Key West Vacation Rentals
| Sort by: | Show rentals per page |
Truman Annex (Gated 4BR's/4Bath's-private Pool) — Property 146133
- House
- 4 bedrooms, sleeps 8
- 4 bathrooms
- downtown, resort
- swimming pool
Truman Annex, Old Town, Key West, Private Setting with Luxury Features — Property 123714
- House
- 2 bedrooms, sleeps 6
- 2 bathrooms, 1 half bath
- downtown, resort
- swimming pool
Sophisticated Elegance on Fleming Street — Property 166595
- House
- 3 bedrooms, sleeps 6
- 2 bathrooms, 3 half baths
- beach, downtown
- accept credit card
High End Luxury House on Old Town Lane, Pool--Free Wireless Monthly Rentals Only — Property 159918
- House
- 2 bedrooms, sleeps 4
- 2 bathrooms
- downtown, near the ocean
- accept credit card
William Skelton -- Unbeatable Location, Location, Location! in Old Town Key West — Property 172563
- House
- 4 bedrooms, sleeps 8
- downtown, near the ocean
- accept credit card
Rates
per property
(USD)
$500 - $800/night
Brand new luxurious home in Historic Key West — Property 192220
- House
- 2 bedrooms, sleeps 4
- 2 bathrooms, 1 half bath
- downtown, near the ocean
- accept credit card
Rates
per property
(USD)
$7,500 - $10,500/month
'Conch Casa Grande' @ Truman Annex: 11' Ceilings, Private Pool & 5 Master Suites — Property 177191
- House
- 6 bedrooms, sleeps 12
- 7 bathrooms
- downtown, near the ocean
- accept credit card
Rates
per property
(USD)
$7,700 - $14,000/week
$22,000 - $40,000/month
“Falling Water” @ Old Town: Breathtaking 3-Home Compound with Large Private Pool — Property 180171
- House
- 5 bedrooms, sleeps 12
- 4 bathrooms, 1 half bath
- downtown, near the ocean
- accept credit card
Rates
per property
(USD)
$7,700 - $18,000/week
$24,000 - $44,000/month
SPECIAL OFFER!
Cleaning Fee waived for Aug-Sept bookings
August 1
-
September 30
Key West Luxury - Tropical Home — Property 181296
- House
- 2 bedrooms, sleeps 6
- 2 bathrooms
- downtown, near the ocean
- accept credit card
Charming Old Town Key West Home with pool. Walk to Duval Street! — Property 179832
- House
- 3 bedrooms, sleeps 8
- 2 bathrooms
- downtown, near the ocean
- swimming pool
Rates
per property
(USD)
$3,000 - $5,500/month
Luxury historic home near Duval Street available for monthly rental only — Property 153705
- House
- 3 bedrooms, sleeps 6
- 3 bathrooms, 1 half bath
- downtown, near the ocean
- accept credit card
Monthly Rates-KW living at its finest-quiet neighborhood, near duval and beach — Property 180167
- House
- 3 bedrooms, sleeps 8
- 3 bathrooms
- downtown, near the ocean
- swimming pool
Rates
per property
(USD)
$4,500/month
Beautiful Victorian Home with Heated Pool & Waterfall. Lovely Tropical Garden. F — Property 309762
- House
- 3 bedrooms, sleeps 6
- 1 bathroom, 1 half bath
- downtown, near the ocean
- swimming pool
Emma House 2b/2.5b, Add Cottage 3b/3.5b, Private Pool — Property 175495
- House
- 2 bedrooms, sleeps 6
- 3 bathrooms, 1 half bath
- beach, downtown
- swimming pool
Rates
per property
(USD)
$2,100 - $3,250/week
Old Town Key West Luxury Compound — Property 179397
- House
- 4 bedrooms, sleeps 8
- 3 bathrooms
- downtown, near the ocean
- swimming pool
Rates
per property
(USD)
$5,000 - $9,000/month
