Apartment holiday rentals in Don Pedro Island

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Top-rated apartment rentals in Don Pedro Island

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Top guest favourite
A vibrant sunset is depicted, with warm hues of orange and pink reflecting on the calm water. Silhouetted against the sky, a palm tree stands tall beside a figure, creating a serene coastal atmosphere.
Flat in Englewood
5 out of 5 average rating, 33 reviews

#2) Bikes, Kayaks Sups, unmatched amenities & More

Welcome to Stump Pass Place! A perfect mix of comfort, nature and unmatched amenities. Just a 3 minute walk to our beautiful neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make some lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida! FREE Kayaks, Sups, beach cruiser bikes, beach chairs, umbrellas, boogie boards, coolers and so much more!

Guest favourite
The exterior of the building showcases a modern design with outdoor seating areas illuminated by string lights. Tropical plants enhance the inviting atmosphere, while palm trees are seen in the background. Stairs lead to the entrance of the flats, creating easy access.
Flat in Boca Grande
4.91 out of 5 average rating, 256 reviews

Charming King Studio · Private Patio · Boca Grande

King studio in the heart of Boca Grande — your ideal island base for two. Ground floor with a private outdoor sitting area: 120 steps to the gulf beach, across from The Temp Restaurant, close to Hudson's Market and Sister's Pizza. Mini fridge, microwave, and coffee maker — perfect for the Boca Grande lifestyle where most guests are out exploring, not cooking. Book direct for 10% off golf cart & bike rentals at Gasparilla Adventures. Park your car on arrival and don't touch it until checkout.

Superhost
The three-story building features a contemporary design with light-colored walls and a sloped roof. Lush landscaping surrounds the entrance, and shaded parking spaces can be seen in the foreground. The adjacent golf course and open green spaces offer a scenic backdrop, emphasizing the resort-style environment.
Flat in Venice
5 out of 5 average rating, 3 reviews

Wellen Park Golf and Country Club Sand Crane Condo

Calling all Florida lovers!! Want resort style living, championship golf and the comforts of home? Look no further than Sand Crane Condo. This brand new, relaxing, stylish and bright 1st floor (no steps) 2 bedroom 2 bath (King size bed & two twin XL beds) is located in Wellen Park Golf and Country Club. Walking distance from the amenities such as tennis, pickle and bocce ball and a stunning resort style pool and Tiki Bar and delicous restaurant. Beautiful beaches are only a short drive away.

Guest favourite
Flat in Englewood
4.9 out of 5 average rating, 61 reviews

Upscale Beachfront 1+BR,Kayaks,SUPs,Pets OK

Cozy/Private 1+ Bedroom Private Waterfront Suite (King and Sleep Sofa) with Kitchen and Full Bath with the Beach literally 20 Steps from your Front Door. 2nd BR/Bath option available for a small fee.This rental is in a quiet residential area, far away from restaurants/bars. This property is one of the few remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest surrounding, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Guest favourite
A bright living area is decorated in soft blue tones, featuring a comfortable grey sectional sofa and matching armchair. A white coffee table is centered between them, with a decorative beach-themed console beneath a wall-mounted television. Colorful lamps provide additional light, enhancing the space.
Flat in Manasota Key
4.91 out of 5 average rating, 22 reviews

Dolphincove 5035B Sea Haven- Super host

Breathtaking sunsets with a short walk to the beach. We were totally rebuilt in 2024. New roof, brand new central a/c upstairs, reverse heating installed in December 2025. New wall A/c units in the studio apartments downstair, with the nest system. All new Key West beach decor and furniture- upscale and tasteful.. Luxury beds and pillows. pull out queen couch and day bed. totally furnished kitchen with stainless steel appliances. free use of 2 sets of washers and dryers in 2 garages.

Top guest favourite
A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.
Flat in Port Charlotte
4.95 out of 5 average rating, 133 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Top guest favourite
Flat in Cape Coral
4.99 out of 5 average rating, 149 reviews

Vacation in Paradise

This vacation in Paradise is tucked along a freshwater canal that is full of wildlife. On the dock you can enjoy beautiful sunrises and sunsets. With a heated salt water pool. This is a duplex home that shares its outdoor space with the owner that lives on the other side of the duplex. The inside has a cozy beach theme. It has a work at home station with business Wi-Fi, also has cable television to each of the bedrooms and living room. It is stocked with every amenities you might need.

Guest favourite
An enclosed swimming pool area features a spacious pool illuminated by soft lighting. Sun loungers are positioned around the pool, with a tranquil ambiance created by the twilight sky visible through the mesh. The landscaped yard offers a serene setting for relaxation.
Flat in Englewood
4.94 out of 5 average rating, 16 reviews

CLEAN*Great Location*Dockage Available*HEATED Pool

San Victoria Paraiso unit B. Freshly remodeled with new kitchen, bath, furniture and appliances. Leather pull out queen sofa . Walking distance to several bars/restaurants and only 4 miles (7minutes) to the beach. 2.5 hours to all the parks in Orlando. We are offering discounted rates throughout the summer. Bring your kayak! 1/4 mile direct access to Lemon Bay and the area is known as a kayakers paradise. New enclosed oversized outdoor shower with seating completed in 12/24.

Guest favourite
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.
Flat in Cape Haze
5 out of 5 average rating, 8 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.

Guest favourite
The exterior of a vibrant yellow bungalow is visible, surrounded by lush landscaping with palm trees and tropical plants. A screened-in porch extends from the front, and a white picket fence borders the property, providing an inviting entrance.
Flat in Englewood
4.83 out of 5 average rating, 137 reviews

BeachBay SeaHouse - 1521

Best location/value on Manasota Key in Englewood, FL... 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 off the 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.

Guest favourite
Flat in Englewood
4.94 out of 5 average rating, 122 reviews

Super cute fun studio steps from everything beachy

This light and bright space makes you feel like you are outside, but can transform into a cool hideaway when you draw the curtains. The view of the pool creates a calm and happy space and encourages you to relax. A smaller space leaves more room for enjoying the true luxuries - the beach, the sunsets, and time together.

Superhost
Flat in Englewood
4.94 out of 5 average rating, 114 reviews

Starfish 2A | On Manasota Key | Pet Friendly

This totally renovated Key West inspired apartment is setting the standard on Manasota Key! Everything is new down to the stainless appliances. beds and custom counter tops. Starfish 2A boasts two bedrooms and a pullout sofa. This property consists of 8 units that sleeps 36 people. You well behaved dog is welcome!

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