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Cool Hotels in Florida Keys

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Eden House (Key West) 3.0 of 5 Special Price 10% off room rate
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#6 of 40 hotels in Key West
5 travelers mentioned "boutique hotel" when describing this hotel.
  • "or renting a bike - it's an easy way to still get around Key West but still get back to this wonderful boutique hotel and rest and relax!..."
  • "Ideal boutique hotel nestled in the palm trees. Not in the heart of Duval but close to shops & dining. Perfect location for quiet, peaceful evening. Excellent service, updated rooms..."
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Southernmost Hotel (Key West) 3.0 of 5 Special Price Save up to 15%
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#8 of 40 hotels in Key West
3 travelers mentioned "cool" when describing this hotel.
  • "They thought it would be cool to try out another place next year, so off they went on a hotel tour to see what else was out there. Having done this research myself already, I was..."
  • "The room was nice and cool. Everything abt the room was nice! We were situated on the first floor near the adult only pool. I would definetely stay at this hotel again...."
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Orchid Key Inn (Key West) 3.5 of 5 Travelers' Choice® 2014 Winner Romance | Small Hotels Special Offer $10 TripAdvisor Discount
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#2 of 40 hotels in Key West
3 travelers mentioned "hip" when describing this hotel.
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Coconut Palm Inn (Key Largo) 2.5 of 5
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#2 of 19 Key Largo B&B and Inns
7 travelers mentioned "quaint hotel" when describing this hotel.
  • "We had a great time at this quaint hotel in Key Largo. The room was big, beautiful, clean, free Wi-fi- we had a deck overlooking the water. The hotel was very quiet, relaxing and..."
  • "This is a smaller, quaint hotel, and one heck of a gem! Hence there's no restaurant, fitness center, or room service, which is what we prefer. Our suite was right next to the office..."
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Truman Hotel (Key West)
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#28 of 98 Key West B&B and Inns
4 travelers mentioned "cool" when describing this hotel.
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Dove Creek Lodge (Key Largo) 3.0 of 5
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#3 of 17 hotels in Key Largo
3 travelers mentioned "boutique hotel" when describing this hotel.
  • "This is a really great small boutique hotel. It is quiet, clean and the staff was superb! A great find in Key Largo. We only wish we had known about it sooner...."
  • "This is a beautiful, quiet boutique hotel on the ocean side of Key Largo. Very well-maintained property, and friendly staff welcomes guests like family. Lovely pool and hammocks..."
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Southernmost on the Beach (Key West) 3.5 of 5 Special Price Save up to 15%
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#4 of 40 hotels in Key West
6 travelers mentioned "cool place" and "cool" when describing this hotel.
  • "Very close to the Butterfly Conservatory (very cool place) and Hemingway's House (very interesting). Location couldn't be beat for this hotel. Consierge was helpful, but we..."
  • "our first visit to the keys and was perfect defiently will be back was a little cool but for a northern was fine with us still warm for us ,defenietly rent the bikes and ride..."
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La Jolla Resort (Islamorada)
#7 of 14 Islamorada B&B and Inns
6 travelers mentioned "quaint hotel" when describing this hotel.
  • "We met up with friends and family at our rather modest but quaint hotel/motel La Jolla. It is a throw back to the Florida of the 50's or 60's but on this trip that was all part of..."
  • "Small quaint hotel with a great location on the Bay side with docks and thier own boat ramp. Staff is friendly and helpful with launching your boat into the bay and willing to..."
Marquesa Hotel (Key West) Travelers' Choice® 2014 Winner Small Hotels | Romance
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#3 of 40 hotels in Key West
11 travelers mentioned "boutique" and "boutique room" when describing this hotel.
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Coral Bay Resort (Islamorada)
#1 of 14 Islamorada B&B and Inns
4 travelers mentioned "quaint resort" and "quaint hotel" when describing this hotel.
  • "We had the pleasure of booking this quaint resort and now, this is where we plan on staying from now on. The staff is gracious the rooms clean and the location and views truly..."
  • "What a beautiful and quaint hotel to stay at. If you are looking to come as a couple, or come as a family, Coral Bay can fulfill your needs! The grounds are manicured, the rooms..."
Parrot Key Hotel and Resort Slideshow
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#11 of 40 hotels in Key West
8 travelers mentioned "boutique hotel" when describing this hotel.
  • "From check in to last walk on the property Parrot Key was the perfect boutique hotel experience. Everything was as pictured on the website and better. The staff was amazing and..."
  • "The parrot is an exceptional boutique hotel . Many small heated pools is a plus because my lovely wife only loves super heated ones. The staff was wonderful and extremely helpful..."
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Key West Marriott Beachside Hotel Slideshow
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#15 of 40 hotels in Key West
4 travelers mentioned "cool places" and "cool" when describing this hotel.
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Lime Tree Bay Resort Motel Slideshow
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#2 of 2 Long Key B&B and Inns
4 travelers mentioned "quaint hotel" and "quaint" when describing this hotel.
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#25 of 40 hotels in Key West
4 travelers mentioned "boutique hotel" when describing this hotel.
  • "Yes, this is a boutique hotel but it is very well maintained, VERY clean and the staff is extremely friendly and accommodating. This will definitely be our go-to hotel each time we..."
  • "Boutique Hotel in Key West, FL with an amazing location for family fun...OR FANTASY FEST FUN AND FROLIC!!! I am so excited to get back to the Halloween Florida experience because my..."
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Casa Marina, A Waldorf Astoria Resort Slideshow
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#21 of 40 hotels in Key West
5 travelers mentioned "cool place" and "cool" when describing this hotel.
  • "Key West is a cool place to stop and would be fun for a day or two, but by then you've scene it all and will have to do things over and over again, walking the same streets, looking..."
  • "I was very happy with the rooms, they were clean, cool and had modern decor. They do have tile floors but with all the sand that is a plus in my book. I am sure that some Waldorfs..."
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Azul del Mar (Key Largo) 3.5 of 5
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#3 of 19 Key Largo B&B and Inns
7 travelers mentioned "boutique hotel" when describing this hotel.
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Key Lime Inn (Key West) 3.0 of 5 Special Offer Key West 3 Nights $50...
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#18 of 40 hotels in Key West
4 travelers mentioned "cool bungalows" and "cool" when describing this hotel.
  • "They also hadsome very cool bungalows with adjoining little nooks tucked in the plants & palms. The bungalow next to our building was empty and I really liked hanging out in an..."
  • "It was simple and cool and comfortable, which was frankly a relief after the over-the-top and nearly stifling "luxury" of the everybody's-wearing-matching-fedoras South Beach hotel..."
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Coconut Cay Resort & Marina Slideshow
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#5 of 20 Marathon B&B and Inns
13 travelers mentioned "quaint resort" and "quaint motel" when describing this hotel.
  • "This quaint resort truly has it all. Constructed in the mid-1900s, its multi-coloured units done in pastel tones is reminiscent of the art deco architecture in Miami and maintains..."
  • "We saw wild iguanas in multiple places on the property. It is a quaint motel style location. The buildings are older, but they are well maintained and clean. Also, the..."
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The Inn at Key West Slideshow
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#22 of 40 hotels in Key West
3 travelers mentioned "cool" when describing this hotel.
  • "a little tired but very clean, pity their con is not great but it does keep the room cool. The pool is so lovely with a waterfall and lilos, the hotel wasn't full but plenty of..."
  • "The units are not large enough to cool the rooms. I had been there I the past in the summer, but thought would not be an issue since I was going in Dec. it was again a problem and..."
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Royal Hawaiian Motel / Botel Slideshow
#2 of 20 Marathon B&B and Inns
5 travelers mentioned "quaint motel" and "quaint" when describing this hotel.
  • "We have just returned from a great stay at this lovely quaint motel/botel and would recommend it to anyone traveling in the Keys. Our room was very comfortable, spacious, and..."
  • "The motel/botel was quaint, cute and comfortable. Also it is very clean, virtually spotless, which can be appreciated by everyone. I enjoyed the atmosphere and felt quite at home..."
Ibis Bay Beach Resort (Key West) 2.5 of 5 Special Rate Free room upgrade
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#34 of 40 hotels in Key West
8 travelers mentioned "cool place" and "cool" when describing this hotel.
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Conch on Inn Motel (Islamorada) 2.0 of 5
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#6 of 14 Islamorada B&B and Inns
3 travelers mentioned "quaint" when describing this hotel.
  • "If you love quaint little getaways that are very relaxing with great company, this the place to be. We will definitely be back to this place where we felt so welcomed. Great..."
  • "This quaint little hotel has everything your looking for. Clean rooms, comfortable beds, flat screen TV's, and friendly hotel staff that are willing to go the extra mile to make..."
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Lighthouse Court (Key West) 2.5 of 5
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#33 of 40 hotels in Key West
5 travelers mentioned "cool" when describing this hotel.
  • "way! Our room was small, but very clean and cool-on the second floor, perfect for a 3 night stay. I would definitely recommend this place!..."
  • "spending much time in your room but we had one right on Whitehead St and it was very cool to be able to sit on the porch and do some people watching. I would highly recommend..."
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Pines and Palms Resort Slideshow
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#4 of 14 Islamorada B&B and Inns
5 travelers mentioned "quaint" when describing this hotel.
  • "What a treat! The oceanview suites were just what we were looking for! A very quaint and intimate place. I still remember the fresh, clean smell of the white linens. The pool and..."
  • "I saw a review that said the place was dirty. There is no way they could have stayed there. This resort is immaculate and very quaint...."
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Gulf View Waterfront Resort Slideshow
#2 of 15 hotels in Marathon
3 travelers mentioned "quaint" when describing this hotel.
  • "vacations in the keys for I we 30 years and I can to you.... This quiet, quaint, family owned resort is our vacation spot for years to come!..."
  • "The place is small, old (1968) very quaint and quiet. It was hit by Hurricane Wilma in '05 and they have done an awesome job rebuilding it. So, unless you're looking for a quiet..."
Almond Tree Inn (Key West) 3.5 of 5 Special Offer $10 Tripadvisor Discount
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#1 of 40 hotels in Key West
4 travelers mentioned "quaint hotel" and "quaint" when describing this hotel.
  • "Stayed at the Almond Tree and were very pleased with everything about this quaint hotel. The rooms were very clean, the staff extremely accommodating and helpful and the location..."
  • "Perfect location, close to "Key West" attractions and still quaint & quiet atmosphere. Complementary continental breakfast and afternoon cocktails included. Hated to leave, can't..."
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Sea Dell Motel (Marathon) 2.0 of 5
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#3 of 20 Marathon B&B and Inns
9 travelers mentioned "quaint" when describing this hotel.
  • "Nothing fancy, just a quaint, clean, "Old Florida" motel place for a home base. The staff was FANTASTIC. Extermely friendly and helpful. It could only be better if it were on the..."
  • "Quaint and sweet little place...inexpensive. nice staff. great value..."
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#6 of 20 Marathon B&B and Inns
5 travelers mentioned "quaint" when describing this hotel.
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Sunset Cove Beach Resort (Key Largo) 2.5 of 5 Special Price 15% off room rate
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#10 of 19 Key Largo B&B and Inns
4 travelers mentioned "quaint place" and "quaint" when describing this hotel.
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Sands of Islamorada (Islamorada)
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#5 of 19 hotels in Islamorada
3 travelers mentioned "quaint" when describing this hotel.
  • "This is the kind of quaint "Old Florida" hotel that barely exists anywhere anymore. It is clean, quaint, quiet, friendly, and perfectly located. I can not imagine a better place for..."
  • "The Sands hotel is the friendliest, most quaint, and so very well taken care of. The managers are always there to answer any questions and to advise of places to eat etc. The place..."
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