Florida Keys trips Skip navigation
Welcome - Already a member? Sign in

 
 Start search over
Change your search
 
Change Travelers
2 Adults
1 Room
Change travelers




TRAVELER TOOLS



Customer Support
Frequently Asked Questions (FAQs)
Florida Keys trips
Book your trip online or call our reservation agents toll-free at 1-800-516-5886.
Maps:  Area map view   Hotel map view
  
View trips: 1 - 25  26 - 50  51 - 75  76 - 92  Previous | Next
Sort by: checkedExpedia Picks not checkedPrice not checkedHotel Name not checkedCity not checkedStar Rating not checkedTraveler Opinion
Hotel + Car Trip
Ocean Pointe Suites at Key Largo

A mangrove forest shelters this 60-acre waterfront resort from the highway in Key Largo, creating a postcard setting of white sand, tropical foliage, and boats ... More lodging info

Hotel promotion - Early Booking Bonus

Total Price: $1322
$661 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Tavernier, FL
1 Bedr. Suite Island View
Includes: Free Parking, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.0 out of 5
165+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Banana Bay Resort & Marina - Marathon

Near Sombrero Beach and Crane Point Museum and Nature Center, this Marathon property is situated on an island. Another nearby point of interest is The Turtle ... More lodging info

Hotel promotion - Early Booking Bonus—Save 30% on Your Hotel Stay

Total Price: $1047
$524 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  2.5-star Marathon, FL
Garden View Double
Includes: Free Parking
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
30+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Heron House

This adults-only hotel is tucked amid lush orchid gardens, a block from Key West’s Duval Street and 4 blocks from Fort Zachary Taylor Park and Beach—famed for ... More lodging info

Hotel promotion - Early Booking Bonus—Save 20% on Your Hotel Stay

Total Price: $2755
$1378 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key West, FL
Garden Terrace Jr. Suite
Includes: Continental Breakfast, Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
65+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Heron House Court

This romantic property is situated in Key West, near Key West Cemetery, Mallory Square, and Duval Street. Additional nearby points of interest include Ernest ... More lodging info

Hotel promotion - Early Booking Bonus—Save 20% on Your Hotel Stay

Total Price: $1725
$863 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Key West, FL
Standard Queen
Includes: Continental Breakfast
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
55+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Radisson Hotel Key West

This six-story hotel, across the street from the Gulf of Mexico and waterside promenade, is three miles from downtown dining, shopping, and entertainment. More lodging info

Hotel promotion - Winter Special

Total Price: $1205
$603 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Key West, FL
Standard room--Promotion 3 Nights Min.
Includes: Free Parking, Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.1 out of 5
155+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Coral Hammock - Key West

Close to the airport, this property is also near Robbie's and Smathers Beach. Another nearby point of interest is East Martello Museum and Gallery. More lodging info

Hotel promotion - Early Booking Bonus—Save 30% on Your Hotel Stay

Total Price: $2386
$1193 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key West, FL
Two Bedroom Townhome
Includes: Free Parking, Free Wireless Internet, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Hyatt Key West Resort and Spa

Located in Key West’s popular Old Town district, this compact waterfront hotel faces sunsets on the Gulf of Mexico, a block off Duval Street and two blocks ... More lodging info

Total Price: $3673
$1837 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.0-star Key West, FL
Partial Gulf View-2 Double Beds
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
120+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Southernmost On The Beach

Centrally located in Key West, this property is near Key West Lighthouse and Keeper's Quarters Museum, Ernest Hemingway Home and Museum, and Southernmost Point. More lodging info

Total Price: $2021
$1011 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key West, FL
West Lawn Ocean Front King
Includes: Free Parking, Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
45+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Holiday Inn Key Largo

This Key Largo property is located near Dolphins Plus - Key Largo. Another area point of interest is MarineLab Undersea Laboratory. More lodging info

Total Price: $1186
$593 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Key Largo, FL
King Standard-Advance Purchase Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
10+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
La Siesta Resort & Marina

Near Bud n' Mary's Dive Center, this Islamorada property is situated in the historical district. Another nearby point of interest is Hurricane Monument. More lodging info

Hotel promotion - Weekday Special

Total Price: $1895
$948 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Islamorada, FL
Two bedroom multilevel
Includes: Continental Breakfast, Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
5+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Hawks Cay Resort

This Florida Keys resort is on Duck Key, surrounded by the Atlantic Ocean and the Gulf of Mexico. Key Largo is 46 miles north, and Key West is 61 miles south. More lodging info

Total Price: $2060
$1030 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.5-star Duck Key, FL
Standard Guestroom
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
125+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Key Largo Grande Resort & Beach Club, a Hilton Resort

This resort--with a white-sand beach on the Gulf of Mexico--has a quarter-mile-long boardwalk trail winding through it 12 acres of dense foliage and rare trees. More lodging info

Total Price: $1817
$909 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key Largo, FL
Key Room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
105+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Sunrise Suites Resort

This condominium-style, smoke-free resort is 1 mile from Smathers Beach and 2 miles from Higgs Beach. More lodging info

Hotel promotion - Early Booking Bonus—Save 25% on Your Hotel Stay

Total Price: $1673
$837 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Key West, FL
Two bedroom condo
Includes: Free Parking, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
65+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Cheeca Lodge & Spa

Notable for its famous guests, and popular with families and fishing enthusiasts, this plantation-style retreat occupies 27 acres of Upper Matecumbe Key in ... More lodging info

Total Price: $2696
$1348 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.5-star Islamorada, FL
Luxury Resort View Double Queen
Check in: 01/18/10
Check out: 01/25/10
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Mariner's Resort Villas & Marina, a Keys Caribbean Resort

Just 15 minutes from John Pennekamp State Park and Molasses Reef, a popular dive site, this resort's oceanfront location and 43-slip marina make it an ... More lodging info

Hotel promotion - Early Booking Bonus—Save 40% on Your Hotel Stay

Total Price: $1534
$767 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key Largo, FL
1 Bedr. Townhome Hammock View
Includes: Free Parking, Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
30+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
The Reach Resort - Waldorf Astoria Collection

Completing a $37 million renovation in early 2008, this attractive resort is set among the quaint buildings of Key West’s Old Town and features a large private ... More lodging info

Total Price: $2008
$1004 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.0-star Key West, FL
Island View Room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.3 out of 5
90+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Holiday Inn Key West

This Key West property is located near Robbie's and Smathers Beach. Another nearby point of interest is Key West Art and Historical Society. More lodging info

Total Price: $1072
$536 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Key West, FL
Standard room-Advance Purchase Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.2 out of 5
20+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Boatman's Sombrero Resort & Marina

This resort and marina is located in Marathon in the middle of the Florida Keys, 50 miles from both Key Largo and Key West. More lodging info

Total Price: $1905
$953 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  2.0-star Marathon, FL
1 Bedr.Condo King
Includes: Free Parking, Free Wireless Internet, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.4 out of 5
105+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Chesapeake Beach Resort

Wide open to sunshine and Atlantic Ocean views, this hotel by the sea in Islamorada features lots of room for tranquil sunbathing. More lodging info

Total Price: $1541
$771 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  2.5-star Islamorada, FL
Garden View w/balcony or patio
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
5+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Crowne Plaza La Concha Key West

Centrally located in Key West, this property is near Red Barn Theater, Mallory Square, and Duval Street. Additional nearby points of interest include Ernest ... More lodging info

Total Price: $1974
$987 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.5-star Key West, FL
Standard Room-Advance Purchase Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
35+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
The Westin Key West Resort & Marina

Overlooking the ocean, this Victorian-inspired resort with a 37-slip marina sits at the northwest edge of Key West's Old Town, adjacent to Key West Aquarium. More lodging info

Total Price: $2531
$1266 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.0-star Key West, FL
Traditional Guestrooms-Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
45+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Marina Del Mar Resort and Marina

This resort and marina is in the heart of Key Largo, adjacent to the popular restaurant and dance lounge called Coconuts. More lodging info

Total Price: $1440
$720 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  2.5-star Key Largo, FL
Standard Room
Includes: Continental Breakfast
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
75+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Tranquility Bay Beach House Resort

Located between Miami and Key West on the Gulf of Mexico side of the Florida Keys, this tropical 12-acre resort has a private white-sand beach spread along 1 ... More lodging info

Total Price: $3669
$1835 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.0-star Marathon, FL
2 BR Waterview Beach House
Includes: Free Parking, Free Wireless Internet, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
35+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Lime Tree Bay Resort

This Islamorada property is located near Long Key State Park. Additional regional points of interest include Dolphin Research Center. More lodging info

Total Price: $996
$498 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  3.0-star Long Key, FL
Waterfront King
Includes: Free Parking
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
50+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
Hotel + Car Trip
Parrot Key Resort

This Key West property is located near Smathers Beach, Ernest Hemingway Home and Museum, and Mallory Square. Additional nearby points of interest include Duval ... More lodging info

Total Price: $2263
$1132 per person
includes: Hotel + Car, Taxes & Fees
tip ThankYou® Points
  4.0-star Key West, FL
2 Bedroom Standard
Includes: Free Wireless Internet, Full Kitchen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
15+ reviews
 
Car Information
Hertz Key West Pick-up: 01/18/10 Economy Car
Drop-off: 01/25/10
Choose a different car
View trips: 1 - 25  26 - 50  51 - 75  76 - 92  Previous | Next