Holiday rentals with outdoor seating in San Carlos Island

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in San Carlos Island

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite

An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.

Home in Fort Myers

4.95 out of 5 average rating, 133 reviews

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

ValueOutdoor spacesGetting around

Top Guest favourite

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

4.97 out of 5 average rating, 228 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, 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. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

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Top Guest favourite

A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.

Farm stay in Fort Myers

4.99 out of 5 average rating, 248 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

LocationOutdoor spacesBeach

Top Guest favourite

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Cape Coral

4.99 out of 5 average rating, 252 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!

ValueLocationView

Top Guest favourite

A modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry contrasts with a textured brown rug. Natural light flows through large windows, enhancing the bright atmosphere. Potted plants add a touch of greenery to the space.

Guest suite in Fort Myers Beach

4.89 out of 5 average rating, 303 reviews

Charming suite w/ private deck Downtown FMB

Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

ValueLocationPool

Top Guest favourite

Home in Fort Myers Beach

5 out of 5 average rating, 23 reviews

Island Time | Primo Dr, Steps to Beach, Gulf Views

Island Time on Primo Drive — 2 minute walk to the beach & Gulf. 2 minute walk to Margaritaville. 5 minute walk to Times Square. A cozy stilted beach retreat with Gulf sunsets from the front deck, canal views from the screened lanai, and a dock out back for boaters. 3 bedrooms, modern open living, outdoor decks & hang-out spots, and a walkable location that among the very best on Fort Myers Beach! 250 steps to the beach 365 steps to Margaritaville 680 steps to Times Square

LocationOutdoor spacesDecor

Top Guest favourite

A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.

Cottage in Fort Myers Beach

4.94 out of 5 average rating, 148 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

ValueOutdoor spacesBarbecue

Guest favourite

Home in Fort Myers Beach

4.93 out of 5 average rating, 14 reviews

“Welcome to Relax and Unwind".

“Welcome to Relax and Unwind, your perfect waterfront getaway in beautiful Fort Myers Beach. This charming 2-bedroom, 2-bath home at 70 Emily Lane offers everything you need for comfort and relaxation — a queen bed, twin beds, a cozy futon, and a fully equipped kitchen. Enjoy peaceful mornings by the water, take a kayak or bike ride. Just minutes from the beach and top attractions like Margaritaville Resort, the Key West Ferry, the vibrant marina, and local restaurants

LocationComfortQuiet

Guest favourite

The exterior of Captain Jack’s Cottage is displayed, featuring a light-colored wooden structure with a spacious patio. Colorful adirondack chairs are arranged around the outdoor area, with a calming sunset in the background. A staircase leads to the upper level, enhancing accessibility.

Home in Fort Myers Beach

4.96 out of 5 average rating, 27 reviews

Cap't Jack's Waterfront Cottage

Escape to Captain Jack’s Cottage, a newly renovated canal-front retreat perfect for up to 4 guests. Just a 10-15 minute walk to the sandy beach, this charming home offers a tranquil vibe with modern amenities, a private patio, and stunning water views. Walk to local restaurants or hop on the nearby beach trolley. Whether relaxing or seeking adventure, Captain Jack’s Cottage is ideal for a memorable coastal getaway. Book now and unwind in paradise!

Outdoor spacesLocationBiking

Top Guest favourite

Home in Fort Myers Beach

5 out of 5 average rating, 16 reviews

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.

Outdoor spacesLocationAccuracy

Top Guest favourite

Home in Fort Myers

4.91 out of 5 average rating, 182 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

LocationOutdoor spacesAccuracy

Top Guest favourite

Apartment in Fort Myers Beach

4.94 out of 5 average rating, 103 reviews

Island Gold Steps to the Beach - Heated Pool

No expense was spared in creating this luxurious 2BR/2BA apartment in a 4 plex building. Located in a quiet Fort Myers Beach neighborhood surrounded by nature. Just one block to beach access 23 and a short walk or bike ride to Times Square, this second-floor getaway offers a heated pool with waterfall, multiple outdoor spaces, upscale finishes, and thoughtfully curated comforts for a first-class coastal escape.

LocationOutdoor spacesQuiet