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

Don Pedro Island Vacation Rentals

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Our top choices for Don Pedro Island vacation rentals

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.2 out of 10, Wonderful, (27 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
$564 nightly
The price is $608
Sep 21 - Sep 22
Total with taxes and fees
Chadwick Cove Resort & Marina

2. Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
Manasota Key
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing experience staying at this beach rental. It was very clean and comfortable, and very close to the beaches and restaurants. And, it’s such a beautiful area. Everything we needed was there including cleaning supplies, soap, and shampoo. They even left us bottles of water and snacks! 5 stars all the way!!"
United States
Anonymous traveler
$294 nightly
The price is $325
Sep 20 - Sep 21
Total with taxes and fees
Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

3. 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
Sep 20 - Sep 21
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

4. 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)
"Excellent stay at Pura Vida——-clean, cool rooms, very relaxing experience on the property. It’s obvious Pura Vida put thought into the arrangement of outside amenities, including couches, dining tables, the spa, and numerous fruit trees planted around the property. Would 100% stay here again."
United States
Alex
$270 nightly
The price is $299
Sep 25 - Sep 26
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

5. 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, (50 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
Sep 20 - Sep 21
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

6. 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
Sep 21 - Sep 22
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

7. 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, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
$212 nightly
The price is $234
Sep 21 - Sep 22
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

8. 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
Sep 20 - Sep 21
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

9. 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)
"Yes everything was great had a wonderful time "
United States
Melinda M.
$330 nightly
The price is $351
Sep 20 - Sep 21
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

10. 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, (18 reviews)
"Beautiful stay!"
United States
Terrica R.
$288 nightly
The price is $320
Sep 20 - Sep 21
Total with taxes and fees
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

11. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
$305 nightly
The price is $337
Sep 20 - Sep 21
Total with taxes and fees
Waterview Vacation Retreat Close To Ocean

12. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful home"
United States
Danail H.
$301 nightly
The price is $332
Sep 20 - Sep 21
Total with taxes and fees
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

13. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Great stay, great host, and a great time!"
United States
Christopher G.
$271 nightly
The price is $300
Sep 20 - Sep 21
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!

14. 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
Sep 20 - Sep 21
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

15. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
$231 nightly
The price is $255
Sep 20 - Sep 21
Total with taxes and fees
Nautical Nook

16. 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)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
$423 nightly
The price is $436
Sep 21 - Sep 22
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access

17. 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, (1,324 reviews)
"Great place"
United States
Nidia
$152 nightly
The price is $171
Sep 30 - Oct 1
Total with taxes and fees
The Suites at Fishermen’s Village

18. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay a lot, absolutely recommended property"
Canada
Dennis
$330 nightly
The price is $365
Sep 20 - Sep 21
Total with taxes and fees
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

19. 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
Sep 20 - Sep 21
Total with taxes and fees
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

20. Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing

Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
Oakland Hills
10.0 out of 10, Exceptional, (14 reviews)
"Very nice stay at a beautiful new home!!"
United States
Nancy H.
$279 nightly
The price is $310
Sep 25 - Sep 26
Total with taxes and fees
Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
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

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 $170 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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