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

Don Pedro Island Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 26 - Oct 27
Total with taxes and fees
Chadwick Cove Resort & Marina
A modern kitchen with a coffee machine, oven, and a microwave.

3. 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.
$348 nightly
The price is $369
Oct 21 - Oct 22
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
A beach with a thatched-roof structure, palm trees, and a view of the sea.

4. 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, (1,348 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
$206 nightly
The price is $231
Oct 30 - Oct 31
Total with taxes and fees
The Suites at Fishermen’s Village
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

5. 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 22 - Oct 23
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A beach with a clear sky, calm sea, and footprints on the sand.

6. 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)
"The host was so nice I’ll be staying there again!"
United States
Melissa
$215 nightly
The price is $238
Oct 26 - Oct 27
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
A beach with footprints in the sand and a cloudy sky.

7. 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
$231 nightly
The price is $255
Oct 22 - Oct 23
Total with taxes and fees
Nautical Nook
A beachfront property with a covered patio, palm trees, and a wooden deck.

8. 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 21 - Oct 22
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A beachfront property with a covered patio, palm trees, and a wooden deck.

9. 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 21 - Oct 22
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A compact utility room with a white refrigerator, a blue inflatable ring, and a broom leaning against the wall.

10. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
$325 nightly
The price is $364
Oct 21 - Oct 22
Total with taxes and fees
Dreams Away - Sleeps 10 Pool Golf Fun
A sandy beach path leading to the ocean with a wooden fence on one side and a red umbrella in the distance.

11. Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (63 reviews)
"Great stay, all the space we needed. Well stocked and convenient to everything. "
United States
Donna N.
$252 nightly
The price is $281
Nov 15 - Nov 16
Total with taxes and fees
Newly renovated only minutes away from the beach!!
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

12. 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 25 - Oct 26
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Marina

13. Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Really enjoyed stay here! Great area convenient to bars restaurants and beautiful beach"
United States
Jennifer f.
$423 nightly
The price is $436
Oct 21 - Oct 22
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access
A wooden dock with a bench and metal bollards, leading to calm turquoise waters.

14. Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (44 reviews)
"We had a great time, enjoyed being so close to the beach, the comfortable beds, and happy hour sushi next door at Magnolias."
United States
Jonathan F.
$310 nightly
The price is $343
Oct 30 - Oct 31
Total with taxes and fees
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

15. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (693 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 white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

16. 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)
"House was perfectly located for our Golf Tournament"
United States
Carolina A.
$318 nightly
The price is $352
Oct 21 - Oct 22
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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.
$328 nightly
The price is $363
Oct 21 - Oct 22
Total with taxes and fees
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
An aerial view of a coastal resort with beachfront properties, a marina, and clear turquoise waters.

18. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
$348 nightly
The price is $369
Oct 21 - Oct 22
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A beach at sunset with waves approaching the shore.

19. 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)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
$318 nightly
The price is $352
Oct 21 - Oct 22
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A compact kitchen with white cabinets, stainless steel appliances, and a granite countertop.

20. Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
Manasota Key
$280 nightly
The price is $311
Oct 21 - Oct 22
Total with taxes and fees
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
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

Inn at the Beach

Inn at the Beach

10/10 Excellent
"Excellent breakfast pastries. Fantastic location. Clean room. Beach towels provided. 5 stars!!"
Amy 1-night trip
Posted 13 hours ago
Inn at the Beach

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 $231 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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