
Holiday rentals in Estero Island
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Top-rated holiday rentals in Estero Island
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Island Oasis Steps From the Sugar Sand Beach
Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

Romance! Awesome Beach & Views! 5 Stars
Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki
This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

Luxury Beach Condo On The Bay In A tropical Oasis!
Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown. The condo is walking distance to the beach or a short drive to Lovers Key. Where you can find dolphins exotic shells, manatees, live conch and sea dollars. Memories made here will last a life time!!

Beachfront @ Elevate in the Sun!
Welcome to ELEVATE IN THE SUN! Where an elevated experience is waiting. Premier Host (Other Site)-4.8* The unit boasts a completely remodeled kitchen with quartz countertops, brand new appliances including a dishwasher (very rare), brand new living room furniture, and new A/C and music surround sound streaming via Amazon Alexa and Apple Music. Sunrises are included each morning on your private balcony and sunsets are breathtaking down on the beach with toes in the bright white sand.

Walk to Times Square, steps to the Beach!
Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

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.

Casa Bella A - 3 Bed/3 Bath - Steps To The Beach
Fort Myers Beach Short Term Rental #20-0056. Fresh, clean, and cozy, this modern 3 bedroom, 3 bath condo/apartment is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. At 1590 square feet Casa Bella “A” features two master suites, each with king beds plus a bedroom with two twin beds, each with its own bathroom. It’s worth mentioning the top floor master suite has a desk and chair if you need a quiet place to work while away from the office.

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!

Your Home at the Beach!
Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance. Newly remodeled with full kitchen and shared laundry room. If this sounds like what you’ve been looking for, instant book right now or text me with any questions you might have.

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!

Seaside 204 Beachfront condo - Luna Sea on FMB
LunaSea is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba second 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.
Popular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Coastal Cowgirl - Heated Pool

Beachside Living – Walk to the Water!

Heated pool, canal, outdoor kitchen & walk 2 Beach

Direct BEACH FRONT - Ocean Views

The Natural Palm Beach House: Luxurious & Low-Tox

Sunset Serenity Condo

2BR Getaway by Sanibel & Fort Myers Beaches

Private Pool, Beach Views-Easy & Lazy Retreat
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
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- Bonita National Golf & Country Club
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- The National Golf & Country Club Ave Maria
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- Cypress Woods Golf & Country Club
- Worthington Country Club
- The Quarry Golf Club Naples
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- Esplanade Golf & Country Club of Naples




