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

Gasparilla Island Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Gasparilla Island holiday rentals

A waterfront patio with palm trees, a dock, and a boat.

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 S$491
includes taxes & fees
2 Dec - 3 Dec
MALU LANI Inn & Marina
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

2. 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 S$782
includes taxes & fees
2 Nov - 3 Nov
Chadwick Cove Resort & Marina
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

3. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is S$465
includes taxes & fees
4 Nov - 5 Nov
Dreams Away - Sleeps 10 Pool Golf Fun
A beach with a thatched-roof structure, palm trees, and a view of the sea.

4. 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, (1,356 reviews)
"Amazing place to stay when visiting Punta Gorda. Very convenient and loved having shops and restaurants so close by. Spacious unit - so much better than just a hotel room."
United States
Michelle
The price is S$298
includes taxes & fees
2 Nov - 3 Nov
The Suites at Fishermen’s Village
A compact kitchen with a built-in seating area, a refrigerator, and a ceiling fan.

5. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (298 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 S$270
includes taxes & fees
2 Nov - 3 Nov
Matlacha Tiny Village
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

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

10/10 Excellent
"Had everything we needed, many options for food and drink. Didn’t really need to leave, resort style atmosphere. Staff members were great to work with. Exceptionally clean!"
Patrick 2-night trip
Posted 8 hours ago
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

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