Little Gasparilla Island Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
2.0-star property

Quality Inn Fort Myers Cape Coral

7.6/10 Good! (495 reviews)

Jan 16 - Jan 23

7 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Roundtrip • Coach
Save 100% on your flight
Price was $742, price is now $451 per person
$451
per person
found 1 day ago
Got my booking wrong, took 1 hour and a half to even get them to offer a different room that could meet my accommodation. Not to mention the manager never contacted me for anything. Do not book here

Reviewed on Nov 6, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
9/10 Wonderful! (1,003 reviews)

Dec 12 - Dec 19

7 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Coach

Fort Myers (RSW) to Boston (BOS)

Allegiant Air • Coach
Price was $2,662, price is now $1,530 per person
$1,530
per person
found 1 day ago
Overall, worth the stay. The place could use some updates.

Reviewed on Nov 5, 2026

Windward Passage Resort
2.0-star property

Windward Passage Resort

8.4/10 Very Good! (22 reviews)

Dec 17 - Dec 22

5 night stay

Boston (BOS) to Fort Myers (RSW)

Allegiant Air • Roundtrip • Coach
Price was $1,152, price is now $741 per person
$741
per person
found 1 day ago
Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!

Reviewed on Oct 31, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton
4.0-star property

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

9.4/10 Exceptional! (135 reviews)

Jan 14 - Jan 18

4 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Non-stop • Coach

Fort Myers (RSW) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Price was $1,087, price is now $705 per person
$705
per person
found 1 day ago

Tween Waters Island Resort & Spa
3.0-star property

Tween Waters Island Resort & Spa

8.6/10 Excellent! (1,003 reviews)

Jan 20 - Jan 24

4 night stay

Boston (BOS) to Fort Myers (RSW)

Breeze Airways • Roundtrip • Coach
Price was $1,012, price is now $665 per person
$665
per person
found 1 day ago
This is a great property,

Reviewed on Nov 2, 2026

Top rated hotels for your Little Gasparilla Island vacation package

Dream Beach House, steps to the Beach and beautiful Sunsets

Dream Beach House, steps to the Beach and beautiful Sunsets

Placida FL
0.66 mi from city center
Get rates
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Free Cancellation
Reserve now, pay when you stay
16.35 mi from city center
$145 nightly
The price is $163 total per night
$163 total
Nov 22 - Nov 23
Total with taxes and fees
Guests of Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton have access to a full-service spa, 2 outdoor pools, and a 24-hour gym. Valet parking is available for USD 36 per night. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this spa resort include 2 hot tubs, meeting rooms, and a conference center.
Pool
Hot Tub
The Suites at Fishermen’s Village

The Suites at Fishermen’s Village

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
Free Cancellation
Reserve now, pay when you stay
15.5 mi from city center
$192 nightly
The price is $215 total per night
$215 total
Nov 30 - Dec 1
Total with taxes and fees
Guests staying at The Suites at Fishermen’s Village enjoy access to a marina, an outdoor pool, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a picnic area, and an ATM.
Pool
Kitchen
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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.
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