Vacation rentals with a fire pit in Don Pedro Island

Bayfront “Boat House” w/dock and island beach Lux!

Waterfront guest house of a secluded 5-acre, bay-to-beach compound on private Little Gasparilla Island. Water all around! Dock in front, beach out back. Nature abounds. Great boating, fishing, sunning, shelling, birding, etc. Outdoor kitchen, fire pit, beach gear (chairs, games, shades) and paddling gear (kayaks, SUPs). Fun for kids and adults! . TRULY UNIQUE! See pictures & reviews. 2Bedroom (1K, 1Q), 2Bath. Experience Old Florida in modern comfort. Boat access only, WATER TAXI available.

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.

Coastal Retreat | Hot Tub | 8 ppl 5 min Gasparilla

🌴Modern Coastal Retreat🌴 Just 5 minutes Gasparilla Island Beaches, enjoy one of Florida’s most charming coastal destinations. Relax on beautiful white-sand beaches, visit the historic lighthouse, explore local boutiques, and fresh seafood at waterfront restaurants. Families can enjoy biking, shelling, fishing, and breathtaking Gulf Coast sunsets. Whether you're seeking relaxation or adventure, offers the perfect blend of natural beauty, Old Florida charm, and unforgettable family experiences.

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!

Waterview Vacation Retreat Close To Ocean

Relax with the whole family at this peaceful new build place to stay. Enjoy beautiful sunny vacation minutes away from famous Boca, Grand Island, Engelwood Beach, and multiple golf courses in the area, you can enjoy fishing right in the backyard or on a famous Boca grand island, or morning coffee on the dock, or little campfire in the private backyard. We provide everything you need beach umbrellas towels, bikes, board games Sasy tarts coffee shop and multiple places to eat out are close by

Sea La Vie

Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

Bay view and possible two family rental!

Two homes on one property. Both can be rented together or separately. This is great when you have a large group vacationing together. The second home is a 1 bedroom with two futons in the living room. Tax and cleaning fee are extra. This home is on a barrier island. Only be accessed by your personal boat or boat taxi. Home has central HVAC, new BBQ, internet, fully furnished, new 75in TV's, beach chairs, washer/dryer, cornhole, hammocks, in front of free boat docks, etc. Dock 44

"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.

Pool home, BBQ and billiards near beach

Welcome to The Coastal Coconut 🥥, a private Rotonda getaway with a private pool, pool table, beach gear, and easy access to Boca Grande Causeway and Englewood Beach. Ideal for families, couples, and small groups, this 3 bedroom, 2 bathroom home pairs laid back beach days with fun nights around the grill, fire table, and screened lanai. Guests consistently praise the comfort, cleanliness, stocked kitchen, and pool experience, and the home holds a 5.0 rating across over 80+ 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.

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Englewood Vacation Home with Stand-alone Hot Tub

Englewood Private Vacation Cottage with Stand-alone Hot Tub - 5 Miles To Gulf Beaches * Englewood Newly Renovated Home * 2 Bedrooms / 2 Bathrooms * Spacious Patio with water views * 5 miles to Englewood Beach * Fully Equipped Kitchen * Dining for up to 4 at the dining table * Private Patio with Standalone Hot Tub * Beach Chairs for guest use * Canal Waterfront with dock * Alexa controls all lights and TV's * Dog-Friendly +$ * 25-year minimum age to rent restriction