Cheap Vacations in Stock Island

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Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $1,325, price is now $1,062 per person
$1,062
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

3 out of 5
Price was $3,642, price is now $2,898 per person
$2,898
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)

3-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Price was $921, price is now $739 per person
$739
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Price was $1,170, price is now $831 per person
$831
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Price was $1,714, price is now $1,278 per person
$1,278
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Price was $1,320, price is now $987 per person
$987
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $1,326, price is now $1,003 per person
$1,003
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Price was $1,230, price is now $974 per person
$974
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $1,272, price is now $1,019 per person
$1,019
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Price was $1,330, price is now $1,074 per person
$1,074
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House

2 out of 5
Save 100% on your flight
Price was $10,297, price is now $8,435 per person
$8,435
per person
Apr 23 - Apr 26
just found
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
New Crestwood House by Brightwild Huge Pool

New Crestwood House by Brightwild Huge Pool

2 out of 5
Save 100% on your flight
Price was $8,784, price is now $7,199 per person
$7,199
per person
May 1 - May 4
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock

2 out of 5
Save 100% on your flight
Price was $5,899, price is now $4,847 per person
$4,847
per person
Apr 23 - Apr 26
just found
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)

4-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Save 100% on your flight
Price was $1,074, price is now $731 per person
$731
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $1,313, price is now $788 per person
$788
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $2,000, price is now $1,311 per person
$1,311
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,643, price is now $1,848 per person
$1,848
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Save 100% on your flight
Price was $1,544, price is now $1,103 per person
$1,103
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,733, price is now $1,251 per person
$1,251
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
Save 100% on your flight
Price was $1,099, price is now $844 per person
$844
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 $1,673, price is now $1,296 per person
$1,296
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,672, price is now $1,304 per person
$1,304
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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
Save 100% on your flight
Price was $2,062, price is now $1,627 per person
$1,627
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
Save 100% on your flight
Price was $1,396, price is now $1,104 per person
$1,104
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)

5-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
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 $1,708, price is now $1,082 per person
$1,082
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $4,188, price is now $2,776 per person
$2,776
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House

2 out of 5
Save 100% on your flight
Price was $15,009, price is now $10,954 per person
$10,954
per person
Apr 23 - Apr 28
found 7 hours ago
Roundtrip flight included
New York (NYC) to Key West (EYW)
Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock

2 out of 5
Save 100% on your flight
Price was $8,332, price is now $6,104 per person
$6,104
per person
Apr 23 - Apr 28
found 7 hours ago
Roundtrip flight included
New York (NYC) to Key West (EYW)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Price was $2,881, price is now $2,112 per person
$2,112
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,477, price is now $1,825 per person
$1,825
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
Sweet Caroline by Brightwild Pool Parking

Sweet Caroline by Brightwild Pool Parking

2 out of 5
Save 100% on your flight
Price was $5,001, price is now $3,727 per person
$3,727
per person
Apr 29 - May 4
found 20 hours ago
Roundtrip non-stop flight included
New York (NYC) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Price was $3,298, price is now $2,511 per person
$2,511
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $1,820, price is now $1,395 per person
$1,395
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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
Save 100% on your flight
Price was $2,575, price is now $1,974 per person
$1,974
per person
Apr 8 - Apr 13
found 6 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill

2 out of 5
Save 100% on your flight
Price was $2,719, price is now $2,099 per person
$2,099
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Key West (EYW)
Douglas House

Douglas House

3 out of 5
Save 100% on your flight
Price was $2,354, price is now $1,821 per person
$1,821
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Key West (EYW)

6-7 night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Save 100% on your flight
Price was $1,599, price is now $1,116 per person
$1,116
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,168, price is now $1,285 per person
$1,285
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,620, price is now $2,347 per person
$2,347
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,640, price is now $1,739 per person
$1,739
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,865, price is now $2,017 per person
$2,017
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $2,640, price is now $1,953 per person
$1,953
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Save 100% on your flight
Price was $3,394, price is now $2,521 per person
$2,521
per person
Apr 5 - Apr 12
found 15 hours ago
Roundtrip non-stop flight included
Chicago (CHI) 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 $2,048, price is now $1,526 per person
$1,526
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
The Palms Hotel

The Palms Hotel

3 out of 5
Save 100% on your flight
Price was $1,551, price is now $1,166 per person
$1,166
per person
Apr 6 - Apr 12
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Key West (EYW)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
Save 100% on your flight
Price was $1,641, price is now $1,240 per person
$1,240
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.

Mon, Apr 13 - Fri, Apr 17
TPA
Tampa
EYW
Key West
$87 Roundtrip, found 5 days ago
$87
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Tampa to Key West, returning Fri, Apr 17, priced at $87 found 5 days ago
Tue, Mar 24 - Wed, Mar 25
ATL
Atlanta
EYW
Key West
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Mar 24 from Atlanta to Key West, returning Wed, Mar 25, priced at $175 found 1 day ago
Sun, Mar 22 - Fri, Mar 27
EWR
New York
EYW
Key West
$246 Roundtrip, found 8 hours ago
$246
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sun, Mar 22 from New York to Key West, returning Fri, Mar 27, priced at $246 found 8 hours ago

Top rated hotels for your Stock Island vacation

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
$426 nightly
The price is $479 total per night
$479 total
Apr 5 - Apr 6
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.
Pool
Pet friendly
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
$346 nightly
The price is $389 total per night
$389 total
Mar 15 - Mar 16
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
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
3.89 mi from city center
$501 nightly
The price is $563 total per night
$563 total
Apr 5 - Apr 6
Total with taxes and fees
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Pool
Spa
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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.