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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Gasparilla Island apartments

A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

1. 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 AED 327
AED 1,097 total
includes taxes & fees
29 Oct - 30 Oct
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A beachfront property with a covered patio, palm trees, and a wooden deck.

2. 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 AED 327
AED 1,097 total
includes taxes & fees
26 Oct - 27 Oct
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A beachfront property with a covered patio, palm trees, and a wooden deck.

3. 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 AED 364
AED 1,142 total
includes taxes & fees
19 Nov - 20 Nov
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
A pool with a metal railing, surrounded by lush greenery and a covered area with a metal frame.

4. 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 AED 551
AED 915 total
includes taxes & fees
7 Nov - 8 Nov
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

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 AED 327
AED 1,097 total
includes taxes & fees
28 Oct - 29 Oct
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A beach with clear water, a person walking, and a tree in the foreground.

6. 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, (3 reviews)
"Great location and set-up of the property. On site- grill, beach wagon,umbrellas,sifters, shell shovels, etc.. Very quiet location and can walk across the street to see the sunset. Beaches are very close, as well is dining, and water craft rentals. Checkin/out very easy. I recommend this location for your vacation rental."
Canada
John
The price is AED 399
AED 1,143 total
includes taxes & fees
21 Nov - 22 Nov
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
A resort with a thatched roof, a white balcony, and a hammock.

7. Tiki Garden Getaway SPA and outdoor living. Close to beaches without the costs!!

Tiki Garden Getaway SPA and outdoor living. Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed the outside area. Didn’t miss any of the finer touches to suit our needs. Very friendly owners who shared a tour on their garden area. Interesting. Easy check in with a lockbox system."
United States
Gordon M.
The price is AED 727
AED 2,309 total
includes taxes & fees
19 Nov - 20 Nov
Tiki Garden Getaway SPA and outdoor living. Close to beaches without the costs!!
A sandy beach path leading to the ocean with a wooden fence on one side and a red umbrella in the distance.

8. Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (63 reviews)
"Great stay, all the space we needed. Well stocked and convenient to everything. "
United States
Donna N.
The price is AED 459
AED 1,029 total
includes taxes & fees
15 Nov - 16 Nov
Newly renovated only minutes away from the beach!!
A covered swimming pool with clear water, surrounded by lounge chairs and a patio area.

9. Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Would rent again- condo was updated and extremely clean - host did a great job at responding to our needs"
United States
Allie A.
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
A bedroom with a bed, a nightstand with a lamp, a TV, and a view of a balcony.

10. Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq

Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq
Bokeelia
7.6 out of 10, Good, (7 reviews)
"Host was great"
United States
Cindy H.
The price is AED 327
AED 859 total
includes taxes & fees
30 Oct - 31 Oct
Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq
A living room with a blue sofa, a patterned armchair, a small table, and a dining area with chairs.

11. Low Tide | Steps to Beach • Manasota Key Escape

Low Tide | Steps to Beach • Manasota Key Escape
Manasota Key
The price is AED 735
AED 1,051 total
includes taxes & fees
31 Oct - 1 Nov
Low Tide | Steps to Beach • Manasota Key Escape
A beachfront property with multiple buildings, a pool, and a view of the ocean.

12. Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
Manasota Key
8.8 out of 10, Excellent, (5 reviews)
"Location great. Clean. Could have been more clear how to access the beach."
United States
Jack
Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
A coastal landscape with clear turquoise waters, sandy beaches, and dense greenery.

13. CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
Grove City
9.8 out of 10, Exceptional, (8 reviews)
"Great place. Clean and comfortable. Communication with host was quick and easy."
United States
Christian O.
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
A coastal residential area with houses, a swimming pool, and a view of the ocean.

14. Stylish Coastal 1BR | Gulf & Bay Access |Sleeps 4

Stylish Coastal 1BR | Gulf & Bay Access |Sleeps 4
Manasota Key
Stylish Coastal 1BR | Gulf & Bay Access |Sleeps 4
A coastal hotel with beachfront access, multiple buildings, and a clear view of the ocean.

15. Captiva Villa 3222 | Modern Residence | Great Amenities | Walk to the Beach

Captiva Villa 3222 | Modern Residence | Great Amenities | Walk to the Beach
Captiva
8.0 out of 10, Very good, (6 reviews)
"Amenities at the apartment/condo was exactly as described. Easy 5-7 minutes walk to the beach. Overall, a nice place for a relaxing getaway for a few days."
United States
Cheen L.
Captiva Villa 3222 | Modern Residence | Great Amenities | Walk to the Beach
A beach with waves, a sunset, and a clear sky.

16. Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida

Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida
South Venice
9.2 out of 10, Wonderful, (21 reviews)
"Amazing beautiful quite place will definitely be back it's close to everything they are wonderful people"
United States
Kimber C.
Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida
A building with numbered rooms, a covered outdoor area, and a well-maintained garden with shrubs and a gravel path.

17. Newly Renovated Charlotte Harbor - Sunset Inn #2

Newly Renovated Charlotte Harbor - Sunset Inn #2
Port Charlotte
9.8 out of 10, Exceptional, (10 reviews)
"This is a great place to stay. Very clean and had everything we needed. It was great to sit on the patio and take in the sun. Would love to stay here again on our next getaway!"
United States
Renee J.
The price is AED 356
AED 718 total
includes taxes & fees
26 Oct - 27 Oct
Newly Renovated Charlotte Harbor - Sunset Inn #2
A modern interior with a dining area, a seating area with a view, and a television mounted on the wall.

18. Coastal Retreat | Bay Views, Kayaks & Beach Access

Coastal Retreat | Bay Views, Kayaks & Beach Access
Manasota Key
The price is AED 1,010
AED 2,580 total
includes taxes & fees
7 Nov - 8 Nov
Coastal Retreat | Bay Views, Kayaks & Beach Access
A compact kitchen with white cabinets, stainless steel appliances, and a tiled floor.

19. Local quiet stay

Local quiet stay
Port Charlotte
9.4 out of 10, Exceptional, (10 reviews)
"Nice place"
United States
Lee N.
The price is AED 364
AED 584 total
includes taxes & fees
27 Oct - 28 Oct
Local quiet stay
A kitchen with white cabinets, a wooden countertop, a stainless steel sink, and a black refrigerator.

20. Private, cozy, beach guest-suite B

Private, cozy, beach guest-suite B
South Venice
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful quiet location, close to lots of attractions!!"
United States
Michelle L.
Private, cozy, beach guest-suite B
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

8/10 Good
"7:30 am construction starts. Conference center being built on the property. Was woken up by construction noise every morning. Nice resort but not much around the area."
Stacy 2-night trip
Posted 8 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

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