Mesa House Uno by Brightwild Perfect LocationKey WestSleeps 4 pers.1 bedroomBalconyTerraceParkingKitchen2 more units availableFREE cancellation9.3Fantastic56 reviewsfrom$195per nightBest price: TravelStaytionMore details
Hawks Cay ResortDuck Key6.7 mi to the beachSleeps 4 pers.1 bedroom1,227 ft²PoolSaunaBalconyParking9 more units availableFREE cancellationfrom$285per nightBest price: LeavetownMore details
Private and Exclusive Beach GetawaySugarloaf Key200 yd to the beachSleeps 8 pers.3 bedrooms2,303 ft²BalconyYardParkingInternetFREE cancellation8.0Very good2 reviewsfrom$1,908per nightBest price: VrboMore detailsBook on Vrbo
Hawks Cay ResortDuck Key6.7 mi to the beachSleeps 4 pers.2 bedrooms4,585 ft²PoolSaunaBalconyParkingFREE cancellationfrom$698per nightBest price: LeavetownMore details
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key WestCudjoe Key5.2 mi to the beachSleeps 4 pers.2 bedrooms743 ft²TerraceParkingInternetFREE cancellation8.1Very good51 reviewsfrom$293per nightBest price: VrboMore detailsBook on Vrbo
Direct Oceanfront Cottage-Sunrise View- #2,Little Torch KeySleeps 4 pers.2 bedrooms850 ft²YardTerraceParkingInternetFREE cancellation8.5Very good148 reviewsfrom$291per nightBest price: VrboMore detailsBook on Vrbo
Barefoot Bungalow~2 Bedroom, 2 Bathroom Home w/ Office, Pool and Tiki Hut!Key WestSleeps 4 pers.2 bedrooms1,270 ft²YardTerraceInternetFREE cancellation9.7Fantastic12 reviewsfrom$262per nightBest price: VrboMore detailsBook on Vrbo
Sky Loft by Brightwild Penthouse in Prime Spot Key WestSleeps 4 pers.1 bedroomPoolBalconyTerraceKitchenFREE cancellation9.5Fantastic23 reviewsfrom$277per nightBest price: TravelStaytionMore details
Exclusive Key West Beach Front - 2Br Luxury Condo w/Gym and Pool Access (Newly Refurnished!)Key WestSleeps 6 pers.2 bedrooms1,894 ft²PoolBalconyParkingInternet9.2Fantastic38 reviewsfrom$615per nightBest price: VrboMore detailsBook on Vrbo
Spindrift House by Brightwild Huge Pool DockStock IslandSleeps 12 pers.4 bedroomsBalconyTerraceParkingKitchenFREE cancellationfrom$1,054per nightBest price: TravelStaytionMore details
Aquaria House at Lunara BayStock IslandSleeps 10 pers.4 bedrooms2,325 ft²PoolBalconyParkingInternetFREE cancellation9.8Fantastic31 reviewsfrom$1,316per nightBest price: VrboMore detailsBook on Vrbo
Isla Bella Beach ResortMarathon1.2 mi to the beachSleeps 4 pers.1 bedroom1,798 ft²PoolBalconyParkingInternet9 more units availableFREE cancellationfrom$299per nightBest price: LeavetownMore details
Colony Calypso - A quaint 1 Bedroom Cottage just two blocks to DuvalKey WestSleeps 4 pers.1 bedroom517 ft²PoolYardTerraceInternetFREE cancellation9.4Fantastic58 reviewsfrom$378per nightBest price: VrboMore detailsBook on Vrbo
Royal Palm Studio ~ Adult Only, Studio w/ Community Pool & Close to Town!Key WestSleeps 2 pers.1 bedroom248 ft²PoolYardTerraceParking5 more units availableFREE cancellation9.6Fantastic334 reviewsfrom$317per nightBest price: VrboMore detailsBook on Vrbo
Islamorada retreat \"Bungalow Blue\" w/ heated pool, Bikes, Bbq, amenities galore!IslamoradaSleeps 4 pers.2 bedrooms517 ft²PoolHot tubParkingInternetFREE cancellation10Fantastic21 reviewsfrom$448per nightBest price: VrboMore detailsBook on Vrbo
Island View 1Br Residence with BalconyKey WestSleeps 4 pers.1 bedroomPoolBalconyTerraceKitchen3 more units availableFREE cancellation10Fantastic2 reviewsfrom$204per nightBest price: TravelStaytionMore details
Ocean Front 3Br Presidential SuiteKey WestSleeps 8 pers.3 bedroomsPoolBalconyTerraceKitchenFREE cancellation9.6Fantasticfrom$473per nightBest price: TravelStaytionMore details
Topsider ResortIslamoradaSleeps 6 pers.2 bedroomsPoolBalconyYardKitchenFREE cancellationfrom$260per nightBest price: LeavetownMore details
Sea Breeze - One Block from Duval StreetKey WestSleeps 6 pers.2 bedrooms797 ft²BalconyParkingInternetFREE cancellation9.4Fantastic45 reviewsfrom$510per nightBest price: VrboMore detailsBook on Vrbo
The Bartlum Luxury Studio In Prime Location Key WestSleeps 4 pers.1 bedroomBalconyTerraceKitchenInternetFREE cancellation9.5Fantastic34 reviewsfrom$242per nightBest price: TravelStaytionMore details
Resort View 1Br SuiteKey WestSleeps 4 pers.1 bedroomPoolBalconyTerraceKitchen3 more units availableFREE cancellation8.9Very good3 reviewsfrom$204per nightBest price: TravelStaytionMore details
By the Beautiful Sea - Key West Beach Front Condo - w Pool AccessKey WestSleeps 6 pers.3 bedrooms1,389 ft²PoolSaunaHot tubBalcony9.2Fantastic57 reviewsfrom$599per nightBest price: VrboMore detailsBook on Vrbo
Conch Cottage - Feels Like Home - 1Bd/1Bath - Hot TubKey WestSleeps 2 pers.1 bedroomPoolHot tubTerraceInternet9.7Fantastic83 reviewsfrom$577per nightBest price: VrboMore detailsBook on Vrbo
Poolside Retreat by Brightwild Cottage w PoolKey WestSleeps 4 pers.1 bedroomPoolBalconyYardTerraceOne more unit availableFREE cancellation8.8Very good48 reviewsfrom$209per nightBest price: TravelStaytionMore details
Sky Suite on Duval by Brightwild Condo w BalconyKey WestSleeps 6 pers.2 bedroomsBalconyTerraceParkingKitchenOne more unit availableFREE cancellation9.8Fantastic55 reviewsfrom$479per nightBest price: TravelStaytionMore details
Aqua Lodge Houseboat \"Captain's Quarters\"TavernierSleeps 4 pers.2 bedroomsPoolTerraceInternetFREE cancellation9.5Fantastic13 reviewsfrom$445per nightBest price: VrboMore detailsBook on Vrbo
Capmar House by Brightwild Huge Home PoolStock IslandSleeps 10 pers.4 bedroomsBalconyYardTerraceParkingFREE cancellation10Fantasticfrom$1,054per nightBest price: TravelStaytionMore details
Perfect little paradise spot in key largo Florida. (lot 15)Key LargoSleeps 6 pers.3 bedrooms549 ft²FREE cancellation9.1Fantastic25 reviewsfrom$205per nightBest price: VrboMore detailsBook on Vrbo
New Pricing: Drive To Your Getaway - Big Pool, Steps to Beach & Free ParkingKey WestSleeps 12 pers.5 bedrooms2,691 ft²PoolBalconyYardParkingFREE cancellation9.9Fantastic98 reviewsfrom$1,904per nightBest price: VrboMore detailsBook on Vrbo
Affordable luxury yacht charters.Key LargoSleeps 4 pers.2 bedrooms947 ft²SaunaParkingInternetFREE cancellation10Fantastic44 reviewsfrom$1,174per nightBest price: VrboMore detailsBook on Vrbo