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Villas and Holiday Rentals in Islamorada, FL

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    €1,378
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    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    MINIMUM STAY 1 MONTH: This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh paint add to... View all property information
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    1 / 29
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Alligator Reef is a truly special slice of Paradise with 4 individual homes nestled on a privately gated oceanfront estate. This home, the Conch House (pronounced konk), is a 3 bedroom, 2 bathroom ocean front home featuring beautiful views, ocean breezes, and your own private pool (heated in the... View all property information
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    €18,278
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    ****This house cannot rent for less than 28 days, per County Ordinance**** Breathtaking Sunset's, Breathtaking Home. Pineapple Plantation is an unbelievable gated, New Bay Front home. It is perfectly located a Mile Marker 89, Islamorada. Boasting 5 Bedroom Suite's, Gourmet kitchen with an ocean... View all property information
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    1 / 14
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
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    Village Permit #VR-138 You can not rent this property for less than one week. An affordable ocean front, beach, pool and hot tub home.   This popular home is located in south Islamorada.  Three bedrooms, two baths, living kitchen and dining area are upstairs. Downstairs is a separate area with a... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Washer
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    About this property
    Village Permit #VR-09-82 You can not rent this property for less than one week. Ahhhh...Ocean Front....Protected Dockage... Blue Harbor is located at Mile Marker 85, in beautiful Islamorada. This Ocean Front four bedroom,three bath home will sleep 8 people very comfortably. (One of the bedrooms is... View all property information
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    2 Bedrooms / Sleeps 4
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    • x
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    About this property
    This charming 2 bedroom and 2 bathroom home is located at the 90 mile marker. This home is centrally located to shopping, restaurants, and grocery store. This home offers deep water dockage and easy access to the Atlantic Ocean via Tavernier Creek. Great outdoor space whether you are sitting on... View all property information
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    €2,755
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    2 Bedrooms / 1 Bathroom / Sleeps 1
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    • Satellite TV
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    • Suitable for children
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    About this property
    'Cute & Keysy' perfectly describe this Conch home! Located in the Tollgate Shores subdivision of Lower Matecumbe (south Islamorada), this delightfully quaint home has lots of character, charm, and is well-maintained. You'll enjoy sea breezes and the smell of salty air coming through the windows of... View all property information
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    €5,970
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Satellite TV
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    • Suitable for children
    • x
    • x
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    About this property
    The first thing you're likely to notice about this lovely Islamorada vacation home is its lush and beautifully maintained landscaping. But it only gets better from there. Located in the prestigious Venetian Shores neighborhood at mile marker 86, this three-bedroom/two-bath house is the perfect... View all property information
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    €3,215
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    1 / 1
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
    • Waterfront
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    • Suitable for children
    • ?
    • x
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    About this property
    Looking for an extended stay in the Upper Keys that won't bust the bank? If so, you need not search any farther than this cozy, modern home on Islamorada's Plantation Key. Located in the popular Indian Waterways neighborhood, this three-bedroom/two-bath house is a great value at just $3,500 per... View all property information
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    1 / 1
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Grill
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    This is a beautifully, modern home with two separate quarters. The main living area is located on the ground level with 2 bedrooms & 1 bathroom. It is equipped with full kitchen (blender & toaster included), DirectV, wireless internet, Netflix, and washer & dryer. Click here to view this photo... View all property information
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    €5,511
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    1 / 22
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Village Permit # VR-204 You can not rent this property for less than one week. Sit back, relax, a light breeze, gaze the blue waters of the Atlantic Ocean….and be lost. Southern Comfort is the perfect vacation home in the Florida Keys, located at MM 77. This very private Estate sits on 3+ acres... View all property information
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    €4,133
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    How about sipping coffee and watching the sun come up as you fish off the end of your very own 300 foot pier? Sounds good, right? Well, that's just one reason to stage your upcoming vacation at this lovely, hacienda-style home on a quaint and private oceanfront street in Islamorada. CLICK HERE to... View all property information
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    €4,592
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    1 / 38
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    About this property
    OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering 5 bedrooms and 3 full baths on 2 living levels overlooking the Florida Bay with its incredible sunset views. Sleeps 10 people comfortably. Spacious fully... View all property information
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    €164
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    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • x
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    About this property
    Malaysian room is poolside in a tropical atmosphere facing a beautiful waterfall. Features a mini kitchen with blender, coffee maker, microwave, refrigerator and toaster oven. A/C, heat, TV and WiFi. Includes a full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO... View all property information
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    €210
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • x
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    About this property
    The Moroccan room is a fabulous honeymoon destination with king size canopy bed. Room features a/c, coffee maker, heat, microwave, refrigerator, TV, WiFi. Enormous bathroom with sunken tub and terrycloth robes to lounge in includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING... View all property information
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    €118
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING... View all property information
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    €82
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    1 / 7
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Housekeeping...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    A small stand alone room in the corner of the garden. Features a/c, coffee maker, free WiFi, grill on premises, heat, microwave, refrigerator, shared bathroom with one other couple, TV and includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO FISHING, DIVING,... View all property information
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    €918
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    2 Bedrooms / 4 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Grill
    • Ocean Views
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    This oceanfront condo in Islamorada Florida (Keys) is located at mile marker 90. It is the best ocean view from everyroom and is on the 4th floor. IT IS A ONE WEEK MINIMUM AND 4 PERSON MAXIMUM BY LICENSE. ..It has all tiled floors, newly painted, new AC, and has all the conveniences of home.... View all property information
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