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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $371, price is now $250 per person
$250
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was $2,477, price is now $1,675 per person
$1,675
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Save 100% on your flight
Price was $504, price is now $354 per person
$354
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,696, price is now $1,211 per person
$1,211
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,926, price is now $1,399 per person
$1,399
per person
Mar 23 - Mar 26
found 3 hours ago
Roundtrip flight included
Houston (IAH) 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 $513, price is now $374 per person
$374
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Price was $1,674, price is now $1,250 per person
$1,250
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,827, price is now $1,366 per person
$1,366
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Price was $879, price is now $663 per person
$663
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $863, price is now $655 per person
$655
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $752, price is now $577 per person
$577
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $1,009, price is now $779 per person
$779
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

4-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Save 100% on your flight
Price was $618, price is now $354 per person
$354
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,160, price is now $1,334 per person
$1,334
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $711, price is now $483 per person
$483
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,333, price is now $916 per person
$916
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Save 100% on your flight
Price was $678, price is now $477 per person
$477
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $7,363, price is now $5,227 per person
$5,227
per person
Mar 31 - Apr 4
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,689, price is now $1,923 per person
$1,923
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
Price was $795, price is now $575 per person
$575
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 $702, price is now $511 per person
$511
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $1,911, price is now $1,401 per person
$1,401
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $2,290, price is now $1,678 per person
$1,678
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,275, price is now $1,671 per person
$1,671
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

5-night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $821, price is now $509 per person
$509
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $3,111, price is now $1,820 per person
$1,820
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $3,651, price is now $2,297 per person
$2,297
per person
Apr 7 - Apr 12
found 17 hours ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
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 $1,092, price is now $693 per person
$693
per person
Apr 15 - Apr 20
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
Price was $895, price is now $592 per person
$592
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,807, price is now $1,207 per person
$1,207
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,191, price is now $807 per person
$807
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $896, price is now $623 per person
$623
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,246, price is now $1,564 per person
$1,564
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,300, price is now $917 per person
$917
per person
Apr 15 - Apr 20
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $1,530, price is now $1,118 per person
$1,118
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,556, price is now $1,137 per person
$1,137
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

6-7 night Little Gasparilla Island vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Save 100% on your flight
Price was $608, price is now $330 per person
$330
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $3,893, price is now $2,151 per person
$2,151
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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 $4,577, price is now $2,703 per person
$2,703
per person
Apr 8 - Apr 15
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $4,765, price is now $2,936 per person
$2,936
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $811, price is now $505 per person
$505
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,101, price is now $1,310 per person
$1,310
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,658, price is now $1,041 per person
$1,041
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $3,321, price is now $2,140 per person
$2,140
per person
Apr 11 - Apr 18
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $4,554, price is now $2,992 per person
$2,992
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Save 100% on your flight
Price was $850, price is now $560 per person
$560
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Lehigh Resort Club

Lehigh Resort Club

2.5 out of 5
Save 100% on your flight
Price was $755, price is now $498 per person
$498
per person
Apr 1 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $3,112, price is now $2,105 per person
$2,105
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Flight deals to Little Gasparilla Island

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

Mon, Mar 9 - Tue, Mar 10
DTW
Detroit
RSW
Fort Myers
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Detroit to Fort Myers, returning Tue, Mar 10, priced at $88 found 2 days ago
Sun, Mar 1 - Thu, Mar 5
PHL
Philadelphia
RSW
Fort Myers
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Philadelphia to Fort Myers, returning Thu, Mar 5, priced at $90 found 3 days ago
Sat, Feb 28 - Sat, Mar 7
ORD
Chicago
RSW
Fort Myers
$94 Roundtrip, found 6 days ago
$94
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Chicago to Fort Myers, returning Sat, Mar 7, priced at $94 found 6 days ago

Top rated hotels for your Little Gasparilla Island vacation

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

Placida FL
0.44 mi from city center
$587 nightly
The price is $649 total per night
$649 total
Feb 22 - Feb 23
Total with taxes and fees
With a stay at this vacation home in Placida, you'll be by the sea, a 4-minute walk from Little Gasparilla Island Beach and a 3-minute drive from Don Pedro Island State Park.
Kitchen
Washer
360* Views at "LGI Paradise" ~ Screened Porch w/ Hot Tub, Golf Cart included

360* Views at "LGI Paradise" ~ Screened Porch w/ Hot Tub, Golf Cart included

Placida FL
0.52 mi from city center
Get rates
Located in Placida, this vacation home is by the sea, a 1-minute drive from Little Gasparilla Island Beach and 6 minutes from Don Pedro Island State Park.
Hot Tub
Kitchen
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
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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.

^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.