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

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Our top choices for Gasparilla Island condo rentals

1. 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 AED 531
AED 2,248 total
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina

2. Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
Manasota Key
The price is AED 463
AED 1,183 total
includes taxes & fees
17 Nov - 18 Nov
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

3. 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 AED 294
AED 617 total
includes taxes & fees
17 Nov - 18 Nov
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

4. 1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel

1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel
Matlacha
8.8 out of 10, Excellent, (3 reviews)
"Well kept for and very clean and comfortable ! Stayed one night on the way to North Captiva Island! We enjoyed everything about our stay!"
United States
Kevin C.
1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel

5. Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (24 reviews)
"Nice place to stay "
United States
Jon L.
The price is AED 482
AED 1,701 total
includes taxes & fees
9 Dec - 10 Dec
Waterfront Condo Walkable to Everything with Beach Access

6. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (24 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
The price is AED 566
AED 1,449 total
includes taxes & fees
9 Dec - 10 Dec
Bayfront Condo, Prime Beach Access, Manasota Key

7. Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach
Olde Englewood Village
Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

8. Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool

Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool
Manasota Key
The price is AED 432
AED 1,349 total
includes taxes & fees
15 Nov - 16 Nov
Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool

9. Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach

Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach
Captiva
7.2 out of 10, Good, (10 reviews)
"Great stay - everything was fantastic."
United States
Tim S.
The price is AED 613
AED 1,673 total
includes taxes & fees
14 Nov - 15 Nov
Captiva Villa 3115 | Upscale Residence | Great Amenities | Walk to the Beach

10. Bayfront Condo w/Private Beach on Manasota Key - Unit 311

Bayfront Condo w/Private Beach on Manasota Key - Unit 311
Manasota Key
The price is AED 579
AED 1,842 total
includes taxes & fees
15 Nov - 16 Nov
Bayfront Condo w/Private Beach on Manasota Key - Unit 311

11. Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach

Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach
Captiva
9.0 out of 10, Wonderful, (19 reviews)
"Great villa for 2 people. The place was clean, well stocked and comfortable. The pool was lovely. Check in / check out was seamless. Would definitely book again."
United States
Connie A.
The price is AED 724
AED 1,992 total
includes taxes & fees
14 Nov - 15 Nov
Captiva Villa 3213 | Chic Residence | Great Amenities | Walk to the Beach

12. Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (31 reviews)
"Very nice condo overlooking waterway. Nice pool and easy in and out. "
United States
William B.
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

13. Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach

Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
The price is AED 687
AED 2,042 total
includes taxes & fees
14 Nov - 15 Nov
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach

14. Beach Villa 2011-Stunning Beachfront Residence

Beach Villa 2011-Stunning Beachfront Residence
Captiva
9.6 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay. The villa met our expectations. We liked the beach access and the pool. "
United States
Deb E.
The price is AED 904
AED 2,134 total
includes taxes & fees
14 Nov - 15 Nov
Beach Villa 2011-Stunning Beachfront Residence

15. Blissful Beach Retreat A, Close to Beaches, Dog-Friendly, Private Deck

Blissful Beach Retreat A, Close to Beaches, Dog-Friendly, Private Deck
Manasota Key
The price is AED 488
AED 1,747 total
includes taxes & fees
14 Nov - 15 Nov
Blissful Beach Retreat A, Close to Beaches, Dog-Friendly, Private Deck

16. Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach

Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach
Captiva
8.0 out of 10, Very good, (5 reviews)
"The condo is nice, private, and has a great view from the screen porch! "
United States
Eric G.
Bayside Villa 5134 | Superb Residence | Free Bikes | Walk to the Beach

17. Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island

Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island
Captiva
9.6 out of 10, Exceptional, (26 reviews)
"There were a few minor issues, but for the most part, our stay was enjoyable. "
United States
Ronald
The price is AED 904
AED 2,715 total
includes taxes & fees
14 Nov - 15 Nov
Beach Villa 2426 | Stunning Beachfront Residence on Captiva Island

18. Coastal Quadruplex on Manasota Key, Dog-Friendly, Snowbird Specials (Unit B)

Coastal Quadruplex on Manasota Key, Dog-Friendly, Snowbird Specials (Unit B)
Manasota Key
The price is AED 446
AED 1,693 total
includes taxes & fees
1 Dec - 2 Dec
Coastal Quadruplex on Manasota Key, Dog-Friendly, Snowbird Specials (Unit B)

19. Bayfront Condo with Private Beach - Unit 313

Bayfront Condo with Private Beach - Unit 313
Manasota Key
The price is AED 579
AED 1,849 total
includes taxes & fees
29 Nov - 30 Nov
Bayfront Condo with Private Beach - Unit 313

20. Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach

Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach
Captiva
7.8 out of 10, Good, (10 reviews)
"Property was perfect for an extended weekend getaway. Great location near a beautiful beach."
United States
Janice S.
The price is AED 540
AED 1,580 total
includes taxes & fees
15 Nov - 16 Nov
Captiva Villa 3221 | Coastal Residence | Great Amenities | Walk to the Beach
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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