Reset Password

Loading Maps

$ 0 to $ 2,500

More Search Options
Search Options

Listings in "Key West"

Peaceful condo in Duval Square/Old Town with lush gardens, pool, & chic decor
$ 240 /night
/
2
Truman Annex – Beautiful Townhome – President’s Lane
$ 243 /night
/
2
Pete’s West Cottage steps from Duval
$ 270 /night
/
2
Top Floor Ocean Views from every window Newly Renovated
$ 344 /night
/
2
Southernmost Retreat: 2 Blocks from Duval in Old Town.
$ 376 /night
/
3
KEITT ~ Adult Only, 2nd Floor 1 Bedroom w/ Shared Pool!
$ 227 /night
/
1
Duval Square in Key West
$ 357 /night
/
2
Creme Brulee Suite by Brightwild | Pool & Grill
$ 208 /night
/
1
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
$ 299 /night
/
2
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40′ Private Pool
$ 661 /night
/
3
Great Location- Remodeled Condo- Old Town-Truman Annex Close to all attractions
$ 271 /night
/
2
Lavender Jungle by AvantStay | Great Location w/ Patio & Shared Pool!
$ 164 /night
/
2
Conch Republic Consul General’s Cottage.-Historic District
$ 214 /night
/
2
~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
$ 180 /night
/
1
Comfy dog-friendly suite with hot tubs & patio – great Old Town location
$ 212 /night
/
1
Tropical Key West Getaway! Enjoy Island View from your Room, Swimming Pools!
$ 293 /night
/
1
Beach Club #104 – Unique oceanfront living with breathtaking views
$ 288 /night
/
2
SMATHER’S BEACH, Deluxe 2 BR oceanview unit, GREAT RATES ,
$ 189 /night
/
2
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!
$ 250 /night
/
1
~ SEA VISTA ~ A waterfront dream with private heated pool and boat launch.
$ 196 /night
/
3
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking – Dogs OK
$ 176 /night
/
2
Pure Bliss
$ 711 /night
/
3
Private Yard-Private Pool -Great Outside Covered Sitting-Beaches Nearby
$ 143 /night
/
3
The Caribbean Suite – 2-K-bedroom /1 bath/ kitchenette/sleeps 6
$ 236 /night
/
2
Classic King – at Curry Mansion with Heated Pool!
$ 252 /night
/
1
Key West Beachfront Luxury 2/2 Condo A212
$ 316 /night
/
2
Contemporary Dog-Friendly Cottage with Easy Beach Access & Shared Pool
$ 267 /night
/
1
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
$ 237 /night
/
2
SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Home in Desirable Downtown Location!
$ 632 /night
/
3
One bedroom in the heart of downtown w/ kitchen
$ 173 /night
/
1
Alluring corner unit w/ full kitchen & pool – close to beach/ nightlife
$ 298 /night
/
2
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
$ 414 /night
/
2
**COLORS OF THE KEYS @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICE
$ 305 /night
/
2
Papaya Place by AvantStay | Great Location w/ Shared Pool & Hot Tub!
$ 240 /night
/
2
MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks
$ 297 /night
/
2
AMBROSIA ~ Adults Only, Poolside 1 King Bedroom, 1 Bathroom in Azul Mansion!
$ 168 /night
/
1
**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
$ 319 /night
/
2
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
$ 598 /night
/
2
Peaceful Setting Amongst The Active Island Life Style
$ 395 /night
/
2
The Bird of Paradise
$ 165 /night
/
1
Contemporary Seaside Cottage with a Private Hot Tub & Shared, Heated Pool
$ 179 /night
/
1
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
$ 323 /night
/
2
Galleon Resort Efficiency Historic District
$ 371 /night
/
1
The Perch on Duval- Hip & Modern Duval Suite
$ 336 /night
/
2
Classic Key West living w/ a full kitchen, balcony, & shared pool
$ 293 /night
/
2
CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!
$ 578 /night
/
2
Poolside Suite by Brightwild | Pvt Pool & Parking
$ 438 /night
/
2
Irish in Truman Annex Shipyard close to Historic Duval & Ft Zach State Park
$ 225 /night
/
2
**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES…
$ 245 /night
/
2
Truman Annex Best Location in Town
$ 395 /night
/
2
Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!
$ 255 /night
/
1
Hip Studio in Old Town – Walk to the Beach!
$ 195 /night
/
1
Classic King – at Curry Mansion with Heated Pool!
$ 247 /night
/
1
Sunny Condo w/ Entertainment, Balcony, & Great Location Near Beach – Dogs OK
$ 205 /night
/
1
SCARLET ~ Adult Only, 2nd Floor Suite, 1 Bedroom Unit w/ Shared Pool!
$ 275 /night
/
1
**CARIBBEAN CHARM @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICES…
$ 295 /night
/
2
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
$ 174 /night
/
1
Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!
$ 325 /night
/
1
NEW YEAR – NEW CRAZY LOW DEALS ON FANTASTIC HOME
$ 310 /night
/
2
KEY LIME COTTAGE ~ Renovated 3 Bedroom, 2 Bathroom Home with Private Pool!
$ 361 /night
/
3
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
$ 161 /night
/
1
~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
$ 166 /night
/
1
Beachy Keen at The Truman Annex in Key West
$ 277 /night
/
2
Coral Cove | Bahama Village Studio w/ Pool & Grill
$ 180 /night
/
0
Duval Street Suite in Key West
$ 359 /night
/
2
Shipyard 197-Condo in Truman Annex-2 bedroom 1 bath, close to Duval w/ pool
$ 241 /night
/
2
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
$ 124 /night
/
1
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
$ 240 /night
/
1
~HORSE CONCH~ Amazing location with shared pool and covered balcony!
$ 226 /night
/
1
The Emelina, Key West Monthly Rental
$ 270 /night
/
1
Charming Dog-Friendly Home in Residential Neighborhood with Shared Pool
$ 153 /night
/
0
Renovated Corner Unit
$ 191 /night
/
1
Campbell Suite in Key West
$ 200 /night
/
1
~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!
$ 192 /night
/
2
Poinciana House in Key West
$ 392 /night
/
1
Heart of Old Town getaway, perfect romantic retreat – near the action
$ 146 /night
/
0
**VILLA CUBANA @ OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES…
$ 282 /night
/
2
Spec. April.19-24 155.00 night plus extras Near beach& Full Kitchen & Patio
$ 111 /night
/
1
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!
$ 227 /night
/
2
Cozy cottage with porch, WiFI, AC, & amazing walking locale – small dogs OK
$ 239 /night
/
1
Centrally located home with private pool & furnished patio – dog-friendly
$ 308 /night
/
2
Condo in Old Town Key West’s Truman Annex – Pool, Bicycle, Free Parking and WiFi
$ 171 /night
/
1
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
$ 126 /night
/
1
**SWEPT AWAY @ OLD TOWN** Dreamy Private Home & Pool + LAST KEY SERVICES…
$ 137 /night
/
2
Charming 2nd-story apartment with balcony & lighthouse view – walk everywhere
$ 182 /night
/
1
Your Condo by the Beach with Ocean View
$ 206 /night
/
1
Secret Villa I @ Old Town with Private Pool, close to Duval!
$ 870 /night
/
3
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
$ 672 /night
/
3
Tranquility by Smathers and 10 minute bike downtown Key West value savings
$ 271 /night
/
2
Key Wes’t Best- Upgraded condo 5 mins to Smathers Beach Fantastic value
$ 314 /night
/
2
Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
$ 373 /night
/
2
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
$ 377 /night
/
2
~CHAVEZ HOUSE~ The private pool and lanai are a Key West dream come true!
$ 166 /night
/
3
SUN, SEA, AND SKY at The Truman Annex in Key West
$ 209 /night
/
1
Fantastic Land and Sea Vacation! Amazing Room w/ 2 Queen Beds, Outdoor Pool
$ 178 /night
/
1
Truman Annex unit 254
$ 237 /night
/
2
Rose Lane Villas – Villa Vista – 2 bedrooms – Downtown Key West
$ 450 /night
/
2
Lovely dog-friendly home with guest cottage & private pool – great location
$ 667 /night
/
3
A PALM OASIS at The Truman Annex in Key West…..
$ 441 /night
/
2
Artist Garden by AvantStay | Great Location w/ Balcony, Shared Pool & BBQ!
$ 286 /night
/
2