Key West Vacation Rentals
| Sort by: | Show rentals per page |
Hemingway's Hideaway Truman Annex Key West — Property 195479
- Townhome
- 2 bedrooms, sleeps 6
- 2 bathrooms, 1 half bath
- beach, downtown
- swimming pool
Rates
per property
(USD)
$1,500 - $2,800/week
Truman Annex (Gated 4BR's/4Bath's-private Pool) — Property 146133
- House
- 4 bedrooms, sleeps 8
- 4 bathrooms
- downtown, resort
- swimming pool
'Old Town Oasis' @ Truman Annex: Spacious 2 BR Oceanfront Condo — Property 181289
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
- downtown, waterfront
- accept credit card
Rates
per property
(USD)
$2,500 - $5,000/week
$7,700 - $12,000/month
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
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
Campbell Courtyard Townhouse 'In the Sky' — Property 167721
- Townhome
- 2 bedrooms, sleeps 6
- 2 bathrooms, 1 half bath
- downtown
- accept credit card
Rates
per property
(USD)
$3,500 - $5,500/month
A Hop, Skip and Jump to Duval Street (1 1/2 Blocks) — Property 144355
- Townhome
- 3 bedrooms, sleeps 8
- 2 bathrooms, 1 half bath
- downtown, near the ocean
- air-conditioning
Spacious 2 bedroom, walking distance to Duval — Property 189800
- Apartment
- 2 bedrooms, sleeps 6
- 2 bathrooms
- downtown
- accept credit card
Rates
per property
(USD)
$200 - $400/night
$1,300 - $1,800/week
$4,000 - $6,000/month
Truman Annex: Unique ground floor condominium — Property 188482
- Condo
- 2 bedrooms, sleeps 5
- 2 bathrooms
- downtown, near the ocean
- swimming pool
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
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
