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Holiday Rentals near Rain Barrel Village

86700 Overseas Hwy, Mile Marker 86.7, Bayside, Islamorada, Florida 33036-3138
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    Travellers to Islamorada are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 63 Rentals in Islamorada
    Newly refinished  condo open water views very nice1 / 17
    (7)Excellent
    2.3 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bayside Condo, marina, pool and beach1 / 35
    (18)Very good
    2.4 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.5 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.4 kilometres from Rain Barrel Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an amazing home in Venetian Shores? This beautifully updated 4 bedroom, 4 bath home has everything you need for a perfect vacation. This home is suited for entertaining, with a spacious kitchen, open living and dining room and large screened in porch overlooking the canal. The 3rd...
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    Islamorada, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    107 San Remo Drive1 / 36
    (2)Excellent
    1.3 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2019
    This house is perfect if you want to be close to everything. Tons of great restaurants within 5 minutes. Dock for your boat and lots of seating outside and on the screened porch...
    Reviewed 29 January 2018
    What a fabulous area and home, Nancy and Norm were (the owners) told us places for dining out, Island times grill, Craigs seafood ( Mahi Mahi sandwich is to die for) Mrs Mac...
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    About this property
    Comfortable Venetian Shores canal home that has two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs. The downstairs apartment has a complete kitchen and living room and separate bedroom. There is a screened in porch of the living room upstairs. The home has awesome...
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    SANCTUARY IN PARADISE1 / 42
    (7)Excellent
    3.2 kilometres from Rain Barrel Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2020
    We had a great time with our family in this house or what I call the complex. You actually get 3 separate living areas, which makes it ideal for spending time with your family...
    Reviewed 30 December 2019
    This mini-compound has essentially 3 condos on one property, which worked perfectly when I stayed with my parents, my brother's family (4), and my family (3). The kitchens are...
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    About this property
    This unique property offers : -master suite -apartment -cottage -3 full kitchens On Atlantic Ocean. Simple, sweet, and serene sanctuary. We love The Lord and look forward to sharing our home with you. Whether your vacation ideal is relaxing in a hammock in view of the ocean with a good book or...
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    Islamorada, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    0.7 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    This townhome at Executive Bay will sure make your home away from home!  This unit has been completely renovated and decorated beautifully.  This 2 bedrooms and 3 bathrooms has a (1) King Bed, (1) Queen Bed and  there is a bonus room off the Master that has 2 twin beds. Executive Bay Club is a...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.1 / 32
    (3)Excellent
    1.5 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Ocean Views
    • Sauna
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2018
    I was having trouble booking my reservation online (technicality), and had to call in for help. One of the girls there was able to help me quickly, booked me & took my payment...
    Reviewed 2 February 2016
    We loved our stay at Ocean Harbour Apartments. After viewing photos on your website, we chose this based on the beautiful grounds and lovely accomodations. We could not have...
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    About this property
    Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional location and gated security, this premium...
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    Islamorada, Florida Keys
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Bay Front Beauty/ Summer Sea Must See!!!!1 / 19
    (4)Excellent
    2.0 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    Everything was perfect. Weather was great, the unit was clean and fully furnished with everything we needed. The other vacationers and full-time residents were friendly and...
    Reviewed 6 May 2016
    This condo was to die for. The decor was fabulous and the location was perfect and close to many restaurants. The sunset from the balcony was breathtaking. The owner was a...
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    About this property
    Beautiful / tropical decorated one bedroom, one bath water front condo in Summer Sea Condominiums located at Mile Marker 88.5 Bayside Islamorada, FL. Bayside means amazing open water views & world famous Florida Keys sunsets from your own private balcony overlooking the Florida Bay. You can also...
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    Islamorada, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2.5 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Children's Pool
    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    BEACON REEF 3101 / 21
    (6)Excellent
    3.9 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Terrace
    • Cable/satellite TV
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2020
    Islamorada really is a sweet spot on the keys. Much nicer than Marathon, tons of high end restaurants, fishing charters everywhere. This complex is spotless, large heated pool...
    Reviewed 12 March 2020
    It is comforting when you first check in to know everything you need is there on the property. More importantly the Keys Holiday Rentals personnel have gone out of there way to...
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    About this property
    <b> Minimum Rental: 28 Days </b> 'Beacon Reef 310' is located in one of the most desirable condominium complexes in the Upper Keys. Convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself relaxing on your own private...
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    Islamorada, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF1 / 25
    (1)Excellent
    2.6 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    Everything we expected and more!! Condo very well maintained. Very adequately supplied with everything you need during your stay. Wonderful!! Thank you Susie and Matt for...
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    About this property
    This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Blue Dolphin  Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool1 / 38
    (3)Excellent
    1.3 kilometres from Rain Barrel Village
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2020
    Perfect vacation house on the ocean, close to everything. The spacious house was immaculate when we checked in. The owner was extremely friendly and responsive. It was perfect...
    Reviewed 29 April 2019
    The location, the amenities, the house, and the pool area was perfect. Everything needed to spend a weeks vacation with your family is within this home. I bring my 3 grown...
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    About this property
    Beautiful Gated Oceanfront 1.8 Acre Estate located in Islamorada featuring amazing ocean views. 5 Bedrooms, 4 Baths, Winding Staircase, Expansive Ocean Views, Over 4000 Sq. Ft. of Living Space. Heated Pool, Sandy Back Yard, Gated Entrance Lined With Palm Trees. Enjoy the Ocean Views and...
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    Islamorada, Florida Keys
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    2.4 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Terrace
    • DVD Player
    • Grill
    • Sauna
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****Recently updated paint, furniture and a Beauty Rest Mattress!!**** Looking to escape reality? Look no further! Spacious 1 bedroom/1 bathroom condo located in the newly renovated Summer Seas Condominiums. Sit back and relax at the pool, go swimming at the private beach. Feeling adventurous?...
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    Islamorada, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
    Windy Cove #11 / 19
    (2)Excellent
    3.6 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2021
    We stayed here for Christmas 2020 and it was so perfect! Right on the water, great location, close to Starbucks and Publix. Very private, we were the only people there all...
    Reviewed 7 July 2019
    We had the best time in Windy Cove #1!!!! This condo was perfect for us. Each bedroom was a nice size and the view was amazing!! Everything was clean and it was very...
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    About this property
    Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak...
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.6 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak...
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    LYONS LANDING1 / 25
    (1)Excellent
    1.7 kilometres from Rain Barrel Village
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Terrace
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Every room is comfortable,charming and the property managed to make you feel comfortable and at home..with every amenity..including an ice maker..so nice to have here in The...
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    About this property
    <b> Minimum Rental: 28 Days </b> 'Lyons Landing' is an exceptional VENETIAN SHORES single family home with pool, dock, boat lift and outdoor living area! Everything you need for a spectacular holiday awaits you in this extraordinary home. 3 bedrooms and two baths on the upper level plus a...
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    Islamorada, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    3.3 kilometres from Rain Barrel Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently remodeled ocean front house features a large swimming pool steps from a sandy beach and staircase to the ocean. Bring your boat and dock on the a 100 foot long finger pier with 4 feet of depth. A covered lanai sits poolside, perfect for enjoying a drink or an outdoor meal. A second...
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    Islamorada, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.2 kilometres from Rain Barrel Village
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Alligator Reef is a truly special slice of paradise with two individual homes nestled on a privately gated oceanfront estate. The Conch House (pronounced konk), is a 3 bedroom, 2 bathroom ocean front home featuring beautiful views, ocean breezes, your own private pool, plus a private balcony to...
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.6 kilometres from Rain Barrel Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • Balcony
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Irish Ayes' - Elegant tropical waterfront home with pool, Jacuzzi, dock and custom elevator. Plan your Keys getaway to this absolutely beautiful, spacious, tropical waterfront home located in the prestigious Venetian Shores subdivision of Islamorada. Enjoy unforgettable sunsets while relaxing on...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    FLAMINGO COTTAGE1 / 22
    (1)Excellent
    0.4 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Terrace
    • Grill
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2020
    The flamingo cottage was as advertised. Comfortable surroundings, beautiful pool, private sunbathing areas and beautiful ocean view.
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    About this property
    <b>MINIMUM STAY: 28 DAYS </b>'Flamingo Cottage' is an adorable 3 bedroom stilt home nestled among tropical foliage. There are two bedrooms and one bath on the main living level of this home plus a private studio type apartment with a private bath on the ground level. This home has a cozy...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Oceanfront Anglers Reef Islamorada Florida Keys1 / 2
    (3)Very good
    2.5 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    This home is in a gated community in the heart of Islamorada. The site is beautiful, and seemed to have suffered no damage from Hurricane Irma. There are two artificial...
    Reviewed 25 August 2017
    Very well appointed and comfortable house, conveniently located to local amenities in Islamorada. It was like a home from home with easy to use washing machine, dryer and...
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    About this property
    Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef at mile marker 85 in Islamorada of the Florida Keys. Luxurious beach decor, plush furnishings, spacious accommodations that comfortably sleep 6 adults and children of all ages will feel right at home with the many...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!1 / 34
    (1)Excellent
    2.4 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2020
    Our first visit to the Florida keys and we wanted explore! But, I like to have my conveniences (ok, I hate sleeping in a tent!) This condo was quiet-Loved that! Islamorada is...
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    About this property
    Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen with glass atrium dining. Completely renovated, designer finished, all new gorgeous home, no expense spared! Private oceanfront townhouse...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    2.2 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Modern Keys Living with Bay Views! New from top to bottom!!! Newly remodeled and beautifully decorated 1st floor corner unit with a private entrance. Enjoy the mix of vintage and new furniture and the most comfortable sofas, beds, linens and more! This home is equipped with everything...
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    Islamorada, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from Rain Barrel Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Located on a quiet street in Islamorada, this home offers you the best of both worlds.  Fantastic Protected canal dockage with an Awesome Bay View!  This multilevel home offers 3 bedrooms and 3 baths.  Upstairs, on the first level, is your kitchen, living room, and a bedroom with Trundle Beds.  The...
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    Location Information
    Tavernier, Key Largo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Mile Marker 87 - Mina Bay - Oceanfront 'Million Dollar View'1 / 38
    (2)Excellent
    0.7 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2017
    We spent part of the holidays at Mina Bay! The views are stunning! Not to mention you can hear the sound of the waves from the second bedroom - very relaxing! The unit is...
    Reviewed 24 January 2017
    Beautiful spacious oceanfront condo fully detailed and furnished in a gated community in Islamorada. The location is perfect and the beach is on the doorstep. Perfect for two or...
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    About this property
    Mina Bay - vacation rental with 'the million dollar view'! Truly BAYFRONT on the sandy beach and feet from the pier and dock. Sparkling water's and brilliant sunsets complete this 2 Bd 1.5 Ba plus loft Unit I-1 townhouse. 28 DAY MIMIMUM RENTAL for all guests.  Accommodates a family of 8 perfectly...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    CONCH BAR SOUTH1 / 25
    (4)Excellent
    3.8 kilometres from Rain Barrel Village
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Patio
    • Terrace
    • Parking
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our treasured memories continue with our Keys vacation filled with fishing, sun and fun with the family. We Love this location and Keys Holiday Rentals makes it very easy for a...
    Reviewed 20 April 2019
    Very comfortable with all the amenities you need for a great stay in the Keys! Kitchen is stocked, the pool is warm and the bay views are wonderful! BBQ grill needs to be...
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    About this property
    <b> Minimum Rental: 28 Days </b> 'Conch Bar South' is a magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single...
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    Location Information
    Tavernier, Key Largo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.5 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Parking
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and spacious home with three bedrooms, two and half baths, huge new kitchen, new bathrooms, and screened in porches facing East and West. There are great views from every room!!! Tastefully furnished with all linens, comfortable memory foam mattresses, all new appliances, and completely...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.2 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    'BREATHTAKING sunset views' from this beautifully decorated one bedroom, one bath, bay front condo in Summer Sea Condominiums located at Mile Marker 88.5 in Islamorada, FL. View the Keys amazing tropical sunsets and famous turquoise/blue waters from the comfort of your bedroom, living room, or...
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    Islamorada, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Conch & Lobster Homes1 / 49
    (1)Excellent
    3.2 kilometres from Rain Barrel Village
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Reviewed 11 November 2020
    This place is amazing! Our friend Jen lived in this area for many years and invited us to come for vaca. We love it!!!! We were here during Tropical Storm Eta but we...
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    About this property
    Alligator Reef is a truly special slice of paradise with two individual homes nestled on a privately gated oceanfront estate. The Conch House (pronounced konk), is a 3 bedroom, 2 bathroom ocean front home featuring beautiful views, ocean breezes, your own private pool, plus a private balcony to...
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    Islamorada, Florida Keys
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Islamorada cottage on deep water canal1 / 15
    (2)Excellent
    2.5 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Reviewed 12 February 2020
    My husband and I thoroughly enjoyed our stay. The apartment was very clean and most comfortable. Well-stocked kitchen, included dishwasher & wine cooler. Screened-in porch...
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    About this property
    Our cottage is located in a quaint and quiet neighborhood on a deep water canal, Bayside at Mile Marker 89. A concrete boat dock is available for a 30 foot boat and a fish cleaning station. There is easy ocean access through Snake Creek or Tavernier Creek. The fenced private back garden has a...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Enjoy the spectacular view of the Florida Bay from this beautiful townhome. This townhome is a 2 bedroom and 2-1/2 bath unit.  There are tons of things to keep you and your family busy without having to leave the Futura Condo complex. There are tennis courts and a swimming pool located on the...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2.4 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    This 1 bedroom/1 bath condominium is located in Summer Sea in Tavernier. This is a gated complex located directly on the Florida Bay at Mile Marker 88.5, which is within the Village of Islamorada. The unit has a stunning view of the bay from the living room, master bedroom and the balcony. It...
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    Matecumbe Key, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.6 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    About this property
    Sleeps 8, 2 Story Townhome On The Bayside, Mile Marker 87 Our Islamorada beach modern decorated townhome is waiting for you. It’s a two story unit and third level loft; 2 Bedroom/2 Bath - sleeps 8. Next door is Founders Park & Plantation Yacht Harbor. A private gated community with 24hr...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    2.4 kilometres from Rain Barrel Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The most spectacular bay views from this stunning Islamorada home. This newly remodeled home offers 3 bedrooms and 2 baths upstairs with a beautiful kitchen and spacious living room overlooking the bay. Downstairs there is one bedroom and one bathroom, with another living room for guests. This...
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    Matecumbe Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.4 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Charming 2 bedroom, 2.5 bath condo with ocean views, a sun room for a dining room, and newly renovated kitchen. Enjoy your coffee as you watch the sunrise over the Atlantic Ocean on your balcony or sit and relax in the pool. This great complex also offers a fantastic view of the Florida Keys from...
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    Matecumbe Key, Florida Keys
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2.7 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    About this property
    Angler's Reef is a beautiful oceanfront gated community located in Islamorada. This modern updated 2 bedroom, 2.5 bath unit is nicely appointed with granite countertops, stainless appliances, wood floors, dining room seating for four and tasteful decor and furnishings. The unit offers ground floor...
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    Matecumbe Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    0.7 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Wonderful two story townhome in a private, gated community with all of the amenities you'd expect while on vacation. Inside: Newly renovated and remodeled unit. Fully equipped kitchen and stainless appliances, large storage cabinets with pull outs. Granite counters etc. Living room area with 60...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.6 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This beautiful oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.5 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional location and gated security, this premium...
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    Tavernier, Key Largo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.2 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    An adorable decorated studio apartment that has everything you need for your stay in the keys. Summer Seas is a gated complex and it offers a great pool, beach, work out room, game room and billiards. Its bay side location you will allow you to enjoy the spectacular keys sunsets. Summer Seas Condo...
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    Tavernier, Key Largo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.8 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Come to Paradise and Enjoy it with Comfort! Located on Mile Marker 87 in Islamorada ( Fishing Capital of the World ), part of the Wonderful Florida Keys. Executive Bay Club is a Private Gated Community with 24 Hr Security, Heated Pool and Club House, Tennis Courts, Private Beach, Fishing off your...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.3 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    2 bedroom / 2 bath / light and airy - large balcony backing up to a quiet nature preserve. Perfect home for a getaway! Centrally located in gorgeous Islamorada. Two bedroom / two bath. Gorgeous private homeowners beach and private dock, close to the best restaurants, and sightseeing. Our home...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Islamorada, Most Popular Florida Key1 / 26
    (2)Excellent
    0.7 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Islamorada, Florida Keys
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Completely Remodeled 2 Bedroom, 2 Bath Florida Keys Condo On the Atlantic Ocean1 / 23
    (12)Very good
    1.4 kilometres from Rain Barrel Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
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    Islamorada, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Amazing Islamorada Sunsets, 2 Sandy Beaches, Pier Fishing, Pool, WiFi, Cable1 / 50
    (30)Excellent
    0.7 kilometres from Rain Barrel Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Mitchell's Keys Villa - Private, Secluded House on the Bay1 / 24
    (46)Excellent
    6.9 kilometres from Rain Barrel Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Islamorada Keys Home In Anglers Reef With Ocean View, Dock,  Pool & Beach1 / 35
    (117)Excellent
    2.4 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Welcome to Paradise 'Sandbar Bungalow Villa' * Anglers Reef1 / 37
    (96)Excellent
    2.5 kilometres from Rain Barrel Village
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful Water Front in Angler's Reef with View of Sand Bar with Boat Slip1 / 25
    (104)Excellent
    2.7 kilometres from Rain Barrel Village
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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