We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

House Rentals in Florida Keys, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
    886 Vacation Rentals in Florida Keys
    loading...
    Sort by
    From
    $412
    / Night
    Payment Protection
    View Details
    Overview
    From
    $1,828
    / Week
    Payment Protection
    View Details
    Overview
    From
    $396
    / Night
    Payment Protection
    View Details
    Overview
    From
    $352
    / Night
    Payment Protection
    View Details
    1 / 11
    Overview
    Overview Reviews (18)
    From
    $366
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Washer
    • Dryer
    • DVD Player
    • Refrigerator
    • Hot Tub
    • Linens Provided
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This stunning 2 bedroom/2 bath suite can accommodate up to 6 guests. Whether you want the hustle and bustle of Key West or just want to kick back and relax, this resort has it all. View all property information
    Make Enquiry
    From
    $877
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Internet Access
    • DVD Player
    • Dryer
    • Satellite TV
    • Hot Tub
    • Children's Pool
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical, Affordable Rental in Gated Community, Wi-Fi & Gas Grill Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR,two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently... View all property information
    Make Enquiry
    From
    $305
    / Night
    Payment Protection
    View Details
    1 / 18
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Incredible resort during the 'peakest' of peak seasons in Key West, Florida. This extraordinary resort is not right in the heart of the Duval Street area, and it therefore offers the best of both worlds to visitors. Since it's within a short car or cab or scooter or bike ride from the Old Town... View all property information
    Make Enquiry
    From
    $938
    / Week
    Payment Protection
    View Details
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Key West Cottage located in Mid-town away from the maddening crowd when you want to be and close enough to join in when you're ready. Our cottage is surrounded by lush vegetation including: coconuts trees, mango trees, tamarind trees, banana plants, guava plants, Spanish lime trees and many... View all property information
    Make Enquiry
    From
    $208
    / Night
    View Details
    Overview
    Amenities & Details
    • Stereo System
    • Internet Access
    • Dryer
    • Deck
    • DVD Player
    • Refrigerator
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker in Key West who... View all property information
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $218
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Wi-Fi
    • Grill
    • Balcony
    • Refrigerator
    • Linens Provided
    • Shared Outdoor Pool...
    • Parking
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enter through a private garden with a tropical atmosphere to a quiet and secluded room with a queen size bed and a private bath. The room is completely private and features a coffee maker, microwave, refrigerator, TV and free WiFi. Full breakfast. LOCATED IN A QUIET,SECLUDED , TROPICAL SETTING... View all property information
    Make Enquiry
    From
    $157
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Deck
    • Watersports Nearby
    • Stereo System
    • Grill
    • DVD Player
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING... View all property information
    Make Enquiry
    From
    $108
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Housekeeping...
    • Refrigerator
    • Deck
    • Watersports Nearby
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A small stand alone room in the corner of the garden. Features a/c, coffee maker, free WiFi, grill on premises, heat, microwave, refrigerator, shared bathroom with one other couple, TV and includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO FISHING, DIVING,... View all property information
    Make Enquiry
    From
    $2,437
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Refrigerator
    • Private Outdoor...
    • Deck
    • Grill
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ******** Key West laws state that this property can only be rented out monthly******* This lovely home is in the Casa Marina District of Key West. It has a front porch, front balcony that the 2 smaller bedrooms have access to, a large patio by the heated private pool in the back yard, and a... View all property information
    Make Enquiry
    From
    $244
    / Night
    View Details
    Overview
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Deck
    • Air Conditioning
    • Patio
    • Dryer
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical villa surrounded by lush tropical foliage. Villa with patio overlooking the open water, with sandy beach is great for a family vacation. Two bedroom, two bath, ground level home, one queensize bed in master and two twin beds along with a queensize sleeper sofa in the livingroom. The... View all property information
    Make Enquiry
    From
    $152
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Internet Access
    • Water Views
    • Waterfront
    • Deck
    • Air Conditioning
    • Satellite TV
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Come to the Keys and explore the land and sea. Yes staying on a boat is amazing and then it can sailaway from the dock to see the sea. Your accommodations will be on a boat with amenities that you will recall for years to come. 1 cabin Full Size Bed The Space: GeniGreen is an electric sailboat... View all property information
    Make Enquiry
    From
    $6,087
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Private Outdoor...
    • There Are Tennis...
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Water Views
    • Watersports Nearby
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Endless vistas of Vaca Cut, the Gulf of Mexico and Atlantic Ocean, all from your rooftop Pool! Over 400 feet of deep water dockage adjacent to Vaca Cut which runs between the Atlantic and Gulf. 4 Br, 2 Ba, tastefully furnished, with 2 kings, 1 queen and 2 twins. Huge open concept, kitchen, and... View all property information
    Make Enquiry
    From
    $366
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Housekeeping...
    • Air Conditioning
    • Wi-Fi
    • Staffed Property
    • TV
    • Water Views
    • Watersports Nearby
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    WOW Oceanside Voted #1 Key West's Best Luxury Penthouse Marina/Condo/Pool Direct Oceanfront 1490 Sq Ft Condo, 3 Bedrooms, 2 Baths, (Sleeps 6) Oceanside Marina is one of the newest and one of the most prestigious communities offering breath taking water views and large, open units. The... View all property information
    Make Enquiry
    From
    $223
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Cooker
    • Dryer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your... View all property information
    Make Enquiry
    From
    $174
    / Night
    View Details
    Overview Reviews (1)
    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This two bedroom, two bath ground level half-duplex is priced right for an affordable get-a-way! Plenty of parking is provided for vehicles and a boat trailer. There is 37' feet of seawall dockage with electric, lights and water. Vaca Cut is a short distance from the dock for easy access to the bay... View all property information
    Make Enquiry
    Get the List
    From
    $1,135
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Private Outdoor...
    • Refrigerator
    • TV
    • Patio
    • There Are Tennis...
    • Wi-Fi
    • Dryer
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    MONTHLY RENTAL ONLY Buoy's Backyard - an authentic Key West retreat in the historic district just a block from upper Duval (the quiet end), two blocks from Hemingway House, and three blocks to Southernmost Buoy and Beach. Brick driveway provides private gated parking for two cars. This home has... View all property information
    Make Enquiry
    From
    $213
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Balcony
    • Refrigerator
    • Dryer
    • Hot Tub
    • Satellite TV
    • Elevator/Lift access
    • Internet Access
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tropical 2 bedroom, 2 bath condo 1/2 mile from Smather's Beach in Key West. Fully appointed kitchen and living room. Balcony overlooking Salt Ponds and distant ocean view. Large heated pool on property, perfect for sunbathing. Jacuzzi and gym. Tennis court. Small boats on trailer allowed.... View all property information
    Make Enquiry
    From
    $335
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Ocean Views
    • Waterfront
    • Watersports Nearby
    • Deck
    • Stereo System
    • There Are Tennis...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Enjoy your own private paradise and have fun in the Keys! This beautiful, spacious waterfront home has three wonderfully decorated, clean and cozy bedrooms with three newly renovated, full bathrooms. Kitchen is stocked with all necessary cookware, china and silverware for creating scrumptious... View all property information
    Make Enquiry
    From
    $1,828
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Ocean Views
    • Water Views
    • Refrigerator
    • Garage
    • Deck
    • Satellite TV
    • Staffed Property
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This Key West condo is legally listed as a one-bedroom. However it could easily accommodate two couples, or a family of 4, with privacy. The first floor includes a full kitchen, full bath, dining area, TV area with a sofa, and a Murphy Bed. The second floor (a lock-out unit) includes a 'closet... View all property information
    Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Boat Available
    • Private Outdoor...
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi... View all property information
    Make Enquiry
    From
    $1,828
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Refrigerator
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
    Make Enquiry
    From
    $323
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Waterfront
    • TV
    • Dryer
    • Ocean Views
    • Water Views
    • DVD Player
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completely renovated keys cottage. Classic and charming design with modern amenities. This is a concrete home on the ground level, not a trailer or mobile home. Master suite with bath on ground floor. Two bedrooms upstairs with balcony overlooking Buttonwood Sound. Lots of room for the whole... View all property information
    Make Enquiry
    From
    $174
    / Night
    Payment Protection
    View Details
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    1 bedroom sleeps 4 on the water. Boating, fishing, pool, hottub onsite. Many activities including snorkeling in john pennekamp marine sanctuary nearby. Daytrip to keywest. Available dec. 21-28, 2014. View all property information
    Make Enquiry
    From
    $4,265
    / Month
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • Wi-Fi
    • Ocean Views
    • Washer
    • Water Views
    • Dryer
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful Atlantic Ocean waterfront property in 55+ pristine Silver Shores community in Key Largo, FL. Very spacious living, kitchen & bedrooms. Walk around balcony & terrace facing the ocean. Wake up to gorgeous sunrises & views of Rodriguez & Dove Keys from your balcony. More views from rooftop... View all property information
    Make Enquiry
    From
    $21,935
    / Month
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Refrigerator
    • TV
    • Water Views
    • Internet Access
    • Grill
    • Washer
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casa Dorado is a premier rental vacation home on Lower Matecumbe Key in Islamorada, Florida. Completely renovated in 2014, the spacious living and dining areas, four bedrooms, and three and a half bathrooms will make for a very comfortable stay during your visit to the Florida Keys. The house is... View all property information
    Make Enquiry
    From
    $134
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Dryer
    • DVD Player
    • Washer
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed;... View all property information
    Make Enquiry
    From
    $1,203
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Washer
    • Balcony
    • Porch
    • Patio
    • Water Views
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Amazing Beach Home Has All That You Need!!! This House Has 3 Floors With Balconies With An Amazing View Of The Bay. It Has An Outdoor/Covered Space That Can Be Used To Hang Out And Cook. It Has An Outside Island Kitchen That Is Fully Stocked With Cooking Gadgets. The Private Beach And Boat... View all property information
    Make Enquiry
    From
    $1,462
    / Week
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Refrigerator
    • Washer
    • Microwave
    • Internet Access
    • Dryer
    • Water Views
    • Dishwasher
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    TImeshare rental Florida Bay Club - Key Largo, FL Saturday, December 19 - Saturday, December 26, 2015 Unit B3 - Two Bedroom - 2.5 Baths Week 51 The Bay Club is a unique complex of oversized 2 and 3 bed room condo apartments facing beautiful Blackwater Sound, just minutes away, by boat... View all property information
    Make Enquiry
    From
    $244
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Washer
    • Hot Tub
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located at mile marker 100 in beautiful Key Largo, Florida. The unit has 1600 sq. ft. of living space and 400 sq.ft. of wrap around porch. One master bedroom with king bed and large private bath. Guest bedroom has 2 double beds. Large Kitchen dining and living area overlooking the grounds and dock.... View all property information
    Make Enquiry
    Overview Reviews (10)
    Amenities & Details
    • Washer
    • Waterfront
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Water Views
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    1,400 per week - additional rates apply to holidays and Lobster Weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE STORAGE, BIKES, BEACH CHAIRS Beautifully maintained and tropically decorated ground level canal front pool home. 2 BR 2 Baths-... View all property information
    Make Enquiry
    From
    $90
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Boat Available
    • Gym
    • Dryer
    • Washer
    • Internet Access
    • Satellite TV
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Three month minimum rental length. Great views of the Florida Bay from this 1600 sq. ft. furnished condo. Complex offers pool, tennis court, dock, club house, workout building, security entrance and more! Great restaurants, Pennekamp State Park and many other attractions close by. Two bedroom,... View all property information
    Make Enquiry
    From
    $14,623
    / Month
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    • Dryer
    • Air Conditioning
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ****This house cannot rent for less than 28 days, per County Ordinance**** Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably. Besides the... View all property information
    Make Enquiry
    From
    $2,072
    / Week
    View Details
    Overview Reviews (13)
    Amenities & Details
    • DVD Player
    • Boat Available
    • Satellite TV
    • Refrigerator
    • Water Views
    • Stereo System
    • Deck
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is... View all property information
    Make Enquiry
    From
    $972
    / Night
    Payment Protection
    View Details
    Overview Reviews (1)
    Amenities & Details
    • There Are Tennis...
    • Ocean Views
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitchens, 2 pools, 2 deep water docks, 2 gas grills, parking for 5 vehicles and 6 kayaks! These properties are non-smoking and... View all property information
    Make Enquiry
    From
    $1,044
    / Night
    View Details
    Overview
    Amenities & Details
    • Water Views
    • Stereo System
    • Deck
    • Dryer
    • Fireplace
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the Florida Keys.... View all property information
    Make Enquiry
    Overview Reviews (8)
    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Cooker
    • Grill
    • Dryer
    • Wi-Fi
    • Patio
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from... View all property information
    Make Enquiry
    From
    $13,892
    / Month
    View Details
    Overview Reviews (3)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic... View all property information
    Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • Linens Provided
    • Parking
    • Air Conditioning
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable... View all property information
    Make Enquiry
    From
    $4,874
    / Month
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Refrigerator
    • Porch
    • Dryer
    • Cooker
    • Washer
    • TV
    • Linens Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cozy, canalfront home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each... View all property information
    Make Enquiry
    Overview
    Amenities & Details
    • Balcony
    • Deck
    • Air Conditioning
    • Parking
    • Porch
    • Private Outdoor...
    • Fireplace
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a 6 bedroom pool home with direct dockage just off Snake Creek. Home has 2 kings, 3 queens, and 2 twins. Located at mile marker 86 on the bay side Beds: 2 King Beds, 2 Queen Beds, 1 Double Bed, 2 Twin Beds View all property information
    Make Enquiry
    From
    $305
    / Night
    View Details
    Overview Reviews (3)
    Amenities & Details
    • Waterfront
    • DVD Player
    • Stereo System
    • Washer
    • Hot Tub
    • Air Conditioning
    • Water Views
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of... View all property information
    Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Watersports Nearby
    • Refrigerator
    • Parking
    • Dishwasher
    • Satellite TV
    • Dryer
    • Washer
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic Seaport of Key West. Please see our video!! When you arrive, park your car in your... View all property information
    Make Enquiry
    From
    $3,046
    / Month
    View Details
    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
    Make Enquiry
    Overview Reviews (34)
    Amenities & Details
    • Deck
    • Terrace
    • DVD Player
    • Grill
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront... View all property information
    Make Enquiry
    From
    $288
    / Night
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Refrigerator
    • Water Views
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    All the comforts of home in this 3 bedroom, 2 bath half-duplex. Both bathrooms have recently been remodeled. The master bedroom has a king bed and the guest bedrooms have a queen and twins. The living room has 2 full size sofas and a love seat. New flat screen TV's in the living room and master... View all property information
    Make Enquiry