A beach with tall grasses, a wooden structure, and the ocean in the background.

Don Pedro Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Don Pedro Island vacation rentals

A spacious living room with a high ceiling, a large window, and a view of the outdoors.

1. Waterfront Retreat: Fish, Kayak,Paddleboard on Property +Pool/Spa-Heat available

Waterfront Retreat: Fish, Kayak,Paddleboard on Property +Pool/Spa-Heat available
Palm Island
10.0 out of 10, Exceptional, (26 reviews)
"It was the perfect spot for our family vacation!"
United States
Brittney S.
$1,182 nightly
The price is $1,308
Oct 28 - Oct 29
Total with taxes and fees
Waterfront Retreat: Fish, Kayak,Paddleboard on Property +Pool/Spa-Heat available
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
$557 nightly
The price is $600
Oct 18 - Oct 19
Total with taxes and fees
Chadwick Cove Resort & Marina
A beach with a thatched-roof structure, palm trees, and a view of the sea.

3. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,344 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
$175 nightly
The price is $196
Oct 30 - Oct 31
Total with taxes and fees
The Suites at Fishermen’s Village
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

4. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (692 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
A Beach Retreat
A modern kitchen with a coffee machine, oven, and a microwave.

5. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
$351 nightly
The price is $372
Oct 19 - Oct 20
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

6. Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful property"
United States
Erin S.
$270 nightly
The price is $299
Oct 17 - Oct 18
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A beachfront property with a covered patio, palm trees, and a wooden deck.

7. Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (64 reviews)
"The location was so convenient to the beaches. Very relaxing and a great place to go to truly feel like you are in a tropical oasis."
United States
Thomas
$270 nightly
The price is $299
Oct 16 - Oct 17
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

8. Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (54 reviews)
"It was a relaxing and beautiful stay!"
United States
Samantha I.
$270 nightly
The price is $299
Oct 16 - Oct 17
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A beachfront property with a covered patio, palm trees, and a wooden deck.

9. Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (51 reviews)
"The stay was, as usual, very nice! I can’t say enough about how wonderful the management team is here!! Outstanding!! See you next year!!"
United States
Chris N.
$270 nightly
The price is $299
Oct 16 - Oct 17
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A wooden pathway leading to a building with a white exterior and a view of the water.

10. Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock

Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
Manasota Key
9.8 out of 10, Exceptional, (22 reviews)
"Great location with easy access to beach, bay and restaurants. "
United States
Steve A.
$499 nightly
The price is $541
Oct 19 - Oct 20
Total with taxes and fees
Turtle Bay 1A – Manasota Key Gulf & Bay Retreat | Beach, Pool & Bay Dock
A modern kitchen with white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

11. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful stay!"
United States
Terrica R.
$297 nightly
The price is $329
Oct 16 - Oct 17
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
A spacious living area with a kitchen, a dining area, and a view of the ocean.

12. 3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (87 reviews)
"Wish we could have stayed longer We will definitely be back"
United States
Kendra
$412 nightly
The price is $457
Oct 17 - Oct 18
Total with taxes and fees
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Interior

13. 3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf

3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (78 reviews)
"We had a great stay! The views are amazing, and the place is spacious, comfortable, and very clean. Beach chairs and towels are provided, but be sure to bring your own umbrella. We would definitely stay here again. Families with young children should note that the beach gets deep fairly quickly, so plan accordingly."
United States
mjmartinezz 1.
$413 nightly
The price is $458
Oct 16 - Oct 17
Total with taxes and fees
3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf
A beach at sunset with waves approaching the shore.

14. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
$298 nightly
The price is $330
Oct 16 - Oct 17
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A spacious living room with a wooden ceiling, a large window with blinds, a floor lamp, a round rug, and a blue cabinet with decorative panels.

15. Beach house - 3 min walk to beach!

Beach house - 3 min walk to beach!
Manasota Key
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property thank you for everything"
United States
William
$446 nightly
The price is $493
Oct 16 - Oct 17
Total with taxes and fees
Beach house - 3 min walk to beach!
A beach with a clear sky, calm sea, and footprints on the sand.

16. Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (6 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
$217 nightly
The price is $240
Oct 18 - Oct 19
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
A modern kitchen with a central island, white cabinetry, and pendant lighting.

17. Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"Everything we needed after a long day of fishing"
United States
WARREN R.
$298 nightly
The price is $330
Oct 16 - Oct 17
Total with taxes and fees
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
A beach with footprints in the sand and a cloudy sky.

18. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay and it was perfect for our trip to explore the beaches and parks in the area. Clean spacious and had everything we needed. Very nice owners with extra touches of hospitality! Love this gem and will be back!"
United States
Tracie
$234 nightly
The price is $258
Oct 19 - Oct 20
Total with taxes and fees
Nautical Nook
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

19. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful stay!"
United States
Terrica R.
$297 nightly
The price is $329
Oct 16 - Oct 17
Total with taxes and fees
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Marina

20. Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (24 reviews)
"Nice place to stay "
United States
Jon L.
$452 nightly
The price is $468
Oct 19 - Oct 20
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Don Pedro Island Hotel Reviews

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

8/10 Good
"Me gustó el lugar y el cuarto muy limpio y bien arreglado. No me gustò el aire acondicionado, muy ruidoso y la señal de internet muy mala."
JULIAN 2-night trip
Posted 6 hours ago
Casey Key Resorts - Beachfront

Find out more about Don Pedro Island

Everything you need to know about Don Pedro Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Don Pedro Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Don Pedro Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Don Pedro Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Don Pedro Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Don Pedro Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $196 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Don Pedro Island rentals

At Expedia, we put the best Don Pedro Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Don Pedro Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Don Pedro Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Don Pedro Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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