
Vacation rentals in Estero Island
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Top-rated vacation rentals in Estero Island
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Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

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.

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.

Charming Lake View Home, Close to 3 Beaches!
"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

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!

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!

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!

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

1min walk to beach, BBQ, Free Parking, 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.

Calm & Relaxing Beach Getaway!
Forget your worries in this spacious and serene space. Right before the Matanzas Pass Bridge. Excellent for anyone looking for a Beach Getaway. Great neighborhood, walking distance from Fort Myers Beach Times Square and Great Reastaurants. Enjoy the beautiful sunsets and walks on the Beach. Includes: -Beach Towels -Basic Cooking Utensils and Pans -1 Queen Bed 1 Queen Sofa Bed -2 Cars Maximum
Popular amenities for Estero Island vacation rentals
Estero Island beach vacation rentals

Gulf View Paradise** NEWLY RENOVATED**

Rare walkout condo on Sanibel beach-Fully Restored

Serene Ocean View Escape at Sundial Resort

Lover's Key Resort Unit #807

Penthouse Studio on the Gulf - Wonderful

Sun & Fun | Beach Front Condo, Pool, Tennis

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Right on the Beach with the Best Views and Rates!
Estero Island house rentals

The Great Escape Beach House/ Pool/ Dock

Waterfront ocean access canal, Kayaks, Bikes Beach

New house, Free heated pool, elevator, beach views

‘Coconuts on the Beach’ House + Hot Tub

Seabreeze Hideaway

So Beachy! Pet friendly and free early check-in!

Coral Charmer POOL HOME short walk to beach

Beach Cottage
Beach house rentals in Estero Island

Tivoli Paradise Salt Pool & Spa Villa with a Water

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

Yacht Club Beauty....walking distance to the beach

Blue Beach Bungalow

Pelican House 4 bedrooms Free Heated Pool

Manatee Bay – Waterfront Pool Home & Walk to Beach

The Phoenix: Gulf & Back Bay Views, Walk to Beach!
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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
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- LaPlaya Golf Club
- Morgan Beach
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- Seagate Beach Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- The Quarry Golf Club Naples
- Boca Grande Pass
- Worthington Country Club
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park




