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.

Holiday Rentals and Homes in Long Key, 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}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Price
    per night
    |||
    |||
    €0
    €172 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Travellers to Long Key are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    Applied filters:
    Nearby
    Clear All
    Long Key
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    €4,483
    / Month
    Payment Protection
    View Details
    View Details
    1 / 25
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    From
    €164
    / Night
    View Details
    View Details
    Long Key
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    From
    €3,210
    / Month
    Payment Protection
    View Details
    View Details
    1 / 23
    5 of 5 stars (3) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €1,659
    / Week
    View Details
    View Details
    Amenities & Details
    • Grill
    • Hot Tub
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • 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
    Location Information
    Long Key, Florida Keys 33001
    5 of 5 stars Reviewed 9 December 2014
    my family stayed here the week of december the 5 2014 from the first contact with bob till the day we left can say nothing but great things bob got right back with me asap he made...
    5 of 5 stars Reviewed 4 February 2014
    This was our third trip to the Keys and by far the best place we have stayed. Bob and Carol were great to work with and wanted to make sure we had a great time. They answered all...
    See all reviews
    1 / 21
    4.5 of 5 stars (11) Very good
    Long Key
    3 Bedrooms, Sleeps 6 | Quick View
    From
    €1,793
    / Week
    View Details
    View Details
    Amenities & Details
    • Parking
    • Air Conditioning
    • Washer
    • Porch
    • Waterfront
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please send us an inquiry or call us for availability. Prices vary on the units. Bay Harbour Condominiums, built in 2003, is a beautiful area with great condos located in Islamorada, mile marker 74, bay-side. Exterior amenities include deep-water boat slips in a protected harbor, lush tropical... View all property information
    Location Information
    Long Key, Florida Keys 33036
    4 of 5 stars Reviewed 4 January 2015
    This condo was great for us...3 couples(family) each having their own bedroom..2 1/2 bathrooms ...we used the kitchen and 5 people could work together in it! The kitchen was...
    5 of 5 stars Reviewed 20 May 2014
    We spent a week here with our daughter and her family which includes a 4 year old and a 17 month old. The pictures do not do justice to the beauty of the condo. The upscale...
    See all reviews
    1 / 9
    1 of 5 stars (1) Terrible
    Long Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    €39
    / Night
    View Details
    View Details
    Amenities & Details
    • Grill
    • Patio
    • Sauna
    • Satellite TV
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably outfitted with bed... View all property information
    Location Information
    Long Key, Florida Keys 33001
    1 / 9
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €224
    / Night
    View Details
    View Details
    Amenities & Details
    • Patio
    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Porch
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy a beautiful solar heated pool with Jacuzzi on the premises. You also will have access to a private homeowner's sandy beach to swim and enjoy sunsets on the next street over. Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood at mile... View all property information
    Location Information
    Long Key, Florida Keys 33036
    5 of 5 stars Reviewed 12 May 2015
    The accommodations are very new and nicely done. We rented with 2 adults and 4 children and were very pleased with the home. The property is very well maintained, immaculate...
    See all reviews
    1 / 23
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €195
    / Night
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Balcony
    • Internet Access
    • Satellite TV
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    MINIMUM STAY 1 MONTH: Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida Keys. From the moment you... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 16
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €4,483
    / Month
    View Details
    View Details
    Amenities & Details
    • Air Conditioning
    • Washer
    • Porch
    • Waterfront
    • Wi-Fi
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cozy, canalfront pool 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
    Location Information
    Long Key, Florida Keys 33036
    5 of 5 stars Reviewed 6 August 2013
    We spent a month at this house with the family. The location was perfect - especially if you have a boat. (If you do not, there are several companies nearby that will deliver...
    See all reviews
    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €2,690
    / Month
    Payment Protection
    View Details
    View Details
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    I've owned this house for over 25 years. It's available for rental throughout the calendar year. I rent the house minimum stay 90 days, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It's a very tranquil and peaceful... View all property information
    Location Information
    Long Key, Florida Keys 33001
    5 of 5 stars Reviewed 4 December 2013
    Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 18
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €6,724
    / Month
    View Details
    View Details
    Amenities & Details
    • Internet Access
    • Parking
    • Patio
    • Terrace
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    MINIMUM STAY: 29 DAYS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on a dead end street. The owners have... View all property information
    Location Information
    Long Key, Florida Keys
    1 / 21
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    From
    €4,931
    / Month
    View Details
    View Details
    Amenities & Details
    • Patio
    • Parking
    • Internet Access
    • Balcony
    • Grill
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    MINIMUM STAY 1 MONTH - You and your entire family will love this serene, quaint part of paradise, in this ultra-charming BEACH HOUSE just footsteps from the SEA. Come and stay in this adorable home located on the crystal clear Atlantic Ocean! The home has plenty of room for your whole family to... View all property information
    Location Information
    Long Key, Florida Keys 33036
    5 of 5 stars Reviewed 2 January 2016
    What a wonderful place! So comfortable and the views!!!! We were 6 people and had the best time. There is ample room, the views are unbelievable, the porch is out of this...
    See all reviews
    1 / 15
    Long Key
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    From
    €119
    / Night
    View Details
    View Details
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Satellite TV
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    MINIMUM RENTAL 1 MONTH: Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal.... View all property information
    Location Information
    Long Key, Florida Keys 33036

    The following rentals are within 10 kilometers of Long Key, Florida Keys, Florida.

    1 / 11
    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    €1,524
    / Week
    View Details
    View Details
    Amenities & Details
    • Grill
    • Waterfront
    • Balcony
    • Internet Access
    • Air Conditioning
    • Porch
    • DVD Player
    • Satellite TV
    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
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 stars Reviewed 31 January 2015
    We enjoyed our 40th anniversary in the Tree House Cottage. We sailed every afternoon, visited the multitudinous and full of variety places to see on Marathon Key, and ate out...
    5 of 5 stars Reviewed 11 December 2014
    My wife and I stayed in the treetop cottage during the first week of December. We had so much fun!!! Capt Tom, Peggy, Danny and Michelle are great hosts. The treetop cottage...
    See all reviews
    1 / 23
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    €1,704
    / Week
    View Details
    View Details
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Housekeeping...
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LOW FALL RATES $1350.00 PER WEEK including taxes and cleaning. $75 pet fee per pet. Our HIGH SEASON starts 12/1/2015 and runs through Labor Day. The High Season rate is $1900.00/ week. A FULLY REFUNDABLE $500.00 security deposit is required to confirm a reservation. It is a well kept secret... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    4 of 5 stars Reviewed 29 March 2014
    What a wonderful house to enjoy a restful vacation in paradise. We had a great stay in Conch Key. I loved the multiple patios so that you could always be in the sun or shade. Well...
    5 of 5 stars Reviewed 17 March 2014
    We loved our stay in this house. It was perfectly clean and well equipped, including a blender, beach towels, all the cooking Equipment we needed and a dishwasher. We did not...
    See all reviews
    1 / 20
    5 of 5 stars (1) Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    From
    €134
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Patio
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    If Comfort, Fun, Fishing and Views Are on Your List, Stay Here! We have ground level or second floor units. We provide outside table and chairs, and just around the corner the barbecue grill is located to grill up those freshly caught Florida Keys' lobster or our wonderful assortment of Keys'... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 stars Reviewed 8 December 2015
    We just returned from staying at the Conch Key Villas and couldn't have been happier with our stay. The unit was clean, comfortable and quiet. We were the only guests while we...
    See all reviews
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €146
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Island Villa ~ Cowrie 1 bedroom - 1 bath This island villa is a private apartment featuring Dade County pine interior complete with a full size well equipped kitchen separate bedroom with a king size bed, inviting sitting room and pull out sleeper sofa. Recommended for 2 guests but this unit can... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    1 / 10
    5 of 5 stars (7) Excellent
    Conch Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    €1,793
    / Week
    View Details
    View Details
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Porch
    • Satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 stars Reviewed 4 weeks ago
    We had a wonderful time. The cottage is super cute and nicely decorated. Just what a vacation in the keys should be. So much better than a hotel. It has everything you need...
    5 of 5 stars Reviewed 2 February 2015
    My husband & our friends thoroughly enjoyed our stay at "Conched Out", eating out at Barry & Dan's recommended restaurants nearby or grilling by the docks. Dan's suggestion to...
    See all reviews
    1 / 8
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    €115
    / Night
    View Details
    View Details
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Florida Keys! Make yourselves comfortable as our guests at Conch Key Vacations, the best view of the Florida Gulf Coast, great fishing from your very own dock in the FL Keys, gorgeous setting to watch wildlife, and the most beautiful sunrise and sunset that Florida has to offer, here... View all property information
    Location Information
    Conch Key, Florida Keys 33050