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Holiday Rentals near Looe Key Dive Center

Mile Marker 27.5 US Hwy 1, 27230 Overseas Hwy, Ramrod Key, Florida 33042
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    Don't let other travellers get your favourite Ramrod Key area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 61 Rentals in Ramrod Key
    Ramrod Key
    0.3 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ramrod Key
    0.4 miles from Looe Key Dive Center
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ramrod Key
    0.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ramrod Key
    0.6 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. All updated with beautiful tropical colors and furnishings with attention to every detail. The large living/ dining area with full seating for 6 so all your friends and guest can enjoy those special...
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    Ramrod Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Ramrod Key
    0.5 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ramrod Key rental is a great spot for your next Florida Keys vacation. Comfortable and affordable, with 2 bedrooms and 2 bathrooms. The ample size kitchen and living area and the screened porch overlooks a peaceful canal with 52 feet of dock space for your boat. Ramrod Key, located at mile...
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    Ramrod Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Ramrod Key
    0.5 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    This tropical paradise is just waiting for you and your guests. Located near the end of a quiet lane this custom home has it all. Glorious open bay views from the screened porch for hours of quiet time. The interior has been expertly decorated in Caribbean style with lots of special touches. Large...
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    Ramrod Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Ramrod Key
    0.7 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Terrace
    • Waterfront
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sun Kissed you will be during your stay at this wonderful home on Ramrod Key! This newly remodeled, tastefully decorated home offers both comfort and style for sun worshippers and fisherman alike. The two bedrooms and two baths have all new comfortable beds, bedding, and linens. The living room...
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    Ramrod Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Ramrod Retreat1 / 10
    (1)Terrible
    Ramrod Key
    0.5 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ramrod Key rental is a great spot for your next Florida Keys vacation. Comfortable and affordable, with 2 bedrooms downstairs and 1 bedroom upstairs. This home has two bathrooms, ample size kitchen and living areas, and the screened porch overlooks a peaceful canal with 28ft of dock space for...
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    Ramrod Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Newly Built 3/2 exquisitely furnished Ocean Access Home1 / 23
    (4)Excellent
    Ramrod Key
    0.7 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Internet Access
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    • Cable/satellite TV
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Ramrod Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Ramrod Key.
    Waterfront Home in The Fabulous Florida Keys!1 / 19
    (3)Average
    Big Pine Key
    3.9 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Balcony
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2018
    We rented this house in the keys for the week of Thanksgiving. The house was nice. It was clean and had all the amenities it listed. The concrete dock for the boat was nice. It...
    Reviewed 29 November 2016
    We couldn't have been happier with staying at his home in Big Pine. The view from the upper deck is beautiful and everything we expected when we rented the home. It's about 40...
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    About this property
    PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. Very Clean 2 bedrooms, 2 bath home with over sized master bdrm & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa. Home is bright & airy. Wide, open covered deck with wrap around walkway....
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    Big Pine Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fisherman's Paradise in the Heart of Big Pine Key1 / 22
    (2)Excellent
    Big Pine Key
    4.1 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2021
    This house is nicely located on a canal in Big Pine Key. Perfect if you are into boating. Also the area is excellent for cycling. Key Deer Blvd.has a bike path which goes five...
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    About this property
    This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. Beautifully decorated 3 bedroom, 2 bath home with florida screen porch, and plenty of outdoor living area underneath. Master bedroom features king bed with attached...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Big Pine Key
    1.4 miles from Looe Key Dive Center
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Grill
    • Cable/satellite TV
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great boating access, dockage. Renovated with granite countertops, custom cabinetry, tumbled marble bathroom, 1 Bedroom with a Loft. Will sleep up to 6 people. Located at Mile Marker 27, Conveniently located between Key West and Marathon. Within minutes of popular restaurants along US 1. Easy...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Big Pine Key
    2.5 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Cable/satellite TV
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    • DVD Player
    • Balcony
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice Quiet 2 bedroom 2 bath beach cottage located oceanside of US 1 on a swimming canal next to open water canal. Sunset and open water view. Boat slip to open water next door by same owner. New Kitchen and all furnishings 2010. Close to all shopping and activities On Big pine Key and a short...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Reel Paradise - Big Pine Key1 / 17
    (10)Excellent
    Big Pine Key
    3.0 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
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    • Internet Access
    • Waterfront
    • DVD Player
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    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2017
    Very nice house.Everything is kept immaculate.The house is very roomy and well stocked.The grounds are beautiful.There is a nice spot to relax or cookout by the canal.The owner...
    Reviewed 5 August 2015
    This is a great place to enjoy the lower keys. Extremely clean and well appointed. We stay there as often as we can. I can't wait to go back.
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    About this property
    REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Lower Keys Retreat.....1 / 32
    (1)Excellent
    Big Pine Key
    2.5 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2020
    Very nice.our first full month of a vacation. The place was very well equipped,as advertised.If you are not a sun sitter you need a boat.The pool was amazing.The wildlife...
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    About this property
    This beautiful home located in Eden Pines subdivision on Big Pine Key has the best of everything. Just furnished with the finest tropical decor, flat screen TV's, wireless internet and roomy kitchen. The large living area is spacious and cheery with tall cathedral ceilings. The kitchen is perfect...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Cudjoe Key
    4.2 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Concrete home with canal front view. 80 foot concrete dock with easy access to the Gulf and Ocean. Lots of parking on the oversized lot . 3 screened in porches for outdoor entertaining. The home is well stocked with everything you’ll need to enjoy your stay. This is a 28 day minimum rental....
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    Cudjoe Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront House1 / 51
    (1)Excellent
    Summerland Key
    2.5 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    What a find in renting this home. It’s one of the nicest we have stayed in since coming to the Keys. From the owner’s, to the manager, to the pool guy, to the grounds’ keeper...
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    About this property
    This luxurious, but cozy and comfortable, three-story home, overlooks the blue Atlantic, punctuated by small tropical islands, the most prominent of which is Looe Key reef, a popular diving/snorkeling area. (There is an island, located a few miles out directly in front of the home, was formerly...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Summerland Key
    2.9 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 13 March 2019
    We had a wonderful time and our living quarters were adequate. The views were great but we were disappointed that the boat dock wasn’t there and the davits were unusable (good...
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    About this property
    If you are still interested in January please contact me with a booking inquiry. Stunning Atlantic Ocean views from dining area, living room and both bedrooms. Sunrise on the left, sunset on the right and in between 180 degrees of open ocean. Our vacation home is located in exclusive Summerland...
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    1.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming and cozy property nicely decorated in Key's theme. Patio upstairs looking at the dock. Kitchen is fully equipped with everything you need to cook. Tiki with bar and outside sitting. Shower outside for convenience. Near by restaurants and state park (Bahia Honda) only 25 miles from Key...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Summerland Key
    2.3 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the cleanest blue water flow-thru canals in the Keys! This comfortable home is clean and conveniently located at MM 24.5 on Summerland Key, near the beginning of a deep blue water canal. This elevated CBS home has concrete floors covered in ceramic tile and new carpet in the bedrooms....
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Big Pine Key
    2.8 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Grill
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful clean and spacious home. Relax on your deck or take your boat out, canal goes out to the gulf or ocean to do some fishing or just watersports activities. Wildlife just a stroll away to our national parks. Big Pine Key is in Deer Key. Deer are all around. Key West is just a 35 min....
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    Big Pine Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Little Torch Key
    1.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As the day dawns over Pine Channel and the spectacular sunrise greets you each morning it will be hard to decide where to have your first cup of coffee, the screened in porch or perhaps the L shaped dock with your boat secured and ready for a day of fishing, diving/snorkeling or exploring the...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Summerland Key
    0.3 miles from Looe Key Dive Center
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Ocean Views
    • Waterfront
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Casa Manana,' the name affectionately assigned this beautiful gated property in Summerland (Ramrod) Key, is a uniquely situated private waterfront venue. Enter through the gates and you will immediately be transported into the tranquil, easygoing and thoroughly relaxing Keys lifestyle. Located on...
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    Summerland Key, Lower Keys
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Little Torch Key
    1.7 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are spacious and decorated in...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    1.2 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Buccaneer Boathouse! Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys. This lovely home is spacious with 2 bedrooms and 2 bathrooms. It offers a large open kitchen, dining and living area for everyone to hang-out and...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    1.3 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Smoking allowed
    About this property
    Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you'll find some of the best deep water boating in the Lower Keys! Just imagine yourself gazing out at these spectacular ocean vistas! The entire water-side of this home is glass. Views just go on forever......
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    2.4 miles from Looe Key Dive Center
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa. A glassed-in porch and all the other...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Big Pine Key
    3.7 miles from Looe Key Dive Center
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Little Torch Key
    1.2 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Just furnished in 2012 with the finest tropical decor, flat screen TV's, wireless internet and top of the line gourmet kitchen. The large living area is spacious and cheery with tall...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Pirates Pointe1 / 18
    (1)Excellent
    Little Torch Key
    1.2 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 4 October 2016
    Excellent !!! I rented this house for a month last fall and didn't want to leave. I towed a boat down from NC and docked it in the canal right behind the house. Part of my...
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    About this property
    Here is the hidden treasure you have been looking for. Pirates Pointe is a great get a way for you and the family. Located in the Jolly Rodger subdivision at mile marker 28 which boasts excellent deep draft boating. Dolphin Marina is located at the entrance to the subdivision making it easy to...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Summerland Key
    2.5 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef's dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone countertops. The...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Summerland Key
    2.4 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42' Sony flat-screen, hi-def TV with surround sound makes you feel like you are right in the middle of the action. Kitchen is a chef's delight with...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Summerland Key
    2.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys. This stylish home is outfitted in Florida tropical style with cool and comfortable leather in the...
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Summerland Key
    2.3 miles from Looe Key Dive Center
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Florida Keys meets Coastal Chic.This brand new and completely re-imagined Caribbean Dream vacation home in popular Summerland Key (Mile Marker 24) is truly amazing! Totally renovated with meticulous attention to detail in March of 2020. The 3300 s.f.home easily accommodates up to 10 friends or...
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Summerland Key
    2.3 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for friends and family....
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Summerland Key
    3.0 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate peace and quiet offered on Big Torch Key. Located just 5 miles off the Overseas Highway. This pristine area is a true treasure of the lower Keys. This home is nicely remodeled and boasts large spacious room and comfortable furnishing. The shady screened porch overlooks the...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Summerland Key
    2.3 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy many peaceful days and evenings at Cruikshank Isle, situated right on the tip of Cruikshank Island on Summerland Key where astounding sunsets and ocean vistas will be yours. The grounds are very shady and groomed with a nice Tiki hut at the waters edge. Plenty of dockage on the canal side and...
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Little Torch Key
    2.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Conch Out' on your tropical vacation at this spacious and comfortable 3 bedroom, 2 bathroom canalfront home on Big Pine Key. Relax on a swing under your private tiki hut, entertain in the large screened porch with your own built-in grill, or take advantage of the quick, excellent boating to either...
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    Location Information
    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    1.4 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the balmy breezes at Island Chalet for a laid back Florida Keys vacation. Located on Little Torch Key with awesome boat access to Big Pine channel. Just a few minutes away to Dolphin Marina for all the boating necessities for those fun fishing trips. Enjoy the chalet-style feeling of the...
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    Location Information
    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Summerland Key
    2.4 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Terrace
    • Washer
    • Balcony
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come live the Salt Life at Salty Retreat! Stay at this luxury top of the Line tropical style home on Summerland Key. Located in a very popular subdivision on Lagoon Drive with deep boating access. This home is five stars the moment you pull into the paver circular driveway. Sitting on two lots...
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Little Torch Key
    1.3 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Balcony
    • Terrace
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on a pristine canal-front lot, situated in Little Torch Key, this well-appointed home offers all the amenities you will need to enjoy the casual lifestyle of the Lower Keys. The lovely back yard area has a gas BBQ grill, a dining table with seating for six, a cocktail table with seating for...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Little Torch Key
    1.3 miles from Looe Key Dive Center
    8 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
    • Waterfront
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive heated pool to relax and enjoy the surrounding ocean view - just breath taking! The private lot is .81 acre with optional guesthouse and guest pool (included if more than 8 guests...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 20
    Cudjoe Key
    4.2 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Waterfront
    • Ocean Views
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A clean, wide canal with immediate access to Kemp Channel makes this home a terrific choice for boaters, fisherman and divers alike! Situated on Wahoo Lane, Cudjoe, this comfortable 3-bedroom 2 bath stilt home provides, the outdoor island lifestyle; upstairs 2 wide open decks on either side of a...
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    Cudjoe Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Big Pine Key
    2.4 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Prime Time! This lovely canal front duplex is located on Big Pine Key and offers a fun, tropical vibe and open water access. Dock your boat along the sea wall and enjoy fantastic fishing only minutes away. Relax on the screened porch while enjoying your morning coffee or favorite...
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    Big Pine Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Big Pine Key
    2.4 miles from Looe Key Dive Center
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Prime Time 2! This charming waterfront duplex is located on Big Pine Key and offers quick open water access and a relaxing environment. Plenty of seawall for your boat and it's a short boat ride to world class fishing. Relax in the screened porch while reading a book or enjoying your...
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    Location Information
    Big Pine Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Summerland Key
    2.2 miles from Looe Key Dive Center
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    • Waterfront
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Kiki's Casa! This beautiful canal front home is located on Summerland Key, known for some of the cleanest and clearest canals in the Lower Keys. Bring your boat and take advantage of the world famous fishing only minutes away or fly into nearby Summerland Airport in your private plane....
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks1 / 27
    (1)Excellent
    Little Torch Key
    1.2 miles from Looe Key Dive Center
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    Perfect location to Picnic Island, absolutely could not ask for more for a little house to offer. Slept 7 of us very comfortably, Amy with Walkabout Retreats is a super host...
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    About this property
    This home is located in a quiet community on a deep canal with great boating access to open water. 2 kayaks and 2 bikes are included with your rental. Heated swimming pool and Tiki Hut for relaxing in the shade. Just a short 30 minute drive to Key West. Kiki's Sand Bar and Grill is a great place...
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    Little Torch Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Conch House - Dock Your Boat1 / 23
    (1)Excellent
    Little Torch Key
    1.5 miles from Looe Key Dive Center
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Waterfront
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2021
    Stayed at this property with my cousins for a family get-together. It is gorgeous inside and the wide screened-in upstairs gallery porch with generous seating was my go-to spot...
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    About this property
    ***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, disinfecting, and preparing this home for your arrival. We are following the protocols laid out by the CDC and using the EPA-approved disinfectants for Hard (non-porous)...
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    Location Information
    Little Torch Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    Summerland Key
    3.0 miles from Looe Key Dive Center
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Balcony
    • Waterfront
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Hideaway! This lovely canal front retreat is located adjacent to a nature preserve on Big Torch Key. It's off the beaten path in a quiet neighborhood, perfect for those who want to enjoy nature, solitude and classic Keys living. Dock your boat along the sea wall and enjoy great...
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Big Pine Key
    4.2 miles from Looe Key Dive Center
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very large open concept home, only 1 mile from boat ramp & 3 miles from beach, very centrally located near, restaurants, bars, shopping centers, boat charters and much more. House has all the ammenities and comfort you will fi d at a high end hotel but with the privacy and safety of contactless...
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    Location Information
    Big Pine Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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