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. 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

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 25 - Oct 26
Chadwick Cove Resort & Marina

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, (1,350 reviews)
"Great location in the heart of Fisherman’s Village. Beautiful and clean condo with everything you need. The balcony had a nice view. Very friendly and helpful staff. I would definitely stay here again"
Canada
Jennifer
The price is CA $247
CA $276 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village

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 $516 total
includes taxes & fees
Oct 25 - Oct 26
Turtle Cay at The Beach Shack! Come On Down!

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 25 - Oct 26
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

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 25 - Oct 26
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches 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, (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 26 - Oct 27
Charming 2-bedroom house in Englewood with WiFi and AC

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 $357 total
includes taxes & fees
Oct 25 - Oct 26
Nautical Nook

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 $424 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

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 $125
CA $418 total
includes taxes & fees
Oct 25 - Oct 26
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

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

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 $418 total
includes taxes & fees
Oct 28 - Oct 29
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

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

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 $435 total
includes taxes & fees
Oct 25 - Oct 26
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

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 $602 total
includes taxes & fees
Oct 25 - Oct 26
Waterfront Condo Walkable to Everything with Beach Access

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 26 - Oct 27
Dreams Away - Sleeps 10 Pool Golf Fun

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 $516 total
includes taxes & fees
Oct 25 - Oct 26
Flamingo's Nest at the Beach Shack. Just one block from the beach!

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 25 - Oct 26
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

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 $397 total
includes taxes & fees
Nov 15 - Nov 16
Newly renovated only minutes away from the beach!!

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 25 - Oct 26
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

Find out more about Don Pedro Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Don Pedro Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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