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

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!

1 house to shore-Golf Cart Pickleball, Dock Access
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🛥️Shared boat dock - ask about availability 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏠 Professionally designed & extremely comfortable 😊24/7 local host support!

Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Get Away to the Mango Cottage
Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. The sunsets are amazing. You will enjoy the luxurious linens on the King sized bed to the relaxing patio it will delight the senses. You will be able to enjoy the 60" flat screen Smart TV! . The cottage is complete with Keurig coffee maker, toaster, microwave/convection oven and grill outside. We are minutes from restaurants and night life. This is a NON-SMOKING property.

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.

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Tropical paradise 5 minutes from the beach
Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard facing the preserve. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Splendid Beach Villa Residence on Captiva
Indulge in luxury at 2325 Beach Villas, a recently renovated beachfront condominium in Captiva, Florida. This stunning property features high-end finishes, coastal decor, and is equipped with modern amenities including a fully renovated kitchen, and spacious bathrooms. Enjoy breathtaking Captiva sunsets from your private lanai, and make use of provided beach gear for a perfect day at the beach. Perfect for families seeking a luxurious and unforgettable vacation experience.

Matlacha Paradise! NEW Waterfront Home-Free Kayak
Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.
Popular amenities for rentals with outdoor seating near Captiva Island
House rentals with outdoor seating

Newly Remodeled Home with Pool Steps to the Beach!

PrivateHeatedPool+Golf Cart|2 King Suites&Bunkroom

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

2/2 SandDollars, CLUB, Boat Slip

Dive into Luxury: Stunning Tropical Home & Pool

Whole cozy house

Fredrickson's Corner
Apartment rentals with outdoor seating

Grouper Room in Matlacha * Redfish is open!

Beach/Sunset Bay/Sunrise Relax/Island Living

5136 Bayside Villas, Captiva Island

Suite with lake view.

1st Floor Freshly Updated Kit W&D 3 Miles to Beach

2 Bedroom Flat: Downtown Boca Grande:#1

#Blocks2Beach Lower 1BR1BA LARGE Palm Villa #RITZ

Ready to Enjoy again! 2025: Everything is new!
Apartment rentals with outdoor seating

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

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

Sanibel Condo Steps To Beach - Sandalfoot 4B2

Gulf Water Views + 2 bikes, beach gear weekly stay

Waterfront - Bayside Villas Captiva

Bonita Beach and Tennis 3907 - Ocean Views

Sundial G406 - Brand New w/Beautiful Beach Views
Other holiday rentals with outdoor seating

Amazing Captiva Bayside Villa

Cottage Secluded in Palms short walk to the Beach

Pickleball, beachfront, Amazing GULF VIEWS!

New Luxe Beachfrnt, Specatular Ocean Views + Club!

Serene Ocean View Escape at Sundial Resort

Sunrise-Waterfront Cottage

" Here Comes The Fun" Absolutely Magnificent! Home

South Sea Serenity II Coastal Luxury Beach Condo
Quick stats about holiday rentals with outdoor seating near Captiva Island

Total holiday rentals
Explore 80 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at £149 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Captiva Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva Island rentals

4.8 Average rating
Captiva Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Serviced apartment rentals Captiva Island
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- Family-friendly rentals Captiva Island
- Rentals with pools Captiva Island
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- Luxury rentals Captiva Island
- Rentals with beach access Captiva Island
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- Rentals with a hot tub Captiva Island
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- Rentals with outdoor seating Lee County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Naples Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- North Jetty Beach
- Bunche Beach
- Gasparilla Island State Park
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Stonebridge Country Club
- Manatee Park
- Delnor-Wiggins Pass State Park
- Bonita Beach Dog Park




