
House holiday rentals in Estero Bay
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Top-rated house 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!
5.0 out of 5 average rating, 101 reviews
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, 264 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.
4.94 out of 5 average rating, 163 reviews
Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King
The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.
4.96 out of 5 average rating, 139 reviews
Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.
4.99 out of 5 average rating, 186 reviews
3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind
4.98 out of 5 average rating, 130 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
4.86 out of 5 average rating, 155 reviews
Family Oasis with Heated Pool & Spa Near Beaches
Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!
4.99 out of 5 average rating, 108 reviews
Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.
4.95 out of 5 average rating, 405 reviews
Bonita Retreat: Heated Pool - Minutes to Beach
We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.
4.99 out of 5 average rating, 150 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!
4.98 out of 5 average rating, 111 reviews
Tommy Bahama House | 3-Bedroom Beachfront Retreat
The one and only Tommy Bahama House, bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the paver driveway and see the ginger bread trim and lattice garage door's. You will immediately know why you choose to spend your vacation or Holiday on this beach front treasure. Look no more for that perfect beach front private home!
4.79 out of 5 average rating, 19 reviewsPopular amenities for house rentals in Estero Bay
House rentals with a pool

Classic Arcades Heated Pool Home by Beach & Dining
4.95 out of 5 average rating, 115 reviews
Luxury Canal Oasis | Pool + Spa + Walk to Beach
4.96 out of 5 average rating, 117 reviews
Palm Paradise Retreat | Pool Oasis
5.0 out of 5 average rating, 8 reviews
Modern Coastal Retreat / heated pool and hot tub
5.0 out of 5 average rating, 86 reviews
Estero Bay Modern Oasis
5.0 out of 5 average rating, 35 reviews
Barefoot Breeze 2
5.0 out of 5 average rating, 46 reviews
Modern Coastal Home w/ Pool & Game Room
5.0 out of 5 average rating, 54 reviews
Relaxing Riverside Pool Home
5.0 out of 5 average rating, 17 reviewsWeekly house rentals

Coastal Breeze Cottage
5.0 out of 5 average rating, 54 reviews
Elegant Beachside Luxury Home Awaits!
4.91 out of 5 average rating, 57 reviews
Gulf Coast Getaway: 2/2, Steps from Bonita Beach!
4.71 out of 5 average rating, 78 reviews
* New Built 2025 * 3 BR * Canalfront *Hot Tub*
4.9 out of 5 average rating, 10 reviews
NEW - Estero Dream Beach Home
4.91 out of 5 average rating, 11 reviews
3/2 Waterfront Game Room & Private Dock Bonita
5.0 out of 5 average rating, 11 reviews
Luxury Beachside House W/ Heated Pool & Elevator
5.0 out of 5 average rating, 68 reviews
NEW! Beachfront!3BR Suites Sustainable Home+Dock
5.0 out of 5 average rating, 13 reviewsPrivate house rentals

Sea Breeze Oasis w/Private Pool
4.81 out of 5 average rating, 26 reviews
Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View
5.0 out of 5 average rating, 19 reviews
Fort Myers Beach | private pool | bikes | Arcade
4.91 out of 5 average rating, 54 reviews
Luxurious central POOL home, KID&PET friendly
4.95 out of 5 average rating, 44 reviews
Luxe Bonita 1-Acre Private Oasis with Heated Pool
5.0 out of 5 average rating, 22 reviews
Winter deal! Heated Pool/Game Rm Close to beaches!
5.0 out of 5 average rating, 83 reviews
Mini Golf • Heated Pool • Near Beach Prime
4.96 out of 5 average rating, 25 reviews
4BR Family Oasis | Pool, Spa & Fire Pit | Grill
4.98 out of 5 average rating, 51 reviewsDestinations to explore
- Miami Holiday rentals
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- House rentals United States
- Naples Beach
- Captiva Island
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- Florida Gulf Coast University
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- Bowman's Beach
- Stump Pass Beach State Park
- Montura Ranch Estates
- Jetblue Park
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- The Naples Pier
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- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course





