Photo by Tom Hunt

Little Gasparilla Island Vacation Rentals

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Our top choices for Little Gasparilla Island vacation 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.
$506 nightly
The price is $562
Nov 17 - Nov 18
Total with taxes and fees
Boat access only rental on private island

2. Selah Shores | A Waterfront Getaway on Little Gasparilla Island

Selah Shores | A Waterfront Getaway on Little Gasparilla Island
Placida
$835 nightly
The price is $929
Nov 17 - Nov 18
Total with taxes and fees
Selah Shores | A Waterfront Getaway on Little Gasparilla Island

3. 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.
$259 nightly
The price is $288
Nov 16 - Nov 17
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

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.
$259 nightly
The price is $288
Nov 16 - Nov 17
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

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.
$248 nightly
The price is $277
Nov 24 - Nov 25
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

6. 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, (1,374 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

7. 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!!!

8. 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 16 - Nov 17
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

9. 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)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
$304 nightly
The price is $338
Nov 16 - Nov 17
Total with taxes and fees
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

10. 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 16 - Nov 17
Total with taxes and fees
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

11. 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
$234 nightly
The price is $260
Nov 21 - Nov 22
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

12. 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.
$320 nightly
The price is $355
Nov 16 - Nov 17
Total with taxes and fees
Waterview Vacation Retreat Close To Ocean

13. 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, (36 reviews)
"The cutest place to stay!! Owner was also very communicative. Perfect spot to get to everything fast. Will definitely stay here again"
United States
Alexis T.
$322 nightly
The price is $356
Nov 17 - Nov 18
Total with taxes and fees
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

14. 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

15. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay a lot, absolutely recommended property"
Canada
Dennis
$316 nightly
The price is $351
Nov 16 - Nov 17
Total with taxes and fees
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

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)
"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.
$348 nightly
The price is $369
Dec 1 - Dec 2
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

17. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (300 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
$206 nightly
The price is $221
Nov 21 - Nov 22
Total with taxes and fees
Matlacha Tiny Village

18. Rotonda Retreat with Heated Pool, Golf, Beaches!

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (23 reviews)
"This was our second year staying here, and once again everything was absolutely perfect. The house was spotless, comfortable, and very well maintained. Check-in was smooth, communication was excellent, and everything was exactly as expected. We truly enjoyed our stay and felt right at home. We would happily come back again and highly recommend this place. Thank you for another wonderful stay!"
United States
Cesar C.
$382 nightly
The price is $426
Nov 16 - Nov 17
Total with taxes and fees
Rotonda Retreat with Heated Pool, Golf, Beaches!

19. 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 19 - Nov 20
Total with taxes and fees
Nautical Nook

20. Golf & Beach Retreat Firepit BBQ Near Boca Grande

Golf & Beach Retreat Firepit BBQ Near Boca Grande
Oakland Hills
10.0 out of 10, Exceptional, (6 reviews)
"Great house and place to stay"
United States
Mike C.
$415 nightly
The price is $461
Nov 16 - Nov 17
Total with taxes and fees
Golf & Beach Retreat Firepit BBQ Near Boca Grande
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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