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House Rentals in Florida Keys, FL

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    All 884 Rentals in Florida Keys
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    Travellers to Florida Keys are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $304
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    1 / 24
    4.5 of 5 stars (25) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (25) Make Enquiry
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    $456
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    1 / 9
    5 of 5 stars (2) Excellent
    From
    $2,551
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    1 / 8
    4.5 of 5 stars (2) Very good
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    $1,305
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    1 / 23
    4 of 5 stars (2) Very good
    Key West
    6 Bedrooms / 6 Bathrooms / Sleeps 16
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Dryer
    • Washer
    • Cooker
    • Private Outdoor...
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart of Key West's Old Town. It's like having your own private hotel. If you are vacationing with family and friends, Top of Duval offers a truly unique layout with six individual... View all property information
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    $162
    / Night
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Stereo System
    • Washer
    • Internet Access
    • Deck
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Monthly rental. Key West private home right on the water - family owned for three generations (former home to WWII war hero Admiral Edward McCarthy, the former mayor of Key West (Mayor Alan Cleare), and the former District Attorney (Alan B. Cleare)). Just a few doors down from Jimmy Buffet's... View all property information
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    $363
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    1 / 29
    5 of 5 stars (10) Excellent
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • DVD Player
    • Gym
    • Internet Access
    • Waterfront
    • Hot Tub
    • Washer
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3-7 night minimum stay requirement varies by time of year. Three-story townhouse with over 2600 sq of living space...room for the whole family! Ground floor 1-bedroom (king bed) with kitchenette, open floor plan sitting area with queen sleeper sofa and a private full bath...perfect for nana or... View all property information
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    $417
    / Night
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    1 / 27
    5 of 5 stars (1) Excellent
    Amenities & Details
    • Air Conditioning
    • Water Views
    • There Are Tennis...
    • Deck
    • DVD Player
    • Washer
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to our Keys vacation home! We have a lovely home on a large fenced lot in a very private, quiet neighborhood. This Coco Plum location is one of the best in the heart of the Florida Keys National Marine Sanctuary. Located on a very wide, sailboat deep-water canal. Our 110' wide fenced lot... View all property information
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    From
    $334
    / Night
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    1 / 26
    4.5 of 5 stars (12) Very good
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Water Views
    • Patio
    • Internet Access
    • Gym
    • Air Conditioning
    • DVD Player
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Oh, so fabulous Mariner's Club Resort! This three bedroom townhouse's thoughtful design boasts a magnificent sunrise view over the stunning lagoon pool and maximum exposure to the ocean! An open floor plan merges the kitchen, dining area and living room together with a screened patio to present a... View all property information
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    $3,954
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    1 / 49
    5 of 5 stars (6) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Stereo System
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    FOR ADDITIONAL REVIEWS GO TO 'HOMEAWAY.COM' LISTING #341722 TO AVOID SCAM WE URGE YOU TO PLEASE CONTACT OWNER BY PHONE BEFORE FINALIZING ANY ARRANGEMENTS IF YOU GET A RESPONSE FROM BESTHOLIDAYRENTALS.COM **** IGNORE IT **** SCAM MINIMUM STAY 7 NIGHTS, MAXIMUM OCCUPANCY 6 PPL, RENTAL PATTERN... View all property information
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    $121
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    1 / 6
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Deck
    • Air Conditioning
    • Stereo System
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24' or less) located directly on the ocean your views could NOT be any better. Under the condo... View all property information
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    $243
    / Night
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    1 / 13
    5 of 5 stars (26) Excellent
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Dryer
    • DVD Player
    • Satellite TV
    • Boat Available
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE DO NOT TRY TO BOOK THROUGH FLIPKEY! Booking instructions will be provided when you send your inquiry, saving you a significant amount in FlipKey booking fees. We do not use the optional calendar feature on this listing. We are fully booked until May 30th! This is a very popular rental, so... View all property information
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    From
    $304
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    1 / 36
    5 of 5 stars (9) Excellent
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Hot Tub
    • Washer
    • Gym
    • Refrigerator
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This tri-level townhouse exudes island allure with a decor set in breezy cool tones and lovingly hand-selected pieces; perfectly blending the simple with the chic for an effortless feel of luxury. With views of the marina and gardens you’ll feel like you’ve found paradise. The 3rd floor master... View all property information
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    $468
    / Night
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    1 / 19
    4 of 5 stars (11) Very good
    Marathon
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Water Views
    • Boat Available
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Deck
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 2 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Two of the... View all property information
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    From
    $692
    / Night
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    1 / 28
    4.5 of 5 stars (12) Very good
    Key Colony Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Garage
    • Washer
    • Air Conditioning
    • Water Views
    • Hot Tub
    • Refrigerator
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched seclusion among the multiple varieties of native Palms, Banana Trees and other native plants. The spacious Infinity-Edge pool and large outdoor... View all property information
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    From
    $304
    / Night
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    Amenities & Details
    • Internet Access
    • Dryer
    • DVD Player
    • Deck
    • Grill
    • Patio
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Well maintained stilt single family home. Walk up the exterior set of stairs to the spacious one level home. The kitchen has been newly remodeled! There is a large covered porch with a table and chairs to enjoy dining outside.The master bedroom has a king size bed, one guest has a queen and the... View all property information
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    $850
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    1 / 25
    4.5 of 5 stars (11) Very good
    Key West
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Washer
    • Patio
    • Hot Tub
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located... View all property information
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    From
    $334
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Elevator/Lift access
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique... View all property information
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    From
    $5,466
    / Month
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    1 / 35
    4 of 5 stars (1) Very good
    Amenities & Details
    • Gym
    • Watersports Nearby
    • Dryer
    • Patio
    • Private Outdoor...
    • DVD Player
    • Washer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A warm color scheme and meticulous design details lend an elegant tropical ambience to this spacious four bedroom, 3 bath home located in the 'Sanctuary' on the Key West Golf Club. Key West Golf Club legend Rees Jones masterfully designed this 18 hole, 6500 yard course to be a challenge to players... View all property information
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    From
    $364
    / Night
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    1 / 25
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great 3rd floor 2 bedroom 2 bath rental unit at 1800 Atlantic. All furnishings replaced in 2011,decorated in an elegant contemporary style. This unit is spacious with a full size fully equipped eat in Kitchen. There is a king bed in the master bedroom, 2 twin beds in the 2nd bedroom and a queen... View all property information
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    $903
    / Night
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    1 / 22
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Stereo System
    • Patio
    • DVD Player
    • Water Views
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable... View all property information
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    $2,976
    / Week
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious... View all property information
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    From
    $334
    / Night
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    1 / 21
    5 of 5 stars (10) Excellent
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Refrigerator
    • Porch
    • Deck
    • Satellite TV
    • Watersports Nearby
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Best of Everything! 'Island Days' has it all: Large heated resort style pool with Tiki Hut right outside your French doors. Lush landscaping, off street parking steps to your door, all in a private 3 bedroom 3 bathroom town house located in the gated Coral Hammock community just a few minutes... View all property information
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    From
    $972
    / Night
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    1 / 18
    4.5 of 5 stars (5) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Have you ever outgrown a favorite small space, and dreamed about transforming it into something larger and even better?  Wishing you could somehow magically gain enough room to expand it so it offered twice the space, while keeping all its original charm?  Well … that’s exactly what happened right... View all property information
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    $3,037
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    1 / 23
    5 of 5 stars (2) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Enquiry
    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
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    From
    $400
    / Night
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    Amenities & Details
    • Grill
    • Dryer
    • Satellite TV
    • Patio
    • Refrigerator
    • Air Conditioning
    • Waterfront
    • Washer
    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
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    $237
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    1 / 15
    4.5 of 5 stars (18) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Dryer
    • Satellite TV
    • Sauna
    • DVD Player
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen.... View all property information
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    $91
    / Night
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    1 / 13
    4.5 of 5 stars (8) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Refrigerator
    • Waterfront
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Pelican Harbour: Wide Open Ocean Views, with Cozy Trailer on Property... a 2005 Frontier, 25 FT. One Bedroom, One Bath..... PELICAN HARBOUR is a Great Property you are literally on the Water, step out and Wide Open Views, Exterior Stereo, Chaise Lounges, Seating Area and BBQ Outside. Fish from... View all property information
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    From
    $1,397
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Few places exist where you can ride the fine line separating a secluded tranquil luxury villa, and the Heart of Old Town Key West. It may sound like a poetic abstraction, but for this masterful property with 5-Star amenities, the distinction is definitely real. Extraordinarily secluded and... View all property information
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    $4,251
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    1 / 1
    5 of 5 stars (4) Excellent
    Islamorada
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Waterfront
    • Dishwasher
    • Porch
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This home is located in a nice, quiet family neighborhood at the 90 mile marker (90 miles from Key West), Bayside. The house sits on the last canal of the neighborhood...very short boat ride to the bay (only a minute or so). Deep water dockage - 65' of dock space. There is an downstairs fully... View all property information
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    From
    $606
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    1 / 16
    Amenities & Details
    • Satellite TV
    • Washer
    • Deck
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Hot Tub
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Margarita is a spacious 5 bedroom, 4 bath home located on the Gulf of Mexico. Enjoy endless gulf views as you relax at this private tropical setting with large pool, hot tub, and sun deck with BBQ. Relax on the sand and enjoy the beautiful aquamarine colors of the gulf. Margarita offers private... View all property information
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    $152
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    1 / 21
    4 of 5 stars (6) Very good
    Amenities & Details
    • Balcony
    • Refrigerator
    • Water Views
    • Air Conditioning
    • Stereo System
    • Waterfront
    • Dishwasher
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Congratulations, you have just discoverd one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the mostpopular park in all of the Keys, John... View all property information
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    $152
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    1 / 22
    4.5 of 5 stars (5) Very good
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious 3/3 Villa on the Ocean Side of the world famous Key Largo,Florida... ..The Dive Capital of the World! This Villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style... View all property information
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    From
    $97
    / Night
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    1 / 26
    4 of 5 stars (3) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Private Fishing...
    • Patio
    • Air Conditioning
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to Madagascar 350Sq.Ft. of Living Space, One (1) Bedroom, One (1) Bathroom Unit. Property is located in Key Largo, Florida with ample Parking in front of the Property. MADAGASCAR is a Great Property you are literally on the Water, step out and Wide Open Views, Exterior Stereo, Chaise... View all property information
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    $395
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    1 / 28
    4 of 5 stars (9) Very good
    Amenities & Details
    • Elevator/Lift access
    • Washer
    • Dryer
    • Waterfront
    • Gym
    • Satellite TV
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Set on a deep-water marina and glistening turquoise waters of the Atlantic Ocean, this villa of distinction epitomizes luxurious ocean front living. Those in search of elegant accommodations yet with the laid-back Keys lifestyle will not be disappointed. This 3-bedroom, corner villa contains all... View all property information
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    $486
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This elegant two-story island home is a quiet retreat in the heart of Old Town Key West. Margaux's Hideaway is stylishly decorated, perfectly highlighting the classic nature of a Key West home while integrating modern amenities. This home is designed to bring the beauty of the outdoors inside.... View all property information
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    $972
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    1 / 15
    5 of 5 stars (1) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    In this case... 'Two is definitely better than One'! A rare set of early 1900's 'twin-cigar maker's cottages' perched on the southern end of famous Duval Street. The Twice As Nice  vacation rental is at once adorable and elegant and a perfect solution for a discerning group who want to lodge... View all property information
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    $547
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    1 / 10
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Open the front door of the hand crafted Havana Moon Key West cottage located on Upper Duval Street, step from the porch, and look south toward Havana Cuba and... Mmmm... You'll catch a view of the ocean where the full moon rises with a soft salt southern breeze. Originally built in the late 1800's... View all property information
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    From
    $820
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    1 / 28
    5 of 5 stars (4) Excellent
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time.  But when you rent this Heavenly Hideout at Rainbow’s End, you’re spot on, and you can do exactly that. This tropically... View all property information
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    $850
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    1 / 30
    4 of 5 stars (2) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof.... View all property information
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    From
    $287
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    Amenities & Details
    • Patio
    • Waterfront
    • Washer
    • DVD Player
    • Grill
    • Water Views
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Recent addition to the living room of this 3 bedroom, 3 1/2 bath ground level half-duplex. Enjoy the large living room after a long day fishing. There is a concrete patio off the living room with a table, chairs, and lounge chairs for outdoor relaxing. There is a total of 37' of dock space at the... View all property information
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    $2,551
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    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Wi-Fi
    • Garage
    • Satellite TV
    • Grill
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Affordable Venetian Shores canal home at the Mile Marker 86, Bay-side. Nice decor, recently updated with a private downstairs apartment. Two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room). Easy ocean or bay access via Snake Creek.... View all property information
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    $14,576
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    5 of 5 stars (13) Excellent
    Islamorada
    10 Bedrooms / 8 Bathrooms / Sleeps 20
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Private Outdoor...
    • Waterfront
    • Satellite TV
    • Grill
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Got a large group that wants to 'get away from it all'? Or do you need lots of space for a family reunion or wedding? This is the perfect solution! Terrific location, beautiful view, two private pools for you to enjoy... And since it's 4 separate homes, you aren't right on top of each other. Wide... View all property information
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    $6,681
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    4.5 of 5 stars (3) Very good
    Amenities & Details
    • Private Outdoor...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This light and airy 3 bedroom, 2.5 bath home has a wrap around deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private gate and you will be in a tropical paradise, surrounded by lush palms, fiery bougainvillea, and tropical ambiance. Here you... View all property information
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    $89
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    1 / 20
    5 of 5 stars (12) Excellent
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Water Views
    • Refrigerator
    • Waterfront
    • Dryer
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    EMERALD BAY is a Sentinal, 40ft. Park Trailer completely remodeled; Two (2) Bedrooms, One (1) Full Bath, w/ Three Pullouts. Queen Size Bed in the Master Bedroom with Second Queen Size Bed in Second Bedroom, with an additional fold out Full Size Couch in the Living Room. The interior layout is a... View all property information
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    $434
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    1 / 24
    Amenities & Details
    • Deck
    • Balcony
    • Cooker
    • DVD Player
    • Dryer
    • Washer
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ower Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - rent one or all... View all property information
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    $480
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    1 / 19
    4.5 of 5 stars (6) Very good
    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Water Views
    • Dryer
    • Satellite TV
    • Washer
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    For accurate pricing and availability please visit www.KeysRentalsOnline.com 2 day minimum rental 7 day Saturday-Saturday minimum rental during Holidays Coral Lagoon Resort, located immediately adjacent to Key Colony Beach, perfectly embodies the relaxing, tropical ambiance that you came to the... View all property information
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    $8,503
    / Week
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    1 / 28
    5 of 5 stars (11) Excellent
    Amenities & Details
    • Private Fishing...
    • Water Views
    • TV
    • Hot Tub
    • Game Room
    • Ocean Views
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come Get Married, have your Rainbow Wedding at our 20ft. private Florida Keys beach. Architect-owner's brand new dream home, gated and set far back and elevated, Idyllic, acre plus private beach front, 2 hours from MIA, 1-1/4 hours from Key West. A grass motor court leads to the stunning coral... View all property information
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    $820
    / Night
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    4 of 5 stars (6) Very good
    Key West
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perfectly staged in the island's city center, this spectacular downtown Key West rental received a major renovation to become the  fabulous Penthouse on Duval. This unique private Caribbean style penthouse is the perfect prescription for some lofty relaxation. Perched just above the fun and frolic... View all property information
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    $972
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    4.5 of 5 stars (4) Very good
    Key West
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You know that incredible experience of Déjà vu? When you enter someplace for the very first time, and instantly you get that sense that you’ve been there before? When I first visited this vacation rental house, it happened to me. My mind sparked, the place seemed wonderfully familiar, and I felt an... View all property information
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    From
    $1,503
    / Week
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    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Porch
    • Grill
    • Satellite TV
    • Water Views
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Clean and bright 3 bedroom, 2 bath half-duplex. This house is nicely furnished for your enjoyment. The kitchen, dining and living room are spacious and plenty of seating is provided for dining together. Two of the bedrooms and have queen beds and the other has twins. The step down wood dock is 30'... View all property information
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