
Waterfront holiday rentals in Don Pedro Island
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Top-rated waterfront accommodation in Don Pedro Island
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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
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, 16 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
Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.
4.91 out of 5 average rating, 306 reviews
Island Getaway Pool-Ferry-Grocery Delivery Incl.
10-minute passenger ferry ride to this boat-access-only, car-free island Locally Owned & Operated Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Uncrowded shelled beach with Birds, Dolphin and Manatee -Venture out for Prime Fishing & Kayaking SWFlorida has to Offer There are no grocery stores or restaurants on the island, plan to bring everything you’ll need with you
4.97 out of 5 average rating, 66 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, 156 reviews
Cape Haze Cottage
2023 Cape Haze Cottage , 3 bedroom 2.5 bath elevated canal front pool home. Quiet waterfront neighborhood with easy access to everything this amazing area has to offer. Screened lanai provides sunset views, private pool, outside shower, steps away from canal front for Kayaking and fishing or just watching the endless variety of nature. Situated just six minutes from stump pass by boat, access to the gulf , beaches and fishing both inshore and offshore. This is a piece of heaven.
5.0 out of 5 average rating, 9 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, 78 reviews
Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!
4.9 out of 5 average rating, 30 reviews
little Gasparilla Island Beach house-Dog friendly
Escape to Beach Hair Don’t Care on Little Gasparilla Island! This cozy 2BR, 2BA retreat sleeps 5 and is just steps from the bay and 100 yards from a private beach. Enjoy uncrowded beaches, fishing, wildlife, and water sports. Pet-friendly with a fully stocked kitchen, beach gear, boat slip, and golf cart access. Experience the serenity of this car-free island paradise, perfect for relaxing, unwinding, and making memories. Book your escape today!
5.0 out of 5 average rating, 9 reviews
Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.
4.99 out of 5 average rating, 126 reviews
Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.
4.91 out of 5 average rating, 235 reviewsPopular amenities for Don Pedro Island waterfront rentals
Waterfront apartment accommodation

BeachBay SeaHouse (1519)
4.84 out of 5 average rating, 134 reviews
The Palms – 3BR Gulffront, Sand & Sunsets
5.0 out of 5 average rating, 9 reviews
Beachfront Gulf Condo | Englewood Beach| Pool
4.94 out of 5 average rating, 16 reviews
Marina front, pool, beach condo!
5.0 out of 5 average rating, 8 reviews
Riverfront Condo w Water Views-Heated Pool
5.0 out of 5 average rating, 11 reviews
Condo on the water
4.92 out of 5 average rating, 13 reviews
Charlottes Web- Your Seaside Sanctuary
5.0 out of 5 average rating, 4 reviews
Gulf Getaway, pool, hot tub & kayak to the beach
4.71 out of 5 average rating, 282 reviewsWaterfront house rentals

Tropical Paradise
4.98 out of 5 average rating, 116 reviews
Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
5.0 out of 5 average rating, 106 reviews
Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI
5.0 out of 5 average rating, 83 reviews
The Cottage
4.88 out of 5 average rating, 8 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 65 reviews
Zen Oasis Private Island Home 2nd Row on the Beach
4.89 out of 5 average rating, 36 reviews
Lemon Bay Getaway
5.0 out of 5 average rating, 8 reviews
Ibis Cottage | Beachfront Retreat on Manasota Key
5.0 out of 5 average rating, 5 reviewsWaterfront condo accommodation

Gulf Side Condo Englewood Florida
4.93 out of 5 average rating, 170 reviews
Sunset Beach
4.96 out of 5 average rating, 137 reviews
Entire Beachside Condo! Don’t worry Beach Happy!
4.8 out of 5 average rating, 173 reviews
Steps to Water! Beach to Bay, Penthouse!
4.94 out of 5 average rating, 101 reviews
Studio, pool, private beach, boat dock shark teeth
4.97 out of 5 average rating, 135 reviews
A Beautiful Sunset Awaits - Steps to Beach
4.9 out of 5 average rating, 152 reviews
Waterfront Condo, Private Beach Access and Pool
4.96 out of 5 average rating, 27 reviews
Beautiful Beaches at LGI Hideaway • Golf Cart
4.79 out of 5 average rating, 19 reviewsDestinations to explore
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