Enter dates for more accurate prices
475 house rentals
Spectacular Atlantic Ocean View Condo (MONTHLY)
Florida Keys / Key West
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$330
Price per night from
$330
Conch Haven Old Town 1/1 MONTHLY Rental
Florida Keys / Key West
1 4 30 nights min
- 1 bedroom
- sleeps 4
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Map
Price per night from
$93
Price per night from
$93
Casa Del Sol, a Key West Vacation (Truman Annex)
Florida Keys / Key West
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$228
Responds fast!
avg. 1 hour 13 minutes
Price per night from
$228
Certificate of Excellence
Steps to Duval, Old Town Charm -Grand Bahama Suite
Florida Keys / Key West
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$376
Price per night from
$376
Certificate of Excellence
Best Location, 1/2 Block to Duval, Bimini Suite
Florida Keys / Key West
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$296
Price per night from
$296
Certificate of Excellence
1/2 Block to Duval, World of its own -Nassau Suite
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Car not necessary
- Air conditioning
Certificate of Excellence
Map
Price per night from
$319
Price per night from
$319
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$455
Price per night from
$455
Certificate of Excellence
Center of It All - Paradise Island Suite
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$284
Price per night from
$284
Shelleys Rooftop Hideaway
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$333
Price per night from
$333
Key West Condo close to the Ocean
Florida Keys / Key West
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$297
Responds fast!
avg. 2 hours 11 minutes
Price per night from
$297
1BR Restored Conch House w/ Pool & Deck
Florida Keys / Key West
1 3 30 nights min
- 1 bedroom
- sleeps 3
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$93
Price per night from
$93
Casa Havana
Florida Keys / Key West
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$777
Price per night from
$777
Tropical Escape
Florida Keys / Key West
2 5 3 nights min
- 2 bedrooms
- sleeps 5
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$251
Price per night from
$251
Private and Immaculate 2 Bedroom Home with Private Fenced Yard
Florida Keys / Key West
2 4 28 nights min
- 2 bedrooms
- sleeps 4
- 28 nights min
- Nearest beach 2 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$137
Price per night from
$137
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
Map
Price per night from
$399
Responds fast!
avg. 2 hours 5 minutes
Price per night from
$399
Shark Key Home with beach 10 Min from Duval St
Florida Keys / Key West
3 8 21 nights min
- 3 bedrooms
- sleeps 8
- 21 nights min
- Child Friendly
- Ask about pets
Price per night from
$333
Responds fast!
avg. 2 hours 58 minutes
Price per night from
$333
Key West Florida Beachfront Condo
Florida Keys / Key West
2 6 5 nights min
- 2 bedrooms
- sleeps 6
- 5 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$371
Price per night from
$371
Studio Blue
Florida Keys / Key West
1 2 30 nights min
- 1 bedroom
- sleeps 2
- 30 nights min
- Beach / lakeside relaxation
- Nearest beach 0.5 mi
- Car not necessary
Map
Price per night from
$229
Price per night from
$229
President's Walk
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
Map
Price per night from
$195
Price per night from
$195
A Touch Of Havana In Key West
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Nearest beach 0.5 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$352
Responds fast!
avg. 3 hours 27 minutes
Price per night from
$352
Key West Island Vacation
Florida Keys / Key West
2 6 30 nights min
- 2 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$479
Price per night from
$479
Real World MTV House Key West
Florida Keys / Key West
10 22 min stay varies
- 10 bedrooms
- sleeps 22
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$1,795
Responds fast!
avg. 1 hour 48 minutes
Price per night from
$1,795
KeyWestStay.com
Florida Keys / Key West
2 4 1 night min
- 2 bedrooms
- sleeps 4
- 1 night min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Price per night from
$189
Responds fast!
avg. 3 hours 24 minutes
Price per night from
$189
Southard Getaway
Florida Keys / Key West
2 5 7 nights min
- 2 bedrooms
- sleeps 5
- 7 nights min
- Swimming pool
- Child Friendly
Map
Price per night from
$195
Price per night from
$195
Campbell Suite
Florida Keys / Key West
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$234
Price per night from
$234
Sunny View
Florida Keys / Key West
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child Friendly
Map
Price per night from
$110
Price per night from
$110
Welcome Aboard! Relax, unwind, enjoy the water! in key west
Florida Keys / Key West
4 6 2 nights min
- 4 bedrooms
- sleeps 6
- 2 nights min
- Nearest beach 1 mi
- Swimming pool
- Air conditioning
Map
Price per night from
$455
Price per night from
$455
The Water's Edge
Florida Keys / Key West
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$840
Price per night from
$840
Island Style
Florida Keys / Key West
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$767
Price per night from
$767
Bayview Harbor
Florida Keys / Key West
2 5 7 nights min
- 2 bedrooms
- sleeps 5
- 7 nights min
- Swimming pool
- Child Friendly
Map
Price per night from
$180
Price per night from
$180
Quilted Giraffe
Florida Keys / Key West
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$399
Price per night from
$399
The Mermaid's Garden
Florida Keys / Key West
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$767
Price per night from
$767
Hidden Treasure
Florida Keys / Key West
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Swimming pool
- Child Friendly
- Pet Friendly
Map
Price per night from
$78
Price per night from
$78
Big house
Florida Keys / Key West
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$698
Price per night from
$698
Villa Deja vu Key West ~ Weekly Rental
Florida Keys / Key West
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$873
Price per night from
$873
Coconut Beach
Florida Keys / Key West
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$262
Responds fast!
avg. 2 hours 45 minutes
Price per night from
$262
Admiral's Lane
Florida Keys / Key West
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Map
Price per night from
$770
Price per night from
$770
Seaside Place Key West FL 5 Bedroom House 4 Baths
Florida Keys / Key West
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Nearest beach 0.1 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$897
Price per night from
$897
About Key West
Located closer to Cuba than to Miami lies the island of Key West. Since its founding in the early 1800s, the island's year-round balmy, subtropical climate and unique "anything goes" flavor have made it an ideal visitor destination.
Over the years, the island has been seasoned by the rich American and Cuban culture of the 1800s, sweetened by the unabashed romantic appeal of its natural beauty, and energized by the world-renowned artistic talents of Ernest Hemingway, Tennessee Williams, Elizabeth Bishop, Robert Frost and Jimmy Buffett among others.
Residents and visitors to the island actively participate in sightseeing, touring museums, outdoor and maritime activities, and shopping by day. Later, they become part of the sunset celebration held each evening at Mallory Square, when tightrope walkers, jugglers and animal acts strive to top a more captivating performer - the fiery sun settling into the Gulf of Mexico.
The cobblestone streets of Old Town are shaded by beautiful banyan trees and lined with colorful, picturesque homes that reflect the architecture of past eras. Whether exploring these quieter streets or rocking to the vibrant beat of renowned Duval Street, visitors can savor an abundance of restaurants offering breakfast, lunch and dinner, most incorporating the Keys' fresh indigenous seafood.
Surrounding Key West are waters ranging from pastel teals to jewel-toned blues. They are home to one of the world's largest coral reefs and a bounty of shipwrecks, which make for exotic diving and snorkeling. Both novice and skilled anglers can challenge themselves to fish the Atlantic Ocean or Gulf of Mexico, targeting game fish like tarpon and marlin.
At night, the isolated island's sky is filled with stars that create a backdrop for entertainment options including jazz clubs, piano bars, drag shows and saloons. In addition, area playhouses feature Broadway-quality performances.
The tiny island has more than a dozen historic museums showing that the city's roots go deeper than picturesque palm trees and enchanting sunsets. One of the most popular is the Ernest Hemingway Home and Museum, which was the legendary author's home during the 1930s and is still home to his famous lineage of six-toed cats. The Mel Fisher Maritime Museum houses the richest single collection of 17th-century maritime and shipwreck antiquities in the Western Hemisphere, including the treasure of the Spanish galleon Nuestra Señora de Atocha.
Though the city is pedestrian friendly, there are two trolleys visitors can take as a method of transportation and for a tour highlighting the city's landmarks, restaurants, bars and historic sites.
Key West can be reached by flying into Miami International Airport and driving from the mainland down the magnificent Overseas Highway - featuring 42 bridges over open water and designated an All-American Road under the National Scenic Byways program - or by ferry from points on Florida's west coast.
The island is also accessible via Key West International Airport, which is serviced by American Eagle, Delta/Express Jet, United/Silver Air, US Airways and others.
Information provided by: The Monroe County Tourist Development Council
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.