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Holiday Homes and Apartments Long Key, FL and nearby

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    All 24 Rentals in the Long Key Area
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    From
    $2,539
    / Week
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    1 / 23
    5 of 5 stars (3) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
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    $6,862
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    1 / 17
    Long Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    $2,450
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
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    $191
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    1 / 12
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Washer
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 19 May 2015
    Wonderful location with a private beach. Snorkeling was excellent, once you get used to the fact that the water is never more than four feet deep! Beautiful sunsets every night...
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    $4,117
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 5 December 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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    1 / 21
    4.5 of 5 stars (11) Very good
    Long Key
    3 Bedrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Waterfront
    • TV
    • Shared Tennis Court
    • Water Views
    • Watersports Nearby
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 5 January 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 20 May 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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    $6,862
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    1 / 16
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Grill
    • TV
    • Dryer
    • Private Outdoor...
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    $452
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    1 / 7
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Deck
    • Stereo System
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Dryer
    • Private Outdoor...
    • 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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    Location Information
    Long Key, Florida Keys 33036
    5 of 5 stars Reviewed 13 May 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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    $59
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    1 / 9
    1 of 5 stars (1) Terrible
    Long Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Deck
    • Sauna
    • Satellite TV
    • DVD Player
    • Internet Access
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 30 November 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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    The following rentals are within 15 kilometres of Long Key, Florida Keys, Florida.

    From
    $273
    / Night
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    1 / 30
    4.5 of 5 stars (11) Very good
    Duck Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Washer
    • Air Conditioning
    • Satellite TV
    • Deck
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Preferred Style and Furnishings are in this beautiful Spa Villa! Tucked along a deep harbor, with direct boat access to the Atlantic Ocean (boat slips available from Hawks Cay Marina). Embracing the most alluring qualities of the Florida Keys—beauty, relaxation, and turquoise waters in this luxury... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
    5 of 5 stars Reviewed 16 January 2015
    This condo in a luxury resort is a wonderful place from which to experience the Keys and relax. We arrived on New Year's eve and stayed three nights before getting on a cruise...
    4 of 5 stars Reviewed 3 December 2014
    We stayed during Thanksgiving week and truly enjoyed our stay. The villa is very well decorated and felt like home. There are stairs for the bedrooms, so be aware if you need...
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    $172
    / Night
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    1 / 13
    4 of 5 stars (1) Very good
    Grassy Key
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. View all property information
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    Location Information
    Grassy Key, Marathon 33050
    4 of 5 stars Reviewed 1 May 2014
    Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.
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    $172
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    1 / 27
    5 of 5 stars (2) Excellent
    Grassy Key
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Cooker
    • Satellite TV
    • Dryer
    • Linens Provided
    • Refrigerator
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds... View all property information
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    Location Information
    Grassy Key, Marathon 33050
    5 of 5 stars Reviewed 11 March 2015
    A very nice hideaway on Grassy Key - a cozy little studio for two- while it is located in a very quiet snowbird trailer park - it has a degree of privacy and all the amenities...
    5 of 5 stars Reviewed 13 June 2014
    We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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    $204
    / Night
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    1 / 20
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • DVD Player
    • Satellite TV
    • Washer
    • Water Views
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    If Comfort, Fun, Fishing and Views Are on Your List, Stay Here! Villa 1 is located on the ground level. We provide outside table and chairs, and just around the corner the barbecue grill is located to grill up those freshly caught Florida Keys' lobster or our wonderful assortment of Keys' fish. If... View all property information
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    Location Information
    Conch Key, Florida Keys 33050
    From
    $13,724
    / Month
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    1 / 19
    4.5 of 5 stars (5) Very good
    Duck Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Private Fishing...
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
    5 of 5 stars Reviewed 10 October 2014
    Stayed at Key Breeze with some old friends for a week of fishing. As the one that booked it, I came away a hero. The house was just perfect for our needs. Clean and up to date...
    3 of 5 stars Reviewed 5 February 2014
    We didn't realize the strength of the current behind this house when we booked it. Swimming is next to impossible and the fishing wasn't that great. We ended up renting boats for...
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    $1,853
    / 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 Enquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Housekeeping...
    • Water Views
    • TV
    • Water Park Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LOW FALL RATES $1350. PER WEEK including taxes and cleaning. $50 discount for bookings made before 9/1/2015. $75 pet fee. Our HIGH SEASON starts 12/1/2015 and runs through Labor Day. The High Season rate is $1900.00/ week. A FULLY REFUNDABLE $250.00 deposit is required to confirm a reservation.... View all property information
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    Location Information
    Conch Key, Florida Keys 33050
    4 of 5 stars Reviewed 30 March 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 18 March 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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    $405
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    1 / 20
    Duck Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Private Fishing...
    • Internet Access
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully renovated Hawks Cay Spa Villa with 2 bedrooms and 2.5 Bathrooms. The Villa has new furniture, stainless steel appliances, flat screen TV's and new wood floors. Come and relax in the accommodations our Villa has to offer. The Villa has an open room concept with the Kitchen open to the Living... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
    From
    $309
    / Night
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    1 / 11
    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Boat Available
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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 1 February 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 12 December 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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    1 / 10
    5 of 5 stars (6) Excellent
    Conch Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Stereo System
    • Satellite TV
    • Ocean Views
    • Water Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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 3 February 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 29 April 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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    $822
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    Duck Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Boat Available
    • Water Views
    • Private Outdoor...
    • DVD Player
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Villa is located within the Village at Hawks Cay on Sunset Village Drive. Enjoy Tranquil Settings in this 3 Bedroom / 3 Bath Villa with your own private pool just off the back deck. The Master Bedroom has a King Bed. The second bedroom has two queen beds and the third bedroom has one queen... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
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    $4,803
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    1 / 16
    5 of 5 stars (10) Excellent
    Grassy Key
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Stereo System
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    3 bedroom 'suites' villa on the Gulf of Mexico on exclusive and private Morton Street on beautiful Grassy Key, next to Marathon, the 'heart of the Keys'. Each private suite has its own bathroom-completely renovated in the fall of 2010, its own seating area and flatscreen TV. Beautifully landscaped... View all property information
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    Location Information
    Grassy Key, Marathon 33050
    5 of 5 stars Reviewed 18 June 2015
    I am writing this review as we sit on the lanai overlooking the most amazing scenery on the Gulf. You will not believe at how beautiful this place is and I really hope the next...
    5 of 5 stars Reviewed 15 May 2015
    My wife and I took our adult children (23-26) for a week. Fantastic property. It felt like an oasis. Everything you need is there. We only left to go to dinner and the store...
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    $3,980
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    1 / 12
    5 of 5 stars (6) Excellent
    Grassy Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Private Outdoor...
    • Water Views
    • DVD Player
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi... View all property information
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    Location Information
    Grassy Key, Marathon 33050
    5 of 5 stars Reviewed 26 June 2014
    My husband and I and our three grown children (boys ages 18, 20 and 23) thoroughly enjoyed our stay at La Casa Habana. The home was even nicer than in the photos. The kitchen and...
    5 of 5 stars Reviewed 14 June 2014
    We LOVE La Casa Habana! They have really made this feel like your in your own home. Has everything you could possibly need for your stay...just pack your clothes and pick up...
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    Grassy Key
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Water Views
    • Waterfront
    • Satellite TV
    • Private Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Imagine gazing across a large, sparkling swimming pool to see a natural in-ground aquarium..... Big enough to swim in and filled with tropical fish. The dock accommodates large boats drawing 5' + The home sits on almost 3 acres of landscaped property The house is large and can handle big groups... View all property information
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    Location Information
    Grassy Key, Marathon 33050
    From
    $1,647
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    Duck Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Dryer
    • Waterfront
    • Private Outdoor...
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing trips. You have access to... View all property information
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    Location Information
    Duck Key, Florida Keys
    From
    $255
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    1 / 4
    Duck Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Private Outdoor...
    • Dryer
    • Grill
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing trips. You have access to... View all property information
    Make Enquiry
    Location Information
    Duck Key, Florida Keys