Search and Rent Gasparilla Island Condos

Upfront pricing

Our total price for your stay includes taxes and fees

Treat yourself

Save 10% or more on over 100,000 hotels worldwide with Member Prices

Learn about One Key

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Condo Rentals in Gasparilla Island

Enjoy a tranquil seaside escape with a beachfront view of the ocean and lush greenery.

"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"

Enjoy access to the ocean from this beachfront property.

"Really nice property. So glad it survived the hurricane. Can’t wait to stay there again. "

Relax in a serene outdoor seating area with a table and benches, shaded by a palm tree and offering a view of the ocean.

"Clean & comfortable with the beach just steps away!"

Relax by the pool surrounded by lush greenery and ocean views.

"This villa was lovely, well stocked, in beautiful position to the beach. "

Relax by the pool surrounded by palm trees and the ocean.

"Loved deck view of water"

Enjoy a serene beachfront setting with access to the ocean and scenic views.

"Nice condo, lots of beach gear - umbrellas, chairs, beach towels, cooler, etc. Right next to the beach. Nice restaurants nearby. Jacky is great to work with."

Relax by the resort pool surrounded by palm trees and lounge chairs.

"Our stay was exactly what we were looking for. Maria was great to communicate with and the condo was clean with a great balcony. Perfect for our weekend get-away!"

Enjoy waterfront views from the pool surrounded by palm trees and a deck with outdoor seating.

"We had a wonderful time here and the apartment was very cute! Owners were so nice and helpful!"

Boats docked in calm waters, surrounded by residential buildings with balconies overlooking the marina.

"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"

$566 nightly

Aug 12 - Aug 13

Total includes taxes and fees

Enjoy a meal on the balcony with a view of the coastal landscape, surrounded by palm trees and the distant horizon.

"Amazing location. Very clean and updated furnishings. Communication with the owner was great - very responsive. Highly recommend. "

$521 nightly

Aug 12 - Aug 13

Total includes taxes and fees

Enjoy a serene beach experience with calm waters and soft sand.

"The property was very clean and was big enough for what we were looking for. We are a family of 6 and were looking for a place that gave us easy access to the beach as well as enough room for us all. I would stay here again for my future trips there."

Relax on the balcony with a view of the marina and water, featuring a comfortable sofa and a small table.

"It was great!"

$413 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Relax in this ocean-view living room with a sliding glass door leading to a balcony overlooking palm trees and the sea.

"Excellent experience all around. Highly recommended."

Enjoy a meal or relax on the balcony with a marina view, featuring a glass table and wicker chairs.

"Great location if you want to be close to the water/marina. Space was clean and host was incredible easy to communicate with. "

Guests can enjoy a serene beach experience with calm waters and scenic views.

"Very clean and owner very responsive."

Enjoy a peaceful beach scene with gentle ocean waves and a serene atmosphere.

"The property is very well-maintained, comfortable, modern & extremely convenient. A very beautiful public beach was accessible via a 5min walk. Gorgeous views of Lemon Bay & the Gulf, from the entryway balcony."

Enjoy ocean views from the balcony with a wooden deck and outdoor seating area.

"The place is updated and only steps from the beach. The property is quiet and family friendly. Would stay there again. "

On the beach, sun loungers, beach towels

"Just steps from the beach, this spotless home features a well-equipped kitchen, quality linens, and a smart bathroom layout perfect for families. The owner's closet holds a fun surprise, and it's all within walking distance to great restaurants and a local seafood market. Easy drive from Sarasota airport."

Enjoy a serene beach experience with gentle waves lapping at the shore.

"Property was wonderful and location was the best. Kitchen is very well stocked for cooking. Many beach items were provided so no need to bring extra stuff on the ferry which is a huge plus. We definitely plan to return soon! "