Deals on vacations and trips to Monroe County
Save when you book Monroe County, FL package deals
Search vacation packages deals in Monroe County's top destinations
Key West
Vacations
Monroe County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Beach Place Hotel
North Beach
Price was $650, price is now $318 per person
$318
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. There's a garden and multilingual staff can provide around-the-clock assistance.
Cavalier Hotel South Beach
South Beach
Price was $1,394, price is now $647 per person
$647
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $29,634, price is now $14,085 per person
$14,085
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
President Hotel
South Beach
Price was $1,413, price is now $686 per person
$686
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.
The Penguin Hotel
South Beach
Price was $1,309, price is now $640 per person
$640
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.
Top Monroe County hotels deals
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night
$264 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$229 nightly
The price is $258 total per night
$258 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $223 total per night
$223 total
Oct 13 - Oct 14
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $173 total per night
$173 total
Oct 2 - Oct 3
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $182 total per night
$182 total
Oct 7 - Oct 8
Total with taxes and fees
This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$246 nightly
The price is $277 total per night
$277 total
Oct 2 - Oct 3
Total with taxes and fees
This eco-certified resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa
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.
Photos of local treasures
Browse Monroe County vacation photos for more inspiration
Frequently asked questions
Where to stay in Monroe County: Best areas for travelers
- Key West: There's nothing better than staying in the middle of all the action, especially when you have fabulous attractions like Ernest Hemingway Home and Museum within a short distance. After a long day of sightseeing, flop into bed at the Pegasus International Hotel, the Poolside Townhouse With 1 Bedroom, 1 Bath With Kitchen and Pullout Sofa or the Crowne Plaza Key West-La Concha.
- Key Largo: If you're planning a visit to this great destination, you'll find there's so much to discover here. Wander around exciting sights like John Pennekamp Coral Reef State Park, Jimmy Johnson's Big Chill and Dolphins Plus Bayside. When you're ready to call it a day, rest your head at the Bayside Inn Key Largo, the Florida Keys Getaway! Cozy Unit for 4, Pool or the Couple\'s Getaway! King Unit, Pool, Free Parking. Spend a few nights here so you have enough time to also see Key Largo Hammocks State Botanical Site, Dolphin Cove and Key Largo Undersea Park.
- Marathon: There's nothing quite like exploring someplace completely new, especially when you've got renowned attractions such as Sombrero Beach to look forward to. You can make your vacation even better by locking in one of the top-rated hotels nearby, such as the Sea Dell Motel, the Blackfin Resort and Marina or the Skipjack #203 ~ 1 bed 1 Bath Updated Condo.
- Islamorada: With plenty of exciting things to see and do here, you'll have earned a solid night's sleep by the time the sun goes down. The This is Paradise! Beautiful 2 Acre Oceanfront Beach, A Must See. 3/2 Sleeps 6, the Chesapeake Beach Resort or the Ocean House are some of the best places to kick back after exploring Theater of the Sea and Founders Park. Don't forget to make your way to Anne's Beach, Florida Keys Flats Fishing, Bud n' Mary's Dive Center and Florida Keys Dive Center too.
- Tavernier: For a hotel that feels like a home away from home, look up the Coconut Palm Inn. The Creekside Inn Islamorada and the Vrbo Property are other options that make superb bases for exploring. Kick off the sightseeing here at Florida Keys Flats Fishing and Laura Quinn Wild Bird Sanctuary. Florida Keys Dive Center is also worth penciling into your itinerary.
Explore More Ways to Travel with Travelocity
Explore More Ways to Travel with Travelocity
- Beach Resorts & in Midtown
- Pet Friendly Hotels in Midtown
- Midtown Hotels
- Hotels near Smathers Beach
- Beach Resorts & in New Town
- Convention Center Hotels in New Town
- Gay Friendly Hotels in New Town
- Hotels with Pools in New Town
- Luxury Hotels in New Town
- Pet Friendly Hotels in New Town
- New Town Hotels
- Hotels near Duval Street
- Condos in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Key West Hotels
- Houseboats in Key West
- Old Town Key West Hotels
- Flights to Key West
- Flights from Key West Intl.
- American Airlines Miami (MIA) to Key West (EYW) flights
- Delta Atlanta (ATL) to Key West (EYW) flights
- Jetblue Airways Albany (ALB) to Key West (EYW) flights
- Jetblue Airways Charleston (CHS) to Key West (EYW) flights
- Jetblue Airways New York (JFK) to Key West (EYW) flights
- Jetblue Airways Boston (BOS) to Key West (EYW) flights
- Jetblue Airways Sarasota (SRQ) to Key West (EYW) flights
- Silver Airways Tampa (TPA) to Key West (EYW) flights
- Flights from Atlanta (ATL) to Key West (EYW)
- Flights from Austin (AUS) to Key West (EYW)
- Flights from Hartford (BDL) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Cleveland (CLE) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Columbus (CMH) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Denver (DEN) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Washington (IAD) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Myrtle Beach (MYR) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Norfolk (ORF) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Pittsburgh (PIT) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Providence (PVD) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Louisville (SDF) to Key West (EYW)
- Flights from St. Louis (STL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Knoxville (TYS) to Key West (EYW)
- Robbie's
- Sugarloaf Key Vacations
- Big Pine Key Vacations
- Tingler Island Vacations
- Smathers Beach
- Summerland Key Vacations
- Key West Historic District Vacations
- Duval Street
- Little Torch Key Vacations
- Fleming Key Vacations
- Key West Vacations
- Seven Mile Bridge
- Clarence S. Higgs Memorial Beach Park
- Sombrero Beach
- Cow Key Vacations
- Uptown - Upper Duval Vacations
- Stock Island Vacations
- Southernmost Point
- Mel Fisher Maritime Museum
- Ramrod Key Vacations
- Dredgers Key Vacations
- Pigeon Key
- South Beach
- Fort Zachary Taylor Historic State Park
- Audubon House and Tropical Gardens
- Old Town Key West Vacations
- Ernest Hemingway Home and Museum
- Raccoon Key Vacations
- Donkey Milk House
- Key West Golf Club
