
Holiday houses in Estero Island
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Top-rated holiday rentals in Estero Island
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Beach Front Panoramic View - Sunset Paradise
Welcome to your beachside getaway! This bright studio condo sits on Estero Island / Fort Myers Beach and offers direct access to the beach & other amenities to make your vacation memorable. Inside, you’ll find a well-equipped kitchen. An open layout features a comfortable king bed & a sleeper sofa, giving you options whether you're traveling solo, as a couple, or with family. Enjoy your views on the private balcony, the couch, or from bed with the mass of windows, this is your beach destination!
ValueLocationCondition
5.0 out of 5 average rating, 18 reviews
Beachfront & newly refurbished with heated pool
Located on the southend of Ft. Myers Beach. Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience ! heated pool, laundry rooms, BBQ areas, tennis courts, pickleball and bocce ball. Santinis Plaza across street,Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise
LocationValueCleanliness
5.0 out of 5 average rating, 29 reviews
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!!
LocationFamilyBeach
4.97 out of 5 average rating, 71 reviews
Waterfront Canal Cottage Near Fort Myers Beach
Unwind at this bright, 2020-built canal-front cottage minutes from the sand and surf. The open kitchen and living area feature quartz counters, a cozy fireplace, and comfy furnishings for two bedrooms and two full baths. Soak in the private hot tub on the screened patio, watch boats cruise the canal, or call a golf cart ride to the beach and waterfront restaurants. In-unit laundry, central AC, and great views make this an easy home base for sun, sand, and salt life. Smart TVs in every room.
LocationKitchenWalkability
5.0 out of 5 average rating, 5 reviews
Sea Salt Beach Front Condo
Welcome to Sea Salt at Castle Beach, a newly renovated 2-bedroom, 2-bath Gulf-front condo designed for relaxation, comfort, and effortless coastal living. The open living space includes a comfortable pullout sofa. Each bedroom features its own ensuite with a walk-in shower, offering privacy and convenience for couples, families, or friends traveling together. The lanai spans the width of the condo, delivering breathtaking, unobstructed views of the Gulf and your private stretch of beach.
LocationIndoor spacesHospitality
5.0 out of 5 average rating, 9 reviews
Coastal Escape | Walk to Beach | Sunset Views
Sunshine Escape ☀️ Steps to the Beach • Family + Friends Welcome!🌴 100% beachfront, close to restaurants, the marina, nightlife, supermarkets, and more. From the lanai, enjoy the white sands of our prestigious beach and breathtaking sunsets. Master Bedroom: King-size bed (super comfortable) Second Bedroom: Full-size bed + bunk bed (kids absolutely LOVE this room) Living Room: Sofa bed for additional friends or family Don’t wait — book today and be part of an unforgettable vacation! 🌊☀️
ValueLocationCleanliness
5.0 out of 5 average rating, 11 reviews
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.
FamilyValueLaundry
5.0 out of 5 average rating, 69 reviews
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!
ValueFamilyCheck-in
4.94 out of 5 average rating, 53 reviews
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.
LocationFamilyLaundry
5.0 out of 5 average rating, 21 reviews
Boutique condo on the bay, short walk to the beach
NOTE: the pool will be closed maybe until mid to late September 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.
ValueLocationQuiet
4.86 out of 5 average rating, 96 reviews
Tangerine Tides: Resort Pool/Spa, On Beach, Lanai
Welcome to Tangerine Tides! This bright & colorful 2BR/2BA Gulf-view condo on Fort Myers Beach sleeps 6 with a king, queen & sleeper sofa. Enjoy direct beach access, a community pool & hot tub, beach chairs and beach towels, pickleball, tennis, BBQ grills, plus Gulf views from your private balcony. With a fully equipped kitchen and plenty of space to unwind, it’s the perfect island escape for families, couples & friends!
LocationCheckoutCheck-in
5.0 out of 5 average rating, 5 reviews
Oceanfront Condo 201 | Heated Pool + Gulf Views
Rare corner-unit beachfront retreat directly on the white sands of Fort Myers Beach! Enjoy panoramic Gulf views, ocean breezes, beautiful sunsets & a large heated pool. Bright, comfortable and perfectly located mid-island. Supermarket, Junkanoo restaurant/bar & Snook Bight Marina are right across the street. Walk to dining, boat rentals, sunset cruises & deep-sea fishing. Keyless entry, 3 TVs & 6 beach towels included.
FamilyLocationIndoor spaces
4.95 out of 5 average rating, 21 reviewsPopular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
FamilyValueAccuracy
4.97 out of 5 average rating, 30 reviews
Scenic Retreat with Private Balcony
LocationValueBathroom
4.97 out of 5 average rating, 87 reviews
“Steps to Sand! Modern Cozy Apartment
FamilyLocationBathroom
4.8 out of 5 average rating, 10 reviews
1BR Apt w/ Gulf View, Kitchenette & Free Parking
LocationViewBeach
5.0 out of 5 average rating, 8 reviews
1min walk to beach, BBQ, Free Parking, Beachgear
LocationFamilyNearby
4.97 out of 5 average rating, 58 reviews
2 bedroom house on Fort Meyers Beach
ValueLocationHospitality
5.0 out of 5 average rating, 18 reviews
Gulfside Retreat
LocationFamilyLaundry
4.94 out of 5 average rating, 16 reviews
Renovated 1BR Beach Condo |Walk to Sand| Sleeps 4
FamilyLocationHospitality
5.0 out of 5 average rating, 18 reviewsDestinations to explore
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