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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Don Pedro Island vacation rentals

An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

1. 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
$579 nightly
The price is $624
Nov 17 - Nov 18
Total with taxes and fees
Chadwick Cove Resort & Marina
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

2. 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.
$258 nightly
The price is $287
Nov 12 - Nov 13
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
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, (1,369 reviews)
"Great place to stay but comes with a price."
United States
John
$192 nightly
The price is $215
Nov 30 - Dec 1
Total with taxes and fees
The Suites at Fishermen’s Village
A beachfront property with a covered patio, palm trees, and a wooden deck.

4. 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, (52 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.
$258 nightly
The price is $287
Nov 12 - Nov 13
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
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, (72 reviews)
"Beautiful property"
United States
Erin S.
$258 nightly
The price is $287
Nov 15 - Nov 16
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
$233 nightly
The price is $259
Nov 21 - Nov 22
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
A residential area with houses, a beach, and a sunset.

7. 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)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
$347 nightly
The price is $368
Nov 16 - Nov 17
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
A beach with footprints in the sand and a cloudy sky.

8. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
United States
Dolores
$221 nightly
The price is $245
Nov 13 - Nov 14
Total with taxes and fees
Nautical Nook
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

9. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (700 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Dec 6 - Dec 7
Total with taxes and fees
A Beach Retreat
A beachfront property with a covered patio, palm trees, and a wooden deck.

10. 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
$259 nightly
The price is $288
Nov 19 - Nov 20
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A coastal hotel with a view of the sea, a parking area, and a dock.

11. 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
$289 nightly
The price is $322
Nov 12 - Nov 13
Total with taxes and fees
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
A modern kitchen with a central island, a dining area with a sofa, and a ceiling fan.

12. Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
$186 nightly
The price is $207
Nov 12 - Nov 13
Total with taxes and fees
Newly renovated cozy 2 Bedroom.
A modern kitchen with a central island, white cabinetry, and pendant lighting.

13. 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.
$314 nightly
The price is $349
Nov 12 - Nov 13
Total with taxes and fees
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
A modern kitchen with white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

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.
$304 nightly
The price is $338
Nov 12 - Nov 13
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
A sandy beach path leading to the ocean with a wooden fence on one side and a red umbrella in the distance.

15. 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.
Newly renovated only minutes away from the beach!!
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

16. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
United States
Matthew
$231 nightly
The price is $259
Nov 12 - Nov 13
Total with taxes and fees
Path to Paradise.
Marina

17. 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.
$447 nightly
The price is $463
Dec 9 - Dec 10
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access
A kitchen with granite countertops, stainless steel sink, and white cabinets.

18. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
9.8 out of 10, Exceptional, (17 reviews)
"Great stay for our family of 5!"
United States
Shawn G.
$246 nightly
The price is $276
Nov 12 - Nov 13
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
A pathway with wooden posts and ropes, leading to a building with a sign indicating a nautical room.

19. Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (320 reviews)
"Debbie and Sean are excellent hosts. Very clean, very comfortable, very quiet. Pet friendly, which is awesome also. Great location also just a couple miles from downtown or the beach.."
United States
Joseph
$135 nightly
The price is $152
Nov 16 - Nov 17
Total with taxes and fees
Kon Tiki Inn
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

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

10/10 Excellent
"Staff were knowledgeable and professional. Room was spacious and everything was clean. Breakfast was a big plus and very good. Overall we had a very pleasant stay!"
Wayne 2-night trip
Posted 3 hours ago
Best Western Plus Ambassador Suites Venice

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 $152 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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