Cheap Vacations in Stock Island

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Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
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
Save 100% on your flight
Price was $2,926, price is now $2,148 per person
$2,148
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)

3-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
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 $1,362, price is now $871 per person
$871
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
Price was $1,354, price is now $1,218 per person
$1,218
per person
Feb 6 - Feb 9
found 6 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $4,867, price is now $3,438 per person
$3,438
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Price was $1,244, price is now $973 per person
$973
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,492, price is now $1,204 per person
$1,204
per person
Feb 3 - Feb 6
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $1,527, price is now $1,233 per person
$1,233
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,670, price is now $1,359 per person
$1,359
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Price was $2,744, price is now $2,243 per person
$2,243
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $2,083, price is now $1,744 per person
$1,744
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was $1,825, price is now $1,536 per person
$1,536
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Price was $2,181, price is now $1,856 per person
$1,856
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Southernmost House

Southernmost House

4 out of 5
Save 100% on your flight
Price was $1,582, price is now $1,357 per person
$1,357
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Key West (EYW)

4-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
Save 100% on your flight
Price was $1,270, price is now $863 per person
$863
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,612, price is now $1,464 per person
$1,464
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $2,870, price is now $1,746 per person
$1,746
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,724, price is now $1,067 per person
$1,067
per person
Feb 4 - Feb 8
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,669, price is now $1,039 per person
$1,039
per person
Feb 4 - Feb 8
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,674, price is now $1,088 per person
$1,088
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,659, price is now $1,134 per person
$1,134
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,293, price is now $918 per person
$918
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Price was $1,309, price is now $940 per person
$940
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,818, price is now $1,311 per person
$1,311
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,201, price is now $1,618 per person
$1,618
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,511, price is now $1,117 per person
$1,117
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,650, price is now $914 per person
$914
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,606, price is now $2,027 per person
$2,027
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,093, price is now $1,305 per person
$1,305
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,100, price is now $1,429 per person
$1,429
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,741, price is now $1,902 per person
$1,902
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $3,076, price is now $2,147 per person
$2,147
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Save 100% on your flight
Price was $1,928, price is now $1,364 per person
$1,364
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,658, price is now $1,184 per person
$1,184
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,523, price is now $1,807 per person
$1,807
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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
Save 100% on your flight
Price was $2,926, price is now $2,148 per person
$2,148
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Price was $1,686, price is now $1,253 per person
$1,253
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,961, price is now $2,216 per person
$2,216
per person
Jan 11 - Jan 16
found 14 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)

6-7 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
Save 100% on your flight
Price was $1,745, price is now $1,033 per person
$1,033
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Price was $3,735, price is now $1,952 per person
$1,952
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,608, price is now $1,479 per person
$1,479
per person
Feb 2 - Feb 9
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,091, price is now $1,195 per person
$1,195
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $3,367, price is now $2,117 per person
$2,117
per person
Feb 2 - Feb 9
found 15 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,780, price is now $1,161 per person
$1,161
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,908, price is now $1,969 per person
$1,969
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Price was $2,639, price is now $1,787 per person
$1,787
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,684, price is now $1,143 per person
$1,143
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $2,361, price is now $1,633 per person
$1,633
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Save 100% on your flight
Price was $1,840, price is now $1,291 per person
$1,291
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Save 100% on your flight
Price was $1,545, price is now $1,096 per person
$1,096
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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, Jan 5 - Sat, Jan 10
TPA
Tampa
EYW
Key West
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Mon, Jan 5 from Tampa to Key West, returning Sat, Jan 10, priced at $110 just found
Mon, Dec 15 - Thu, Dec 18
BOS
Boston
EYW
Key West
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Dec 15 from Boston to Key West, returning Thu, Dec 18, priced at $157 found 2 days ago
Mon, Jan 5 - Wed, Jan 7
ATL
Atlanta
EYW
Key West
$168 Roundtrip, found 6 days ago
$168
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Jan 5 from Atlanta to Key West, returning Wed, Jan 7, priced at $168 found 6 days 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
1.03 mi from city center
$218 nightly
The price is $245 total per night
$245 total
Dec 14 - Dec 15
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
$183 nightly
The price is $206 total per night
$206 total
Dec 16 - Dec 17
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
0.42 mi from city center
$274 nightly
The price is $308 total per night
$308 total
Dec 14 - Dec 15
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
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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.