Key West Long Term Rentals(143)
Full Month Discounts Now Available in Truman Annex, Key West
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 5
$1,750 -
$2,751
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 5
'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$2,100 -
$3,800
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$320 -
$375
per night
2 - 3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$6,409 -
$7,196
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
- 2 BR,
- 1 BA,
- Sleeps 4
Charming Condo in Old Town Key West's Truman Annex
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
- 1 BR,
- 1 BA,
- Sleeps 2
Southernmost Retreat: 1 Block from Duval in Old Town.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$4,000 -
$7,700
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
'VILLA PARADISO @ CASA MARINA': Airy & Spacious Villa + Large Pool..
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$4,000 -
$7,700
per month
28 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$5,500 -
$11,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
- 6 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 12
$20,000 -
$38,000
per month
28 night Minimum Stay
- 6 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 12
Ocean Retreat
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 5
$2,900 -
$4,900
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 5
'OCTOPUS'S GARDEN @ CORAL HAMMOCK': 3BR/3BA Spacious Home w Pool & Gym
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,850 -
$2,750
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Real World MTV House---Not Just a House Your Own Private Resort
- 10 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 24
$1,500 -
$2,000
per night
4 night Minimum Stay
- 10 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 24
'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$4,000 -
$8,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
'PARADISE PERFECTED @ SMATHERS BEACH': Handsome Beach House + Pool...
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$5,500 -
$14,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
'CASA FELIZ @ THE SEAPORT': Lushly Furnished 3BR/3.5BA Private Home + Pool...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$6,600 -
$15,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
'CASA PLUMERIA @ OLD TOWN SOUTH': 4BR/3.5BA Home & Guest Cottage + Pool...
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$6,000 -
$14,000
per month
28 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Key West ocean view 3 bedroom Truman Annex vacation condo
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$3,300 -
$5,000
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
$495 -
$795
per night
3 - 6 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Tiki Beach Too, Charming Townhome, Old Town, Pool Access, great porch!
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$1,195 -
$1,895
per week
7 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 6
'CASA, SUITE CASA @ CASA MARINA': Lavish New Home W/ 4 Suites + Pool...
- 4 Bedrooms,
- 5 Bathrooms, Sleeps 10
$9,000 -
$20,000
per month
28 night Minimum Stay
- 4 BR,
- 5 BA,
- Sleeps 10
Key West vacation townhouse rental in the Truman Annex
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,400 -
$2,750
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
6 bedrooms w/ Pool, Hot Tub, Parking & Huge Roof Deck on Duval Street
- 6 Bedrooms,
- 7 Bathrooms, Sleeps 14
- 6 BR,
- 7 BA,
- Sleeps 14
Luxurious Garden Home Paradise with Pool in Midtown Key West
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
- 2 BR,
- 1 BA,
- Sleeps 6
High End Luxury House on Old Town Lane, Pool--Free Wireless Monthly Rentals Only
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
- 2 BR,
- 2 BA,
- Sleeps 4
Location, Location, Location! Ocean View, Lagoon Beach Front
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$360
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 10
'SUZY'S PARROT PERCH @ SOUTHERNMOST': Cozy 2BR/1BA Suite Near Duval...
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$230 -
$425
per night
4 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
Coral Hammock - Beautiful Poolside Home (28)
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$250 -
$350
per night
3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
'SWEET CAROLINE'S SANCTUARY @ THE SEAPORT': Cozy 1BR/1BA Condo + Pool, Spa...
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$3,000 -
$5,000
per month
28 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
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