
Pet-friendly vacation rentals in Little Gasparilla Island
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Top-rated pet-friendly home rentals in Little Gasparilla Island
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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
5.0 out of 5 average rating, 107 reviews
Paradise Cottage Island Oasis
An enchanting, GROUND LEVEL tropical Palm Island paradise that delivers the epitome of off the grid, private island living. 7 minute walk to sugar sand beaches offering buckets of seashells, shark’s teeth & award winning sunsets! Return home to your private, swimming pool surrounded by mature, tropical foliage that has the look and feel of a Caribbean resort. Follow the winding path that leads to the harbor with dock: toss a line, boat to no bridges out to GOM, launch kayaks, take in nature!
5.0 out of 5 average rating, 18 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.
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
4.94 out of 5 average rating, 17 reviews
Zen Oasis Private Island Home 2nd Row on the Beach
Wake up to dolphins, end your days with unforgettable sunsets. This dreamy beachfront escape sits directly on a private, shell-strewn beach where every walk feels like a postcard moment. Unwind to the sound of the waves at the Zen Oasis. Every angle of the home captures the beauty of the beach, sky, and trees. See thousands of stars at night with almost no light pollution. Only a 10-minute water taxi ride to paradise. This is more than a stay—it’s a beachfront experience you’ll never forget.
4.89 out of 5 average rating, 36 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!
4.83 out of 5 average rating, 122 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.
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!
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.
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.
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.
4.99 out of 5 average rating, 73 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.
5.0 out of 5 average rating, 36 reviewsPopular amenities for Little Gasparilla Island pet-friendly home rentals
Pet-friendly house rentals

Island Home & Casita, Pool, Golf Cart, Beach
4.93 out of 5 average rating, 172 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 66 reviews
Waterview Vacation Retreat Close To Ocean
4.91 out of 5 average rating, 22 reviews
The Cottage
4.89 out of 5 average rating, 9 reviews
Manasota Key Beachfront Oasis w/ Private Jacuzzi
4.94 out of 5 average rating, 18 reviews
Castadiva-Your Gorgeous Gulf Coast Beach Home!
4.65 out of 5 average rating, 20 reviews
Coastal Sanctuary - Pool & Privacy
4.97 out of 5 average rating, 37 reviews
"The Lost Loon" Oceanfront Cottage by Roxy Rentals
5.0 out of 5 average rating, 54 reviewsPet-friendly home rentals with a pool

Green Bamboo - saltwater pool, great backyard.
4.99 out of 5 average rating, 145 reviews
*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
4.99 out of 5 average rating, 138 reviews
The Oz Courtyard 2.9 mi beach
4.99 out of 5 average rating, 305 reviews
Canal Home w/ Escape Room, Pool & Dock, Pets OK
4.96 out of 5 average rating, 26 reviews
Luxury Retreats at Boca Grande - Boca Bay Watch
4.88 out of 5 average rating, 43 reviews
Luxury Waterfront Oasis w/ Pool, Hot Tub & Dock
4.92 out of 5 average rating, 13 reviews
Spa, Heated Pool, Tropical Waterfront Near Beach
5.0 out of 5 average rating, 38 reviews
10 mins to Beach, Heated Pool, Beach Gear & Games
4.88 out of 5 average rating, 90 reviewsPrivate, pet-friendly home rentals

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ
5.0 out of 5 average rating, 38 reviews
Ocean view, Totally remodeled, Beach Home!
4.94 out of 5 average rating, 69 reviews
Waterfront 3 Bedroom Condo with Beach Access
5.0 out of 5 average rating, 66 reviews
Pet-Friendly 3BR – Relax & Explore Beaches & Golf
5.0 out of 5 average rating, 3 reviews
Bayfront home in Englewood, FL
4.97 out of 5 average rating, 32 reviews
Venice Island Home w Heated Pool
4.99 out of 5 average rating, 91 reviews
Vanilla Villa
5.0 out of 5 average rating, 16 reviews
Architect's waterfront home is a fisherman's dream
5.0 out of 5 average rating, 28 reviewsDestinations to explore
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