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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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.
The price is CA $699
CA $1,849 total
includes taxes & fees
Oct 29 - Oct 30
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
The price is CA $214
CA $870 total
includes taxes & fees
Oct 27 - Oct 28
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, (1,351 reviews)
"Amazing place to stay when visiting Punta Gorda. Very convenient and loved having shops and restaurants so close by. Spacious unit - so much better than just a hotel room."
United States
Michelle
The price is CA $247
CA $276 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village
A residential area with houses, a beach, and a sunset.

4. 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.
The price is CA $236
CA $518 total
includes taxes & fees
Oct 27 - Oct 28
Turtle Cay at The Beach Shack! Come On Down!
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

5. 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.
The price is CA $125
CA $418 total
includes taxes & fees
Oct 29 - Oct 30
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.

6. 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.
The price is CA $125
CA $418 total
includes taxes & fees
Oct 27 - Oct 28
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A beach with a clear sky, calm sea, and footprints on the sand.

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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
The price is CA $98
CA $327 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom house in Englewood with WiFi and AC
A sign for vacation rentals advertising Airbnb and VRBO, with a building number 2022, and a red door labeled 'NAUTICAL'.

8. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (15 reviews)
"It was super clean and the host was great"
United States
Dolores
The price is CA $146
CA $359 total
includes taxes & fees
Oct 27 - Oct 28
Nautical Nook
A beach with clear water, a person walking, and a tree in the foreground.

9. Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
Manasota Key
10.0 out of 10, Exceptional, (3 reviews)
"Great location and set-up of the property. On site- grill, beach wagon,umbrellas,sifters, shell shovels, etc.. Very quiet location and can walk across the street to see the sunset. Beaches are very close, as well is dining, and water craft rentals. Checkin/out very easy. I recommend this location for your vacation rental."
Canada
John
The price is CA $139
CA $426 total
includes taxes & fees
Oct 27 - Oct 28
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
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
The price is CA $139
CA $435 total
includes taxes & fees
Nov 19 - Nov 20
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

11. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (694 reviews)
"Enjoyed our stay"
United States
Robin
The price is CA $258
CA $292 total
includes taxes & fees
Nov 4 - Nov 5
A Beach Retreat
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

12. 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, (71 reviews)
"Beautiful property"
United States
Erin S.
The price is CA $125
CA $420 total
includes taxes & fees
Oct 28 - Oct 29
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A wooden dock with a bench and metal bollards, leading to calm turquoise waters.

13. 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.
The price is CA $161
CA $480 total
includes taxes & fees
Oct 30 - Oct 31
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Exterior

14. 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
The price is CA $151
CA $434 total
includes taxes & fees
Oct 27 - Oct 28
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
Marina

15. 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.
The price is CA $147
CA $604 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront Condo Walkable to Everything with Beach Access
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

16. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is CA $131
CA $509 total
includes taxes & fees
Oct 27 - Oct 28
Dreams Away - Sleeps 10 Pool Golf Fun
An aerial view of a coastal resort with beachfront properties, a marina, and clear turquoise waters.

17. 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
The price is CA $236
CA $518 total
includes taxes & fees
Oct 27 - Oct 28
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A modern kitchen with a central island, white cabinetry, and pendant lighting.

18. 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.
The price is CA $163
CA $508 total
includes taxes & fees
Oct 27 - Oct 28
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, 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.

19. 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.
The price is CA $175
CA $398 total
includes taxes & fees
Nov 15 - Nov 16
Newly renovated only minutes away from the beach!!
A modern kitchen with white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

20. 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.
The price is CA $150
CA $493 total
includes taxes & fees
Oct 27 - Oct 28
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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

8/10 Good
"Stayed for one night before heading home. Clean room, easy parking and great location to the beach."
Nancy 1-night trip
Posted 14 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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Don Pedro Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Don Pedro Island vacation rentals we have selected for you start as low as CA $276 per night. Entering your travel dates in the search wizard 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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