
Vacation rentals in Estero Island
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Top-rated vacation rentals in Estero Island
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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
5.0 out of 5 average rating, 29 reviews
708A Beachfront Sunrise + Sunset Views
Wake up to stunning sunrises and wind down with breathtaking sunsets in this beautifully renovated beachfront condo on the South End of Ft Myers Beach. Enjoy luxury finishes throughout, including a sleek quartz countertop kitchen, modern appliances, and a spa-inspired walk-in shower. The layout and private balcony offer unbeatable ocean & bay views, making it the perfect escape for relaxation, comfort, and coastal elegance—all just steps from the sand. 708A is where your dream vacation starts!
4.94 out of 5 average rating, 32 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.
5.0 out of 5 average rating, 4 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! 🌊☀️
5.0 out of 5 average rating, 11 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.
5.0 out of 5 average rating, 9 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.
5.0 out of 5 average rating, 69 reviews
Escape to your Happy Place-pool, 6 bed 2 1/2 bath
We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round PET OWNERS! Must click on and read “ guest access”
4.93 out of 5 average rating, 135 reviews
Mango Villa - Steps away from beach / private pool
We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!
4.94 out of 5 average rating, 154 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.
5.0 out of 5 average rating, 21 reviews
Direct BEACH FRONT - Ocean Views
* Minimum age to book is 25 please. Beachfront Condo perfectly situated on the 5th floor with Spectacular Direct Ocean Front Views from the entire condo. Enjoy your meals on the lanai while watching beach goers and dolphins during the day and cocktails at night watching the SPECTACULAR Fort Myers Beach sunset. Freshly painted and furnished for your comfort. Walking distance or local Trolley service to many restaurants, bars and stores.
4.91 out of 5 average rating, 68 reviews
Mid Island Home with Hot Tub 1 Block from beach!
Your perfect escape awaits at The Salty Mermaid! Ideally located mid-island, just a block from the beach, this charming retreat offers breathtaking canal views. Our community has a deeded beach access for easy beach entry. Relax in the hot tub on the back patio or explore nearby bars/restaurants featuring live music. We provide everything you need for a stress-free stay as well as some awesome extras available for rent!
4.96 out of 5 average rating, 157 reviews
Oceanfront Condo 202 | Heated Pool + Gulf Views
Rare remodeled 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.
4.93 out of 5 average rating, 15 reviewsPopular amenities for Estero Island vacation rentals
Estero Island beach vacation rentals

Beach Front Panoramic View - Sunset Paradise
5.0 out of 5 average rating, 18 reviews
NEW - Estero Dream Beach Home
4.92 out of 5 average rating, 12 reviews
The Shores Penthouse Gulf 100% ocean Gulf front
4.91 out of 5 average rating, 47 reviews
3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
4.91 out of 5 average rating, 89 reviews
Gulf View Paradise 2
5.0 out of 5 average rating, 3 reviews
Tide & Seek | 8th-Floor Beachfront | Pool | 2BR
5.0 out of 5 average rating, 42 reviews
Vacation Villas #132 Second Floor Beachfront Condo
4.94 out of 5 average rating, 48 reviews
Lover's Key Resort Unit #807
4.91 out of 5 average rating, 81 reviewsEstero Island house rentals

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
4.99 out of 5 average rating, 266 reviews
The Great Escape Beach House/ Pool/ Dock
4.98 out of 5 average rating, 44 reviews
200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi
4.93 out of 5 average rating, 56 reviews
Beach Cottage w/ htd pool + The Beach is in sight!
4.94 out of 5 average rating, 53 reviews
Fort Myers Beach | private pool | bikes | Arcade
4.91 out of 5 average rating, 55 reviews
Beach escape! Walk to the square! Steps to beach!
4.98 out of 5 average rating, 53 reviews
Key West–Style Home • Heated Pool • Walk to Beach
4.88 out of 5 average rating, 34 reviews
Immaculate Waterfront Residence
5.0 out of 5 average rating, 8 reviewsBeach house rentals in Estero Island

Blue Beach Bungalow
4.83 out of 5 average rating, 207 reviews
Pelican House 4 bedrooms Free Heated Pool
4.9 out of 5 average rating, 129 reviews
Casa Mia - heaven on the beach STR# 20-0043
5.0 out of 5 average rating, 34 reviews
Short walk to beach and Time Square
5.0 out of 5 average rating, 9 reviews
FMB Farmhouse
5.0 out of 5 average rating, 27 reviews
"The Osprey" - New Construction, Gulf-Side, Pool!
5.0 out of 5 average rating, 15 reviews
New! Beachside cottage style cutie-host pays fees
4.75 out of 5 average rating, 8 reviews
Pink Star | Coastal Chic | Urban Edge Luxury Stays
5.0 out of 5 average rating, 13 reviewsDestinations to explore
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