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.

Houses 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
    All 1,192 Rentals in Florida Keys
    loading...
    Travellers to Florida Keys are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    Sort by
    From
    $1,712
    / Week
    Payment Protection
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $2,219
    / Week
    Payment Protection
    View Details
    1 / 41
    4.5 of 5 stars (2) Very good
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $6,340
    / Month
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $5,072
    / Month
    View Details
    1 / 14
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    Location Information
    Key West, Florida Keys 33040
    From
    $3,170
    / Month
    Payment Protection
    View Details
    1 / 15
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful fully furnished 2/2 trailer located on Ocean front canal in Key Largo. Unit is located in the best Community in Key Largo. Less than 100 yards via boat from Ocean. Beautiful grounds, boat ramp, and plenty of parking. Great views and plenty of places to ride your bike to or walk. Covered... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $2,156
    / Week
    View Details
    1 / 11
    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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
    $349
    / Night
    Payment Protection
    View Details
    1 / 29
    5 of 5 stars (3) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling,... View all property information
    Make Enquiry
    Location Information
    Islamorada, Florida Keys 33036
    From
    $307
    / Night
    Payment Protection
    View Details
    1 / 14
    4.5 of 5 stars (9) Very good
    Ramrod Key
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Pool Table
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    House and AMERICAN CARRIBEAN VILLA near to Key West, Florida in Ramrod Key, visit: www.villamarquesa.com for our Official Prices, Calandar and Photos and for our Sister Property Casa Serenity http://www.flipkey.com/ramrod-key-vacation-rentals/p300040/ See us in on TV as the most affordable rental... View all property information
    Make Enquiry
    From
    $254
    / Night
    Payment Protection
    View Details
    1 / 32
    4.5 of 5 stars (4) Very good
    Key Largo
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Fishing...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a brand new furnished vacation rental on the point with the best sunset views. . This home has 2 bedrooms and 1 and a 1/2 bath. It has a 700 sq ft addition of kitchen and family room with direct views of the sunset. New leather furniture and two bedroom sets just added. The home has a Sharp... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $4,882
    / Week
    View Details
    1 / 32
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $2,536
    / Week
    View Details
    1 / 10
    5 of 5 stars (6) Excellent
    Conch Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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
    Make Enquiry
    From
    $299
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (1) Excellent
    Little Torch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
    Make Enquiry
    From
    $298
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat... View all property information
    Make Enquiry
    Location Information
    Cudjoe Key, Florida Keys 33042
    From
    $158
    / Night
    Payment Protection
    View Details
    1 / 18
    4.5 of 5 stars (11) Very good
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Safe
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $347
    / Night
    Payment Protection
    View Details
    1 / 17
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Construido en la década de 1950, el complejo rezuma encanto de la época, sin retraso en el crecimiento de las comodidades. Las habitaciones cuentan con obras de arte cubano, TV de pantalla plana, mini-nevera, y hamacas. El hotel presta huéspedes coloridos sarongs para relajarse, y algunas... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $364
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (3) Excellent
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Luxurious direct bayfront townhome with dock, upgraded unit. Jan, March and April 2015 are now available. $6,500/month. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat,... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $266
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (5) Excellent
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $308
    / Night
    View Details
    1 / 11
    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Imagine a delightful tropical getaway in the Florida Keys. This beautiful Coco Plum Beach Villas 3rd floor condo is located on the ocean in Marathon near mile marker 54. The unit has been recently updated and comes with a private balcony giving you a spectacular view of the Atlantic Ocean. The... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $339
    / Night
    Payment Protection
    View Details
    1 / 36
    5 of 5 stars (6) Excellent
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Housekeeping...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $4,311
    / Month
    View Details
    1 / 17
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming Buoy restaurant.... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys
    Get the List
    From
    $274
    / Night
    Payment Protection
    View Details
    1 / 29
    5 of 5 stars (19) Excellent
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $175
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $285
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (5) Excellent
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $9,256
    / Week
    View Details
    1 / 76
    4.5 of 5 stars (3) Very good
    Key Largo
    6 Bedrooms / 4 Bathrooms / Sleeps 16
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Housekeeping...
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Why would anyone want to rent a house on a canal right next to other houses and no real place to swim when you could rent this private stunning place surrounded on 3 sides by water. We have the most charming and spectacular and intimate property in Key Largo for your vacation rental. With our own... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $254
    / Night
    Payment Protection
    View Details
    1 / 10
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Private Indoor Pool
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Charming 2 bedroom 2 bath sleeps six Single Family Home. Located in a lovely casa marina neighborhood, this charming furnished 2 bedroom home features an open floor plan with cathedral ceilings, French doors that open to a spacious shared deck, two off-street parking spaces, washer/dryer, central... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $412
    / Night
    Payment Protection
    View Details
    1 / 59
    5 of 5 stars (8) Excellent
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. All Sales & Florida Taxes are Included on Pricing quote. We have NO hidden fees or additional taxes. Rates quoted are all inclusive, except standard $175.00 Cleaning Fee and PDP Fee. There being no damages, the security deposit... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $238
    / Night
    Payment Protection
    View Details
    1 / 25
    4.5 of 5 stars (36) Very good
    Key West
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Romantic Retreat features a king pillow-top bed, Tommy Bahama furniture, flat screen TV and tropically inspired original fine art. The recently renovated kitchen includes granite counter tops, under counter refrigerator, microwave, toaster/oven, coffee maker, blender and soft mood lighting under... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $470
    / Night
    Payment Protection
    View Details
    1 / 34
    5 of 5 stars (1) Excellent
    Marathon
    3 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Escape To The Florida Keys....Spend a Week in The Islands~ Seaside! Seaside Escape is the ultimate in a family vacation.....easy, and quick access to the Atlantic for a day of fishing, snorkeling or just plain enjoying boating out on the ocean for the day. For those of you that consider... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $7,982
    / Week
    Payment Protection
    View Details
    1 / 47
    4.5 of 5 stars (8) Very good
    Marathon
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33156
    From
    $289
    / Night
    Payment Protection
    View Details
    1 / 10
    Key Colony Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    An updated 3 bedroom, 3 bath ground level half duplex. Large bedroom with 1 king, 1 queen, and 2 full size beds. Three full bathrooms. Four TV's - 3 flat screens and 2 DVD players, high speed wireless internet. You can watch the kids from living room, dining room, kitchen as they play in 8x14... View all property information
    Make Enquiry
    From
    $571
    / Night
    Payment Protection
    View Details
    1 / 23
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Key Largo, the first and northernmost of the Florida Keys, is an hour's drive from South Florida's two major airports, and a world away. Home to tropical hardwoods, winding creeks, two state parks, a national park and a portion of a national marine sanctuary, Key Largo boasts some of the most... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $14,455
    / Month
    View Details
    1 / 1
    5 of 5 stars (3) Excellent
    Matecumbe Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    From
    $7,354
    / Month
    View Details
    1 / 8
    4 of 5 stars (1) Very good
    Summerland Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please... View all property information
    Make Enquiry
    From
    $1,775
    / Week
    Payment Protection
    View Details
    1 / 36
    4.5 of 5 stars (8) Very good
    Key Largo
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ping Pong Table
    • Sauna
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Updated and comfortable 2 bedroom, 1 and 1/2 bath condominium in Moon Bay Resort in beautiful Key Largo, Florida. Pool, tennis court, marina with boat slips and clubhouse are just some off the amenities. This property has a sunset view of Blackwater Sound from the balcony which also overlooks the... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $6,340
    / Week
    Payment Protection
    View Details
    1 / 9
    Marathon
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5.5 bath home with luxury in every detail and design. Features include cathedral ceilings, marble, stainless steel and and mahogany finishes, and fireplaces in the living room... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $285
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO,... View all property information
    Make Enquiry
    From
    $1,902
    / Week
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (2) Excellent
    Marathon
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The casa de munday is a lovely 2300 sq. Ft... 4 bedroom 3 bath deep water canal home located in the middle of marathon mm52. One hour to key largo(mm104) and one hour to key west(mm1)... Ground level with no stairs to climb. The home has plenty of parking for your cars as well as boat trailers. The... View all property information
    Make Enquiry
    Location Information
    Marathon, Florida Keys 33050
    From
    $200
    / Night
    Payment Protection
    View Details
    1 / 27
    4.5 of 5 stars (37) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (37) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Formerly Amelia St Hideaway With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer. Located on the second floor of a lovely Victorian-styled complex, this 1 bedroom/1 bathroom condominium features a full... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $254
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (11) Excellent
    Tavernier
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1... View all property information
    Make Enquiry
    Location Information
    Tavernier, Key Largo 33070
    From
    $349
    / Night
    View Details
    1 / 17
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling,... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $1,902
    / Week
    View Details
    1 / 21
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    LOW SUMMER AND FALL RATES $1500.-1600. PER WEEK including taxes and cleaning. It is a well kept secret that the best time for staying in the Keys is the Summer and Fall. Moderate temperatures- very warm sea waters- no waiting time at restaurants- Traffic, even in Key West is way down. We are a... View all property information
    Make Enquiry
    From
    $238
    / Night
    Payment Protection
    View Details
    1 / 22
    4.5 of 5 stars (30) Very good
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (30) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of the line flat screen TV and stereo. The living room has tropical furniture and a w/ Queen Sleeper Sofa. Efficiency kitchen is fully equipped for cooking w/... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $127
    / Night
    Payment Protection
    View Details
    1 / 27
    5 of 5 stars (1) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light and bright... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $108
    / Night
    Payment Protection
    View Details
    1 / 8
    5 of 5 stars (2) Excellent
    Key Largo
    1 Bedroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Cozy cottage , one bed room studio style with private bathroom and kitchenette.Great location close to local restaurants and bars,2 miles to John Penny Camp State National Park and walking distance to Swim with the Dolphins. .shopping plaza. ,Kayak rental and snorkeling trips.and fishing... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $6,340
    / Month
    Payment Protection
    View Details
    1 / 17
    Long Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    From the minute you step foot in this luxurious condo, the water dominates your view and your activities. Oceanfront views from living room and master bedroom, 3 balconies... lush gardens, pool, palm trees, the finest sandy beach in the keys and the magnificent Atlantic Ocean are your constant... View all property information
    Make Enquiry
    From
    $507
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (6) Excellent
    Matecumbe Key
    3 Bedrooms / 3 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have... View all property information
    Make Enquiry
    From
    $158
    / Night
    Payment Protection
    View Details
    1 / 27
    5 of 5 stars (2) Excellent
    Grassy Key
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds... View all property information
    Make Enquiry
    From
    $138
    / Night
    View Details
    1 / 16
    4 of 5 stars (1) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to 'Largo Lookout'! This fabulous 2nd floor, waterfront apartment is ideal for singles, couples, or a small family. Largo Lookout is a pet friendly vacation rental that offers guests the opportunity to travel with their well-behaved pets. We require a reasonable, non-refundable pet fee... View all property information
    Make Enquiry
    Location Information
    Key Largo, Florida Keys 33037
    From
    $3,487
    / Week
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    RENTAL RATES ARE NEGOTIABLE. PLEASE SEE 'RATES' FOR SPECIAL OFFERS The City of Key West requires that we rent the house to you for a twenty-eight (28) day rental period, so if you, your family, friends, or guests want to use the house at any time during the twenty-eight (28) day rental... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040
    From
    $340
    / Night
    Payment Protection
    View Details
    1 / 34
    4 of 5 stars (23) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit opens to the living room,... View all property information
    Make Enquiry
    Location Information
    Key West, Florida Keys 33040