Cheap Vacations in Stock Island

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Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4 out of 5
Price was $2,009, price is now $1,757 per person
$1,757
per person
Jan 16 - Jan 19
found 24 hours 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 24 hours 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.
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 $1,013, price is now $573 per person
$573
per person
Jan 18 - Jan 21
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,362, price is now $871 per person
$871
per person
Jan 23 - Jan 26
found 7 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 24 hours 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 7 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Save 100% on your flight
Price was $16,382, price is now $12,850 per person
$12,850
per person
Jan 25 - Jan 28
found 21 hours ago
Roundtrip non-stop flight included
New York (LGA) to Key West (EYW)
NEW The Rigby House - Pvt Pool Amazing Location

NEW The Rigby House - Pvt Pool Amazing Location

2 out of 5
Save 100% on your flight
Price was $3,593, price is now $2,898 per person
$2,898
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 7 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $1,223, price is now $995 per person
$995
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 24 hours 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 24 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
New The Cottage at James House

New The Cottage at James House

2 out of 5
Save 100% on your flight
Price was $1,412, price is now $1,158 per person
$1,158
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

3 out of 5
Save 100% on your flight
Price was $1,530, price is now $1,272 per person
$1,272
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)

4-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking

2 out of 5
Save 100% on your flight
Price was $1,347, price is now $1,098 per person
$1,098
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 21 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Save 100% on your flight
Price was $11,069, price is now $8,603 per person
$8,603
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2 out of 5
Save 100% on your flight
Price was $4,689, price is now $3,753 per person
$3,753
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool

2 out of 5
Save 100% on your flight
Price was $4,729, price is now $3,793 per person
$3,793
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
NEW The Rigby House - Pvt Pool Amazing Location

NEW The Rigby House - Pvt Pool Amazing Location

2 out of 5
Save 100% on your flight
Price was $4,550, price is now $3,667 per person
$3,667
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
New The Cottage at James House

New The Cottage at James House

2 out of 5
Save 100% on your flight
Price was $1,952, price is now $1,589 per person
$1,589
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,314, price is now $1,922 per person
$1,922
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4 out of 5
Save 100% on your flight
Price was $1,930, price is now $1,605 per person
$1,605
per person
Jan 14 - Jan 18
found 19 hours ago
Roundtrip flight included
Cincinnati (CVG) to Key West (EYW)
Southernmost House

Southernmost House

4 out of 5
Save 100% on your flight
Price was $2,060, price is now $1,763 per person
$1,763
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 $3,314, price is now $2,878 per person
$2,878
per person
Jan 14 - Jan 18
found 19 hours ago
Roundtrip flight included
Cincinnati (CVG) to Key West (EYW)
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
Price was $1,730, price is now $1,515 per person
$1,515
per person
Jan 31 - Feb 4
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.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $1,538, price is now $1,114 per person
$1,114
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 24 hours 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 24 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 $2,100, price is now $1,429 per person
$1,429
per person
Jan 29 - Feb 3
found 24 hours 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 $3,878, price is now $2,683 per person
$2,683
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 24 hours 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 24 hours 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 24 hours 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 $1,878, price is now $1,334 per person
$1,334
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 24 hours 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 24 hours 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 24 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.
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 21 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
Price was $4,376, price is now $2,256 per person
$2,256
per person
Jan 24 - Jan 31
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 $2,189, price is now $1,257 per person
$1,257
per person
Jan 24 - Jan 31
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 $2,254, price is now $1,387 per person
$1,387
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $2,187, price is now $1,402 per person
$1,402
per person
Jan 24 - Jan 31
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 $3,528, price is now $2,346 per person
$2,346
per person
Jan 24 - Jan 31
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 $3,136, price is now $2,106 per person
$2,106
per person
Jan 24 - Jan 31
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 $1,953, price is now $1,337 per person
$1,337
per person
Jan 24 - Jan 31
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 $2,715, price is now $1,865 per person
$1,865
per person
Jan 24 - Jan 31
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 $1,828, price is now $1,267 per person
$1,267
per person
Jan 24 - Jan 31
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 $2,275, price is now $1,629 per person
$1,629
per person
Jan 24 - Jan 31
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 $2,645, price is now $1,894 per person
$1,894
per person
Jan 24 - Jan 31
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.

Wed, Dec 17 - Fri, Dec 19
TPA
Tampa
EYW
Key West
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 17 from Tampa to Key West, returning Fri, Dec 19, priced at $118 found 1 day ago
Mon, Dec 15 - Thu, Dec 18
BOS
Boston
EYW
Key West
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Dec 15 from Boston to Key West, returning Thu, Dec 18, priced at $157 found 1 day ago
Mon, Jan 5 - Wed, Jan 7
ATL
Atlanta
EYW
Key West
$168 Roundtrip, found 5 days ago
$168
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Jan 5 from Atlanta to Key West, returning Wed, Jan 7, priced at $168 found 5 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
$194 nightly
The price is $219 total per night
$219 total
Dec 18 - Dec 19
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
Don't see what you're looking for?
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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.