- Oceanside Marina (formerly Kings Pointe)
- Private Homes, DownTown
- Private Homes, Historic Seaport
- Private Homes, Mid Town
- Private Homes, New Town
- Private Homes, Old Town
- Private Homes, Unspecified
- Private Homes, UpTown
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
-
Key West Vacation Rentals Show this location only Back to top
-
Key West Embrace: Charming Condo with Pool and Gorgeous Water Views
4BR/3.5BA
–
Sleeps 8
– Other Key West Properties #3012173ha
$572 - $586 per night
-
Nassau Suite - Old Town Key West Villa
1BR/1BA
–
Sleeps 4
– Other Key West Properties #390414ha
$185 - $285 per night 3-7 night min stay
-
Rose Lane Villa's 'Villa Rosa' 1 Bedroom, 1/2 Block Off Duval
1BR/1BA
–
Sleeps 4
– Other Key West Properties #299233ha
$159 - $369 per night
-
Pet Friendly Cottage
Studio/0BA
–
Sleeps 4
– Other Key West Properties #391123ha
$148 - $168 per night 2-3 night min stay
-
Key West Hideaway
3BR/3BA
–
Sleeps 10
– Other Key West Properties #391134ha
$5000 - $7500 per month 30 night min stay
- Tropical Serenity: Home Near Old Town Key West Attractions & Beaches 3BR+/2BA – Sleeps 8 – Other Key West Properties #3012156ha
-
Treasure of the Tropics: 4BR/4BA W/ Pool & Rooftop Terrace in Key West
4BR/4BA
–
Sleeps 8
– Other Key West Properties #3012172ha
$843 - $1129 per night
-
Paradise in Old Town!!!
2BR/2.5BA
–
Sleeps 6
– Other Key West Properties #3478179ha
$149 - $183 per night
-
Canal-Front Home with Ocean Access in Beautiful Key West, Florida
4BR/0BA
–
Sleeps 10
– Other Key West Properties #3005929ha
$333 - $500 per night
-
'Waterfront Retreat @ the Florida Bay': 3BR/3BA Canal Front Home...
3BR+/3BA
–
Sleeps 8
– Key West #3469621ha
$4000 - $8000 per month 28 night min stay
- Key West 3 Bedroom Condo- Direct Beach Front 3BR/2BA – Sleeps 8 – Other Key West Properties #208046ha
- Tropical Reatreat! 4BR/2BA – Sleeps 8 – Other Key West Properties #207517ha
-
Charming Queen Conch Cottage - 2 Blocks to Duval Street!
2BR/1.5BA
–
Sleeps 6
– Other Key West Properties #3013405ha
$571 per night
-
Duval Street Luxury Home with Private Pool-Perfect for Family Reunions
5BR/4BA
–
Sleeps 10
– Other Key West Properties #3013408ha
$1500 per night
-
Key Haven Elegance
4BR/4.5BA
–
Sleeps 10
– Other Key West Properties #3013415ha
$1000 per night
-
Summerland Sunsets - Oceanfront Home with Pool & Outdoor Tiki Shower!
4BR/3BA
–
Sleeps 10
– Other Key West Properties #3011882ha
$643 per night
-
The Cristol Condo - Classic Key West Oceanfront Charm
4BR/4BA
–
Sleeps 8
– Other Key West Properties #3177514ha
$713 per night
-
Private Paradise: Old Town Key West Home in Truman Annex with Heated Pool
4BR/4BA
–
Sleeps 8
– Other Key West Properties #3012171ha
$857 - $1071 per night
-
Southernmost Oasis: Bbq Grill, Jacuzzi, Heated Pool with Waterfall
3BR/2BA
–
Sleeps 6
– Truman Annex #3012231ha
$383 per night
-
Island Oasis
3BR/0BA
–
Sleeps 6
– Truman Annex #391120ha
$368 - $468 per night 3-5 night min stay
-
Downtown Key West Pool Home
2BR/0BA
–
Sleeps 6
– Key West Harbour Yacht Club #391125ha
$368 - $408 per night 3-5 night min stay
-
Old Town Oasis
4BR/3BA
–
Sleeps 8
– Other Key West Properties #3013409ha
$1143 per night
-
'Casa De Rosalie @ Bayview Park': 3BR/2BA Classic Conch Home W/ Pool...
3BR/2BA
–
Sleeps 6-8
– Other Key West Properties #3490268ha
$4800 - $9900 per month 28 night min stay
- Old Town Truman & Duval Townhome 2BR/2BA – Sleeps 4 – Other Key West Properties #320640ha
-
Absolutely Paradise
3BR/0BA
–
Sleeps 6
– Other Key West Properties #391126ha
$428 - $528 per night 3-5 night min stay
-
Treetop Island Treasure, Palm Isle, Just Off Duval
Studio/0BA
–
Sleeps 4
– Other Key West Properties #391121ha
$168 - $248 per night 2-3 night min stay
- Coconut Cabana: Private Home with Wifi and Pool - Excellent Location! 3BR+/2BA – Sleeps 8 – Other Key West Properties #3013461ha
-
Sweet Disposition
3BR/2BA
–
Sleeps 8
– Other Key West Properties #3013421ha
$714 per night
- 616 Caroline #6 1BR/1BA – Sleeps 1-2 – Private Homes, Old Town #914435ha
-
Most Unique Rental in Town! Stay on a Sleepafloat Trawler!
3BR/2BA
–
Sleeps 4
– Other Key West Properties #958897ha
$225 - $425 per night 2 night min stay
- Casa Key West 3BR/3BA – Sleeps 8 – Other Key West Properties #3013437ha
-
Access to Paradise: Vacation Home with Private Pool & Wifi!
3BR/3.5BA
–
Sleeps 6
– Other Key West Properties #3013434ha
$500 per night
- Private Poolside Paradise 3BR/3BA – Sleeps 8 – Other Key West Properties #3013424ha
-
Archipelago
4BR/4.5BA
–
Sleeps 12
– Other Key West Properties #3013413ha
$500 - $786 per night
-
Tropical Retreat
2BR/0BA
–
Sleeps 4
– Truman Annex #391129ha
$198 - $278 per night 3-5 night min stay
-
Southern Cross
2BR/0BA
–
Sleeps 6
– Other Key West Properties #391128ha
$258 - $308 per night 3-5 night min stay
-
Tropical Village Cottage
2BR/0BA
–
Sleeps 5
– Other Key West Properties #391130ha
$245 - $295 per night 3-5 night min stay
-
Toon Hall
3BR/0BA
–
Sleeps 10
– Other Key West Properties #391131ha
$348 - $448 per night 4-5 night min stay
-
Poolside Paradise
1BR/0BA
–
Sleeps 2
– Other Key West Properties #391127ha
$138 - $168 per night 3-5 night min stay
-
Admirals Private Retreat: Tropical Pool Home 2 Blocks from Duval Street!
3BR/3.5BA
–
Sleeps 6
– Other Key West Properties #3012213ha
$929 per night
- Southernmost Escape - a Classic Key West Style Townhome with Extras 3BR/3BA – Sleeps 6 – Other Key West Properties #3012211ha
-
Sweet Spot for Two…Everything You Need for an Enchanted Tropical Get-Away.
Studio/0BA
–
Sleeps 2
– Other Key West Properties #3002580ha
$136 - $214 per night
- Key West Paradise Cottages 3BR/3BA – Sleeps 8 – Other Key West Properties #3513504ha
-
Charming Caretaker's Apartment in Old Town
1BR/1BA
–
Sleeps 4
– Other Key West Properties #359005ha
$145 - $165 per night
-
In Good Spirits
2BR/2BA
–
Sleeps 4
– Other Key West Properties #956954ha
$200 - $325 per night 2-3 night min stay
-
Key West Cottage: Bahama House, Key West, Fl, 33040
2BR/0BA
–
Sleeps 6
– Other Key West Properties #391132ha
$298 - $388 per night 3-5 night min stay
-
Old Town Compound: Historic Captain’S House W/Screened Porch & Cottage
5BR/4BA
–
Sleeps 14
– Other Key West Properties #3012214ha
$920 per night
-
Luxury Monthly or Seasonal
3BR/1BA
–
Sleeps 6
– Truman Annex #332855ha
$167 - $433 per night
-
Catch of the Day - Gorgeous Waterfront Townhome, Bring Your Boat!
3BR/1BA
–
Sleeps 6
– Other Key West Properties #343165ha
$495 - $645 per night
-
Cole's Cottage - Quaint & Modern on Quiet Old Town Lane
2BR/1BA
–
Sleeps 3
– Other Key West Properties #251672ha
$117 - $150 per night
-
'Cielo Tropicale @ Casa Marina' Lush & Spacious 4BR/4BA Estate + Large Pool...
4BR/4BA
–
Sleeps 8
– Other Key West Properties #3015071ha
$433 - $733 per night
- Casa Key West 3BR/2.5BA – Sleeps 8 – Other Key West Properties #3513503ha
- Beach Club Penthouse 3BR/3BA – Sleeps 6 – Other Key West Properties #385102ha
-
Luxury Waterfront Key West Resort Home with Pool and Jacuzzi
3BR/2BA
–
Sleeps 6
– Other Key West Properties #3526517ha
$475 - $500 per night 3 night min stay
-
Caribbean Soul - Clean, Spacious & Centrally Located
3BR/3BA
–
Sleeps 6
– Private Homes, Old Town #395078ha
$150 - $300 per night
- Sunset Grace: Pet Friendly Townhome - 2 Blocks from Duval Street! 3BR+/2.5BA – Sleeps 8 – Other Key West Properties #3013453ha
-
Orchid Oasis - Spacious Home Near the Historic Sea Port.
4BR/2.5BA
–
Sleeps 10
– Other Key West Properties #395082ha
$200 - $317 per night
- One of a Kind Luxury Home - Admirals Treasure 4BR/4BA – Sleeps 8 – Other Key West Properties #910431ha
-
'Maison Sur La Mer' / Private Enclave with Pool
4BR/3BA
–
Sleeps 8-10
– Other Key West Properties #3513544ha
$500 - $667 per night
-
Enjoy Historic Bahama Village
2BR/2BA
–
Sleeps 4
– Private Homes, Old Town #368346ha
$117 - $150 per night
-
Large Private Home in the Heart of Old Town Key West!
5BR/5BA
–
Sleeps 8
– Other Key West Properties #3004586ha
$750 per night
- Eaton Street Jewel 4BR+/4BA – Sleeps 8 – Other Key West Properties #3013455ha
- Palm Court is Located in Historic Old Town Key West, Just Two Blocks from Duval 1BR+/1BA – Sleeps 2 – Other Key West Properties #385057ha
-
185 a Day Stay Above the Sea 3BR/3BA Cool a/C Full Kitchen Large Livingroom
3BR/3BA
–
Sleeps 6
– Truman Annex #392751ha
$185 per night 2 night min stay
-
Rose Lane Villa's Villa Vista 1 Bedroom, 1/2 Block Off Duval
1BR/1BA
–
Sleeps 4
– Other Key West Properties #299234ha
$159 - $369 per night
- Charming, Quiet, Old Town, Walking Distance to Everything 1BR+/1BA – Sleeps 4 – Other Key West Properties #369947ha
-
5 Bedroom Property in the Heart of Old Town!
5BR/0BA
–
Sleeps 10
– Other Key West Properties #3176919ha
$233 - $267 per night
- Charming Key West Townhome with All the Comforts of Home. 2BR/2.5BA – Sleeps 6 – Other Key West Properties #342727ha
- Waterfront Views from Dolphin Watch 4BR/3BA – Sleeps 8 – Other Key West Properties #908577ha
- Sunrise Estate 4BR/4BA – Sleeps 9 – Other Key West Properties #3013456ha
-
Gecko Getaway ~ Old Town Condo Near the Historic Seaport
2BR/2.5BA
–
Sleeps 5
– Truman Annex #393344ha
$100 - $133 per night
-
The Kaleidoscope - an Elegantly Colorful Key West Home.
4BR/4.5BA
–
Sleeps 8
– Truman Annex #387546ha
$183 - $283 per night
-
Key West by the Sea
1BR/1BA
–
Sleeps 1-2
– Other Key West Properties #395081ha
$133 - $217 per night
- Southernmost Harmony 3BR/2BA – Sleeps 8 – Other Key West Properties #3013428ha
-
Love Lane Luxury: Stunning Home with Pool - 2 Blocks to Center of Duval Street
4BR/3BA
–
Sleeps 8
– Truman Annex #3013412ha
$1714 per night
-
Sunset Lake@Key West Golf Club 3BR/3fullba ~ 2 Master Suites
3BR/3BA
–
Sleeps 6
– Other Key West Properties #3518032ha
$90 - $173 per night
- Tropical and Elegant Key West House 1BR/1BA – Sleeps 8 – Other Key West Properties #339863ha
- Key Lime Cottage - Enjoy a Quiet Vacation in a Private Bungalow 3BR/2BA – Sleeps 6 – Other Key West Properties #395075ha
-
Coral Cabana - 2 Bedroom Townhome with a Resort Styl Pool
3BR/3.5BA
–
Sleeps 6
– Other Key West Properties #343167ha
$445 - $695 per night
- Old Town Duet 4BR/2BA – Sleeps 8 – Other Key West Properties #3012180ha
-
Charming Modern Condo Just Steps from Duval and Area Marinas.
2BR/2BA
–
Sleeps 4
– Other Key West Properties #992578ha
$100 - $167 per night
-
Dreamcatcher- a Tropical Conch Cottage in Old Town Key West
2BR/1BA
–
Sleeps 4
– Private Homes, Old Town #3523020ha
$100 - $167 per night
-
Perfectly Located Monthly Rentals
Studio/0BA
–
Sleeps 6
– Other Key West Properties #3544190ha
$133 - $208 per night 2-28 night min stay
-
Adorable Cottage Steps from Duval
3BR/2.5BA
–
Sleeps 6
– Other Key West Properties #990915ha
$7700 per month 28 night min stay
-
Casa Verde ~ Darling Cigar Cottage in Old Town Key West!
4BR/2.5BA
–
Sleeps 6
– Private Homes, Old Town #3005607ha
$5600 per month 28 night min stay
-
Luxury Condominiums Key West Harbour
2BR/2.5BA
–
Sleeps 4-5
– Other Key West Properties #3499588ha
$319 - $419 per night 3 night min stay
-
Family-Friendly Luxury Home for the Discriminate Traveler
5BR/4.5+BA
–
Sleeps 10
– Other Key West Properties #3523713ha
$34286 - $51429 per month 30 night min stay
- Luxury Home with Pool and Natural Ponds. 5BR/2.5BA – Sleeps 6 – Other Key West Properties #912277ha
- Bella Donna - a Bright Key West Home Just Blocks from the Beach 3BR/2BA – Sleeps 6 – Casa Marina #992580ha
-
Key West Embrace: Charming Condo with Pool and Gorgeous Water Views
4BR/3.5BA
–
Sleeps 8
– Other Key West Properties #3012173ha