Key West with Outdoor Grill(571)
Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$695 -
$855
per night
2 - 4 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 10
Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
- 2 Bedrooms, Sleeps 4
$1,300 -
$1,950
per week
7 night Minimum Stay
- 2 BR,
- Sleeps 4
Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,800 -
$2,900
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 10
Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$975 -
$1,550
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
$149 -
$189
per night
2 - 3 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 2
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
Private Luxury in Prestigious Casa Marina Neighborhood
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 7
$3,500 -
$8,800
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 7
Private Yacht 3 blocks from Duval Street & Sloppy Joe's
- 3 Bedrooms, Sleeps 6
$575 -
$650
per night
2 - 5 night Minimum Stay
- 3 BR,
- Sleeps 6
'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
Ocean Suite at the Galleon Resort
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$495 -
$695
per night
2 - 4 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
Oceanfront Condominium - Key West Oceanfront at the Coral Reef
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$265 -
$495
per night
4 - 5 night Minimum Stay
- 2 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
'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$400 -
$750
per night
4 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 5
$2,950 -
$5,000
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 5
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
Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$185 -
$328
per night
3 - 5 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$520 -
$525
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 8
$9,000 -
$17,000
per month
28 night Minimum Stay
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 8
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
- 2 Bedrooms,
- 3 Bathrooms, Sleeps 6
$350 -
$700
per night
4 night Minimum Stay
- 2 BR,
- 3 BA,
- Sleeps 6
Charming Condo in Old Town Key West's Truman Annex
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
- 1 BR,
- 1 BA,
- Sleeps 2
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
- 7 Bedrooms,
- 7 Bathrooms, Sleeps 12
$9,500 -
$12,900
per week
7 night Minimum Stay
- 7 BR,
- 7 BA,
- Sleeps 12
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 8
$275 -
$400
per night
2 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 8
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$5,500 -
$14,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...
- 7 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 14
$11,000 -
$14,900
per week
7 night Minimum Stay
- 7 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 14
Galleon Resort Efficiency Historic District
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
$219 -
$299
per night
2 - 4 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 2
'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
Tropical Key West Oasis Private Home 2BR/2 Bath w/ Pool, Weekly Rental
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 14
$1,200 -
$1,800
per night
4 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 14
Carey's Conch Cottage Old Town, Key West, Private Heated Pool
- 1 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$4,500 -
$6,500
per month
30 night Minimum Stay
- 1 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
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