Search Deals onRobbie's Vacation Packages
Robbie's Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $1,950, price is now $1,435 per person
$1,435
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Key West Hotel
Save 100% on your flight
Price was $3,742, price is now $2,464 per person
$2,464
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.

Oceans Edge Key West Resort, Hotel & Marina
Price was $2,814, price is now $2,009 per person
$2,009
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Hyatt Vacation Club at Beach House, Key West
Price was $2,304, price is now $1,660 per person
$1,660
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Pier House Resort & Spa
Save 100% on your flight
Price was $3,894, price is now $2,828 per person
$2,828
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Southernmost Beach Resort and Guesthouses
Price was $2,839, price is now $2,081 per person
$2,081
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

Winslow's Bungalows - Key West Historic Inns
Price was $2,795, price is now $2,055 per person
$2,055
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Lighthouse Hotel - Key West Historic Inns
Price was $2,719, price is now $2,009 per person
$2,009
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Casa Marina Key West, Curio Collection by Hilton
Price was $2,435, price is now $1,807 per person
$1,807
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost Point are located nearby.

The Perry Hotel & Marina Key West
Price was $2,594, price is now $1,946 per person
$1,946
per person
Feb 19 - Feb 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Havana Cabana at Key West
Price was $4,226, price is now $3,184 per person
$3,184
per person
Feb 10 - Feb 17
found 4 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Save 100% on your flight
Price was $2,622, price is now $1,986 per person
$1,986
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.
3-4 Night Vacations in Robbie's
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Robbie's
Price found within the past 48 hours. Click for updated prices.



Robbie's Last Minute Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
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