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Little Gasparilla Island Holiday Rentals

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Our top choices for Little Gasparilla Island holiday rentals

1. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is AU$731
includes taxes & fees
26 Aug - 27 Aug
Boat access only rental on private island

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.2 out of 10, Wonderful, (25 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is AU$744
includes taxes & fees
16 Aug - 17 Aug
Chadwick Cove Resort & Marina

3. 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 AU$490
includes taxes & fees
14 Aug - 15 Aug
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

4. The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,296 reviews)
"Great location and love the shops being under us. Great view and food options."
United States
Nathaniel
The price is AU$278
includes taxes & fees
18 Aug - 19 Aug
The Suites at Fishermen’s Village- 2 Bedroom Suites

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)
"Very clean everything you need great location!"
United States
Laura B.
The price is AU$424
includes taxes & fees
15 Aug - 16 Aug
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

6. 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 AU$501
includes taxes & fees
14 Aug - 15 Aug
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

7. 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)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
The price is AU$424
includes taxes & fees
18 Aug - 19 Aug
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

8. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (29 reviews)
"The property was very clean and conveniently located. "
United States
Chris F.
The price is AU$513
includes taxes & fees
14 Aug - 15 Aug
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

9. 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, (62 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 AU$423
includes taxes & fees
24 Aug - 25 Aug
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

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, (17 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is AU$488
includes taxes & fees
25 Aug - 26 Aug
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

11. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is AU$550
includes taxes & fees
24 Aug - 25 Aug
MALU LANI Inn & Marina

12. 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.
The price is AU$527
includes taxes & fees
16 Aug - 17 Aug
Waterview Vacation Retreat Close To Ocean

13. WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B

WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B
Manasota Key
9.8 out of 10, Exceptional, (55 reviews)
"Great stay. Thought we would be closer the beach but stumpys service is great. Found the path and fished. Wonderful stay. Wish there was a tv in the master but nbd. "
United States
Amy B.
The price is AU$483
includes taxes & fees
16 Aug - 17 Aug
WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B

14. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is AU$348
includes taxes & fees
14 Aug - 15 Aug
Beautiful house with lake view

15. 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)
"Very clean and served out brief visit well."
United States
Patricia M.
The price is AU$511
includes taxes & fees
16 Aug - 17 Aug
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

16. 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.
The price is AU$512
includes taxes & fees
29 Aug - 30 Aug
Turtle Cay at The Beach Shack! Come On Down!

17. Large house with heated walk-in pool near beaches!

Large house with heated walk-in pool near beaches!
Pinehurst
8.6 out of 10, Excellent, (22 reviews)
"Excellent place"
United States
Jeanne I.
The price is AU$704
includes taxes & fees
19 Aug - 20 Aug
Large house with heated walk-in pool near beaches!

18. HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Rotonda Heights
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful place to stay. Great location in close proximity to restaurants, shopping and the beach. Would certainly choose this home again."
United States
Brenda W.
The price is AU$711
includes taxes & fees
16 Aug - 17 Aug
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

19. Modern Vacation House

Modern Vacation House
Pebble Beach
9.8 out of 10, Exceptional, (14 reviews)
"Everything went great. We enjoyed our stay."
United States
Mark A.
The price is AU$522
includes taxes & fees
14 Aug - 15 Aug
Modern Vacation House

20. Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (61 reviews)
"Always an amazing stay"
United States
christine w.
The price is AU$486
includes taxes & fees
19 Aug - 20 Aug
Waterfront Getaway, a Boating Paradise
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 Little Gasparilla Island Hotel Reviews

Find out more about Little Gasparilla Island

Everything you need to know about Little Gasparilla Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Little Gasparilla Island holiday rental for you. At Expedia, you can take your pick from private holiday 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 Little Gasparilla Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Little Gasparilla Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Gasparilla 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Gasparilla Island holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Little Gasparilla Island holiday rentals we have selected for you start as low as AU$278 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Little Gasparilla Island rentals

At Expedia, we put the best Little Gasparilla Island holiday 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 Little Gasparilla 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 Little Gasparilla Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Gasparilla 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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