Rent a ride

3-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) 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
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) 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
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
per person
Jun 10 - Jun 13
Roundtrip non-stop flight included
Kansas City (MCI) 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
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)

4-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
La Concha Key West

La Concha Key West

4 out of 5
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Custom House Inn

Custom House Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Westwinds Inn

Westwinds Inn

3.5 out of 5
per person
Jul 4 - Jul 8
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)

5-night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
per person
Jun 16 - Jun 21
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
per person
Jun 16 - Jun 21
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
The Galleria by Brightwild

The Galleria by Brightwild

3 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
La Concha Key West

La Concha Key West

4 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Eden House

Eden House

3.5 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Kansas City (MCI) to Key West (EYW)

6-7 night Stock Island vacations

Price found within the past 48 hours. Click for updated prices.
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) 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
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) 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
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
per person
Jun 17 - Jun 24
Roundtrip flight included
Philadelphia (PHL) 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.

Thu, May 30 - Thu, May 30
TPA
Tampa
EYW
Key West
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Silver Airways flight, departing Thu, May 30 from Tampa to Key West, returning Thu, May 30, priced at $175 found 2 days ago
Tue, Aug 6 - Tue, Aug 20
PHL
Philadelphia
EYW
Key West
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 6 from Philadelphia to Key West, returning Tue, Aug 20, priced at $198 found 5 days ago
Wed, Jul 24 - Tue, Aug 6
ORD
Chicago
EYW
Key West
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 24 from Chicago to Key West, returning Tue, Aug 6, priced at $217 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
The price is $207 per night
$207
per night
May 22 - May 23
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, a 5-minute drive from Key West Golf Club and 10 minutes from 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
The price is $194 per night
$194
per night
May 15 - May 16
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
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
1.33 mi from city center
The price is $191 per night
$191
per night
Jun 11 - Jun 12
With a stay at Havana Cabana at Key West - Adults Only in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street.
Hot Tub
Pool
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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.