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300+ stays

Stays in Florida Keys

Key West

SUPERHOST
  1. Room in boutique hotel
  2. Key West
Poolside Queen Room steps from Duval St!
$260 per night
SUPERHOST
  1. Entire house
  2. Key West
Royal Poinciana Cottage-
$217 per night
SUPERHOST
  1. Entire condominium
  2. Key West
The Island Suite
$347 per night

Key Largo

SUPERHOST
  1. Camper/RV
  2. Key Largo
The Lobster Shack: RV Living at Its Best
$125 per night
  1. Entire apartment
  2. Key Largo
Paddle boards , nice patio, pool, beach, marina
$144 per night
  1. Resort room
  2. Key Largo
Couple's Escape! King Unit! Private Beach, 2 Pools
$347 per night

Marathon

SUPERHOST
  1. Entire condominium
  2. Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
$203 per night
SUPERHOST
  1. Room in boutique hotel
  2. Marathon
Unit 21 The Iguana Guest Room
$168 per night
SUPERHOST
  1. Entire condominium
  2. Key Colony Beach
Oceanfront Breeze Condo Stunning Views, Beach/Pool
$254 per night

Explore all 300+ stays

Entire house in Key West
Dog-friendly getaway w/ furnished patio & shared pool - blocks from the beach
2 guests1 bedroom3 beds1 bath
PoolAir conditioningKitchenWifi
$306 per night
SUPERHOST
Entire condominium in Islamorada
Resort with Private Beach & Gorgeous Sunsets!
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
$250 per night
SUPERHOST
Entire townhouse in Key West
Sparkling clean. Newly Updated Family Friendly
8 guests3 bedrooms3 beds3 baths
PoolAir conditioningKitchenWifi
$130 per night
SUPERHOST
Tiny house in Key Largo
The Oasis in key largo with your own private beach
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
$200 per night
SUPERHOST
Entire apartment in Key Largo
Escape to the Seaside - Pulpo Cottage
2 guestsStudio1 bed1 bath
PoolAir conditioningWifi
$121 per night
Private room in Big Pine Key
Heart of the Keyes
2 guests1 bedroom0 beds1 shared bath
PoolAir conditioningWifi
$101 per night
SUPERHOST
Entire house in Marathon
Private waterfront sleeps 10 dock heated pool pets
10 guests3 bedrooms6 beds2 baths
PoolAir conditioningKitchenWifi
$190 per night
SUPERHOST
Boat in Key West
Cute Boat Co - Floating Tiny House - 70's sailboat
3 guests1 bedroom2 beds1.5 baths
PoolAir conditioningKitchenWifi
$159 per night
Entire condominium in Marathon
The Bluegreen Hammocks at Marathon, Florida Keyes
8 guests1 bedroom3 beds1 bath
PoolAir conditioningKitchenWifi
$200 per night
SUPERHOST
Entire condominium in Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
2 guestsStudio1 bed0 baths
PoolAir conditioningKitchenWifi
$203 per night
Entire condominium in Key Largo
Rest and Relax
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
$99 per night
Entire condominium in Key West
Upscale end unit home @ Truman Annex close to Duval St
3 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
$198 per night
SUPERHOST
Entire apartment in Key Largo
Escape to the Seaside - Manta Cottage
4 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
$135 per night
SUPERHOST
Boat in Key West
"Lady Christine" at Beautiful Resort/Marina
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
$163 per night
SUPERHOST
Entire house in Cudjoe Key
Sunrise Beach Escape
6 guests2 bedrooms2 beds3 baths
PoolAir conditioningKitchenWifi
$280 per night
Entire condominium in Islamorada
Tropical vacation in the Florida Keys
6 guests2 bedrooms2 beds2 baths
PoolAir conditioningKitchenWifi
$175 per night
SUPERHOST
Entire condominium in Key West
WALK TO BEACH, MALLORY SQ.10% DISCOUNT 11/27-12/24
2 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
$180 per night
SUPERHOST
Room in boutique hotel in Key West
Poolside Queen Room steps from Duval St!
2 guests1 bedroom1 bed1 private bath
PoolAir conditioningWifi
$260 per night
SUPERHOST
Boat in Key West
Hunter Cherubini Sailboat, “Seesea” 30 foot.
4 guests1 bedroom3 beds1 bath
PoolAir conditioningKitchenWifi
$160 per night
Entire house in Key Colony Beach
Private Corner Lot, Wide Water Views, 30' Dock
5 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
$193 per night
1 20 of 300+ places to stay
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