
Holiday rentals in Estero Bay
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Top-rated holiday rentals in Estero Bay
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Remodeled 4 BR 3 Full Bath Sunshine Getaway
A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!
FamilyLocationGrill
5.0 out of 5 average rating, 102 reviews
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.
FamilyLocationSleep quality
4.95 out of 5 average rating, 164 reviews
300ft to Bonita Beach & Boat Ramp | 4 bed 3 bath
☀️ Welcome to LinasBeachHouse – Your Dream Coastal Escape 🏖 🍹 Enjoy this stunning 4-bedroom, 3-bathroom beachside retreat—just 300 feet from Bonita Beach Access #8, with the Gulf on one side and Bonita Boat Rentals on the other. Wake up to ocean breezes, stroll to the sand in minutes, and soak in unforgettable sunrise and sunset views. This area is well-known for its dolphin sightings—you might even spot them right from the shore or from your balcony as they swim through the nearby canal🐬
LocationHospitalityBeach
5.0 out of 5 average rating, 5 reviews
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.
LocationFamilyKitchen
5.0 out of 5 average rating, 7 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.
LocationConditionView
5.0 out of 5 average rating, 9 reviews
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 !
LocationFamilyQuiet
5.0 out of 5 average rating, 17 reviews
#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
LocationValueCheckout
4.86 out of 5 average rating, 155 reviews
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.
ValueFamilyGetting around
4.92 out of 5 average rating, 60 reviews
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!
LocationFamilyGetting around
4.98 out of 5 average rating, 112 reviews
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.
FamilyValueHot tub
4.78 out of 5 average rating, 18 reviews
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
LocationFamilyView
4.81 out of 5 average rating, 185 reviews
Modern Coastal Retreat / heated pool and hot tub
Newly furnished, spacious retreat. This home built in 2019, has a modern, comfortable feel. Relax and swim in the heated pool and hot tub. High speed internet and TV are available in each room. The whole group will enjoy easy access to everything from this centrally located home. Close to Coconut Point, Hyatt Regency Coconut Point and Estero Bay. 10 minute drive to Miramar Outlets and 20 minutes to Naples / 5th Ave.
LocationFamilyBack garden
5.0 out of 5 average rating, 87 reviewsPopular amenities for Estero Bay holiday rentals
Other great holiday rentals in Estero Bay

Modern Coastal Home w/ Pool & Game Room
LocationFamilyAmenities
5.0 out of 5 average rating, 56 reviews
Spacious 4 BR Retreat w/ 3 Ensuites, Pool & Spa
FamilyValueDecor
4.91 out of 5 average rating, 54 reviews
Family Oasis | Heated Pool + Beach Gear, Kid Ready
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4.96 out of 5 average rating, 49 reviews
* New Built 2025 * 3 BR * Canalfront *Hot Tub*
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4.91 out of 5 average rating, 11 reviews
Barefoot Breeze 2
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5.0 out of 5 average rating, 48 reviews
The Heron House
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5.0 out of 5 average rating, 22 reviews
Estero Bay Modern Oasis
LocationValueIndoor spaces
5.0 out of 5 average rating, 35 reviews
River Ranch Oaks
FamilyLocationWalkability
5.0 out of 5 average rating, 68 reviewsDestinations to explore
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- Naples Beach
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- Florida Gulf Coast University
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