Cheap Vacations in Stock Island

Choose two or more items and save on your trip:

Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $3,304, price is now $2,129 per person
$2,129
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $3,075, price is now $2,440 per person
$2,440
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)

3-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was $1,260, price is now $894 per person
$894
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,419, price is now $1,456 per person
$1,456
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Price was $1,710, price is now $1,316 per person
$1,316
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Price was $1,273, price is now $983 per person
$983
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Price was $1,149, price is now $894 per person
$894
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Price was $1,549, price is now $1,232 per person
$1,232
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Price was $1,363, price is now $1,100 per person
$1,100
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was $1,184, price is now $965 per person
$965
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Price was $1,855, price is now $1,518 per person
$1,518
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
Price was $1,780, price is now $1,462 per person
$1,462
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Price was $1,610, price is now $1,326 per person
$1,326
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $1,350, price is now $1,134 per person
$1,134
per person
Feb 23 - Feb 26
found 5 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)

4-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Price was $1,457, price is now $1,121 per person
$1,121
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,071, price is now $1,868 per person
$1,868
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,980, price is now $1,330 per person
$1,330
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Price was $2,025, price is now $1,555 per person
$1,555
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Price was $1,502, price is now $1,163 per person
$1,163
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Price was $1,542, price is now $1,205 per person
$1,205
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Price was $2,321, price is now $1,866 per person
$1,866
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Save 100% on your flight
Price was $1,729, price is now $1,391 per person
$1,391
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $1,720, price is now $1,385 per person
$1,385
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Floralee House in Key West

Floralee House in Key West

2 out of 5
Save 100% on your flight
Price was $11,665, price is now $9,462 per person
$9,462
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
New Waterfront Home - Sunray House

New Waterfront Home - Sunray House

2 out of 5
Save 100% on your flight
Price was $14,734, price is now $11,983 per person
$11,983
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool

2 out of 5
Save 100% on your flight
Price was $13,261, price is now $10,802 per person
$10,802
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)

5-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Price was $1,931, price is now $1,470 per person
$1,470
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,968, price is now $2,785 per person
$2,785
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5
Save 100% on your flight
Price was $3,211, price is now $2,458 per person
$2,458
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,974, price is now $1,534 per person
$1,534
per person
Feb 28 - Mar 5
found 1 day ago
Roundtrip flight included
Albany (ALB) to Key West (EYW)
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $2,044, price is now $1,596 per person
$1,596
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $2,307, price is now $1,806 per person
$1,806
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was $1,939, price is now $1,529 per person
$1,529
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Grand Guesthouse

The Grand Guesthouse

2.5 out of 5
Price was $2,344, price is now $1,858 per person
$1,858
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

3 out of 5
Price was $2,737, price is now $2,170 per person
$2,170
per person
Mar 8 - Mar 13
found 24 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Save 100% on your flight
Price was $2,682, price is now $2,146 per person
$2,146
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Price was $2,702, price is now $2,171 per person
$2,171
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool

2 out of 5
Save 100% on your flight
Price was $11,280, price is now $9,066 per person
$9,066
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)

6-7 night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Price was $2,179, price is now $1,623 per person
$1,623
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Albany (ALB) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $3,304, price is now $2,129 per person
$2,129
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $5,505, price is now $3,641 per person
$3,641
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $4,496, price is now $3,132 per person
$3,132
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $2,390, price is now $1,739 per person
$1,739
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Save 100% on your flight
Price was $3,617, price is now $2,642 per person
$2,642
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Price was $2,705, price is now $1,981 per person
$1,981
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5
Save 100% on your flight
Price was $3,670, price is now $2,783 per person
$2,783
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Price was $2,521, price is now $1,920 per person
$1,920
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Price was $3,067, price is now $2,339 per person
$2,339
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $3,403, price is now $2,655 per person
$2,655
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Albany (ALB) to Key West (EYW)
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
Price was $3,324, price is now $2,602 per person
$2,602
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)

Flight deals to Stock Island

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

Fri, Jan 23 - Mon, Jan 26
TPA
Tampa
EYW
Key West
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 23 from Tampa to Key West, returning Mon, Jan 26, priced at $133 found 4 days ago
Thu, Feb 19 - Mon, Feb 23
ATL
Atlanta
EYW
Key West
$203 Roundtrip, found 6 days ago
$203
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Feb 19 from Atlanta to Key West, returning Mon, Feb 23, priced at $203 found 6 days ago
Sun, Feb 15 - Fri, Feb 20
ORD
Chicago
EYW
Key West
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sun, Feb 15 from Chicago to Key West, returning Fri, Feb 20, priced at $207 found 4 hours ago

Top rated hotels for your Stock Island vacation

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
$321 nightly
The price is $362 total per night
$362 total
Jan 21 - Jan 22
Total with taxes and fees
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers Beach.
Pool
Pet friendly
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Free Cancellation
Reserve now, pay when you stay
0.54 mi from city center
$419 nightly
The price is $471 total per night
$471 total
Jan 21 - Jan 22
Total with taxes and fees
When you stay at The Perry Hotel & Marina Key West in Key West, you'll be on the waterfront, within a 5-minute drive of Stock Island Yacht Club & Marina and Key West Golf Club.
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
0.41 mi from city center
$318 nightly
The price is $358 total per night
$358 total
Jan 21 - Jan 22
Total with taxes and fees
With a stay at this houseboat in Key West, you'll be within a 10-minute drive of Duval Street and Smathers Beach.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Stock Island
View all properties
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.