
Holiday houses in Estero Island
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Top-rated holiday rentals in Estero Island
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‘Coconuts on the Beach’ House + Hot Tub
Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

Salt Air Gulf View Pool Condo Steps from the Beach
This 2-bed, 2-bath condo has EVERYTHING for your sunny beach getaway! The master bedroom has a king bed and ensuite bathroom for privacy, while the second bedroom has 2 twins next to another full bathroom. Just steps from the white sand beaches with beach towels and chairs provided. Enjoy the pool or private balconies while you unwind and soak up the sunshine. A short walk to Publix and the island's favorite hangout, Junkanoo. Note: this second-floor unit’s elevator is currently out of order.

Gorgeous Beach Residence with Pool, Spa, and Bikes
Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

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!!

Vacation Villas #132 Second Floor Beachfront Condo
We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

Charming suite w/ private deck Downtown FMB
Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

Ready to Enjoy again! 2025: Everything is new!
This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of early 2025) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy!

Beachside Living – Walk to the Water!
Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

Tide & Seek: Beach-front and Resort Amenities
Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

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.

Bungalow 4ppl, 500ft to beach, BBQ, Beachgear
Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.
Popular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Lovers Key Resort 404 | Water Views, Pool Access

The Shores Penthouse Gulf 100% ocean Gulf front

3 Bedroom, 2 bath 7 minute walk to Beach

Anchorage Beach House - Apartment B

Private Pool | Steps to Beach | Ocean Oasis

Immaculate Beachfront Sanctuary!

Modern Beachfront Escape - Walk to the Sand!

Sun & Fun | Beach Front Condo, Pool, Tennis
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Talis Park Golf Club
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Coral Oaks Golf Course
- Florida Gulf Coast University




