Key West Villa Rentals(31)
'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,950 -
$3,500
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$2,100 -
$3,600
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
'COOL BREEZE @ THE ANNEX': Meticulously Furnished 2BR/2.5BA Old Town Villa...
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,950 -
$3,200
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$1,650 -
$2,500
per week
7 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$3,000 -
$5,750
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
'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
'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
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
Upscale Vacation Rentals in Old Town Key West
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
- 1 BR,
- 1 BA,
- Sleeps 4
Close to Duval Street, but quiet and secluded
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
'MAISON SUR LA MER' / Private Enclave With Pool
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$15,000 -
$20,000
per month
28 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
Villa Paradiso a Peaceful Private Retreat
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$3,010
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Nassau Suite - Old Town Key West Villa
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$185 -
$285
per night
3 - 7 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Rose Lane Villa's Villa Alta 1 BR -- quiet and just steps to Duval!
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$169 -
$379
per night
3 - 5 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Deluxe 3 BR Villa at Fort Zach Beach in Historic Old Town Key West Sleeps 1 - 16
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$2,975 -
$3,800
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Rose Lane Villa's Villa Porta 1 bedroom, 1/2 block off Duval
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$159 -
$369
per night
3 - 5 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Rose Lane Villa's 'Villa Rosa' 1 bedroom, 1/2 block off Duval
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$159 -
$369
per night
3 - 5 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Rose Lane Villa's Villa Vista 1 bedroom, 1/2 block off Duval
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$159 -
$369
per night
3 - 5 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
13 More choices from HomeAway International Websites
'Two Fins' Luxury Poolside Villa in Old Town sleeps up to 12
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 12
$1,750 -
$2,750
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 12
A Key West Address - Wonderfully Off-Beat Old Town House
- 3 Bedrooms, Sleeps 8
- 3 BR,
- Sleeps 8
Villa Déjà vu Key West - Just off the more elegant area of Upper Duval
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 4 BR,
- 3 BA,
- Sleeps 10
Amelia's Hideaway - Hidden Courtyard Villa with Private Pool
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Abaco Dreams 3BR/2BA Old Town Private Paradise Key West
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
Tropical Tranquility - 5 Star Caribbean Resort-Style Villa
- 4 Bedrooms, Sleeps 8
- 4 BR,
- Sleeps 8
The Pavilion Villa -~ A~ Private Paradise in Downtown Key West
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 4 BR,
- 3 BA,
- Sleeps 10
Duval St. Luxury Penthouse (Private Pool, Parking, Roof Deck)
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Fantasy Resort Villa - One-of-a-Kind Courtyard Villa
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Key West Quarter House ~ Steps from Mallory Square Sunset
- 4 Bedrooms, Sleeps 12
- 4 BR,
- Sleeps 12
The Ultimate Place to Stay in Key West.
- 4 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 8
Captains Hideout Central Location by the Big Beach and Bay
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
- 2 BR,
- 1 BA,
- Sleeps 4
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