
Holiday rentals in Estero Bay
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Top-rated holiday rentals in Estero Bay
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Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Heated Pool Beach Family Escape
Welcome to your relaxing Naples getaway just minutes from Vanderbilt Beach, Mercato, and the best dining in town. This beautifully updated 3-bedroom home is designed for easy, sun-filled days and laid-back evenings with family and friends. The highlight? Your private heated pool, perfect year-round, whether you're enjoying a morning swim, lounging in the Florida sunshine, or unwinding after a beach day. And yes - pets are welcome, because vacations are better when the whole family comes along.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Canal Home- Gulf Access- PET friendly-Fenced yard
Waterfront home with Gulf access. Recently renovated 3 BR, 3 BA home on a canal off the Imperial river. Two en-suite bedrooms. The home can comfortably sleep 8 guests. Kayaks, bikes, fishing poles, yard games, backyard beach, and fire pit available for your use. Fenced in yard. Centrally located about 20 minutes from the airport, Naples, Fort Myers and only 3 miles from the beach! Close to several breweries, wine loft, local coffee shop, cocktail lounge, parks, churches, and many restaurants.

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

Spacious Luxury one bedroom RV @ Coconut point.
You won’t forget your time in this romantic, luxurious 1 bedroom RV with indoor fireplace. Just 1.9 miles away from Coconut Point Mall and less than 1 mile away from the Hyatt Regency Resort and Spa. Super spacious with open kitchen floor residential appliances, tall ceilings, large scenic windows areas. Great amount of storage throughout for your food, clothing & bathroom items, and flatscreens TVs in Living and bedroom. Enjoy your stay with complimentary bikes, BBQ grill, cooler.

Spring Creek Hideaway, "Our Secluded Gem" Pool
Welcome to "Our Secluded Gem", your home away from home. Surrounded by fresh air, luscious gardens, tropical palms, and native plants throughout the property. Located on a Canal that leads to the Spring Creek Channel flowing out to the Gulf of Mexico in Bonita Springs. We've taken pride in ourselves to make sure you feel at home and relax while you're on vacation. Bring the whole family, including your fur family to this great place with lots of sun-n-fun. SEE YA SOON!

Bonita Springs Coastal Retreat | Pool Home
Relax and unwind in this beautiful 4-bedroom, 3-bath home featuring a heated pool with a sunshelf, perfect for soaking up the Florida sunshine. Centrally located near Coconut Point Mall, you’re just minutes from great shopping, dining, and only 15 minutes from Bonita Beach. Inside, spacious coastal-inspired living areas provide plenty of room for family and friends to gather. Your private getaway awaits, book today for an unforgettable stay!

675 FantaSea | New Heated Resort Pool & Fire Pit
Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Southern Comfort - Updated Waterfront Condo
Discover paradise at Lovers Key Resort on Fort Myers Beach! The resort offers unforgettable water views, spectacular amenities and spacious accommodations. Watch the dolphins play from the floor to ceiling bayfront windows or your private open-air balcony! Located on the 3rd floor, this suite features one bedroom, one bathroom and a full size kitchen with all appliances.

Southern Charmer, a handsome beach studio (Naples)
Come vacation in beautitful Naples, Florida! This guest house is perfect for a couples get away or some much needed R&R. The property boasts a pool, side yard, and is just across the street from the beach. Enjoy fine dining, shopping, and entertainment in downtown Naples located in just a 20 minute walk or 5 minute car ride.

Coastal Breeze Cottage
Welcome to our newly renovated charming coastal retreat! This adorable 2-bedroom, 1-bath home with a den offers a delightful coastal decor that will transport you to a world of relaxation and tranquility. Situated right on the canal front, it's the perfect destination for boating enthusiasts and water lovers.
Popular amenities for Estero Bay holiday rentals
Other great holiday rentals in Estero Bay

Walking distance to Old Town Bonita.

Barefoot Breeze

Villa Mango

Elegant Beachside Luxury Home Awaits!

The Birdland - New luxurious Villa in Cape Coral

Coastal Escape 3-4 Min to Beach

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa Panache-Wow! 1st Class Pool Home Gulf Access
Destinations to explore
- Seminole Holiday rentals
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- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
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- Four Corners Holiday rentals
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- House rentals Estero Bay
- Rentals with a firepit Estero Bay
- Rentals with beach access Estero Bay
- Rentals with outdoor seating Estero Bay
- Waterfront rentals Estero Bay
- Rentals with pools Estero Bay
- Fitness-friendly rentals Estero Bay
- Apartment rentals Estero Bay
- Rentals with a patio Estero Bay
- Rentals with a washing machine and dryer Estero Bay
- Flat rentals Estero Bay
- Beachfront rentals Estero Bay
- Rentals with a fireplace Estero Bay
- Villa rentals Estero Bay
- Family-friendly rentals Estero Bay
- Rentals with a hot tub Estero Bay
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark
- Four Mile Cove Ecological Preserve




