Vacation Rentals by Rent Key West Vacations - Key West Florida Accommodations, Property Management, and Real Estate Listings!

  1. « Key West Rentals
Rent Key West Vacations - Key West Florida Accommodations, Property Management, and Real Estate Listings!
Book Direct
Number of Guests
Bedrooms
Bathrooms
more filters
Price Range
Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible
Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Fishing
  Deep Sea Fishing
  For Sale
  Golfing
  Group and Reunion
  Honeymoon
  Horseback Riding
  Hunting
  Lake
  Mountain Biking
  State National Parks
  Nightclub and Disco
  Over 55 Community
  Sailing
  Scuba Diving
  Skiing
  Cross Country Skiing
  Snowmobiling
  Spa
  Surfing
  Theatre
  Wedding
  White Water Rafting
  Wineries and Vineyards
  Fly Fishing
  Wind Surfing
  Hang Gliding
  Disney
  LegoLand
  Hiking
  Rental Exchange
  Specials
  Ultra Luxury
  Family Vacations
  Kayaking

All Vacation Rentals from Rent Key West Vacations

Sorted by
MANSION @ The Watson House
$1,595/night
MANSION @ The Watson House
Home in Key West Florida
7 Beds • 7 Full Baths • Sleeps 14
Rent Key West Vacations
Villa Bella Private Pool
$420/night
Villa Bella
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 12
Rent Key West Vacations
Dining Area
$395/night
Ceasar's Paradise
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations
Duval Square Penthouse
$795/night
Duval Square Penthouse
Condo in Key West Florida
4 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations
Entrance
$400/night
Tucked Away!
Home in Key West Florida
4 Beds • 6 Full Baths • Sleeps 9
Rent Key West Vacations
Casa Caribe
$750/night
Casa Caribe
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Rent Key West Vacations
Private Pool
$750/night
VILLA @ The Watson House
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Rent Key West Vacations
Louisa House
$572/night
Louisa House
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Rent Key West Vacations
Petes Cottages
$595/night
Petes Cottages
Cottage in Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations
Duval Square Courtyard Condo 31
$475/night
Duval Square Courtyard Cond...
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations
Louisas Hideaway
$895/night
Louisas Hideaway
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Villa Paradiso
$690/night
Villa Paradiso
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Private Pool
$228/night
Reynolds Retreat
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Private Parking
$150/night
Villa de Palmas
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Private Pool
$200/night
My Southernmost Kentucky Ho...
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Townhomes On Windsor #4
$750/night
Townhomes On Windsor #4
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Key West Beach Club Paradise Penthouse #401 Private Balcony
$400/night
Beach Club Paradise Penthou...
Condo in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Casa de Cuba
$840/night
Casa de Cuba
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Coconut Cabana
$600/night
Coconut Cabana
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Private Pool and Patio
$220/night
Elizabeth Retreat
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Front Porch
$181/night
Colony Conch Casa
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Shared Pool
$150/night
Bahama Dreams
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Key West Beach Club 206 Private Balcony 3
$533/night
Beach Club Shangra La #206
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Covered Patio and Pool Tucked Away Key West
$250/night
Tucked Away - Main house
Home in Key West Florida
2 Beds • 4 Full Baths • Sleeps 6
Rent Key West Vacations
Ashe Splashe
$189/night
Ashe Splashe
Home in Key West Florida
2 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations
Beach Club #104
$350/night
Beach Club #104
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Pool & Jacuzzi Area Vista Fresco Key West
$350/night
Vista Fresco
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Living Area Key West's Crown Jewel
$400/night
Key West Crown Jewel
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Living room and dining area Artist's House @ Duval Square Key West
$352/night
Artist Condo @ Duval Square...
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Open Concept Living and Dining CasaBella @ Duval Square Key West
$325/night
CasaBella @ Duval Square
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Paradise Place #5 @ Duval Square Key West Entryway Looking In
$340/night
Paradise Place @ Duval Squa...
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Tiki Beach Too Back Deck
$302/night
Tiki Beach Too
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations
Beach Club Seabreeze #103
$375/night
Beach Club Seabreeze #103
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations
Beach Club Sunrise #112
$350/night
Beach Club Sunrise #112
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations
Havana Lane
$1,000/night
Havana Lane
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Sea Orchid @ La Brisa 405E
$340/night
Sea Orchid @ La Brisa 405E
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Catherine House
$460/night
Catherine House
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Duval Square Retreat
$354/night
Duval Square Retreat
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Ocean Vista 403E @ La Brisa
$345/night
Ocean Vista 403E @ La Brisa
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Beach Club Oasis #304
$425/night
Beach Club Oasis #304
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Villa Serena @ Duval Square
$350/night
Villa Serena @ Duval Square
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
1017-2 Windsor -Shad-13
$412/night
A Windsong Delight
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Private Pool and Patio
$217/night
South St. Cottage
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Dining Area
$100/night
La Brisa #303W
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations
Key West vacation rental with pool
$283/night
A Slice of Paradise -Shipya...
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations
Petes East Cottage
$325/night
Petes East Cottage
Cottage in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations
Petes West Cottage
$340/night
Petes West Cottage
Cottage in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations
DCM_3560
$100/night
Escape on Fleming
Apartment in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations