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Florida Keys Rentals for Seniors

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    Travelers to Florida Keys are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    462 Matching Rentals in Florida KeysView all 1,520 rentals
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    Stunning Ocean Front and Mangrove Views1 / 16
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West Beachfront Luxury 2/2 Condo  A212 No Hurricane Damage1 / 39
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Best Location, 1/2 Block to Duval, Bimini Suite1 / 17
    (43)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Tarpon Cove at Ocean Pointe Resort1 / 17
    (2)Excellent
    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
    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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    Oceanfront 2 Bedroom 2 Bath Condo Key West Florida1 / 17
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Sauna
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 11, 2017
    The condo was very clean, and had everything you would want. The pool was very nice, and the water was warm. The view of the Atlantic beach was beautiful!
    Reviewed June 14, 2017
    Our family of 4 returned from Key West yesterday after a wonderful vacation. The condo worked great for us - very roomy, clean, well-stocked with anything you might need while...
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    About this property
    The 'SeaJay' at La Brisa is located in a gated community overlooking the Atlantic Ocean just steps away from Smathers Beach with it's pristine sand and palm trees. Directly across the street is Key West's longest sidewalk along the beautiful ocean for bike riding, jogging or walking. Smathers...
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    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Escape to Paradise in a Gated Tropical Bayfront Estate (Free Wifi)1 / 19
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed January 13, 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 June 14, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    KAWAMA TOWER- Beautiful Ocean view unit1 / 26
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Ocean Views
    • Balcony
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2016
    Four of us rented this location for four days before leaving on a cruise. When we arrived to pick up our keys at the real estate office about an hour before check-in time, the...
    Reviewed June 14, 2015
    The view was beautiful, the condo was nicely appointed, but the but the amenities were lacking. The salt water lagoon was more of a swamp and there was no beach to speak of so...
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    About this property
    This beautifully refurbished 4th floor condo has great marina and ocean views from the living room, master bedroom & balcony! Gorgeous wood floors throughout and new furnishings lend an elegant atmosphere with lots of comfort in mind. Master bedroom has a king-sized bed, while guest bedroom has 2...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedroom 2 Bath With Ocean View and with hot tub1 / 28
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Hot Tub
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2017
    My friends and I come down to The Keys every August for Lobster Season and to fish. Some in the group have been coming for over 20 years. This was honestly one of the nicest...
    Reviewed July 9, 2017
    My husband and I stayed with another couple and really enjoyed the indoor and outdoor living areas. We stayed over the Fourth of July holiday and were able to view the fireworks...
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    About this property
    The 'Mermaid House' sits directly on the ocean with the unobstructed views, gorgeous sunrises and some of the best boating access in the Marathon area. House offers 4 Queen Bedrooms and 2 full bathrooms. 3 bedrooms and a bathroom are located on the ground level. Upstairs is the Queen Master bedroom...
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    Marathon Shores, Marathon 33050
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Coco Plum Beach 2 BR/ BA Fantastic Condo1 / 14
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2017
    Super environment with direct access to both swimming pool and sea.Very well equiped condo: plenty kitchen tools , absolutely nothing missing, numerous towels in the bathrooms...
    Reviewed November 30, 2016
    Great location and beautifully decorated. We had all that we needed. We did have some trouble getting in to the unit since we arrived late in the evening, but it was resolved...
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    About this property
    This beautifully furnished and newly renovated condo is airy and offers all the comforts of your own home. Walk in to a spacious living room with an adjacent dining area and then onto a full kitchen with everything necessary to prepare and serve your meals. The kitchen has granite counter tops, a...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean pointe  island retreat1 / 23
    (6)Excellent
    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 May 1, 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 March 25, 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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    Location Information
    Tavernier, Key Largo 33070 3100
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ocean Front Condo - Lovely View1 / 15
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Shared Yard
    • Air Conditioning
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    This 3br 2 bath condo had everything and then some! Super Clean! The unit was stocked with anything you would need to cook, play at the pool or go to the beach. It even had...
    Reviewed April 24, 2016
    We traveled with our adult children and 2 grandchildren. Condo #33 has everything you need, and is roomy. Screened in balcony keeps and bugs that may be around outside. View...
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    About this property
    When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you...
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    Marathon, Florida Keys 33050
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean View Penthouse1 / 7
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 31, 2017
    Condo is very spacious and clean, loaded with everything you need. View of ocean is amazing. Pool was clean and easy to get to. The owner went out of his way to make sure our...
    Reviewed November 20, 2017
    This condo is absolutley wonderful! The location is great if you love fishing, diving, or just relaxing near the ocean. Clean, with every amenity you could ask for, this condo...
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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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    Location Information
    Tavernier, Key Largo 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BREATHTAKING,Updated,Spacious,Fishing Pier, Pools,Tennis,Ocean View,FREE Wi-Fi1 / 39
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2016
    Andrew and Sally were great. The condo was immaculate. Everything was clean and in excellent condition. We had everything we needed for a great vacation. The location was...
    Reviewed January 7, 2016
    A great condo, offering everything you could need in this well appointed, clen and equipped property. Also ideal for fishing, a good swimming pool, and tennis courts. Above all...
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    About this property
    Welcome from SALLY and ANDREW and our KEY LARGO HOLIDAY RENTAL situated in the K a w a m a Tower at K a w a m a Yacht Club. Our home is modern and spacious with contemporary furnishings that give a sense of light and airiness and tropical marine themes. Constantly updated - last 2 years - new...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo1 / 36
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2017
    Stayed at Oly's beautifully renovated condo...very comfortable and classy. This is my 10th year staying at Moon Bay and Oly's condo is my favorite! The condo comes with a fold...
    Reviewed July 23, 2016
    Great place for up scale family vacation. Tennis, basket ball, pool, ping pong, hibachi, private marina with fishing dock, walking and biking distance to restaurants and snorkle...
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    About this property
    This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset.
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Atlantic Ocean views from dining area, living room and both bedrooms. Sunrise on the left, sunset on the right and in between 180 degrees of open ocean. Our vacation home is located in exclusive Summerland Key (mile marker 24.5). Whether you are daring adventurer or a more indoor type of...
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    Summerland Key, Lower Keys 33042
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    500 Ocean - Tropical Florida Keys Vacation Home1 / 35
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2017
    Location, location, location - fishing, beaches, access to wonderful attractions-what else could you ask for? Oh, how about a stunning home in a lovely, quiet neighborhood. We...
    Reviewed June 8, 2017
    We stayed at 500 Ocean during a short trip to Marathon. The home was clean, the beds were comfortable, and we had a beautiful patio to hang out on at night. We were able to...
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    About this property
    500 Ocean is truly a great value and sells out quickly. We provide luxury level setting in a Coconut Palm Paradise for a great fishing, diving or relaxing family value vacation in Marathon Key Florida. This place is really a Coconut Palm paradise, it is like living in a Palm Tree house with all the...
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    Location Information
    Marathon, Florida Keys 33050
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanfront 2 Bedroom/2 Bathroom Well Maintained Condo with Large Balcony1 / 14
    (2)Excellent
    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 3 weeks ago
    First, let me say... you can not beat the view of the Atlantic Ocean from this unit..absolutely beautiful... and only about 50 ft from your 3rd floor balcony. The balcony...
    Reviewed August 11, 2017
    This was a excellent place for our 30th wedding anniversary week. The owner was exceptional and had everything in the unit we could possibly need. Very helpful on suggestions...
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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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    Blue Bungalow in the Florida Keys1 / 24
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Cosy bungalo, convenient to everything anyone would want in the Keys. Well appointed with everything we needed for our stay. Host was great to work with because of last minute...
    Reviewed 3 weeks ago
    This review is long overdue! We liked the Blue Bungalow so much that we stayed TWICE! Very well thought out to make great use of the space. Very clean and comfy with...
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    About this property
    Cozy, i.e., small, but sweet efficiency bungalow. Clean. Great weekend retreat to enjoy fishing and diving with many local companies to help you get out on the water! 250 sf. One room with a daybed that works as a single or can be converted to a queen. Very nice shower. No stove, but it has a...
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    Key Largo, Florida Keys 33037
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Eagle's Nest1 / 10
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Yard
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 11, 2017
    This house was plenty for the 4 of us and our 2 dogs. We loved that the yard was fenced off and didn't have to worry about our dog getting out. House was close to water. There...
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    About this property
    This is a two-story typical keys-style home, w/ two bedrooms & two baths. One bathroom is on the ground floor, serving the two bedrooms, & the other is near the living/dining area upstairs. A large sun deck located in front overlooks the marina across the street. At the back of the house facing...
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    Tavernier, Key Largo 33037
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Center of It All - Paradise Island Suite1 / 14
    (30)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2017
    We've stayed here 3 years in a row. We love the Paradise suite it's quiet and relaxing if you like or it's 1 block from Duval st.! The pool is just the right size to relax and...
    Reviewed June 11, 2017
    Excellent accommodations with great customer service. The location was perfect. Just park your car and put the keys away. Everything you need is within walking distance. The...
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    About this property
    Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful pristine waters of Sombrero and Bahia Honda Beaches. Both nearby. If you’re an Angler, this is the place to rent. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Luxury King Tommy Bahama Master...
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    Location Information
    Marathon Shores, Marathon 33050
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Private Pool & New Dock on Deep Canal - winter season open!1 / 23
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2017
    Spent our week family vacation here. Fresh, clean and adorable cottage. Although on the smaller side the yard is excellent and larger than most with plenty of shade. Access to...
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    About this property
    Come enjoy the Keys Life in the single best location in all of the Florida Keys. 'Miloh's' has been completely renovated in 2016 and just entered the rental market. Dock your boat in the large deep water canal and cool off in your private pool. Enjoy the built-in underwater bar stools in the pool...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Waterfront
    • Grill
    • Terrace
    • Balcony
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Welcome Aboard the 'Cozy' as we say here at Mangrove Marina. Home of the Houseboat Resort We are in Tavernier Florida which is just south of Key largo and north of Islamorada (I-La-Mah-Ra-Da) We are on the Bayside in a protective tranquil Cove of the beautiful Florida Keys. This Houseboat is a...
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    Location Information
    Tavernier, Key Largo 33070
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oceanfront Condo - Pool, Beach, Tennis & Marina1 / 21
    (8)Excellent
    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 August 12, 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...
    Reviewed April 25, 2017
    A great Condo located at the end of block and on the top floor so very peaceful. The Condo is well equipped and nicely presented. The only slight negative is the one bathroom...
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    About this property
    We are offering for rent our beautiful, 2/2 condominium located directly on the ocean in Key Largo (Tavernier), Florida. As this is 4th floor 'END' unit there are many windows that provide an open, bright feel and offer views of the ocean throughout. Our location provides direct ocean access in...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spacious luxury condo at Gulfpointe II with Great Fishing Pier & Heated Pool1 / 25
    (2)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    Hard to find without Dan's instructions. Don't think you can just type in the address to your GPS and you'll find it. Location seemed safe, secluded (except for neighbors) and...
    Reviewed December 26, 2017
    Our family of 5 (children ages 20-25) spent the week before Christmas in this condo. The location was great, close to everything shopping, restaurants, local attractions, and...
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    About this property
    Welcome to paradise! Dolphin Bay in Marathon is close to all the Keys has to offer and more! It is located at the friendly Gulf Pointe II complex. We have great views, breezes and impeccably kept grounds. There are only 20 units, so our place is quiet, uncrowded and relaxing. There are great...
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    Location Information
    Marathon, Florida Keys 33050
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    OCEANFRONT CONDO WITH ALL AMMENITIES!1 / 34
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Balcony
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    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 4, 2017
    Amazing location well equipment, clean condo. Fantastic safe beach and view of ocean from balcony was perfect. Looking forward to our next visit.
    Reviewed July 2, 2017
    The condo was clean and comfortable with a brilliantly stocked kitchen. The amenities included a pool, tennis court, a private beach area and parking. The swimming pool area...
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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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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Ocean Views
    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the Ease of Booking a FL Keys Vacation...Welcome to Sachs' Sea Shack…Bayside Deep Waterfront Pool Vacation Home with 60 feet of Dockage in Marathon, FL, the heart of the Florida Keys. A newly renovated 2 bedroom & 2 bath home that sleeps 8. The boat ramp is 300 yards away and plenty...
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    Marathon Shores, Marathon 33050
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful 1 bedroom 1 bath with Dockage1 / 14
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2017
    The property was great. Beautifully decorated, very clean and quiet in an excellent area close to many restaurants/bars. Amazing experience! We would highly recommend this...
    Reviewed August 2, 2016
    Stayed two nights in July 2016. Place was in a great location with boat dockage behind the house and direct access to the ocean. House was very clean and recently renovated...
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    About this property
    Down stairs apartment with King size bed and Queen Sofa bed. Boat dockage available with this unit. Very nice place. If your looking for a party pad this is NOT it. Very quiet neighborhood. Outside bar and tables available to use, also a gas grill is available. If you bring a boat a 32 ft is...
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury condo overlooking harbor with ocean view1 / 20
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 11, 2018
    The condo is spacious and has all the amenities possible. Heated pool and hot tub were in pristine condition. Lots to do in the area if you can drag yourself away from the...
    Reviewed January 2, 2017
    This condo is beautiful, clean and has great amenities (swimming pool, hot tub, tennis court and gym). Everything in the condo is first class with excellent quality of...
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    About this property
    This premier luxury home is situated in a very quiet and peaceful gated community. All the rooms are very spacious with quality furnishings. A large double wide lanai with breathtaking views will make your getaway in the Keys. For your enjoyment it comes with private boat dockage, covered parking,...
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    Location Information
    Islamorada, Florida Keys 33036
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachfront Home1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Yard
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    We had a wonderful time at this property. We had 14 people staying, and it never felt like we were on top of each other, as there was so much space inside and out. It was...
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    About this property
    This is a three story beautiful private beachfront home located in the heart of Keylargo. Near the best restaurants and fisheries where the food and entertainment is exceptional. This home has a private beach where you have full access to the Atlantic Ocean and a crystal clear private beach...
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    Location Information
    Key Largo, Florida Keys 33037
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Waterfront
    • Balcony
    • Ocean Views
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful condo is newly remodeled and located on the 2nd floor with elevator access. The Balcony overlooks Marina and Atlantic ocean with Spectacular views. The master bedroom has a king bed, cable TV with VCR and DVD. The guest bedroom has twin beds. The kitchen is fully equipped, including...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Beachfront Home w/Heated Pool+45' Dock1 / 41
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2017
    When we arrived we were immediately impressed with the house, the rooms are beautiful, beds are comfortable, kitchen is fully stocked with anything you would need for cooking...
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    About this property
    Beautiful Beachfront home located directly across the street from famous Sombrero Beach. Sombrero Beach is surely one of the stand-out beaches in the Florida Keys. This gorgeous beach has something for everyone. Kayaks, boating, fishing & biking all easily available for great fun in the sun. You...
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    Location Information
    Marathon, Florida Keys 33050
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Sunrise at Seaside Condo 2 Bedroom1 / 26
    (23)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Balcony
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    • Outdoor Dining Area
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 18, 2017
    I would stay there again. Pool was also nice. Bonnie was always assessable And Easy to talk to. Plenty of room inside. Washer and dryer and full kitchen
    Reviewed August 22, 2017
    When I come to key west, I want things available, quiet, easy to get to and lots of tropical surrounding. This complex has it all. Going around the island was very easy from...
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    About this property
    Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3BR Moon Bay Condo, Boat Slip, Sunsets1 / 33
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Internet Access
    • Patio
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    • Cable/satellite TV
    • Sauna
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 11, 2017
    When you pull into the condo complex you are confused as its location. But once you pull into the gate its another world. Its very quiet which we loved, if you want chill...
    Reviewed August 20, 2015
    The condo is beautifully decorated. Furniture is gorgeous and functional. Love the local photos throughout. The location of the condo inside Moon Bay is wonderful. Literally...
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    About this property
    Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings,...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    BEST LOCATION & PRICE! King Suite w/ Jacuzzi steps off Duval St.-Mango Hideaway1 / 18
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Private Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My husband and I were mostly thrilled with Mango Hideaway. The king suite was quaint but well-appointed. The location is just one block from the action of Duval St. and we...
    Reviewed October 23, 2017
    My husband and I stayed here for our wedding anniversary. Very cute and private little place. Perfect for couples. We would definitely come back again and recommend it to others...
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    About this property
    Mango Hideaway is ideally located in a quiet three-unit compound a half block off Duval St. in the heart of Old Town Key West. Our guests enjoy the best of both worlds, as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a few steps away. You feel like a local as...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Serenity Waterfront-Dock, View, Tiki Hut, spa/hot1 / 22
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Hot Tub
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    • DVD Player
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    • Patio
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 6, 2016
    Wonderful vacation nice, relaxing. I would definitely return. Charlie was very informative on where to go to eat. Locals were very nice too.
    Reviewed October 16, 2015
    What a great little spot! Was quiet and very peaceful. Clean and cozy! Had everything we needed. Will be back to Stay again soon! :)
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    About this property
    Located in beautiful Plantation Key, the first Island of Islamorada. An area of all waterfront homes Wifi, boat dock, trailer parking, and all amenities are included also, Lovely Tiki Hut overlooking the water. Plus a huge covered entertainment area complete with dining areas, settee and gas...
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    Location Information
    Islamorada, Florida Keys 33037
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Studio located 50 yards from ocean, Unit 101 / 26
    (3)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2017
    What a great place to stay! Thanks to Hans for giving us the tour. Such a wonderful location everything is close to you. Great fishing there also. All the extra touches are...
    Reviewed April 14, 2016
    We really enjoyed staying in this cozy apartment.The kitchen had everything we needed for cooking, the bed was comfortable, and the outside area was lovely.Hans responded...
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    About this property
    Our charming efficiencies are located 50 yards from the Atlantic Ocean. All units are fully furnished with well-equipped kitchens, linens, and baths. Each efficiency has a small outdoor space sharing a front yard with tropical foliage, individual gas-BBQ grills, picnic tables, and umbrella's for...
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    Location Information
    Grassy Key, Marathon 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Shelleys Rooftop Hideaway1 / 15
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Porch
    • Balcony
    • Parking
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2018
    This is a really good location! Really nice accommodations and a really nice porch to relax on. The family enjoyed how close we were to the beach at the southern most point...
    Reviewed November 17, 2017
    We thoroughly enjoyed our stay in this location. It was a roomy, clean, convenient condo. It was comfortable and felt like our home. Will definitely stay again if the...
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    About this property
    Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Reef Resort Getaway 2051 / 9
    (3)Very good
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    We have stayed here before. It's the perfect mid way spot between Islamorada and Key West. Love everything about it except my only complaint would be the mattress is way too...
    Reviewed December 7, 2016
    Great location for exploring the Keys. The studio is comfortable and well equipped although it does have wifi we found it to be very weak. Resort is well maintained and the...
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    About this property
    Comfortable studio condo with full kitchen and a full size pull-out couch for extra guests. This condo has full resort amenities from a marina with boat dockage, heated pool, tennis & basketball courts, bicycles, canoes, kayaks, paddle boats, tiki huts with picnic tables and charcoal grill, along...
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    Location Information
    Marathon, Florida Keys 33050
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
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    • Waterfront
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (305.451.4107 call Dock Master to reserve slip). For the water enthusiasts, it doesn't get any better for sportfishing, diving,...
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    Location Information
    Key Largo, Florida Keys 33037
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open floor plan 2/2 kitchen, living and dining step right out to deck overlooking canal with a direct view to the bay 60 ft dock master bedroom has a king size bed and guest room has 2 twin beds. Great boating facilities you can dock behind the property and be in the Florida Bay in no time at all...
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    Location Information
    Tavernier, Key Largo 33070
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Waterfront
    • Ocean Views
    • DVD Player
    • Hot Tub
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BOOK BY NOVEMBER 15 TO RECEIVE 10% OFF YOUR STAY Condo has just been updated to include new mattresses, carpet, paint, linens, pots/pans and dinnerware. You will not find a cleaner unit in such a great location. This unit is in sought after Building #4 which is the closest to the ocean, offering...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
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    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated, extra clean, new furniture, fully equipped kitchen brand new hot tub, along with everything you will need to make your stay comfortable. Walking distance to one of the most beautiful beaches in the Florida Keys. Only minutes away from the 7 mile bridge where you could walk...
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    Location Information
    Marathon Shores, Marathon 33050
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    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
    !WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! Island View, private beach and marina, free parking, tennis courts, swimming pool Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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    Private Beachfront Paradise1 / 45
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Waterfront
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 14, 2016
    The friends we haven't seen in over 25-years since high school, decided to reunite in Islamorada, FL. The moment we set foot on this property, we knew we were in for a great...
    Reviewed August 24, 2016
    We just got back from a week in this beautiful house. We traveled with extended family and 2 young children- everyone loved it. We did rent a boat to go snorkeling and fishing...
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    About this property
    Village of Islamorada VR-110 Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen....
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    Location Information
    Matecumbe Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    PARADISE IN KEY LARGO Townhouse1 / 30
    (2)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Children's Pool
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2017
    We loved this house. The townhouse has everything you need for a wonderful vacation! The owners are thoughtful to provide snorkel gear, basketball for the court, bikes, kayakes...
    Reviewed April 24, 2017
    Nicely decorated and updated townhouse. Would definitely stay again. Ground level and close to pool was nice. Nice dock area also.
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    About this property
    Stay at a Luxury Townhome. Recently remodeled... Everything is new! Beautiful kitchen fully equipped , TV in each room, two patios, 2nd bedroom with queen bed and additional daybed. Located just off the heated pool (literally 20 steps away from the pool) plus a kiddy, parking is right outside the...
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    Location Information
    Key Largo, Florida Keys 33037
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Key Colony Beach vacation home. We are located at the end of the canal between 8th and 9th streets and enjoy an unobstructed views from the kitchen, sitting area, dining room, and living room directly down our beautiful canal. Our home is bright, much wider than most with twice the...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
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    • Patio
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    !WE WILL REOPEN ON APR 15, 2018 AFTER FULL PROPERTY RENOVATION! 24/7 FRONT DESK AND SECURITY, PRIVATE BEACH AND MARINA, FREE PARKING, SWIMMING POOL, HOT TUB, ON-SITE RESTAURANT, GRILL Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the...
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    Location Information
    Tavernier, Key Largo 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mangrove Marina Houseboat Resort 'Starfish'1 / 19
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    • Central Heating
    • Balcony
    • Waterfront
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Really enjoyed our stay at Mangrove Marina on the Starfish. Check-in was easy, houseboat was ready earlier than expected for us and it was nice and clean. A/C was already on and...
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    About this property
    'Welcome Aboard the 'Starfish' as we say here at Mangrove Marina. Home of the Houseboat Resort We are in Tavernier Florida which is just south of Key largo and north of Islamorada (I-La-Mah-Ra-Da) We are on the Bayside in a protective tranquil Cove of the beautiful Florida Keys. This Houseboat is a...
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    Location Information
    Tavernier, Key Largo 33070
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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