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Vacation Rentals in Florida Keys, FL

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    Travellers to Florida Keys are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    5 of 5 bubbles
    2 Reviews
    3 BedroomsSleeps 6Quick View
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    2 BedroomsSleeps 4Quick View
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    5 of 5 bubbles
    6 Reviews
    4 BedroomsSleeps 9Quick View
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    10 Reviews
    6 BedroomsSleeps 16Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    'Shadow Point' estate offers an exclusive retreat for vacationers desiring an intimate and private setting. This vacation rental is perfect for boaters, kayakers, canoers, divers and fishermen and can comfortably accommodate family retreats, workshops, weddings, and film shoots. This historic...
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    Key Largo, Florida Keys 33037
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 of 5 bubbles
    2 Reviews
    1 BedroomSleeps 2Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Terrace
    • Air Conditioning
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This delightful sunny, quiet apartment is located across the street from Smathers beach and just a ten minute drive to Old Town. The apartment is set in a large lush tropical garden with two Olympic size swimming tools, tennis court, shuffle board court and outdoor lounging and dining areas, It is...
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    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    2 Reviews
    StudioSleeps 8Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Key West, Florida Keys 33040
    Holiday Rental House - 4 Bathrooms, Sleeps 8
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    4 of 5 bubbles
    1 Review
    4 BedroomsSleeps 10Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Conch Bar South" is a magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single family home...
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    Tavernier, Key Largo 33070
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    8 Reviews
    2 BedroomsSleeps 6Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Parking
    • Terrace
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 7 Days (Saturday to Saturday) "Brock Haus on the Gulf" is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The panoramic open...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    2 BedroomsSleeps 4Quick View
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    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has a unique pricing structure. While it can rent less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial Monthly Rental discounts. In addition, save 3% off published rates if you pay by check. Your space. Your vacation lifestyle. The Quilted...
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    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 of 5 bubbles
    64 Reviews
    2 BedroomsSleeps 6Quick View
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    • Balcony
    • DVD Player
    • Patio
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    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice luxury 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in very well maintained gated community, including huge heated pool, clubhouse with fitness center. Sleeps up to 6 with a queen bed in each room and a queen sleeper/sofa in LR. We are 4 miles...
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    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 8Quick View
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    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
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    • Wi-Fi
    • Ocean Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open Water Elegance & Charm describe this spacious 3 bedroom, 2.5 bath private pool home offering spectacular open water views. Large patio and heated pool area perfect for entertaining. You will find deep water dockage and Ocean views from almost everywhere in the home. Located in a superb...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.5 of 5 bubbles
    12 Reviews
    2 BedroomsSleeps 4Quick View
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    • Washer
    • Patio
    • DVD Player
    • Ocean Views
    • Internet Access
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your Vacation right on the Ocean in this 2 bedroom 2 bath Ocean Cottage! We are ground level, located in Marathon in Little Venice, which has an authentic quaint fishing village feel. It's all about the Ocean over here! This home is a corner property with water on two sides, we have 180...
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    Marathon, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 BedroomsSleeps 16Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Balcony
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    • Terrace
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Condos are tied together in a lushly landscaped garden setting with a spa pool in the rear. Booking all 4 condos gives you a great alternative to booking a single house as you are offered privacy and closeness at the same time. Call to book your Island Paradise while there is still time! Palm...
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    Key West, Florida Keys 33040
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    2 BedroomsSleeps 4Quick View
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    • Satellite TV
    • Patio
    • Balcony
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "The Palms #506" is a 5th Floor unit is located in one of Islamorada's favorite condo complexes. Newer owners have begun renovations. The entire unit has been freshly painted and the décor is being updated. The master bath has been totally gutted and replaced and is...
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    Islamorada, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 of 5 bubbles
    18 Reviews
    1 BedroomSleeps 2Quick View
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    • DVD Player
    • Satellite TV
    • Patio
    • Internet Access
    • Washer
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have shifted to LONG TERM RENTALS ONLY, ONE MONTH OR MORE. If that would suit your needs, feel free to drop us a line. Unit 42 is our rental unit. The units have full size refrigerator, studio size gas stoves, microwave, coffee maker, and basic utensils, pots, pans, etc.. Queen size bed, small...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Central Heating
    • Terrace
    • DVD Player
    • Grill
    • Sauna
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****Recently updated paint, furniture and a Beauty Rest Mattress!!**** Looking to escape reality? Look no further! Spacious 1 bedroom/1 bathroom condo located in the newly renovated Summer Seas Condominiums. Sit back and relax at the pool, go swimming at the private beach. Feeling adventurous?...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 of 5 bubbles
    2 Reviews
    2 BedroomsSleeps 4Quick View
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    About this property
    This unit's kitchen, bathrooms, windows, and doors received a facelift in January 2014! Enjoy the spectacular view of the Florida Bay from either one of the TWO balconies in this 2 story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, flat panel TV's in the...
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    Islamorada, Florida Keys 33036
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Absolutely charming, warm and inviting home. Single family home on lovely 12th Street in Key Colony Beach. Quick access to the ocean or gulf, with 80' of deep water dockage (with step down dock). Bait freezer, fish cleaning table, gas grill, hi speed wireless, 3 TV’s and 1 DVD Player. This large...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 8Quick View
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    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    • Satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everyone and everything in Key West goes at its own speed, a wonderfully decelerated, human-friendly pace. Locals call it "island time." It's no accident that this beautifully restored 19th century home with four bedrooms and two full baths is named "Island Time" in honor of that low-key feeling....
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    Key West, Florida Keys 33040
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Secure Parking
    • Satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2Bd/2Ba Home With Sleeper Sofa Can Sleep Up To 6 People Very comfortable elegant 2-bed 2-bath, two story stilt home with a wraparound deck in a tropical paradise in the Lower Keys. Decorated in a tasteful nautical decor with very large open and spacious tiled living area, this house offers many...
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    Ramrod Key, Florida Keys 33042
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    51 Reviews
    2 BedroomsSleeps 4Quick View
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    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting that this special...
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    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    1 BedroomSleeps 4Quick View
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    • Patio
    • Grill
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Hot Tub
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "The Palms #417" has great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun rise over the ocean as fishing boats leave on their daily charters...
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    Islamorada, Florida Keys 33036
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    1 BedroomSleeps 4Quick View
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    • Waterfront
    • Satellite TV
    • Patio
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    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! Very quiet street with no through traffic. The property is completely private and safe, surrounded by a 6 foot gated fence and tropical...
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    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for your next friends or family getaway to the Florida Keys, this Key Largo condo in the Ocean Point Suites offers room for up to seven, plus access to community amenities like a private dock and boat marina, tennis courts, a private beachfront area, a hot tub, and a large pool with a...
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    Key Largo, Florida Keys 33037
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4.5 of 5 bubbles
    4 Reviews
    1 BedroomSleeps 4Quick View
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    • Wi-Fi
    • Satellite TV
    • Balcony
    • Secure Parking
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    • DVD Player
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The name of this one-bedroom, one full bath condo suggests the most persistent legend of Key West: that vacationers come for a week and stay a lifetime. Located in the prestigious gated Truman Annex community, this unit is the perfect place to try out island living for yourself. From its fabulous...
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    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 4Quick View
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    About this property
    An adorable 2 bedroom and 1.5 bath condo at Summer Seas.  The condo has everything that you need to make sure your stay is very comfortable.  The complex is located right on the bay and has amazing sunsets. Additional amenities include: airbnb rounding adjustment.
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    Tavernier, Key Largo 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Satellite TV
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether it is relaxation you seek, maritime amusement or both, this waterfront home on mile marker 92 is the place you'll want to visit, time and time again. Doze off to the sound of the swaying palms on the over-sized balcony, or sip on your favorite drink as you enjoy the aroma of your fresh...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    34 Reviews
    3 BedroomsSleeps 8Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Mar Azul, an upscale and luxurious 3 Bedroom, 2 Bath newer home that sleeps 8 people and located at 600 10th Street in Key Colony Beach. just minutes to the Cabana Club with a beach on the Atlantic Ocean and huge pool. Do you prefer privacy and to be almost all alone on the...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 BedroomSleeps 4Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Balcony
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    • Terrace
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Renovated Condo, Canal Front. Walk To Shopping, Restaurants & Golf. 1 Bedroom, 1 Bath, Sleeps 4 Queen bed in bedroom, bring sleeping bags for the kids in the living room! NON SMOKERS ONLY!!!! One of the best unit in the complex, end unit, across the street from golf course. Unit is fully...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 BedroomsSleeps 4Quick View
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    • Balcony
    • Hot Tub
    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Beacon Reef 222" is an extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada....
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    Islamorada, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 BedroomsSleeps 6Quick View
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    • Ocean Views
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to paradise! Built in 2012 and designed by well-known Miami architect to mirror the curved shoreline of the beach, this private custom contemporary beach home is a one of a kind, unique design with gated entry, large private beach, and gorgeous ocean views from every room. Built using ICF...
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    Islamorada, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly located 1/2 block from Duval St this 1 bed 1 bath bilevel property is nestled in a quiet gated compound with lush flowering gardens, songbirds, gazebo, and a shared heated pool. Downstairs is the living room with Queen sleeper sofa, dining room, and fully equipped kitchen. On the front...
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    Key West, Florida Keys 33040
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    5 of 5 bubbles
    39 Reviews
    5 BedroomsSleeps 12Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
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    • Balcony
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for you to leave your car in the drive and walk to all the main activities that Key West has to offer....
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    Key West, Florida Keys 33040
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 of 5 bubbles
    2 Reviews
    3 BedroomsSleeps 6Quick View
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    • Internet Access
    • Satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked away near the upper end of Duval Street you'll find this stylish, newly renovated three bedroom, three bath home. Thoughtful details are luxuriously appointed to suit the vacation guest looking for privacy and high design. Walk up the brick drive and enter the gate to the palm tree lined...
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 BedroomSleeps 4Quick View
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    • Private Garden
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 1 BDRM apartment located in Islamorada. Full kitchen and 1 full bath. Home is located on canal within 100 yards of the ocean. You will enjoy access to fully screened and heated pool. WiFi and cable TV included. Close proximity to shopping, restaurants and all the best the Keys have to...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 BedroomsSleeps 8Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Balcony
    • Terrace
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square...
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    Location Information
    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Sauna
    • Internet Access
    • Balcony
    • Waterfront
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    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Savor a sun-filled vacation in this charming oceanfront condo, complete with sweeping ocean views and shared amenities such as a gym, saunas, a pool, tennis courts, laundry facilities, barbecues, and a party room. In the Sea Gull Condos complex, this rental is less than one mile off Old Highway 1...
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    Location Information
    Islamorada, Florida Keys 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 7Quick View
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    • Patio
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    • Balcony
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    • Satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Sea Grape" is a serene, quaint part of paradise that the entire family will enjoy at 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...
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    Location Information
    Long Key, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4.5 of 5 bubbles
    4 Reviews
    2 BedroomsSleeps 8Quick View
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    • Outdoor Dining Area
    • Private Garden
    • Grill
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own tropical island in a quiet cove of protected mangroves in the Gulf of Mexico. You stay on a 2 bedroom houseboat that is docked on the island. You have your own 17 foot boat for the entire week! HOW MANY PEOPLE CAN...
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    Location Information
    Marathon, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 BedroomsSleeps 6Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront unit with a 23 ft Center Console boat. The boat is dock outside your unit for your exclusive use during your stay. We are conveniently located for either bayside or ocean access. There is a dive shop and bait shop in the complex. The unit is 2 bedrooms and has wifi, cable tv, washer...
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit 8b is a small efficiency in a tri-plex located about 50 yards from the Ocean. It has a twin size bed, and small Kitchen area with sink and medium size refrigerator and a private baths. Each efficiency has a small outdoor space sharing a common front yard with tropical foliage, individual...
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    Location Information
    Marathon, Florida Keys 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 of 5 bubbles
    8 Reviews
    StudioSleeps 10Quick View
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    • Wi-Fi
    • Patio
    • Satellite TV
    • Grill
    • DVD Player
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Private Tropical Paradise ... is the feeling you get when you enter the pavilion of this award winning villa just a half-block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few select...
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    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bathrooms, Sleeps 10
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    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Porch
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ISLAND WIND: 2 bedroom, 2 bath Bahamian-style townhome, with tin roof and white spindled decks. Snuggle into an oh-so-comfy king bed in the Master bedroom upstairs; bathroom is ensuite. Guest bedroom downstairs with 2 twin beds; bathroom ensuite with entrance from the kitchen. Open floor...
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    Location Information
    Key West, Florida Keys 33040
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    11 Reviews
    3 BedroomsSleeps 6Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High-end Estate overlooking tranquil "Bonefish Flats" in picturesque Marathon. Brand new, Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, fine Hardwood floors, open air porches and balconies. This is a superb, secluded estate,...
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    Location Information
    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Beacon Reef 501" is an exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Ocean views from the open air balcony. You'll be so glad you have chosen to spend your holiday here. The kitchen was remodeled in 2013 - granite counters, stainless...
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    Location Information
    Islamorada, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 of 5 bubbles
    7 Reviews
    StudioSleeps 10Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    4 Reviews
    2 BedroomsSleeps 4Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Porch
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please email Marie, the owner, for any inquiries. I'll be sure to promptly answer your emails and provide my phone number then. Thank you! The completely renovated Shabby Chicken - come stay with the large and proud newest bird in town!! 5-STAR rating and the best floor plan around. This ground...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 6Quick View
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    • Satellite TV
    • Grill
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days "Matecumbe Jewel" is a jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is...
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    Location Information
    Islamorada, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 8Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For families with young children this Keys Vacation home is located just two blocks away from beautiful Sombrero Beach with a children`s playground, baseball diamond, volleyball net, picnic areas and roped...
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    Location Information
    Marathon, Florida Keys 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Satellite TV
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated, one bedroom, one bathroom unit comfortably sleeps four guests. From the moment you walk in, you will be amazed by the detail, decor and furnishings. The perfect rental home for those who wish to be just above all the action! You and your guests will enjoy the spacious...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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