Search for Cheap Deals on
Hotels with Pools in Gasparilla Island

Check Last Minute Gasparilla Island Hotel Deals

Tonight Oct 16 - Oct 17Next weekend Oct 22 - Oct 24

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Last Minute Hot Rate® Hotel Deals in Gasparilla Island

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

See more
Hot Rate® hotel deals
Find hotel deals

Featured Gasparilla Island Hotels with a Pool

Boca Grande Hotel
Boca Grande Hotel
2.5 out of 5
5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
The price is $125 per night from Oct 17 to Oct 17
Situated near the beach, this hotel is within a 15-minute walk of Uncle Henrys Marina and Boca Grande Beach. Gasparilla Marina and Boca Grande Historical Society ...
Boca Grande Hotel
3547 Gasparilla Road - 4Br Home
3547 Gasparilla Road - 4Br Home
3.5 out of 5
3541 Gasparilla Road, Boca Grande, FL
Situated near the beach, this vacation home is 0.3 mi (0.5 km) from Boca Grande Beach and within 3 mi (5 km) of Uncle Henrys Marina and Boca Grande Historical ...
3547 Gasparilla Road - 4Br Home
BG Beach Club 4B - 2Br Condo
BG Beach Club 4B - 2Br Condo
3 out of 5
320 Gulf Blvd., Unit #4B, Boca Grande, FL
Situated near the beach, this condo building is within a 5-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Historical Society ...
BG Beach Club 4B - 2Br Condo
Boca Grande Shores 03 - 3Br Home
Boca Grande Shores 03 - 3Br Home
3 out of 5
500 Gulf Blvd., Unit #03, Boca Grande, FL
Situated by the sea, this vacation home is within a 5-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Lighthouse Museum and Boca ...
Boca Grande Shores 03 - 3Br Home
Boca Grande Shores 07 - 3Br Home
Boca Grande Shores 07 - 3Br Home
3 out of 5
500 Gulf Blvd., Unit #07, Boca Grande, FL
Situated by the sea, this vacation home is within a 5-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Lighthouse Museum and Boca ...
Boca Grande Shores 07 - 3Br Home
Dunes of Boca 31 - 3Br Condo
Dunes of Boca 31 - 3Br Condo
3 out of 5
5800 Gulfshores Drive, Unit #31, Boca Grande, FL
Situated by the sea, this villa is within a 15-minute walk of Boca Grande Beach and Uncle Henrys Marina. Gasparilla Marina and Boca Grande Historical Society ...
Dunes of Boca 31 - 3Br Condo
Dunes of Boca 34 - 3Br Villa
Dunes of Boca 34 - 3Br Villa
3.5 out of 5
5800 Gulfshores Drive, Unit #34, Boca Grande, FL
Situated by the sea, this condo building is within a 15-minute walk of Boca Grande Beach and Uncle Henrys Marina. Gasparilla Marina and Boca Grande Historical ...
Dunes of Boca 34 - 3Br Villa
200 Seabreeze Ct - 5Br Home
200 Seabreeze Ct - 5Br Home
3.5 out of 5
200 Seabreeze Court, Boca Grande, FL
Located in Golden Beach, this vacation home is within a 5-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Historical Society and ...
200 Seabreeze Ct - 5Br Home
310 Gasparilla St. - 3Br Home
310 Gasparilla St. - 3Br Home
3 out of 5
310 Gasparilla Street, Boca Grande, FL
Situated near the beach, this vacation home is within a 5-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Historical Society and ...
310 Gasparilla St. - 3Br Home
Island 11 - 3 Br home by RedAwning
Island 11 - 3 Br home by RedAwning
3.5 out of 5
570 Gulf Blvd., Boca Grande, FL
Situated by the sea, this vacation home is within a 10-minute walk of Boca Grande Beach and Gasparilla Island State Park. Boca Grande Lighthouse Museum and Cabbage ...
Island 11 - 3 Br home by RedAwning
Sea Oats Unit 124 - 2Br Condo
Sea Oats Unit 124 - 2Br Condo
3 out of 5
5700 Gulf Shores Drive, Unit 124, Boca Grande, FL
Situated by the sea, this condo building is within a 10-minute walk of Boca Grande Beach and Uncle Henrys Marina. Gasparilla Marina and Boca Grande Historical ...
Sea Oats Unit 124 - 2Br Condo
Sea Oats Unit 131 - 2Br Condo
Sea Oats Unit 131 - 2Br Condo
3 out of 5
5700 Gulf Shores Drive, Unit #131, Boca Grande, FL
Situated by the sea, this condo building is within a 10-minute walk of Boca Grande Beach and Uncle Henrys Marina. Gasparilla Marina and Boca Grande Historical ...
Sea Oats Unit 131 - 2Br Condo
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.

Hotels With Pools in Gasparilla Island

There’s one surefire way to make a splash on your last-minute trip to Gasparilla Island—book a hotel with a pool for your stay. Because if you really want your getaway to be “laps” and bounds better than an average vacay, Gasparilla Island hotels with pools will get you there. It’ll be gold medals all around for your vacation planning skills.

Dive into the Deep End of Savings

When you’re eyeing hotels with private pools for your last-minute Gasparilla Island getaway, you may think you’ll have to blow your entire budget on a spectacular spot. But thanks to Hotwire Hot Rate hotel deals, you don’t have to backstroke away from a killer place and settle for just any cheap hotels with pools to save some cash. Even if you’re really looking to get fancy with a capital “F” and soak up some views from hotels with rooftop pools, we’ve got you covered like sunscreen.

Swimming in Good Times in Gasparilla Island

Picture yourself in the lap of luxury after a long day of vacationing your heart out, relaxing to the absolute max at one of the best hotels with indoor pools in Gasparilla Island. No, this isn’t some farfetched daydream—there’s no better way to book the hotel with a pool beyond your expectations for way less coin than snagging a Hotwire Hot Rate hotel deal. The only question left: Ready to cannonball into your perfect Gasparilla Island adventure?

Frequently Asked Questions About Hotels With Pools

How to get last-minute deals on hotels with pools in Gasparilla Island?

When it comes to planning your getaway, you probably have one thing on your mind—scoring cheap hotels in Gasparilla Island with indoor pools. But only the best will do for you, including last-minute deals on an incredible hotel with a pool. When you book a Hotwire Hot Rate hotel deal, you won’t have to cut into your swimsuit budget, even if you reserve at the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier. We’re talking as low as $86 kind of deals. You’re in there like swimwear.

What hotels in Gasparilla Island have pools?

With 294 hotels in Gasparilla Island, you’re sure to find your perfect match on Hotwire. Especially when you can count on finding some of the best hotels in Gasparilla Island with pools ready for booking with Hotwire Hot Rate deals. Getting 4-star hotels at 2-star prices? Now that’s a deal to dive into.

How can I find hotels with pools in Gasparilla Island?

Booking hotels with pools in Gasparilla Island couldn’t be easier. Start by searching for hotels in Gasparilla Island, make sure you check off “pool” under amenities, then peruse those sparkling deals. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact hotel until after you’ve reserved, but rest assured that you’re about to get the toast of the town for a breadcrumb budget.

Is it safe to travel to Gasparilla Island during the coronavirus (COVID-19) crisis?

With all of the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to Gasparilla Island right now. When booking your last-minute getaway to Gasparilla Island, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.