
Exclusive South Beach Vacation Deals

South Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,475, price is now $1,073 per person
$1,073
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,970, price is now $2,419 per person
$2,419
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
Price was $1,714, price is now $1,219 per person
$1,219
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free continental breakfast each morning. Self parking, a garden, and dry cleaning are also offered.

The Marker Key West Harbor Resort
Key West Historic District
Save 100% on your flight
Price was $2,945, price is now $2,105 per person
$2,105
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $2,591, price is now $1,871 per person
$1,871
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.

Amelia Home by Avantstay In Historic Old Town w/ Pool
Old Town Key West
Price was $4,361, price is now $3,171 per person
$3,171
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas and barbecue grills.
Frequently asked questions
Explore More Ways to Travel with Travelocity
- Hotels near Duval Street
- Casa Marina Hotels
- Hotels in Big Pine Key
- Hotels near Fort Zachary Taylor Historic State Park
- Bedandbreakfast in Key West
- Condos in Key West
- Key West Historic District Hotels
- Adults Only in Key West
- All-Inclusive in Key West
- Amsterdam's Curry Mansion Inn
- Beach in Key West
- Casa Marina Key West Curio Collection by Hilton
- Budget in Key West
- Coconut Beach Resort
- Duval House
- Family Friendly in Key West
- H2O Suites - Adults Only
- Havana Cabana at Key West
- Heron House - Adult Only
- The Independent Inn - Formerly Heron House Court
- Suites in Key West
- Island City House Hotel
- Beachside Resort & Residences
- Ella's Cottages - Key West Historic Inns
- Lighthouse Hotel - Key West Historic Inns
- Winslow's Bungalows - Key West Historic Inns
- LA TE DA Hotel - Adults Only
- New Orleans House - Gay Men Adult Resort
- NYAH Key West - Adults Only
- Ocean Key Resort - A Noble House Resort
- Hilton Key West Resort & Marina
- Opal Key Resort & Marina Key West
- Orchid Key Inn - Adults Only
- Parrot Key Hotel & Villas
- Pet Friendly in Key West
- Pier House Resort & Spa
- Seashell Motel
- Silver Palms Inn & Historic Homes
- Simonton Court Historic Inn & Cottages
- Southernmost Beach Resort and Guesthouses
- Southwinds Motel
- Sunset Key Cottages
- The Cabana Inn Key West - Adults Only
- The Gardens Hotel
- The Laureate Key West
- The Marker Key West Harbor Resort
- The Marquesa Hotel
- The Perry Hotel & Marina Key West
- The Reach Key West Curio Collection by Hilton
- Southernmost House - Adult Exclusive
- The Southernmost Inn - Adults Only
- Wicker Guesthouse
- Hotels in Key West
- Houseboats in Key West
- Privatevacationhomes in Key West
- Resorts in Key West
- Hotels near Mallory Square
- Isla Bella Beach Resort & Spa
- Hotels in Marathon
- Old Town Key West Hotels
- Hotels near Southernmost Point
- Sugar Loaf Lodge
- Sunset Key Hotels
- Flights to Key West
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Alcoa (TYS) to Key West (EYW)
- Donkey Milk House Vacations
- Clarence S Higgs Memorial Beach Park Vacations
- Captain Hooks Marina and Dive Center Vacations
- Big Pine Key Vacations
- Duval Street Vacations
- Key Colony Beach Vacations
- Key West Historic District Vacations
- Key West Vacations
- Marathon Vacations
- Monroe County Vacations
- Old Town Key West Vacations
- Robbie's Vacations
- Smathers Beach Vacations
- Sombrero Beach Vacations
- Southernmost Point Vacations
- Uptown - Upper Duval Vacations