retreat is perfect for couples or small families. The spacious villa offers privacy, comfort, and an elevated setting above it all. Start your mornings on the sand, spend your afternoons in the heated pool and spa, and unwind in the evenings with bay breezes from upstairs. STR Registration Number: R260539 *Under 25 please message before booking *NO Elevator

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.

The Great Escape Beach House/ Pool/ Dock
Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Beachfront Bliss!
Experience the ultimate Fort Myers Beach getaway in our charming 2B/2Ba condo overlooking the beach! This retreat features a king master suite and second bedroom with full and twin beds. Enjoy modern walk-in showers, fully equipped kitchen boasting SS appliances and quartz tops. Stay connected with high-speed Wi-Fi, unwind on the balcony with stunning Gulf views, stroll along the beach, or explore the vibrant Times Square area. Your perfect beach escape awaits!

Luxury pool and spa home - Walk to Time Square
Welcome to Blue Tides, a vibrant, custom 4-bed, 4-bath Fort Myers Beach retreat. Bathed in soothing aqua tones, this home offers open-concept living, multiple balconies with water views, and a private pool & spa. Each beautifully appointed bedroom has an en-suite bath. It’s ideally located in a peaceful neighborhood, steps from the sandy beach and a 5-10 min walk to Times Square. Perfect for groups or book with sister property Pink Star next door!

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.
Popular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

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

Waterfront Canal Cottage Near Fort Myers Beach

Heated pool, canal, outdoor kitchen & walk 2 Beach

Coastal Escape | Walk to Beach | Sunset Views

Walk to Times Square, steps to the Beach!

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

Renovated 1BR Beach Condo |Walk to Sand| Sleeps 4

“Steps to Sand! Modern Cozy Apartment
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