
Vacation rentals in Estero Island
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Top-rated vacation rentals in Estero Island
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Downtown 3rd Street Retreat Lookout—Steps to Beach
📍 LOCATION! LOCATION! LOCATION! 📍 ☀️ Beach, bayside, marina, boat tours/rentals, and dining all steps away—No car required! 🏠 Your ideal island getaway, offering a cozy 3-bedroom, 1-bathroom top-floor unit within the vibrant heart of downtown Fort Myers Beach. 🏝️ 3rd Street @ Old San Carlos Boulevard. Filled with restaurants, shops, and nightlife, only a short walk to the sandy shores! Perfect for families or small groups, this retreat ensures a comfortable, convenient vacation. Book today!

Fort Myers Beach-Private Pool & Home 45% off 2026
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

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.

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! 🌊☀️

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.

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!

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, 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!

Stylish + Modern! 2 bed 2 bath. 1 block to beach!
One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

The "Tommy" Suite, 350 yards from The Gulf!
We would love to host you in our COMPLETLY renovated Tommy Bahama style suite. You'll enjoy all the comforts of home in your own tropical paradise during your stay with us! Brand new kitchen(complete w/new appliances) w/beautiful tile floor and backsplash. Tommy Bahama dining room is located right off the kitchen w/seating for 4. Brand new bathroom complete w/walk-in shower, back splash and tile floor w/ Tommy Bahama décor.

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!

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.

Key West–Style Home • Heated Pool • Walk to Beach
A relaxed, easygoing home designed for Fort Myers Beach living. A 3-bed, 2-bath retreat that sleeps 6, located at the end of a quiet street, just 3-minute stroll to Fort Myers Beach. Features include a private heated pool, outdoor seating, grill, outdoor shower. Walkable to Snook Bight Marina, restaurants, Publix, and the nearby trolley transportation.
Popular amenities for Estero Island vacation rentals
Estero Island beach vacation rentals

MILLION DOLLAR VIEW.. GULF VIEW

206C Gulf Water Views + 2 bikes + beach gear

The Shores Penthouse Gulf 100% ocean Gulf front

Beach Front Panoramic View - Sunset Paradise

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View

Relax FMB Gulf views/ pool Beautiful 2B/2B condo

The Dex at Coconut Cove

Direct BEACH FRONT - Ocean Views
Estero Island house rentals

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

The Great Escape Beach House/ Pool/ Dock

Walk to Beach! Updated home w/ POOL & SPA

Ocean Pearl - Steps from the Beach

Waterfront Island Oasis w/Heated Pool & Boat Lift!

New house, Free heated pool, elevator, beach views

Plunge in the pool at this Fort Myers Beach home
Beach house rentals in Estero Island

Blue Beach Bungalow

Pelican House 4 bedrooms Free Heated Pool

Lagoon Breeze Beach House

Short walk to beach and Time Square

Pink Star | Coastal Chic - Walk to Town Square

Island retreat - canal, heated pool, walk to beach

"The Osprey" - New Construction, Gulf-Side, Pool!

Bahia Villa | Coastal Waterfront Retreat Pool
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