A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Gasparilla Island Vacation Rentals

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Our top choices for Gasparilla Island vacation rentals

1. 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, (1,294 reviews)
"Really cute and calm beautiful place to stay."
United States
Maria
The price is ¥29,263
¥32,775 total
includes taxes & fees
Aug 11 - Aug 12
The Suites at Fishermen’s Village- 2 Bedroom Suites

2. 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 ¥29,305
¥60,946 total
includes taxes & fees
Aug 24 - Aug 25
MALU LANI Inn & Marina

3. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (294 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is ¥17,365
¥31,193 total
includes taxes & fees
Aug 11 - Aug 12
Matlacha Tiny Village

4. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (27 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is ¥6,310
¥20,982 total
includes taxes & fees
Aug 22 - Aug 23
Charming cottage for 2 across warm mineral springs park

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, (69 reviews)
The price is ¥14,056
¥47,454 total
includes taxes & fees
Aug 11 - Aug 12
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

6. 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 ¥14,056
¥47,454 total
includes taxes & fees
Aug 11 - Aug 12
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

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 price is ¥14,056
¥47,454 total
includes taxes & fees
Aug 11 - Aug 12
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

8. 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 ¥23,664
¥49,497 total
includes taxes & fees
Aug 11 - Aug 12
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

9. 3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum

3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum
South Gulf Cove
8.8 out of 10, Excellent, (9 reviews)
"We love the convenience in the amenities at the home and how close we were to the water and activities to do"
United States
kim o.
The price is ¥43,384
¥103,333 total
includes taxes & fees
Aug 12 - Aug 13
3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum

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

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (51 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 ¥29,974
¥62,193 total
includes taxes & fees
Aug 11 - Aug 12
NEW!! The “WATERSIDE” COTTAGE~With dockage

11. 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, (9 reviews)
"We had a wonderful stay. Beautiful home with a peaceful view. Great communication with the host. A nice quiet neighborhood. Would stay again. "
United States
Shauna
The price is ¥29,186
¥72,499 total
includes taxes & fees
Aug 25 - Aug 26
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

12. 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 ¥14,056
¥47,138 total
includes taxes & fees
Aug 18 - Aug 19
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

13. 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 ¥21,140
¥37,591 total
includes taxes & fees
Aug 11 - Aug 12
Beautiful house with lake view

14. Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
9.8 out of 10, Exceptional, (9 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
The price is ¥10,254
¥25,143 total
includes taxes & fees
Sep 1 - Sep 2
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

15. WALK TO BEACH ACCESS! DOG FRIENDLY PROPERTY! UNIT 2D

WALK TO BEACH ACCESS! DOG FRIENDLY PROPERTY! UNIT 2D
Manasota Key
9.6 out of 10, Exceptional, (43 reviews)
"Convenient location to the beach, very quiet location and perfect for the two of us. The welcome gifts were a special touch. Highly recommend staying here"
United States
Teresa S.
The price is ¥15,618
¥42,702 total
includes taxes & fees
Aug 11 - Aug 12
WALK TO BEACH ACCESS! DOG FRIENDLY PROPERTY! UNIT 2D

16. Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (25 reviews)
"Every part of this stay was perfect! "
United States
Stephen P.
The price is ¥13,585
¥35,004 total
includes taxes & fees
Aug 11 - Aug 12
Nestled in North Port. Updated 2 Bed / 1 Bath.

17. 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 ¥10,642
¥82,911 total
includes taxes & fees
Aug 16 - Aug 17
Chadwick Cove Resort & Marina

18. 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, (77 reviews)
"Nice stay in good location"
United States
John W.
The price is ¥16,328
¥55,047 total
includes taxes & fees
Aug 11 - Aug 12
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

19. Car-Free Island Escape | Pool, Spa + Golf Cart

Car-Free Island Escape | Pool, Spa + Golf Cart
North Captiva
10.0 out of 10, Exceptional, (12 reviews)
"We had an excellent stay. "
United States
Ana A.
The price is ¥78,665
¥211,340 total
includes taxes & fees
Aug 12 - Aug 13
Car-Free Island Escape | Pool, Spa + Golf Cart

20. Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
The price is ¥22,086
¥27,781 total
includes taxes & fees
Aug 11 - Aug 12
Tiny home glamping unit in pine island on a 6 acre property
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 Gasparilla Island Hotel Reviews

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