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Holiday Rentals in Matecumbe Key

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    Travellers to Matecumbe Key are booking October dates now. Secure your holiday home today, and have the perfect trip.
    All 305 Rentals in Matecumbe Key
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    Private Beachfront Paradise1 / 45
    (12)Very good
    Matecumbe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    75731 Overseas Highway1 / 32
    (13)Very good
    Matecumbe Key
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    75130 Overseas Highway1 / 19
    (5)Excellent
    Matecumbe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE1 / 16
    (9)Excellent
    Matecumbe Key
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    If you want a piece of heaven on earth? Stay at Casa Rio Islamorada. This quiet, restful and scenic waterfront paradise is the place for fun, love and romance. This place is in...
    Reviewed 8 February 2016
    We recently stayed at Casa Rio in Islamorada Florida, what a beautiful place. The apartment is located on a quiet residential cul de sac in a lovely part of Islamorada. The...
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    About this property
    The storm has passed and CasaRio Islamorada is awaiting your visit. We have lowered our rates to encourage more tourists into the area. ***PLEASE INQUIRE ABOUT SPECIAL DISCOUNTED RATES AND SEASONAL AVAILABILITY*** Please contact us for all of our rates! Please enter 28 days into your request...
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    Matecumbe Key, Florida Keys 33036
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Matecumbe Key
    2 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
    With the weather getting hotter, the water is once again the place to be in South Florida. Fortunately, you'll barely have to venture out your back door to take a soak while vacationing at this quaint oceanfront conch house. Located on Islamorada's Lower Matecumbe Key, near mile marker 76, this...
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    Matecumbe Key, Florida Keys 33036
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Matecumbe Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Cable/satellite TV
    • Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days  'Crystal Clear Bay Home' offers beautiful open water views and fabulous world famous sunsets. This brand new home is located at Mile Marker 89 on a quiet street in Islamorada. Everything is brand new and offers 4 bedrooms and 2 1/2 bathrooms. Upstairs,on the main level...
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    Matecumbe Key, Florida Keys 33070
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Matecumbe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***FALL SPECIAL*** RECEIVE 10% OFF RENT FOR ALL BOOKINGS IN SEPTEMBER, OCTOBER AND NOVEMBER. Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. 'Beacon Reef 406' is an excellent choice for your vacation getaway, whether you're planning on staying a month or the entire season, this is a great...
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    Matecumbe Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Matecumbe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Hot Tub
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. 'Beacon Reef 522' offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you will be more than happy with your choice to stay here....
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    Matecumbe Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Islamorada Yacht Life1 / 23
    (2)Terrible
    Matecumbe Key
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best seen by the water Islamorada is yours to explore from this fully appointed yacht. 4 bedrooms one king and 3 with two single beds each make this an ideal spot for a family gathering, romantic getaway or corporate retreat. Luxe island decor abounds and there is ample indoor and outdoor...
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    Matecumbe Key, Florida Keys 33036
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Matecumbe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the spectacular view of the Florida Bay from either one of the TWO balconies in this 2 story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, TV's in the living room and master bedroom, phone (for local calls), a grill and carport parking! There are tons...
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    Matecumbe Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Matecumbe Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and relax at our beautiful town home in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a swimming pool, a clubhouse, a private beach and a fishing/boat dock. This...
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    Matecumbe Key, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Matecumbe Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the beautiful Florida Bay, this 3BR/2BA Islamorada home offers an idyllic waterfront haven with its own private beach, dock, kayak, paddleboards, and sprawling backyard with a volleyball net. Spend leisurely afternoons fishing off the dock before cooking up your catch on the grill....
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    Matecumbe Key, Florida Keys 33036
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The following rentals are within 10 kilometres of Matecumbe Key.
    Ocean View Penthouse1 / 7
    (18)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    We was a family of 5 staying in this condo & was worried it would be a squeeze to fit us all in but I didn’t need to worry as the condo is very spacious.Lovely kitchen area...
    Reviewed 6 July 2018
    Beautiful clean condo with a great ocean view. Centrally located to many restaurants and shops. Joe answered all of our questions promptly and texted us periodically to see if...
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    About this property
    This totally updated condo features full ocean views from almost every room. Watch the sun rise from the balcony as you enjoy your morning coffee. Enjoy an evening cocktail out on the jetty. Take it easy by the pool or enjoy the water sports and fine local seafood restaurants in the area. The...
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    Tavernier, Key Largo 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    OCEANFRONT CONDO WITH ALL AMMENITIES!1 / 17
    (21)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2018
    My family stayed the 4th of July week. The community is very safe and clean with great amenities. Pool is large with plenty of room for the residents. It’s a great location that...
    Reviewed 4 August 2017
    Amazing location well equipment, clean condo. Fantastic safe beach and view of ocean from balcony was perfect. Looking forward to our next visit.
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    About this property
    Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Large Townhouse in Mariner's Club Resort - 3 BR/3.5 Bath1 / 26
    (4)Very good
    Tavernier
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Every year near the end of summer, I plan a Keys vacation. It did not matter which part of the Keys my family and I would visit. I know this would break the bank vacation. After...
    Reviewed 17 July 2018
    This is a beautiful townhouse with an excellent setup. It is very spacious and very nicely furnished. The downstairs suite was perfect for my daughter. The complex is great...
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    About this property
    There is room for the whole family in this 2,200 sq. ft. townhouse with In-Laws quarters. As you enter the first floor you will find an open floor plan with living room, full bathroom and kitchenette with microwave, toaster, coffee maker, portable induction single-burner cooktop, and refrigerator....
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    Tavernier, Key Largo 33037
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Escape to Paradise in a Gated Tropical Bayfront Estate (Free Wifi)1 / 19
    (3)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2018
    Loved the cottage, we had such a nice time staying here. It's a great Location, near a lot of nice restaurants and there is great snorkeling and kayaking nearby. Had a BBQ every...
    Reviewed 14 June 2017
    The best part about this rental is the bayside snorkeling and the fact that 2 double kayaks are included with the rental. You can kayak across the bay to the mangroves. The best...
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    About this property
    Tucked away on a gated tropical estate, is our 'Island Breeze Cottage'. This cottage is located in the middle of the Estate and steps away from our white sandy beach and those beautiful Gulf of Mexico sunsets !! There is a tiki hut on the beach. And a dock to fish from or go snorkeling right from...
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    Tavernier, Key Largo 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning Ocean Front and Mangrove Views1 / 22
    (7)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Balcony
    • Washer
    • Central Heating
    • Hot Tub
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    Thoroughly enjoyed our time in this condo. Very clean and conveniently located to the Florida Keys. Our week stay was relaxing and would definitely stay there again!
    Reviewed 17 June 2017
    My new husband and I booked this condo for our honeymoon and we love it! Very spacious with two bedrooms and two full bathrooms, we can see the ocean from the balcony, and...
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    About this property
    Ocean Pointe Suite is located directly on the Atlantic Ocean. This unit is renovated and is located in building 1. Featuring beautiful views from the living room, kitchen and porch. This unit offers 1 King bed in master bedroom, 1 Queen bed in guest bedroom, a pull out queen sofa, 400 thread count...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    All NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!1 / 30
    (3)Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Simply an amazing condo. Location was perfect, made a great trip AMAZING. Owner was very accessible and friendly. Sunrise and set, along with the full moon views , just...
    Reviewed 29 April 2018
    Totally renevated condo with gorgeous views of ocean It was so nice to stay here! So cozyNice pool area! Co-owners were very friendly and made you feel at “home”Condo...
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    About this property
    A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. And new this year, a sandy beach. For two couples or a family with 2 kids. The two new extra long twin Pillow Top beds in 2nd bedroom convert to a comfy King Bed! Master bedroom has new Simmons Beautyrest Pillow Top...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bay Front Beauty/ Summer Sea Must See!!!!1 / 19
    (4)Excellent
    Islamorada
    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 10 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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    Location Information
    Islamorada, Florida Keys 33070
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean pointe  island retreat1 / 23
    (6)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2017
    Ocean pointe is just to the south of Ke Largo and only an hour and a half to two hours from Key West. The retreat itself has good security with each car stopped at the gate on...
    Reviewed 25 March 2017
    This is a very nice condo and very adequate for 4 people although you can't get more than 2 people on the balcony at one time. It is pretty small but does look right out at the...
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    About this property
    The newly renovated oceanfront condo is located in Tavernier Key, a community situated along the southern border to Key Largo. The grounds encompass over 60 acres and is situated in a tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise waters of the Florida...
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    Tavernier, Key Largo 33070 3100
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tavernier
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Ocean Views
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    OCEAN VIEWS ALL ROOMS ! TOP FLOOR LARGEST CONDO1 / 64
    (23)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Certificate of Excellence
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    • Washer
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    The condo is wonderful - the beach is on the doorstep and the view from all the windows is amazing! It is a great family-friendly condo with a great pool area, the area is super...
    Reviewed 2 August 2017
    Immaculate and well decorated condo with a helpful and responsive host. I would definitely stay there again
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    About this property
    We received Trip Advisor's 2017 & 2018 Certificate of Excellence 'Best Condo in the Keys' award! Its all about being tastefully decorated, on the top floor of the best building with the largest end unit with ocean views from all 12 windows. See a UTube walk through video of our condo: Go to...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE KING MASTER BEDROOM IS DRESSED IN ISLAND FINERY WITH PRIVATE BATHROOM, COMBINATION SHOWER/TUB, AND FLAT SCREEN TV MAKES FOR THE PERFECT RETREAT. THE SECOND BEDROOM OFFERS A QUEEN SIZE BED, A FLAT SCREEN TV, AND AN ATTACHED BATHROOM. YOU CAN “COOK YOUR CATCH” IN THE FULLY EQUIPPED KITCHEN WITH...
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    Location Information
    Islamorada, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanfront Condo - Pool, Beach, Tennis & Marina1 / 14
    (9)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2018
    This condo was a perfect home base for our family to explore the Keys. The pool was beautiful and there was new landscaping across the condo complex. Craig (the owner) was...
    Reviewed 12 August 2017
    We are a fam of 4 with two teen boys and we found the condo perfect for us as a base for our trip to Key Largo. It has everything you need, is close to groc. stores...
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    About this property
    April, 2018 Update! We have now completed many upgrades and look forward to hosting your stay in the Florida Keys. Our beautiful, 2/2 condominium located is directly on the ocean in Key Largo (Tavernier), Florida. As this is 4th floor 'END' unit there are many windows that provide an open,...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront 2 Bedroom/ 2 Bathroom House located directly on the Gulf of Mexico !! This 2 Acre Estate is it's own private compound with a total of only 3 houses that are spread out throughout the property. Life doesn't get any better than looking out at the Gulf of Mexico from the Kitchen and...
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    Location Information
    Tavernier, Key Largo 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Right on the ocean, 2BR+2BA for 12, pool, tennis courts, restaurant. marina1 / 31
    (2)Very good
    Tavernier
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Patio
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2017
    AMLI Doral apartments are ideally located in downtown Doral surrounded by outstanding shopping, restaurants and entertainment. Our apartments are also in close proximity to...
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    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
    View all property information
    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gated Bayfront Paradise, Caribbean Cottage in a Tropical Oasis (Free Wifi)1 / 18
    (1)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The Cottage is located in a Gated Estate on the Gulf of Mexico in the Florida Keys for watching those beautiful Keys Sunsets !!! 'Tiki Palm Cottage' has it's own private Tiki hut for relaxing with a cool beverage or just for reading a favorite novel. Walk in through double French doors to a large...
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    Tavernier, Key Largo 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    THE PERFECT GETAWAY1 / 14
    (6)Very good
    Islamorada
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
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    • Waterfront
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2016
    My husband and I searched for six weeks to find the perfect house for our vacation with another couple, and kept coming back to this one. All four of us were looking for a...
    Reviewed 9 April 2016
    We thoroughly enjoyed staying at the Perfect Getaway. My family and I had enough space to sleep, relax and enjoy meals together. The pool was a great addition to the property...
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    About this property
    This four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. It is situated in a clean, upscale neighborhood of all waterfront homes. The house is equipped with all the comforts of home. It is modernly furnished. Upstairs there are...
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    Islamorada, Florida Keys 33036
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Fabulous 6/4 Tropical Waterfront Pool Home!1 / 27
    (1)Excellent
    Islamorada
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    We are one of two couples who each have rented a level for the past six winter seasons and we are so looking forward to returning in 2018. The location is perfect-within one...
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    About this property
    Beautifully Decorated, Fully Furnish and Equipped Vacation Pool Home, Located in a Quiet and Safe Residential Area in Islamorada, Florida Keys. Video of house and area available upon request. It consists of Two Levels, Each Separate Level Has 3 Bedrooms/2 Bathrooms. Our beautiful home is Great...
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    Islamorada, Florida Keys 33070
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury 3 BR condo, boatslip, easy accces to ocean1 / 19
    (5)Excellent
    Islamorada
    3 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Patio
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    • DVD Player
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2017
    We thoroughly enjoyed our stay in this beautiful, luxurious condo. It's roomy and clean and has all the amenities you could possibly want. I only wish we could've stayed longer...
    Reviewed 24 November 2016
    very neat and clean. Great location and views. Easy access to all of the Keys. Spacious nice size kitchen for cooking a meal if you feel like it. Nice location, because it's far...
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    About this property
    Luxurious end unit in Bay Harbour with a boat slip. Upon entering the unit you are greeted with the tranquil views of the harbor and ocean. Enjoy the ocean breeze from the large screen porch. Beautiful Bay Harbour gated condo community on lower Matecumbe, mm 74 1/2. Enjoy the sunrise or sunset...
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    Islamorada, Florida Keys 33036
    Condo/Apartment - 3 Bedrooms, 6 Bathrooms, Sleeps 8
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    Oceanfront 2 Bedroom/2 Bathroom Well Maintained Condo with Large Balcony1 / 14
    (5)Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    This unit has it all, location, view and the perfect accommodations! We truly enjoyed ourselves and look forward to our next visit. Shelley was very responsive always making...
    Reviewed 25 July 2018
    Let me start off saying the Condo was amazing, the beds I have to say are very comfortable and each bedroom has access to the oversized balcony that has plenty of seating on for...
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    About this property
    This condo has been completely restored after Hurricane Irma’s d is now ready for guests to return. There is new drywall, paint, carpets and new furniture and is safe to stay in. Paradise by the Atlantic Ocean and only 50' front the waters edge. Beautiful condominium complex with heated out door...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedroom Tropical Partial Ocean View Suites- Pool, Dock & Marina - Near all Maj1 / 22
    (1)Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
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    • Washer
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    The location is great - the amenities are great - the pool very nice. These units are owned by individuals so be aware that not all units are up to par. The first two bedroom...
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    About this property
    Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to sunset you can enjoy the many activities our...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
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    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    Very clean and the staff was friendly but a little inexperienced. The amenities were very nice, and quite enjoyable. There still was a lot of construction going on for all the...
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    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    **Fall Promo** Modern Executive Bay Club Condo with Pool & Beach1 / 29
    (3)Very good
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2015
    Our townhouse was clean, spacious, & quiet. Lovely updated kitchen and laundry. The pool was delightful, and the beach & dock were very enjoyable as well. Very peaceful...
    Reviewed 29 March 2015
    I really enjoyed my stay! The place was great. I loved the layout. Very roomy. Enough space for everyone. The pool was great and even played a little tennis.
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! ***Free Fun Rules and Restrictions Apply *** Come and relax at our beautiful town home on...
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    Location Information
    Islamorada, Florida Keys 33036
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to sunset you can enjoy the many activities our...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tavernier
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    Tavernier
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Washer
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Islamorada Waterfront Paradise Getaway!1 / 28
    (31)Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    We spent a wonderful, spirit rejuvenating MONTH with Ewa and Peter at their beautiful home by a lagoon in Lower Matecumbe Key. At first we bustled about, kayaking from the dock...
    Reviewed 1 March 2016
    We had a delightful stay in this lovely property - by the water and with hammocks and a very peaceful setting. The room was well equipped and the owner were very helpful.
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    About this property
    Please contact us for all of our rates for different length of stays! For shorter stays...make sure you have a minimum of 28 days entered in your contact form! This is a very popular rental, so ask about your preferred dates early! This best Islamorada waterfront location, has quick easy access...
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    Location Information
    Islamorada, Florida Keys 33036
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    FALL SPECIAL DISCOUNTED PRICING!!!1 / 35
    (17)Very good
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Balcony
    • Terrace
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2018
    We recently rented this condo unit for a week for our family of six. It accommodated us great, 3 bedrooms plus a pull out couch. Outside was beautiful, very clean and well...
    Reviewed 14 March 2018
    Love staying in this condo was our second year hoping to return next winter if available. already made request.. I would never leave if it were up to me but the location and the...
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    About this property
    Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This rental property is a private gated community with a 65 slip deep water marina. This tropical waterfront community offers world class fishing and diving, 2 lighted tennis courts, heated pool, private beach, and dockage for...
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    Islamorada, Florida Keys 33070
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Islamorada Tropical Canalfront Paradise1 / 13
    (1)Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2018
    Wow! This property is just perfect for a quick getaway! The backyard was so fun, for our entire family. My kids loved the hot tub, my wife loved the waterfront view and I loved...
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    About this property
    The moment you step in the back yard, you'll know vacation has begun. . . time stands still as the laid-back island lifestyle takes over...Totally remodeled, canal-front home, quiet and in the nicest of neighborhoods (Plantation Key Colony). The 2 bed/2 bath stilted (upper unit) island retreat is...
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    Location Information
    Islamorada, Florida Keys 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tavernier
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Found it!! Get ready for the ultimate Florida Keys vacation! If Florida is a state apart from the USA, the Keys are the islands apart from Florida - in other words, it’s different down here. Enjoy sun-kissed beaches lapped by aquamarine waters, the only Coral Reef in the continental US and water...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    Tarpon Cove at Ocean Pointe Resort1 / 17
    (3)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    We stay from July 28 to August 10 , the apartment is outstanding, great pool . If you have a boat the marina is very good ,will be back next year for sure.thanks
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    About this property
    Take a trip to the Fabulous Florida Keys and stay at Tarpon Cove at OCEAN POINTE RESORT CONDOS, a private 65 acre tropical resort. Our totally renovated 2 bedroom/ 2 bath beautifully furnished apartment. Sleeps 6 and is ready for you and your family. Tropical landscaping, sandy oceanfront beach,...
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    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    **Fall Promo** Amazing views from this Oceanside Home near Pennekamp, dining and1 / 25
    (3)Very good
    Tavernier
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2016
    Here is the bottom line..after about a week of our two month rental we had already rented this home for next year. The location is awesome and fishing off the dock was...
    Reviewed 25 March 2015
    Great House! Big enough for extended family. I really enjoyed the dock and the view of the water. Clean and neat.
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! ***Free Fun Rules and Restrictions Apply *** *** Owner is highly motivated to rent! Contact...
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    Location Information
    Tavernier, Key Largo 33070
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
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    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sun-soaked days and cool ocean breezes await you when you book your next retreat to this oceanfront Key Largo getaway. Featuring sweeping ocean views and shared amenities like a pool, on-site tennis, and beach access, fun will always be easy to find! Steps from the gently rolling waves, and just...
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    Location Information
    Tavernier, Key Largo 33070
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Moon Bay A2041 / 33
    (1)Very good
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    This condo was a perfect location for our vacation. Restaurants, shopping and parks close by. The most beautiful sunsets I have ever seen.
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    About this property
    Want to be close to the Mainland while still being in the Upper Keys? Look no further. This beautifully decorated condo at Moon Bay will not disappoint. The Master bedroom has a spacious King size bed. Guest bedroom has 2 twin beds and there is a bonus room with a trundle bed. Vibrant colors...
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    Location Information
    Tavernier, Key Largo 33037
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    STUNNING 2 BEDROOM OCEANFRONT SUITE WITH MAGNIFICENT VIEWS1 / 23
    (1)Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Ocean Views
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    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2016
    I booked this condo as a surprise for my husbands birthday and it was perfect, my only complaint is that i wish we would have made our stay longer! It was an hour and a half...
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    About this property
    Ocean Pointe Suites is located directly on the Atlantic Ocean, and is one of the finest destinations in the Florida Keys. This unit is located in building 3 which is a desirable building. Featuring magnificent ocean views from the living room, kitchen, master bedroom and 2 porches. This unit offers...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Islamorada Luxury Waterfront Condo with Boat Slip1 / 21
    (15)Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • Hot Tub
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    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    The condo is truly beautiful. We appreciated all the small amenities stocked within it and the furnishings and bed comfort was outstanding. The view was excellent and the staff...
    Reviewed 30 January 2018
    I was looking for place where my family could drink deeply of the “Keys Experience”. A place where we could fish either the ocean or back country, enjoy unbelievable sunsets...
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    About this property
    Escape to Islamorada in the Florida Keys and enjoy the breathtaking gulf and ocean views from your top floor balcony in this decorator furnished, two bedroom luxurious condo. This unit located in the complex of Bay Harbour offers a private 50' boat slip, heated swimming pool, hot tub, club...
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    Location Information
    Islamorada, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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