Waterfront vacation rentals in Don Pedro Island

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Top-rated waterfront rentals in Don Pedro Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Placida

5 out of 5 average rating, 28 reviews

Coconut Paradise POOL! Little Gasparilla Island

Hurricane Updates: house is 100% great perfect and ready for Rental!!! Beach is beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!!!

Guest favorite

Home in Placida

5 out of 5 average rating, 21 reviews

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island. (LGI) as the locals call it. The Salty Mermaid offers a unique enchanted paradise on a private Island with miles of undisturbed white powdery sand beaches. Enjoy boating and fishing the surrounding waters for snook, tarpon, snapper and grouper, or take a short stroll along the sandy path to the mesmerizing Gulf of Mexico with clear aqua blue waters, were exotic sea life abounds, a shelling haven. Come experience the old Florida island vibe!

Superhost

Guesthouse in Englewood

4.91 out of 5 average rating, 249 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.

Guest favorite

Home in Englewood

5 out of 5 average rating, 31 reviews

Cape Haze Cottage

New 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.

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Superhost

Rental unit in Englewood

4.83 out of 5 average rating, 120 reviews

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.

Superhost

Condo in Englewood

4.78 out of 5 average rating, 111 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY LOCAL RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with pool access. Complimentary grill for your dinner paired with an amazing Gulf sunset. Your morning coffee is on us! Beach chairs & towels supplied. Kitchen is updated and all utensils supplied. Master Bedroom has a queen sized bed. Boat dock slip available upon request. HEATED POOL located directly across the street.

Guest favorite

Home in Placida

5 out of 5 average rating, 62 reviews

Little Gasparilla Island Beachfront Oasis

Little Gasparilla Island (LGI) is a barrier island with seven miles of beautiful white sand beaches on the west coast of south Florida. The island is only accessible by boat which makes it the perfect getaway to relax and enjoy beach life, water sports and great fishing. There is a water taxi service or boats are available to rent to make the quick 5 minute ride from the mainland. The house is located on the beach facing the gulf of Mexico and accommodates up to 6 guests.

Guest favorite

Villa in Englewood

4.93 out of 5 average rating, 107 reviews

Casa Blu: Serene Pool Villa, Minutes to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

Guest favorite

Condo in Englewood

4.89 out of 5 average rating, 178 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.

Guest favorite

Home in Rotonda West

4.94 out of 5 average rating, 108 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

Guest favorite

Home in Englewood

4.99 out of 5 average rating, 108 reviews

Paradise on the Bay

Waterfront pool home with all the amenities. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fish from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 2 Kayaks and 1 pebble boat is available for your enjoyment.