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

Heated pool, canal, outdoor kitchen & walk 2 Beach
Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

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!

Beach view Pool Home
Escape to our newly remodeled 1-bedroom apartment with a pool, just steps from the beach. Renovated post-hurricane Ian, it offers easy access to white sand beaches, Lover’s Key State Park, and the lively FMB district. Enjoy the fully stocked kitchen, dishwasher, washer/dryer, and unwind in the serene surroundings. Walk to bay beaches, dine at new restaurants, and experience a perfect blend of relaxation and adventure. High-speed WiFi ensures you stay connected. Book your beachside retreat now!

Waterfront Luxury | Walk to Beach | Heated Pool
For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

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!

Primo Drive: Gulf Views + Steps to Beaches, Dock
✨ Island Time is a cozy stilted beach retreat just steps from the Gulf on Primo Drive! Enjoy sunsets from the front deck, canal views from the large backyard and screened lanai, or relax on the shaded lower patio with swing and seating. With 3 bedrooms, modern open living, and a prime walkable location near dining & shops, it’s the perfect family vacation, snowbird escape, or couples’ retreat. 📍 250 steps to the beach 📍 365 steps to Margaritaville 📍 680 steps to Times Square

Icon on the bay - Panoramic views/Rooftop hot tub
Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Across the beach, free parking, bbq, fits 4, pets
Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Top rated 2 bedroom 2 bathroom. 1 block to beach!
Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 247+ very happy guests and counting!

Water Front | Modern Open Concept | Beach Vibes
Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.

Boutique condo on the bay, short walk to the beach
This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.
Popular amenities for outdoor seating rentals in Estero Island
House rentals with outdoor seating

Beyond The Sea · 60+ 5-Stars · Walk to Beach-Town

Cap't Jack's Waterfront Cottage

Bahia Villa | Coastal Waterfront Retreat Pool

Fort Myers Beach | private pool | bikes | Arcade

Plunge in the pool at this Fort Myers Beach home

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

Gorgeous Pool Home, Steps to Beach, Margaritaville

The Natural Palm Beach House: Luxurious & Low-Tox
Apartment rentals with outdoor seating

Scenic Retreat with Private Balcony

Beach/Sunset Bay/Sunrise Relax/Island Living

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

Coastal Luxe Retreat steps from the sugary sand

Villa Sosa

Oasis Naples Condo 2BR/2Bath

Downtown FMB Suite • Walk to Beach • Deck + Bikes

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ
Apartment rentals with outdoor seating

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

Rare walkout condo on Sanibel beach

Beachfront condo on 10 acres of pristine beach!

Gorgeous condo with pool and spa

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Lovers Key Beach Club Private Beach

Lover's Key Resort Unit #807

Ocean View Steps to the Beach - Seventh Heaven
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Apartment rentals Estero Island
- Resort rentals Estero Island
- Rentals with lake access Estero Island
- Rentals with a kayak Estero Island
- Waterfront rentals Estero Island
- Flat rentals Estero Island
- Rentals with beach access Estero Island
- Rentals with pools Estero Island
- Serviced apartment rentals Estero Island
- Family-friendly rentals Estero Island
- Rentals with a firepit Estero Island
- Rentals with a washing machine and dryer Estero Island
- Pet-friendly rentals Estero Island
- Rentals with an EV charger Estero Island
- House rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with a patio Estero Island
- Fitness-friendly rentals Estero Island
- Beachfront rentals Estero Island
- Rentals with a hot tub Estero Island
- Beach apartment rentals Estero Island
- Beach house rentals Estero Island
- Villa 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
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Blind Pass Beach
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Boca Grande Pass
- Bowman's Beach
- Clam Pass Park
- The Naples Pier
- Jetblue Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Bunche Beach
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Ave Maria University
- Coconut Point
- Lovers Key State Park





