
Pet-friendly vacation rentals in Little Gasparilla Island
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Little Gasparilla Island
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock
Outdoor spacesWalkabilityCleanliness
5.0 out of 5 average rating, 107 reviews
Sunset Beach House
This beautiful beachfront house is located on Little Gasparilla Island with three-bedroom/two-baths. It is tucked away, just off the main drag of this quiet, “off the beaten path” island. Escape your busy life on the mainland and enjoy outdoor living space with amazing 180-degree views of the Gulf of Mexico. Enjoy your private beach path and shared dock, which is perfect for fishing! You can catch your dinner and come back to the house and grill it on deck while watching a breath-taking sunset.
WalkabilityOutdoor spacesLocation
4.92 out of 5 average rating, 25 reviews
Modern Island Oasis: steps2beach
🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1
WalkabilityOutdoor spacesWifi
4.94 out of 5 average rating, 17 reviews
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!
PetsWalkabilityDecor
4.83 out of 5 average rating, 122 reviews
Seaside Boca (Pool + Sauna + Mini Golf + Spa)
As seen on TV fun for the whole family at this new Airbnb. With its Key West vibes you’ll be sure to have a great time here! Boca Grande is just minutes away, Publix and shopping center are a short bike ride and boats are welcome as the marina is right next door. House is located in the tranquil area of Cape Haze close to Golf courses where you can stroll or bike to you hearts content. We just added a Game Room, a Pool with jacuzzi, Sauna, plus a multi court and Mini Golf (pics jus refreshed)
Outdoor spacesWalkabilityBackyard
4.95 out of 5 average rating, 37 reviews
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.
Outdoor spacesPetsHospitality
4.89 out of 5 average rating, 193 reviews
Steps to Private beach, Prime Location! 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!
Outdoor spacesWalkabilityCondition
4.98 out of 5 average rating, 146 reviews
"Lighthouse" 7 mins from Beach, direct gulf access
The waterfront house(2,176 sqft) in Englewood. Minutes of driving distance from beautiful beaches. The house has own 200 feet dock with a direct boat access to the gulf. It’s only a few minutes to Stump Pass and Gasparilla island. So many things to do! You can enjoy fishing, boating, kayaking, visit multiple local beaches and restaurants. It’s a unique opportunity to feel a charm of SW Florida and build new memories with family and friends. We also provide two kayaks to use for free.
WalkabilityOutdoor spacesBathroom
4.91 out of 5 average rating, 158 reviews
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.
WalkabilityPetsKitchen
4.99 out of 5 average rating, 79 reviews
Happily Ever After
Welcome to our treehouse!! Surrounding our home are wonderful sea grapes and palms. If you like privacy look no further. We are off the main path. We encourage our guests to unwind on our spacious screen porch with chairs, and tables. Be prepared for loads of sun and fun. Our rental includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.
WalkabilityOutdoor spacesCondition
4.99 out of 5 average rating, 73 reviews
Island Home & Casita, Pool, Golf Cart, Beach
Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!
WalkabilityOutdoor spacesRiver
4.93 out of 5 average rating, 172 reviews
Island Escape • Deep Water Dock • Quiet Beaches
Escape to Coastal Sol, a newly built 3-bedroom, 2.5-bath retreat on peaceful Don Pedro–Knight–Palm Island. A short 5-minute car ferry brings you to this bridgeless barrier island, where seven miles of uncrowded Gulf beaches, warm coastal breezes and spectacular sunsets await. Enjoy nearby deep-water dock access for boating and fishing, explore the island by golf cart or bike, and experience the laid-back Old Florida charm that makes Palm Island so special.
WalkabilityOutdoor spacesNearby
5.0 out of 5 average rating, 36 reviewsPopular amenities for Little Gasparilla Island pet-friendly home rentals
Pet-friendly house rentals

Zen Oasis Private Island Home 2nd Row on the Beach
WalkabilityOutdoor spacesLocation
4.89 out of 5 average rating, 36 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
Outdoor spacesLayoutDecor
5.0 out of 5 average rating, 66 reviews
Paradise Cottage Island Oasis
WalkabilityPetsComfort
5.0 out of 5 average rating, 18 reviews
Waterview Vacation Retreat Close To Ocean
PetsOutdoor spacesCheckout
4.91 out of 5 average rating, 22 reviews
The Cottage
WalkabilityPetsKitchen
4.89 out of 5 average rating, 9 reviews
Manasota Key Beachfront Oasis w/ Private Jacuzzi
WalkabilityOutdoor spacesFamily
4.94 out of 5 average rating, 18 reviews
Castadiva-Your Gorgeous Gulf Coast Beach Home!
PetsWalkabilityAmenities
4.65 out of 5 average rating, 20 reviews
"The Lost Loon" Oceanfront Cottage by Roxy Rentals
PetsOutdoor spacesAmenities
5.0 out of 5 average rating, 54 reviewsPet-friendly home rentals with a pool

Green Bamboo - saltwater pool, great backyard.
Outdoor spacesPetsCondition
4.99 out of 5 average rating, 145 reviews
New Pool Tropical Waterfront Dock & Optional Boat
PetsWalkabilityHospitality
4.96 out of 5 average rating, 113 reviews
Amazing Octopus | Pool | Spa | outdoor Bar | Offic
Indoor spacesLocationComfort
5.0 out of 5 average rating, 6 reviews
Canal Home w/ Escape Room, Pool & Dock, Pets OK
PetsOutdoor spacesSleep quality
4.96 out of 5 average rating, 26 reviews
Luxury Retreats at Boca Grande - Boca Bay Watch
Outdoor spacesWalkabilityNearby
4.88 out of 5 average rating, 43 reviews
Spa, Heated Pool, Tropical Waterfront Near Beach
WalkabilityOutdoor spacesFamily
5.0 out of 5 average rating, 38 reviews
luxury Brand new villa with pool
Outdoor spacesPoolLocation
4.98 out of 5 average rating, 43 reviews
3 Bedroom Home | Heated Pool | Close to Beaches
Outdoor spacesPetsPool
4.95 out of 5 average rating, 99 reviewsPrivate, pet-friendly home rentals

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ
WalkabilityOutdoor spacesLayout
5.0 out of 5 average rating, 38 reviews
Beachfront Condo on Manasota Key
WalkabilityOutdoor spacesCondition
4.96 out of 5 average rating, 47 reviews
Ocean view, Totally remodeled, Beach Home!
Outdoor spacesWalkabilitySleep quality
4.94 out of 5 average rating, 69 reviews
Bayfront home in Englewood, FL
WalkabilityOutdoor spacesBeach
4.97 out of 5 average rating, 32 reviews
Pet-Friendly 3BR – Relax & Explore Beaches & Golf
NearbyComfortBeach
5.0 out of 5 average rating, 3 reviews
Venice Island Home w Heated Pool
WalkabilityOutdoor spacesPool
4.99 out of 5 average rating, 91 reviews
Vanilla Villa
QuietAmenitiesKitchen
5.0 out of 5 average rating, 16 reviews
5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill
Outdoor spacesIndoor spacesDecor
5.0 out of 5 average rating, 50 reviewsDestinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Cape Coral Vacation rentals
- St. Augustine Vacation rentals
- Rentals with lake access Little Gasparilla Island
- Rentals with beach access Little Gasparilla Island
- Beachfront rentals Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- House rentals Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Family-friendly rentals Little Gasparilla Island
- Apartment rentals Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Condo rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Pet-friendly rentals Charlotte County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Crescent Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Blind Pass Beach
- North Jetty Beach
- Barefoot beach Bonita Springs,FL





