Deals on vacations and trips to Gasparilla Island

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Price found within the past 48 hours. Click for updated prices.
Off the Charts Inn & Out Island Resort

Off the Charts Inn & Out Island Resort

2.5 out of 5
Price was $662, price is now $596 per person
$596
per person
Oct 11 - Oct 16
found 9 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Punta Gorda Airport (PGD)
A restaurant, free self parking, and a complimentary grocery shopping service are among this motel's amenities. WiFi in public areas is free. A picnic area, laundry facilities, and barbecue grills are also on offer.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $997, price is now $693 per person
$693
per person
Oct 6 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Punta Gorda Airport (PGD)
A marina and a restaurant are featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
Save 100% on your flight
Price was $1,078, price is now $828 per person
$828
per person
Oct 6 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Punta Gorda Airport (PGD)
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.
Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL

3 out of 5
Punta Gorda Isles
Price was $935, price is now $849 per person
$849
per person
Oct 24 - Oct 27
found 23 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Punta Gorda Airport (PGD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the a full-service spa and conveniences like a garden and barbecue grills.
Villa Capri - Waterfront Luxury Home - Punta Gorda FL

Villa Capri - Waterfront Luxury Home - Punta Gorda FL

3 out of 5
Punta Gorda Isles
Price was $1,193, price is now $1,092 per person
$1,092
per person
Oct 24 - Oct 27
found 23 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Punta Gorda Airport (PGD)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a full-service spa and conveniences like a garden and laundry facilities.

Top Gasparilla Island hotels deals

Boca Grande Hotel

Boca Grande Hotel

2.5 out of 5
5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $140 total per night
$140 total
Aug 24 - Aug 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, luggage storage, and laundry facilities are also on offer.
Parking included
Free WiFi
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $222 total per night
$222 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.
Pool
Hot Tub
Wyvern Hotel, Ascend Hotel Collection

Wyvern Hotel, Ascend Hotel Collection

4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Sep 1 - Sep 2
Total with taxes and fees
This smoke-free hotel features 2 restaurants and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the a rooftop terrace and perks like free self parking.
Parking included
Free WiFi
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

2.5 out of 5
4056 Tamiami Trl, Port Charlotte, FL
Free Cancellation
Reserve now, pay when you stay
$57 nightly
The price is $64 total per night
$64 total
Aug 24 - Aug 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
$206 nightly
The price is $230 total per night
$230 total
Aug 24 - Aug 25
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.
On private beach
Pool
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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.

Popular places to visit

Beautiful beach to walk, swim or fish located in Boca Grande Florida. #Waterlust #Nature

Boca Grande Beaches

Why not spend a lazy afternoon at Boca Grande Beaches during your trip to Boca Grande? Amble around the area's marina or visit its monuments.

Boca Grande Beaches

Gasparilla Island State Park

4.5/5(30 reviews)

Commune with nature and explore the great outdoors at Gasparilla Island State Park during your travels in Boca Grande. While you're in the area, wander around the parks.

Gasparilla Island State Park

​Boca Grande Marina

Explore the waterfront in Boca Grande with a trip to ​Boca Grande Marina. Wander the marina and parks while you're in the area.

​Boca Grande Marina

Frequently asked questions

How much are vacation packages to Gasparilla Island?
$596 is all you'll need for a memorable vacation in Gasparilla Island. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to grow. With prices this good, it's never been easier to travel!
Where can I get the best vacation package deals for Gasparilla Island?
Travelocity is the only place you need to go to score an incredible Gasparilla Island package deal. Select from 400 partner airlines and 1,000,000 properties around the globe and create a travel itinerary that's right for you. With this amount of choice, it's easy to organize your next exciting getaway.
Why should I book my Gasparilla Island vacation package via Travelocity?
You'll not only enjoy big savings, but you can also access our 24/7 customer support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, discover hidden gems and forge unforgettable memories — we'll take care of the little details.
Can I save on my Gasparilla Island car rental if I book it with hotels and flights?
Booking a Gasparilla Island vacation package with Travelocity is a simple way to save you money and time. Pick a flight, car and hotel, or any combination of them, and score great discounts. You might also want to throw in some experiences and tours. After you've collected the keys to your rental car, venture out of the neighborhood and find out what this place has to offer. Around 75 mi from Gasparilla Island, Salvador Dali Museum is well worth a road trip.
What is the best time of year to go to Gasparilla Island?
Consider visiting in January, May and November if you want to be in the thick of the action. While they're the busiest few months, the buzzing vibe that comes with the high season is tough to resist. If you'd like a slower pace, February, October and December will suit you better. Don't want to shell out for your digs? Try to avoid booking a room in , when prices usually soar. Find something cheap and cozy in instead.

Photos of local treasures

Browse Gasparilla Island vacation photos for more inspiration

Gasparilla Island
Gasparilla Island
Photo by Brooke Csaky
Photo by Brooke Csaky
Photo by Gary-Heather Kobza
Photo by Gary-Heather Kobza
Photo by Gary-Heather Kobza
Photo by Gary-Heather Kobza