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Beachfront holiday rentals in Estero Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Estero Bay

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Superhost
A serene beach scene features soft, white sand leading to gentle waves. A long wooden pier extends into the calm water, framed by a vibrant sunset sky filled with hues of orange and purple. The atmosphere conveys tranquility as clouds float overhead.
Home in Naples
4.87 out of 5 average rating, 153 reviews

Beach Bliss Haven|Steps to Vanderbilt | Hottub

Welcome to your Naples getaway, just steps from Vanderbilt Beach! Our home combines comfort & convenience, perfect for families or couples. Inside, enjoy a fully-equipped kitchen, cozy living space, and plush bedrooms. Outdoors, your private hot tub awaits—ideal for unwinding after a day at the beach. Amenities include high-speed Wi-Fi, washer/dryer, and beach essentials. Within walking distance, you'll find great dining, shopping, and water activities. Book now for the ultimate Florida escape!

Top guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Apartment in Sanibel
4.95 out of 5 average rating, 105 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Guest favourite
A panoramic view of the waterfront showcases the calm waters, with a small boat and several kayaks navigating along the shoreline. Various buildings line the coast, surrounded by lush greenery, while the distant horizon meets the sea under a partly cloudy sky.
Apartment in Fort Myers Beach
4.9 out of 5 average rating, 97 reviews

Enjoy your own private Beach

Building re-opened 1/ 1/2025 after Hurricane Ian. We have discounted our pricing . There is work on a new bridge to Ft Myers Beach, Lobby area does not have furniture yet, Tiki huts are not in yet. Unit is fine. Connects to Lovers key state park- Enjoy hiking & biking trails and kayaking the inland waterway. Enjoy your own Private Beach & Lovers Key State Park. Everything you expect in a Florida vacation Big wide beaches, white sugar sand & uncrowded beaches . Relax and ENJOY Florida

Guest favourite
The exterior of a tall, six-story building is visible, situated along the waterfront. The structure features multiple balconies overlooking the bay, surrounded by lush greenery. Calm waters reflect the clear sky, while distant land can be seen along the horizon.
Apartment in Fort Myers Beach
4.85 out of 5 average rating, 26 reviews

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Bonita Springs / Fort Myers Beach waterfront Lover's Key Resort with beach access. Large suite on the 6th floor. Sun filled floor-to-ceiling windows, captivating stunning bay and gulf views. Full size kitchen with breakfast bar and a large bathroom with jacuzzi tub plus separate shower. Bay front pool & hot tub, fitness room, business office, laundry facilities, beach access, and the award winning Flippers on the Bay waterside restaurant. A short drive or bike to State Park and public beach.

Guest favourite
A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.
Apartment in Fort Myers Beach
4.95 out of 5 average rating, 124 reviews

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 - 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 miss this lifetime memorable experience. The Hot Tub is closed for shore repairs - bridge construction is minor.

Guest favourite
A corner seating area features a comfortable armchair and a light wooden coffee table. Large glass sliding doors offer expansive views of the water, framed by sheer curtains in calming teal. A cozy balcony with a bistro set is visible, inviting relaxation.
Apartment in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Dolphins and Water Views at L’Amour Coastal Condo

Enjoy endless, breathtaking million dollar water views of Estero Bay as well as Gulf of Mexico sunsets. Kick back& relax in this calm, stylish space professionally decorated in peaceful coastal colors & design. L’Amour Coastal Condo at Lovers Key Beach Club on Ft Myers Beach is a 1/BR 1/BA. BR is separate room w/pocket door for good space use & privacy.Located by Lovers Key State Park w/endless opportunities to enjoy all the outdoors has to offer.Bring your bikes, kayaks & fishing poles.

Top guest favourite
Apartment in Fort Myers Beach
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
Apartment in Fort Myers Beach
4.83 out of 5 average rating, 118 reviews

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.

Top guest favourite
An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.
Apartment in Bonita Springs
4.99 out of 5 average rating, 154 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Top guest favourite
A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.
Apartment in Sanibel
4.9 out of 5 average rating, 259 reviews

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

Top guest favourite
A quaint outdoor seating area features white Adirondack chairs arranged around a circular table. Lush greenery surrounds the space, while a serene waterfront is visible in the background, showcasing a calm waterway lined with palm trees and distant homes.
Flat in Bonita Springs
4.97 out of 5 average rating, 118 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

Sleeps six comfortably, with separate bathroom vanity along with full bathroom with large shower. There is a linen storage closet and stackable washer/dryer. There are TV's in both bedrooms, along with one in the living room. Street side bedroom has a desk for the working traveler.

Superhost
Flat in Fort Myers Beach
New place to stay

Beach Watch - Gulf View!

Escape to paradise at this beautifully updated 2-bedroom, 2-bathroom condo located on the peaceful south end of Fort Myers Beach. Enjoy miles of white sugar sand, incredible shelling, playful dolphins, and breathtaking sunsets—all just steps away.

Popular amenities for beachfront rentals in Estero Bay

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