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Vacation Rentals in Flamingo, FL and nearby

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    All 14 Rentals in the Flamingo Area
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    The following rentals are within 25 miles of Flamingo, Florida.

    From
    $225
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    travelers have booked this property
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    From
    $135
    / Night
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    1 / 20
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    $5,000
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    1 / 17
    Long Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    From
    $139
    / Night
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    1 / 12
    Long Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located in the prestigious Port Antigua neighborhood and situated in Islamorada, FL, the Sportfishing capital of the world, this canalfront home offers 60 feet of dockage and immediate bay and ocean access. Spend your days fishing, diving or snorkeling the beautiful Florida Keys' waters or... View all property information
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    Location Information
    Long Key, Florida Keys 33036
    From
    $3,000
    / Month
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    I've owned this house for over 25 years. It's available for rental throughout the calendar year. I rent the house minimum stay 90 days, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It's a very tranquil and peaceful... View all property information
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    Location Information
    Long Key, Florida Keys 33001
    5 of 5 stars Reviewed December 4, 2013
    Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
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    From
    $1,850
    / Week
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    1 / 23
    5 of 5 stars (3) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of... View all property information
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    Location Information
    Long Key, Florida Keys 33001
    5 of 5 stars Reviewed December 9, 2014
    my family stayed here the week of december the 5 2014 from the first contact with bob till the day we left can say nothing but great things bob got right back with me asap he made...
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    From
    $1,500
    / Week
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    1 / 21
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    LOW SUMMER AND FALL RATES $1500.-1600. PER WEEK including taxes and cleaning. It is a well kept secret that the best time for staying in the Keys is the Summer and Fall. Moderate temperatures- very warm sea waters- no waiting time at restaurants- Traffic, even in Key West is way down. We are a... View all property information
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    Location Information
    Conch Key, Florida Keys 33050
    4 of 5 stars Reviewed March 29, 2014
    What a wonderful house to enjoy a restful vacation in paradise. We had a great stay in Conch Key. I loved the multiple patios so that you could always be in the sun or shade. Well...
    5 of 5 stars Reviewed March 17, 2014
    We loved our stay in this house. It was perfectly clean and well equipped, including a blender, beach towels, all the cooking Equipment we needed and a dishwasher. We did not...
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    From
    $225
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    1 / 11
    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is... View all property information
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    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 stars Reviewed January 31, 2015
    We enjoyed our 40th anniversary in the Tree House Cottage. We sailed every afternoon, visited the multitudinous and full of variety places to see on Marathon Key, and ate out...
    5 of 5 stars Reviewed December 11, 2014
    My wife and I stayed in the treetop cottage during the first week of December. We had so much fun!!! Capt Tom, Peggy, Danny and Michelle are great hosts. The treetop cottage...
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    From
    $2,000
    / Week
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    1 / 10
    5 of 5 stars (6) Excellent
    Conch Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
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    Location Information
    Conch Key, Florida Keys 33050
    5 of 5 stars Reviewed February 2, 2015
    My husband & our friends thoroughly enjoyed our stay at "Conched Out", eating out at Barry & Dan's recommended restaurants nearby or grilling by the docks. Dan's suggestion to...
    4 of 5 stars Reviewed April 28, 2014
    Comfortable, homey/cozy feeling cottage with the bonus of the daily use of a compact sailboat! A/C, ceiling fans, full kitchen, comfortable queen sized beds, BBQ, porch with fans...
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    $2,000
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    1 / 12
    4.5 of 5 stars (11) Very good
    Long Key
    3 Bedrooms / Sleeps 6
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Please send us an inquiry or call us for availability. Prices vary on the units. Bay Harbour Condominiums, built in 2003, is a beautiful area with great condos located in Islamorada, mile marker 74, bay-side. Exterior amenities include deep-water boat slips in a protected harbor, lush tropical... View all property information
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    Location Information
    Long Key, Florida Keys 33036
    4 of 5 stars Reviewed January 4, 2015
    This condo was great for us...3 couples(family) each having their own bedroom..2 1/2 bathrooms ...we used the kitchen and 5 people could work together in it! The kitchen was...
    5 of 5 stars Reviewed May 20, 2014
    We spent a week here with our daughter and her family which includes a 4 year old and a 17 month old. The pictures do not do justice to the beauty of the condo. The upscale...
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    From
    $5,000
    / Month
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    1 / 16
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Cozy, canalfront pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each... View all property information
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    Location Information
    Long Key, Florida Keys 33036
    From
    $329
    / Night
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    1 / 7
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    Location Information
    Long Key, Florida Keys 33036
    5 of 5 stars Reviewed May 12, 2015
    The accommodations are very new and nicely done. We rented with 2 adults and 4 children and were very pleased with the home. The property is very well maintained, immaculate...
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    From
    $43
    / Night
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    1 / 9
    1 of 5 stars (1) Terrible
    Long Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably outfitted with bed... View all property information
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    Location Information
    Long Key, Florida Keys 33001
    1 of 5 stars Reviewed November 29, 2014
    Horrible customer service and only get one free ice bucket a day then you have to buy a bag of ice. Ants everywhere, and stinks really bad. Beautiful view but that's it. Pool is...
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    From
    $2,800
    / Week
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    1 / 29
    Long Key
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located... View all property information
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    Location Information
    Long Key, Florida Keys 33036