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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Don Pedro Island vacation rentals

A beach with a clear sky, calm sea, and footprints on the sand.

1. 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.
The price is CA $99
CA $336 total
includes taxes & fees
Oct 3 - Oct 4
Charming 2-bedroom house in Englewood with WiFi and AC
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, (30 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 $878 total
includes taxes & fees
Oct 2 - Oct 3
Chadwick Cove Resort & Marina
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

3. 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
The price is CA $141
CA $443 total
includes taxes & fees
Oct 18 - Oct 19
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

4. 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 $126
CA $425 total
includes taxes & fees
Oct 11 - Oct 12
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A beach with clear water, a person walking, and a tree in the foreground.

5. 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, (2 reviews)
"This place has everything! Chris was friendly and helpful. I loved the location with a short walk to the beach and a view of the bay on the back porch. I will absolutely return"
United States
Christy S.
The price is CA $91
CA $415 total
includes taxes & fees
Oct 3 - Oct 4
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
A beachfront property with a covered patio, palm trees, and a wooden deck.

6. 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 $126
CA $421 total
includes taxes & fees
Oct 2 - Oct 3
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A beachfront property with a covered patio, palm trees, and a wooden deck.

7. 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.
The price is CA $126
CA $421 total
includes taxes & fees
Oct 2 - Oct 3
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A beach at sunset with waves approaching the shore.

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.
The price is CA $126
CA $469 total
includes taxes & fees
Oct 2 - Oct 3
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A beach with a thatched-roof structure, palm trees, and a view of the sea.

9. 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, (1,334 reviews)
"Excellent,clean y quiet"
United States
Carmen
The price is CA $249
CA $279 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.

10. 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, (32 reviews)
"Beautiful home"
United States
Danail H.
The price is CA $121
CA $494 total
includes taxes & fees
Oct 18 - Oct 19
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink. There are three bar stools and a dining table.

11. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is CA $134
CA $481 total
includes taxes & fees
Oct 3 - Oct 4
Waterview Vacation Retreat Close To Ocean
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

12. 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.
The price is CA $125
CA $468 total
includes taxes & fees
Oct 2 - Oct 3
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A modern kitchen with stainless steel appliances, a dining area with a marble countertop, and a living room with a sofa and TV.

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.
The price is CA $177
CA $427 total
includes taxes & fees
Oct 3 - Oct 4
2-bedroom pool house with golf cart in Englewood, close to the 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.
The price is CA $125
CA $471 total
includes taxes & fees
Oct 3 - Oct 4
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is CA $149
CA $617 total
includes taxes & fees
Oct 2 - Oct 3
Waterfront Condo Walkable to Everything with Beach Access
A beach with footprints in the sand and a cloudy sky.

16. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
The price is CA $148
CA $365 total
includes taxes & fees
Oct 3 - Oct 4
Nautical Nook
A modern kitchen with white cabinets, a central island, pendant lighting, and a dining area with chairs and a table.

17. 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.
The price is CA $217
CA $559 total
includes taxes & fees
Oct 3 - Oct 4
Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
A modern kitchen with a coffee machine, oven, and a microwave.

18. 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 $239
CA $525 total
includes taxes & fees
Oct 18 - Oct 19
Turtle Cay at The Beach Shack! Come On Down!
A modern kitchen with a central island, white cabinetry, and pendant lighting.

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.
The price is CA $126
CA $472 total
includes taxes & fees
Oct 3 - Oct 4
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, 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

The Suites at Fishermen’s Village

The Suites at Fishermen’s Village

10/10 Excellent
"Very nice place to stay"
James R 2-night trip
Posted 10 hours ago
The Suites at Fishermen’s Village

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 $279 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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