
Vacation rentals with outdoor seating in Estero Island
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Estero Island
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Private Home and Heated Pool on Virginia Ave
Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

New house, pool, views, elevator, steps to beach
Be one of the first families to stay at this Brand New mid island house. Private pool, Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

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.

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!

Beyond The Sea · Walk to Beach-Town
A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Gulf Views & Sunsets | Estero Beach Tennis 206C
“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: •Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. •Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. •Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. •Comfy King Bed: Sleep to the sound of waves in a plush king-size

Walk to Times Square, steps to the Beach!
Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Ready to Enjoy again! Everything is new!
This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of 2024) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

The Great Escape Beach House/ Pool/ Dock
Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!
Popular amenities for Estero Island outdoor seating rentals
House rentals with outdoor seating

Waterfront Villa • Pool • Dock• Kayaks • Fishing

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Brandnew Villa - pool & spa at canal south facing

Fort Myers Beach Paradise #A

Modern New-Build Luxury Villa!

FMB -ESCAPE, Heated Pool on Canal

Gone Coastal!! Spa+Heated Pool Amenities Galore!

New Sale-Elegant Design+Puttputt+Luxury Spa+Kayaks
Apartment rentals with outdoor seating

Scenic Retreat with Private Balcony

Blackstone Villa

Beach/Sunset Bay/Sunrise Relax/Island Living

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

Beach Vacation Getaway

Seaside oasis studio with with heated pool

Suite with lake view.

563 Park Place | Bougain"Villa" | Mins to Beaches
Condo rentals with outdoor seating

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

Beachfront fully equipped apartment

Waterfront Condo | Huge Pool & Across from Beach

Lover's Key Resort Unit #807

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with lake access Estero Island
- Rentals with pools Estero Island
- Rentals with a fire pit Estero Island
- Beachfront rentals Estero Island
- Rentals with a patio Estero Island
- Rentals with beach access Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with a hot tub Estero Island
- Condo rentals Estero Island
- Waterfront rentals Estero Island
- Apartment rentals Estero Island
- House rentals Estero Island
- Rentals with a washer and dryer Estero Island
- Rentals with a kayak Estero Island
- Rentals with an EV charger Estero Island
- Beach condo rentals Estero Island
- Beach house rentals Estero Island
- Family-friendly rentals Estero Island
- Villa rentals Estero Island
- Pet-friendly rentals Estero Island
- Luxury rentals Estero Island
- Rentals with outdoor seating Fort Myers Beach
- Rentals with outdoor seating Lee County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States