Cheap Vacations in Sunset Key

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Sunset Key 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 $1,519, price is now $917 per person
$917
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $3,797, price is now $2,175 per person
$2,175
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $4,204, price is now $2,428 per person
$2,428
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,929, price is now $1,180 per person
$1,180
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,432, price is now $1,590 per person
$1,590
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,556, price is now $1,682 per person
$1,682
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,660, price is now $1,854 per person
$1,854
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
Price was $1,546, price is now $1,128 per person
$1,128
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,319, price is now $1,693 per person
$1,693
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
New Town
Save 100% on your flight
Price was $1,572, price is now $1,153 per person
$1,153
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)

3-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 $914, price is now $621 per person
$621
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,109, price is now $1,182 per person
$1,182
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,208, price is now $752 per person
$752
per person
Feb 2 - Feb 5
found 23 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,158, price is now $725 per person
$725
per person
Feb 2 - Feb 5
found 23 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,496, price is now $941 per person
$941
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,332, price is now $846 per person
$846
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,176, price is now $759 per person
$759
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,174, price is now $799 per person
$799
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,341, price is now $941 per person
$941
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,517, price is now $1,065 per person
$1,065
per person
Feb 2 - Feb 5
found 23 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $948, price is now $700 per person
$700
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $887, price is now $657 per person
$657
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)

4-night Sunset Key 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 $1,051, price is now $778 per person
$778
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,586, price is now $1,422 per person
$1,422
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,519, price is now $917 per person
$917
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,480, price is now $896 per person
$896
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,689, price is now $1,070 per person
$1,070
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,633, price is now $1,073 per person
$1,073
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,758, price is now $1,159 per person
$1,159
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,728, price is now $1,188 per person
$1,188
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,961, price is now $1,380 per person
$1,380
per person
Feb 8 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,724, price is now $1,245 per person
$1,245
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,179, price is now $854 per person
$854
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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
Price was $1,937, price is now $1,482 per person
$1,482
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)

5-night Sunset Key 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 $1,847, price is now $1,091 per person
$1,091
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,797, price is now $2,175 per person
$2,175
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $4,204, price is now $2,428 per person
$2,428
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,929, price is now $1,180 per person
$1,180
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,432, price is now $1,590 per person
$1,590
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,556, price is now $1,682 per person
$1,682
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,660, price is now $1,854 per person
$1,854
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Grand Guesthouse

The Grand Guesthouse

2.5 out of 5
Save 100% on your flight
Price was $1,710, price is now $1,208 per person
$1,208
per person
Jan 26 - Jan 31
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,546, price is now $1,128 per person
$1,128
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,319, price is now $1,693 per person
$1,693
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,572, price is now $1,153 per person
$1,153
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Save 100% on your flight
Price was $1,680, price is now $1,247 per person
$1,247
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)

6-7 night Sunset Key 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 $1,870, price is now $1,304 per person
$1,304
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Price was $5,049, price is now $2,740 per person
$2,740
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,466, price is now $1,403 per person
$1,403
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 1 day ago
Roundtrip 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 $3,128, price is now $1,965 per person
$1,965
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $3,113, price is now $1,957 per person
$1,957
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $3,159, price is now $2,005 per person
$2,005
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $3,428, price is now $2,313 per person
$2,313
per person
Feb 2 - Feb 9
found 6 hours 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 $3,703, price is now $2,546 per person
$2,546
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $2,770, price is now $1,918 per person
$1,918
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,918, price is now $1,333 per person
$1,333
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 $3,091, price is now $2,241 per person
$2,241
per person
Feb 3 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 5 days ago
$110
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Jan 5 from Tampa to Key West, returning Sat, Jan 10, priced at $110 found 5 days ago
Thu, Feb 5 - Wed, Feb 11
BOS
Boston
EYW
Key West
$166 Roundtrip, found 5 days ago
$166
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Boston to Key West, returning Wed, Feb 11, priced at $166 found 5 days ago
Mon, Jan 19 - Fri, Jan 23
PHL
Philadelphia
EYW
Key West
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Jan 19 from Philadelphia to Key West, returning Fri, Jan 23, priced at $202 found 6 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
$301 nightly
The price is $339 total per night
$339 total
Dec 19 - Dec 20
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
$265 nightly
The price is $298 total per night
$298 total
Dec 21 - Dec 22
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
$345 nightly
The price is $389 total per night
$389 total
Jan 13 - Jan 14, 2026
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.