Cheap Vacations in Little Gasparilla Island

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3-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
Price was $466, price is now $345 per person
$345
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $670, price is now $448 per person
$448
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $830, price is now $568 per person
$568
per person
May 15 - May 18
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $729, price is now $506 per person
$506
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,206, price is now $841 per person
$841
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $642, price is now $449 per person
$449
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $868, price is now $614 per person
$614
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $465, price is now $346 per person
$346
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $555, price is now $415 per person
$415
per person
May 19 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $775, price is now $580 per person
$580
per person
May 22 - May 25
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $976, price is now $732 per person
$732
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $506, price is now $383 per person
$383
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)

4-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $668, price is now $428 per person
$428
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $964, price is now $611 per person
$611
per person
Jun 5 - Jun 9
found 4 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,784, price is now $1,138 per person
$1,138
per person
Jun 5 - Jun 9
found 3 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,020, price is now $659 per person
$659
per person
May 22 - May 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $800, price is now $524 per person
$524
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $883, price is now $580 per person
$580
per person
May 22 - May 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $749, price is now $492 per person
$492
per person
Jun 5 - Jun 9
found 3 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $738, price is now $493 per person
$493
per person
Jun 5 - Jun 9
found 3 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,080, price is now $731 per person
$731
per person
May 22 - May 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,250, price is now $864 per person
$864
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,542, price is now $1,067 per person
$1,067
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,535, price is now $1,095 per person
$1,095
per person
May 22 - May 26
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)

5-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Price was $368, price is now $254 per person
$254
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Price was $2,351, price is now $1,135 per person
$1,135
per person
May 17 - May 22
found 18 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $788, price is now $483 per person
$483
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $900, price is now $577 per person
$577
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $2,407, price is now $1,568 per person
$1,568
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $522, price is now $341 per person
$341
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $432, price is now $291 per person
$291
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Save 100% on your flight
Price was $1,025, price is now $694 per person
$694
per person
Jun 2 - Jun 7
found 24 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,116, price is now $768 per person
$768
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,515, price is now $1,047 per person
$1,047
per person
May 17 - May 22
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Inn at the Beach

Inn at the Beach

3 out of 5
Save 100% on your flight
Price was $859, price is now $611 per person
$611
per person
Jun 2 - Jun 7
found 24 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,140, price is now $813 per person
$813
per person
May 26 - May 31
found 18 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)

6-7 night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Price was $494, price is now $336 per person
$336
per person
May 15 - May 22
just found
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $3,088, price is now $2,228 per person
$2,228
per person
May 16 - May 22
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sarasota (SRQ)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $3,559, price is now $2,075 per person
$2,075
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,271, price is now $742 per person
$742
per person
May 25 - Jun 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,110, price is now $678 per person
$678
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $1,157, price is now $723 per person
$723
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $731, price is now $487 per person
$487
per person
May 15 - May 22
just found
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,510, price is now $1,017 per person
$1,017
per person
May 27 - Jun 3
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sarasota (SRQ)
Home2 Suites by Hilton Fort Myers Colonial Blvd

Home2 Suites by Hilton Fort Myers Colonial Blvd

3 out of 5
Save 100% on your flight
Price was $723, price is now $488 per person
$488
per person
May 15 - May 22
just found
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Save 100% on your flight
Price was $1,231, price is now $848 per person
$848
per person
May 25 - Jun 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,043, price is now $1,411 per person
$1,411
per person
May 25 - Jun 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,654, price is now $1,154 per person
$1,154
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)

Flight deals to Little Gasparilla Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Apr 19 - Thu, Apr 23
ORD
Chicago
RSW
Fort Myers
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Apr 19 from Chicago to Fort Myers, returning Thu, Apr 23, priced at $88 found 4 days ago
Tue, Jun 9 - Fri, Jun 19
CLE
Cleveland
RSW
Fort Myers
$103 Roundtrip, found 4 days ago
$103
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Cleveland to Fort Myers, returning Fri, Jun 19, priced at $103 found 4 days ago
Mon, May 4 - Fri, May 15
PHL
Philadelphia
RSW
Fort Myers
$116 Roundtrip, found 3 days ago
$116
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 4 from Philadelphia to Fort Myers, returning Fri, May 15, priced at $116 found 3 days ago

Top rated hotels for your Little Gasparilla Island vacation

Salty Mermaid on Little Gasparilla Island! Come get salty!

Salty Mermaid on Little Gasparilla Island! Come get salty!

Placida FL
0.4 mi from city center
Get rates
Located in Placida, this vacation home is by the ocean, a 1-minute drive from Little Gasparilla Island Beach and 6 minutes from Don Pedro Island State Park.
Kitchen
Washer
TEMPORARY CLOSED BECAUSE HURRICANE MILTON SEVERE DAMAGE

TEMPORARY CLOSED BECAUSE HURRICANE MILTON SEVERE DAMAGE

Placida FL
0.55 mi from city center
Get rates
With a stay at this cottage in Placida, you'll be on the beach, just steps from Little Gasparilla Island Beach and a 4-minute drive from Don Pedro Island State Park.
Hot Tub
Kitchen
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
16.36 mi from city center
$224 nightly
The price is $251 total per night
$251 total
Apr 19 - Apr 20
Total with taxes and fees
When you stay at Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton in Punta Gorda, you'll be next to a golf course, within a 5-minute drive of Fishermen's Village and Military Heritage Museum.
Pool
Hot Tub
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See all available properties in Little Gasparilla Island
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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.