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Vacation rentals with a pool in Don Pedro Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Don Pedro Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Bungalow in Rotonda West
4.94 out of 5 average rating, 65 reviews

Heated Pool, Cozy 2 Bed-2 Bath House

Calm, quiet and safe neighbourhood close to many wonderful beaches,golf courses, bars and restaurants ! Enjoy the endless Floridian summer on the magnificent west coast, take part of a beach volleyball game or sit and enjoy the sun until sunset! 2 bathroom and 2 bedroom (1 king bed and 1 queen bed) pool house furnished with everything you need for an agreeable and comfortable stay. Private driveway, Fast wifi connection and work office available. Dishwasher, clothes washer and dryer on site.

Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 283 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.

Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Gulf Front Escape + Beach Access, Pet Friendly

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

Top guest favorite
A contemporary two-story home is depicted overlooking a serene pond. A fountain creates gentle ripples on the water's surface, while palm trees and lush greenery frame the scene, contributing to an inviting outdoor setting.
Home in Placida
5 out of 5 average rating, 18 reviews

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.

Guest favorite
The kitchen features light wood cabinetry and stainless steel appliances, complemented by a spacious dining table set against a backdrop of large windows that allow natural light and views of the lush greenery outside.
Home in Boca Grande
4.86 out of 5 average rating, 42 reviews

Island Oasis - Boca Grande Club

We beat Milton and are ready to host you. The Village Houses in the Boca Grande Club possess a distinct charm that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.

Top guest favorite
A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.
Home in Englewood
4.99 out of 5 average rating, 116 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Superhost
An aerial view captures the condo complex nestled along the shoreline, bordered by lush greenery and water. The heated pool is visible, with a dock and boat slips extending into the bay. The tranquil ocean and beach are seen in the background under a clear blue sky.
Condo in Placida
4.89 out of 5 average rating, 37 reviews

LGI Hideaway- Includes golf cart & pool access!

"Florida's Best Beach". Views of the sunrise out the back screened-in porch overlooking the pond and amazing sunsets on the beach. Great amenities in the condo complex including free parking on the mainland, ferry, heated pool, and boat slip. Enjoy the sandy beaches by the provided golf cart! Please note: some other units nearby are currently under construction. Golf Cart provided at no additional cost and is operational (technician visits on Saturdays for any repairs needed)

Top guest favorite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5 out of 5 average rating, 40 reviews

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 100 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!

Top guest favorite
Condo in Englewood
4.97 out of 5 average rating, 106 reviews

Studio, pool, private beach, boat dock shark teeth

Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Guest favorite
A resort-style pool area is surrounded by palm trees, featuring a spacious pool and a hot tub. Lounge chairs are placed around the pool deck, with a covered seating area visible in the background. Clear blue skies enhance the inviting atmosphere.
Apartment in Cape Haze
5 out of 5 average rating, 6 reviews

Marina front, pool, beach condo!

Enjoy water side living at our stylish condo. Amenities galore offer activities and relaxation for all. Your vacation place comes with the onsite pool/hot tub and ferry pick up to take you to Palm Island. Enjoy lunch or dinner at the island restaurant and stay for the most amazing sunsets. Or view the sunset from the comfort of your condo! You’re just minutes away from boating, fishing, kayaking or shark tooth hunting at any of the nearby beaches.

Top guest favorite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 213 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
An aerial view captures the Tropical Island Getaway, showcasing structures with teal roofs nestled among lush greenery. A pool is visible on the left, while the coastline stretches in the background, revealing sandy shores and the serene blue Gulf waters.
Condo in Placida
4.96 out of 5 average rating, 57 reviews

Island Getaway Pool-Ferry-Grocery Delivery Incl.

*FREE Island Grocery delivery/staging Enjoy our Locally Owned and Operated, Newly 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 Gated Mainland Parking & Ferry to the Island incl. Walk the Uncrowded shelled beach with Birds, Dolphin and Manatee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

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