Key West Ocean Vacation Rentals(273)
Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$1,300 -
$1,950
per week
7 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
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
Charming Condo in Old Town Key West's Truman Annex
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
$1,200 -
$1,850
per week
7 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 2
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
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
STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
- 1 BR,
- 1 BA,
- Sleeps 4
Walk to the beach!
- 1 Bedrooms,
- 1 Bathroom, Sleeps 2
$2,146 -
$2,884
per month
28 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 2
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
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 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
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
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
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
'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$3,300 -
$5,500
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- 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
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
'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
'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
'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
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
'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
'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
'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$7,000 -
$16,000
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
$7,000 -
$16,000
per month
28 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 10
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$5,000 -
$9,500
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
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
'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
'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
'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
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