
Holiday rentals with outdoor seating in Estero Bay
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Estero Bay
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Waterfront Family Oasis • Pool • Kayaks • Arcade•
Sprocket Boathouse sits along one of Cape Coral’s widest canals and is the perfect family retreat (we are pet friendly too! 🐶 ) Spend your days lounging by the heated pool, paddling through the canals with our complimentary kayaks or fishing off your own private dock. Keep an eye out for turtles and iguanas and enjoy unforgettable sunsets right from the backyard. Fire up the BBQ with propane ready to go or head inside where you can enjoy our retro arcade games and vintage vinyl collection.

Beachfront Gulf View Lovers Key Beach Club #1002
Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Romance! Awesome Beach & Views! 5 Stars
Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

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

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.

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.

Perfect Location On Pond 2.9 Mile To Gulf Beach
Close to Beaches. This house was completely renovated in 2020, It has large spacious kitchen sub zero refrigerator and large living room. Full size Washer and Dryer & Appliances. The Living Room has a beautiful View of a Pond Beaming with Life, Turtles, Ducks, Egrets & Fish. The House sits by itself on a very large cul-de-sac. Private back yard with a privacy Fence and Pond, for your use. (No shared areas.) Guests say pictures do not do this unit justice.

Modern Coastal Retreat / heated pool and hot tub
Newly furnished, spacious retreat. This home is only 4 years old and 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.

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!

Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.
Popular amenities for Estero Bay outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private Palm Oasis - Close to Beach

Boater’s Paradise-Stunning Sunsets! Games Room!

LUXE Oasis | HTD Pool• 10 min Beach +5th Ave •Crib

Blue Beach Bungalow

Coastal Modern Retreat with Heated Pool and Spa

Dive into Luxury: Stunning Tropical Home & Pool

Sunny Sands Escape

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck
Apartment rentals with outdoor seating

Beachfront Lovers Key

Blackstone Villa

Beach Vacation Getaway

Lovers Key Resort Suite 1 - Watch Dolphins Play

Bright Spacious Condo | 1mi to Beach + Wi-Fi |D102

Suite with lake view.

Private Apartment with sunny pool

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ
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

SuperHost Condo

Bonita Beach and Tennis 5807

Lush tropical 1st floor getaway in Naples

Lovers Key Beach Club Private Beach
Destinations to explore
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- Rentals with pools Estero Bay
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- Rentals with a hot tub Estero Bay
- Villa rentals Estero Bay
- Rentals with outdoor seating Lee County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Seagate Beach Club
- Worthington Country Club
- Boca Grande Pass
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- Sanibel Island Northern Beach
- Stump Pass Beach State Park
- The National Golf & Country Club Ave Maria
- Gasparilla Island State Park
- Talis Park Golf Club