
Holiday rentals with outdoor seating in Gasparilla Island
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Top-rated rentals with outdoor seating in Gasparilla Island
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

Beach Chalet Gulf View
Experience the ultimate beach vacation in our stunning beachfront condo, located on the Gulf of Mexico. It offers breathtaking ocean views and direct access to pristine sandy beaches. The condo sleeps four and offers one bedroom with a king size bed with a private attached bathroom. It also has a queen size murphy bed and an additional full bathroom. The modern kitchen is fully equipped with all the essentials. Plus, the resort offers an onsite pool, fitness center, tennis courts & restaurant.

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

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

BeachBay SeaHouse (1519)
Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

Amazing Sunsets just 50 steps to uncrowded beach
Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

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.

Island Getaway•Beach House•Dock•Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

The Loft on Park Ave--Boca Grande FL
We survived the old 1-2 of Huricaines, Helene and Milton and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.
Popular amenities for outdoor seating rentals in Gasparilla Island
House rentals with outdoor seating

Green Bamboo - saltwater pool, great backyard.

Island Home & Casita, Pool, Golf Cart, Beach

Renovated, Cozy 2 Bedroom

Private Island Beach House | Dock + Gear

Luxury Retreat: Oasis with Pool & Putting Green.

"Lost Loon" Oceanfront Cottage by Roxy Rentals

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

luxury Brand new villa with pool
Apartment rentals with outdoor seating

Grouper Room in Matlacha * Fishermens Paradise

Walk to Gulf beach! Starfish stays 2A

New Luxe Beachfrnt, Specatular Ocean Views + Club!

Lido Key FL Studio/Efficiency 5

Manatee Suite 2 / Funky Fish House at Cape Harbour

Bokeelia Casita!

Suite with lake view.

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

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

Rare walkout condo on Sanibel beach

The Honeymoon Suite on Siesta Key Beach

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Short walk to beach 4, King bed, Dog Friendly

On the Beach; Siesta Key SunBum Studio

Siesta Key Beach Front Condo
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
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
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- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a washing machine and dryer Gasparilla Island
- House rentals Gasparilla Island
- Rentals with a patio Gasparilla Island
- Family-friendly rentals Gasparilla Island
- Rentals with pools Gasparilla Island
- Rentals with beach access Gasparilla Island
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Lido Key Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Myakka River State Park
- Lakewood National Golf Club
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Marie Selby Botanical Gardens
- Blind Pass Beach
- South Jetty Beach
- Tara Golf & Country Club
- North Jetty Beach
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Bunche Beach




