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Gasparilla Island Vacation Rentals

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Our top choices for Gasparilla Island vacation rentals

1. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is SAR 705
SAR 1,458 total
includes taxes & fees
9 Nov - 10 Nov
MALU LANI Inn & Marina

2. 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 SAR 334
SAR 1,077 total
includes taxes & fees
9 Nov - 10 Nov
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

3. 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 SAR 334
SAR 1,077 total
includes taxes & fees
7 Nov - 8 Nov
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

4. 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 SAR 815
SAR 2,106 total
includes taxes & fees
12 Nov - 13 Nov
Boat access only rental on private island

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, (71 reviews)
"Beautiful property"
United States
Erin S.
The price is SAR 334
SAR 1,077 total
includes taxes & fees
9 Nov - 10 Nov
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

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 SAR 450
SAR 1,214 total
includes taxes & fees
3 Dec - 4 Dec
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

7. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is SAR 497
SAR 835 total
includes taxes & fees
8 Nov - 9 Nov
Matlacha Tiny Village

8. 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, (1,361 reviews)
"Great place to stay but comes with a price."
United States
John
The price is SAR 703
SAR 787 total
includes taxes & fees
30 Nov - 1 Dec
The Suites at Fishermen’s Village

9. 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 SAR 546
SAR 2,301 total
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina

10. Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (18 reviews)
"peaceful and quiet in a great place to getaway"
United States
Louis
The price is SAR 563
SAR 897 total
includes taxes & fees
7 Nov - 8 Nov
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

11. North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club
North Captiva Island
10.0 out of 10, Exceptional, (37 reviews)
"Amazing stay!Beds were comfortable, kitchen was well stocked. We would stay here again and again. "
United States
Tanya J.
The price is SAR 347
SAR 3,566 total
includes taxes & fees
8 Nov - 9 Nov
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

12. 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
Charming 2-bedroom house in Englewood with WiFi and AC

13. 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 SAR 436
SAR 1,310 total
includes taxes & fees
19 Nov - 20 Nov
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

14. 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)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
The price is SAR 633
SAR 1,332 total
includes taxes & fees
6 Dec - 7 Dec
Turtle Cay at The Beach Shack! Come On Down!

15. 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 SAR 402
SAR 1,269 total
includes taxes & fees
7 Nov - 8 Nov
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

16. 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.
The price is SAR 402
SAR 1,269 total
includes taxes & fees
19 Nov - 20 Nov
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

17. 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.
The price is SAR 355
SAR 1,335 total
includes taxes & fees
15 Nov - 16 Nov
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

18. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (52 reviews)
"We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area."
United States
Jennifer D.
The price is SAR 938
SAR 1,678 total
includes taxes & fees
8 Nov - 9 Nov
NEW!! The “WATERSIDE” COTTAGE~With dockage

19. 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, (19 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is SAR 422
SAR 1,291 total
includes taxes & fees
7 Nov - 8 Nov
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

20. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (11 reviews)
"Great property, very clean and host was extremely helpful. Great quiet neighborhood with friendly neighbors."
United States
Neal G.
The price is SAR 536
SAR 1,473 total
includes taxes & fees
12 Nov - 13 Nov
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
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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