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.
The Boat House

The Boat House

2 out of 5
Price was $594, price is now $482 per person
$482
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $2,919, price is now $2,168 per person
$2,168
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $978, price is now $762 per person
$762
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Price was $924, price is now $721 per person
$721
per person
Oct 16 - Oct 19
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
Price was $779, price is now $616 per person
$616
per person
Oct 1 - Oct 4
found 21 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $735, price is now $582 per person
$582
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Tiki

Casa Tiki

3 out of 5
Price was $687, price is now $553 per person
$553
per person
Oct 1 - Oct 4
found 21 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $846, price is now $689 per person
$689
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Price was $955, price is now $783 per person
$783
per person
Oct 16 - Oct 19
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

2.5 out of 5
Price was $799, price is now $659 per person
$659
per person
Oct 22 - Oct 25
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
Price was $1,343, price is now $1,109 per person
$1,109
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $772, price is now $639 per person
$639
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

4-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

3 out of 5
Price was $627, price is now $488 per person
$488
per person
Oct 21 - Oct 25
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $1,379, price is now $959 per person
$959
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip flight included
Islip (ISP) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,104, price is now $786 per person
$786
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Save 100% on your flight
Price was $1,796, price is now $1,346 per person
$1,346
per person
Oct 22 - Oct 26
just found
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
Price was $938, price is now $703 per person
$703
per person
Oct 23 - Oct 27
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $768, price is now $579 per person
$579
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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 $873, price is now $661 per person
$661
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $1,025, price is now $785 per person
$785
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip flight included
Islip (ISP) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,043, price is now $809 per person
$809
per person
Oct 9 - Oct 13
found 22 hours ago
Roundtrip flight included
Islip (ISP) to Fort Myers (RSW)
Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

2.5 out of 5
Price was $900, price is now $705 per person
$705
per person
Oct 21 - Oct 25
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Price was $868, price is now $684 per person
$684
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $897, price is now $707 per person
$707
per person
Oct 23 - Oct 27
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

5-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Price was $741, price is now $572 per person
$572
per person
Oct 1 - Oct 6
found 23 hours ago
Roundtrip non-stop 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 $889, price is now $599 per person
$599
per person
Oct 1 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,356, price is now $930 per person
$930
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,265, price is now $888 per person
$888
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,212, price is now $879 per person
$879
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $1,064, price is now $780 per person
$780
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $1,122, price is now $828 per person
$828
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Price was $1,180, price is now $878 per person
$878
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Price was $751, price is now $575 per person
$575
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Save 100% on your flight
Price was $2,102, price is now $1,618 per person
$1,618
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was $980, price is now $756 per person
$756
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was $962, price is now $744 per person
$744
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)

6-7 night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Price was $850, price is now $594 per person
$594
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
Save 100% on your flight
Price was $1,070, price is now $676 per person
$676
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,334, price is now $847 per person
$847
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,645, price is now $1,079 per person
$1,079
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,770, price is now $1,192 per person
$1,192
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,079, price is now $733 per person
$733
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,448, price is now $1,000 per person
$1,000
per person
Oct 9 - Oct 16
found 15 hours ago
Roundtrip flight included
New York (JFK) 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 $1,450, price is now $1,018 per person
$1,018
per person
Oct 14 - Oct 21
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,178, price is now $855 per person
$855
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,358, price is now $987 per person
$987
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Casa Tiki

Casa Tiki

3 out of 5
Price was $1,056, price is now $771 per person
$771
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,414, price is now $1,041 per person
$1,041
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.

Thu, Oct 1 - Fri, Oct 9
CLE
Cleveland
RSW
Fort Myers
$160 Roundtrip, found 6 days ago
$160
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Oct 1 from Cleveland to Fort Myers, returning Fri, Oct 9, priced at $160 found 6 days ago
Sun, Dec 6 - Sun, Dec 13
ORD
Chicago
RSW
Fort Myers
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Dec 6 from Chicago to Fort Myers, returning Sun, Dec 13, priced at $169 found 1 day ago
Mon, Sep 28 - Mon, Oct 5
PHL
Philadelphia
RSW
Fort Myers
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Philadelphia to Fort Myers, returning Mon, Oct 5, priced at $186 found 5 days ago

Top rated hotels for your Little Gasparilla Island vacation

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
With a stay at this vacation home in Placida, you'll be a 1-minute walk from Little Gasparilla Island Beach and 8 minutes by foot from Don Pedro Island State Park.
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
$184 nightly
The price is $206 total per night
$206 total
Oct 1 - Oct 2
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
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

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
$152 nightly
The price is $171 total per night
$171 total
Sep 16 - Sep 17
Total with taxes and fees
With a stay at The Suites at Fishermen’s Village in Punta Gorda (Punta Gorda Isles), you'll be steps from Peace River and Military Heritage Museum.
Pool
Kitchen
Don't see what you're looking for?
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.