Cheap Vacations in Sunset Key

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Sunset Key vacations

Price found within the past 48 hours. Click for updated prices.
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
Price was $975, price is now $746 per person
$746
per person
Jan 17 - Jan 20
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
Key West Historic District
Save 100% on your flight
Price was $4,046, price is now $2,603 per person
$2,603
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,221, price is now $807 per person
$807
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
New Town
Save 100% on your flight
Price was $2,420, price is now $1,628 per person
$1,628
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,475, price is now $1,026 per person
$1,026
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,499, price is now $1,056 per person
$1,056
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop 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
Old Town Key West
Save 100% on your flight
Price was $1,647, price is now $1,195 per person
$1,195
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Eden House

Eden House

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,203, price is now $1,635 per person
$1,635
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock

2 out of 5
Save 100% on your flight
Price was $7,998, price is now $6,147 per person
$6,147
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop 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 $1,246, price is now $959 per person
$959
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)

3-night Sunset Key vacations

Price found within the past 48 hours. Click for updated prices.
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
Price was $975, price is now $746 per person
$746
per person
Jan 17 - Jan 20
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 $1,738, price is now $1,464 per person
$1,464
per person
Jan 28 - Jan 31
found 23 hours ago
Roundtrip 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 $4,046, price is now $2,603 per person
$2,603
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,221, price is now $807 per person
$807
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,420, price is now $1,628 per person
$1,628
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,475, price is now $1,026 per person
$1,026
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,499, price is now $1,056 per person
$1,056
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop 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 $1,647, price is now $1,195 per person
$1,195
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,246, price is now $959 per person
$959
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $1,367, price is now $1,057 per person
$1,057
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,562, price is now $1,259 per person
$1,259
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Price was $1,495, price is now $1,206 per person
$1,206
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)

4-night Sunset Key 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
Save 100% on your flight
Price was $1,247, price is now $865 per person
$865
per person
Feb 6 - Feb 10
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,541, price is now $957 per person
$957
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,722, price is now $1,119 per person
$1,119
per person
Jan 21 - Jan 25
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
Price was $2,053, price is now $1,503 per person
$1,503
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 out of 5
Save 100% on your flight
Price was $2,085, price is now $1,681 per person
$1,681
per person
Feb 3 - Feb 7
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 $2,282, price is now $1,857 per person
$1,857
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
Price was $1,285, price is now $1,065 per person
$1,065
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip 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
Price was $2,023, price is now $1,693 per person
$1,693
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
The Grand Turk by Brightwild Sunset View Pool

The Grand Turk by Brightwild Sunset View Pool

2 out of 5
Price was $1,633, price is now $1,367 per person
$1,367
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Aquaria House by Brightwild Pool Boat Dock

Aquaria House by Brightwild Pool Boat Dock

2 out of 5
Save 100% on your flight
Price was $5,824, price is now $4,903 per person
$4,903
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $10,903, price is now $9,229 per person
$9,229
per person
Jan 15 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Price was $1,971, price is now $1,670 per person
$1,670
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)

5-night Sunset Key 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 $1,953, price is now $1,204 per person
$1,204
per person
Feb 3 - Feb 8
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 $6,479, price is now $3,573 per person
$3,573
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,011, price is now $1,292 per person
$1,292
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop 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 $2,156, price is now $1,419 per person
$1,419
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,841, price is now $1,220 per person
$1,220
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Southernmost House

Southernmost House

4 out of 5
Save 100% on your flight
Price was $3,112, price is now $2,101 per person
$2,101
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,292, price is now $1,557 per person
$1,557
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,567, price is now $1,790 per person
$1,790
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,966, price is now $1,376 per person
$1,376
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,453, price is now $1,764 per person
$1,764
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
Save 100% on your flight
Price was $2,033, price is now $1,468 per person
$1,468
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Price was $1,850, price is now $1,337 per person
$1,337
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)

6-7 night Sunset Key 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 $2,123, price is now $1,278 per person
$1,278
per person
Jan 19 - Jan 26
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
Price was $7,710, price is now $4,024 per person
$4,024
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,247, price is now $1,308 per person
$1,308
per person
Feb 1 - Feb 7
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $2,191, price is now $1,278 per person
$1,278
per person
Feb 1 - Feb 7
found 8 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 $2,586, price is now $1,571 per person
$1,571
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,701, price is now $1,719 per person
$1,719
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,460, price is now $1,606 per person
$1,606
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $3,274, price is now $2,148 per person
$2,148
per person
Jan 19 - Jan 26
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
Price was $3,075, price is now $2,085 per person
$2,085
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $2,994, price is now $2,048 per person
$2,048
per person
Jan 19 - Jan 26
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 $2,053, price is now $1,437 per person
$1,437
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,974, price is now $2,083 per person
$2,083
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)

Flight deals to Sunset Key

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, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Jan 5 from Tampa to Key West, returning Sat, Jan 10, priced at $110 found 4 days ago
Thu, Feb 5 - Wed, Feb 11
BOS
Boston
EYW
Key West
$166 Roundtrip, found 4 days ago
$166
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Boston to Key West, returning Wed, Feb 11, priced at $166 found 4 days ago
Mon, Jan 19 - Fri, Jan 23
PHL
Philadelphia
EYW
Key West
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Jan 19 from Philadelphia to Key West, returning Fri, Jan 23, priced at $202 found 5 days ago

Top rated hotels for your Sunset Key vacation

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
3.88 mi from Sunset Key
$231 nightly
The price is $260 total per night
$260 total
Dec 17 - Dec 18
Total with taxes and fees
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 8 minutes from Duval Street.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
3.74 mi from Sunset Key
$171 nightly
The price is $192 total per night
$192 total
Dec 18 - Dec 19
Total with taxes and fees
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse and Keeper's Quarters Museum.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
1.46 mi from Sunset Key
$253 nightly
The price is $285 total per night
$285 total
Dec 18 - Dec 19
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.
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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.