
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, 102 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, 266 reviews
Your Private NaplesBeach Getaway
🌴 Private Oasis 3 mins from The Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a new privately fenced lit backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️
5.0 out of 5 average rating, 139 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
Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in
4.96 out of 5 average rating, 100 reviews
Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.
4.98 out of 5 average rating, 122 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, 151 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, 406 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, 112 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!
4.8 out of 5 average rating, 20 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.
4.78 out of 5 average rating, 18 reviews
Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...
4.99 out of 5 average rating, 156 reviewsPopular amenities for house rentals in Estero Bay
House rentals with a pool

529 Whispering Palms Oasis | Private Heated Pool
4.96 out of 5 average rating, 201 reviews
3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
4.98 out of 5 average rating, 132 reviews
Dolphin beach house 2
4.97 out of 5 average rating, 329 reviews
Palm Paradise Retreat | Pool Oasis
5.0 out of 5 average rating, 10 reviews
Relaxing Riverside Pool Home
5.0 out of 5 average rating, 17 reviews
Modern Coastal Retreat / heated pool and hot tub
5.0 out of 5 average rating, 87 reviews
The Heron House
5.0 out of 5 average rating, 22 reviews
4BR Family Oasis | Pool, Spa & Fire Pit | Grill
4.98 out of 5 average rating, 54 reviewsWeekly house rentals

Coastal Breeze Cottage
5.0 out of 5 average rating, 55 reviews
Designer 3BR/2BA | 5 Min to Barefoot Beach
5.0 out of 5 average rating, 7 reviews
Elegant Beachside Luxury Home Awaits!
4.92 out of 5 average rating, 60 reviews
The Great Escape Beach House/ Pool/ Dock
4.98 out of 5 average rating, 44 reviews
Beach Baby
5.0 out of 5 average rating, 15 reviews
Gulf Coast Getaway: 2/2, Steps from Bonita Beach!
4.71 out of 5 average rating, 78 reviews
Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
5.0 out of 5 average rating, 95 reviews
Luxury Beachside House W/ Heated Pool & Elevator
5.0 out of 5 average rating, 69 reviewsPrivate house rentals

Newly Renovated Home Just Minutes From The Beach!
4.97 out of 5 average rating, 67 reviews
Sailfish Bonita Bay Kayaks/Boatlift/Gym/Pool & Spa
5.0 out of 5 average rating, 3 reviews
Winter deal! Heated Pool/Game Rm/Close to beaches!
5.0 out of 5 average rating, 83 reviews
Casa Piña Bonita, The Ultimate in Coastal Living!
4.93 out of 5 average rating, 14 reviews
Luxury Mansion! 6ksqft, Pool, Gym, Near Beach
4.94 out of 5 average rating, 33 reviews
Luxury 6BR | Rooftop Hot Tub | 3-Min to Beach
4.64 out of 5 average rating, 11 reviews
Family, friendly Tropical Oasis with Heated Pool.
4.94 out of 5 average rating, 33 reviews
TikiTime Tropical Riverfront Retreat
4.85 out of 5 average rating, 26 reviewsDestinations to explore
- Miami Holiday rentals
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- House rentals Lee County
- House rentals Florida
- House rentals United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Florida Gulf Coast University
- Tigertail Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Montura Ranch Estates
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- The Naples Pier
- Boca Grande Pass
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course





