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Holiday rentals in Estero Bay

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Top-rated holiday rentals in Estero Bay

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

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Top guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

4.99 out of 5 average rating, 266 reviews
Top guest favourite
The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.
Home in Fort Myers

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

4.94 out of 5 average rating, 163 reviews
Top guest favourite
Home in Bonita Springs

Designer 3BR/2BA | 5 Min to Barefoot Beach

Our renovated designer home gives your beach days a restorative home base: airy open living, a spa-like primary suite, fan-cooled lanai + BBQ, high-speed WiFi and a sunlit breakfast-bar workspace. Beach chairs, umbrella, cooler + towels are ready to grab. Sleeps 6 in beds, up to 8 with quality inflatable mattresses. Pets are welcome; please include them in your reservation. • 5 min from Barefoot Beach • 15 min to Mercato • 30 min to RSW Drive times are approximate and traffic dependent.

5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Captiva

NEW! Beachfront!3BR Suites Sustainable Home+Dock

NEW LISTING!! 💰No nickel & diming—AirBnb & cleaning fees included! 🚤 Boat-access-only retreat with private dock 🏖️ Steps to pristine beach 🌊 Panoramic water views from every room 🛏️ 3 private queen ensuites 🍽️ Premium kitchen + grill ☀️ Tesla solar + 🚀 Starlink WiFi 🛁 Breathtaking sunset views 🛶 Kayak, SUP & e-bikes included 🌿 Surrounded by protected preserve; only one nearby home 🐬 Incredible wildlife viewing ✨ Perfect for nature lovers, anglers & tranquility seekers

5.0 out of 5 average rating, 13 reviews
Top guest favourite
A beachfront view captures soft white sand and calm turquoise waters. A wooden pier stretches out into the water, while a few beach umbrellas and lounge chairs are placed along the shore. Lush greenery frames the scene, providing a tranquil escape.
Apartment in Fort Myers Beach

Fort Myers Beachfront Escape - Walk to the Sand!

Wake up to the sound of waves, grab your coffee, and walk barefoot to the beach. Our cozy, sunlit apartment is perfect for couples, solo travelers, or remote workers craving some Florida sunshine. Enjoy from the beautiful sunsets and watch the dolphins swimming on the bay! A beautiful beachside apartment with private beach and heated pool. Located near the quiet Lovers Key State Park. Beautiful bike trails, affordable kayak, boat, and paddle boarding. Perfect Florida oceanic getaway !

5.0 out of 5 average rating, 17 reviews
Guest favourite
The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.
Home in Naples Park

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

4.86 out of 5 average rating, 155 reviews
Guest favourite
A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.
Home in Bonita Beach

Elegant Beachside Luxury Home Awaits!

This stunning Bonita home is steps from the beach. It combines modern luxury with artistic flair. The home features a striking wave stained-glass window and cozy sitting nook which provides an ideal spot to watch mesmerizing sunsets. The chef’s kitchen flows into the great room and dining area, where a large picture window frames serene views of palms. The home has a generous outdoor deck. It features three beautiful bedrooms and two full bathrooms, each designed luxuriously.

4.92 out of 5 average rating, 60 reviews
Guest favourite
Home in Bonita Springs

Palm Paradise Retreat | Pool Oasis

Welcome to your private Southwest Florida retreat. This beautifully appointed 4-bedroom, 2-bathroom home features a screened-in pool, outdoor kitchen, covered lanai, and spacious indoor-outdoor living areas designed for relaxation and entertaining. Whether you're enjoying a day by the pool, grilling dinner outdoors, or exploring the area's beaches, shopping, and dining, this home offers the perfect setting for a memorable Florida getaway with family and friends.

5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

4.98 out of 5 average rating, 112 reviews
Guest favourite
A screened pool area features a sparkling blue pool with built-in loungers for relaxation. Comfortable outdoor seating is available, with a hot tub in the corner. Bright blue skies filled with clouds enhance the vibrant atmosphere, while greenery stands tall in the background.
Home in Bonita Springs

Cozy 2 bedroom on the canal with pool and hot tub!

Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer. Perfect for families, couples, or business travelers. You’re just a short drive from Bonita Beach, Barefoot Beach, Coconut Point shopping, and great local dining. Enjoy nearby boating, fishing, golf, and nature preserves, all within minutes.

4.78 out of 5 average rating, 18 reviews
Superhost
A clear blue pool is surrounded by lush palm trees and a rock waterfall, offering a serene atmosphere. Comfortable lounge chairs are positioned nearby, overlooking a tranquil waterway, enhancing the outdoor leisure space.
Apartment in Fort Myers Beach

Lovers Key Resort, Fort Myers Beach - Awesome

Fort Myers Beach and Lovers Key State Park are what you come to Florida for. Miles of Pristine beaches with the lovely white sand you want to walk upon. Great hiking and biking trails. A plethora of restaurants and things to do. Watch the Dolfins playing in the bay from your balcony. The wildlife is beautiful all times of the year and of course the Beach. Big wide stretches of beach to walk and play on. Come to Ft Myers Beach and ENJOY

4.81 out of 5 average rating, 185 reviews
Guest favourite
Home in Bonita Beach

Barefoot Bay House | Steps to Beach

Welcome to Barefoot Bay House — a Bonita Springs vacation rental near Bonita Beach and Estero Bay with bay views, beach access nearby, covered outdoor living space, and room for up to 10 guests. This 3-bedroom, 2-bath home is a great fit for families or groups looking for a relaxed Southwest Florida beach stay close to dining, boat rentals, kayaking, paddleboarding, fishing, sunset cruises, and local attractions.

5.0 out of 5 average rating, 7 reviews

Popular amenities for Estero Bay holiday rentals