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Match: City breaks Pets allowed
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$1,032
Match: City breaks Pets allowed
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$264
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: City breaks Pets allowed
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$766
Responds fast! avg. 3 hours 48 minutes
Match: City breaks Pets allowed
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$107
“Quaint and unique rental” The houseboat was everything I expected and needed it to be. It slept our family of four comfortably - which was all we really needed. The weather was good so really the only thing we did at the houseboat was shower and sleep. We did also do a few loads of wash - having a full size washer and dryer was convenient. I bet if we spent more time there, we would have used the back yard, it is really neat and welcoming. Maggie was a gracious hostess and everything was exactly where and how she described it. All in all a great value.
Match: City breaks Pets allowed
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$98
Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool
Marathon Shores house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: City breaks Pets allowed
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$745
BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking
Key West house
- 5 bedrooms
- 6 bathrooms
- sleeps 12
“Paradise in Paradise” Just returned from a marvelous vacation in Key West. While the tan is already starting to fade, the memories of our stay at Seaside Place remain vivid. We absolutely loved this house. It is very charming and offers all the amenities you'll ever need and then some, from a kitchen that Julia Child would not have found wanting, gorgeous, large rooms each with its very own character, spacious communal dining areas and a beautiful large pool with romantic lighting, a soothing waterfall feature and total privacy. The owners' love for providing the best experience is evident in every detail, from the painstaking labeling of all switches and outlets to the folders of carefully compiled information about where to go, and what to do and see. The house is just a block from the quiet end of Duval Street (there is such a thing), yet far enough removed from the Key West bar scene responsible for the prevailing serious shortage of liver donors. We thoroughly enjoyed every minute of our stay and can't wait to return soon. And we can't help but think that if Hemingway had stayed here he might still be alive today
1 of 2 match: Pets allowed, City breaks
1 of 2 filters matchPrice per night from
$2,124
Clean Apartment in Old Town Key West (Best Downtown Locations)
Key West apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 3 hours 52 minutes
1 of 2 match: Pets allowed, City breaks
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$385
“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.
Responds fast! avg. 2 hours 7 minutes
1 of 2 match: Pets allowed, City breaks
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$344
“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.
1 of 2 match: Pets allowed, City breaks
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$329
“Key West, Spring 2012” In a word,our stay with you was ”wonderful”. We have been to Key West on several occasions and have loved every visit. Staying in Truman annexe was even more special. We all felt like we were at home with everything we needed. You must feel blessed to live in that part of the world. We will be looking for a job for our 19 year old son,Tom. He wants to come and work over in Key West. We have just arrived home and everything seems grey, and much colder than Key West. Depending on finances( the pound-dollar rate is not too good just now) we hope to come back soon. We will definitely be giving you a call.I would recommend your accommodation and company to future holiday makers. Love and blessings John,Jayne,Jack and Tom
1 of 2 match: Pets allowed, City breaks
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$380
Key Largo Mariners Club Paradise: Largest Unit, Abundant Amenities!
Key Largo townhouse
- 4 bedrooms
- 4 bathrooms
- sleeps 10
1 of 2 match: Pets allowed, City breaks
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$689
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Pets allowed, City breaks
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$1,492
“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!
1 of 2 match: Pets allowed, City breaks
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$1,303
Islamorada Ocean Views! Pool, Wi-Fi, Balcony, Gym, Covered Parking
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 44 minutes
1 of 2 match: Pets allowed, City breaks
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$173
Sunset Water Views! Moon Bay Key Largo Remodeled Condo with Boat Slip!
Key Largo apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pets allowed, City breaks
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$316
1 of 2 match: Pets allowed, City breaks
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$286
INCREDIBLE 3 BED HOME IN PORTO LARGO w FREE DOCKAGE! AVAILABLE THIS WINTER!!
Tavernier villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
1 of 2 match: Pets allowed, City breaks
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$366
1 of 2 match: Pets allowed, City breaks
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$373
“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!
Responds fast! avg. 2 hours 56 minutes
1 of 2 match: Pets allowed, City breaks
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$327
1 of 2 match: Pets allowed, City breaks
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$332
Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.
Key West townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!
1 of 2 match: Pets allowed, City breaks
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$344
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$204
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$268
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$318
1 of 2 match: City breaks, Pets allowed
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$151
1 of 2 match: City breaks, Pets allowed
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$141
1 of 2 match: City breaks, Pets allowed
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$288
1 of 2 match: City breaks, Pets allowed
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$148
1 of 2 match: City breaks, Pets allowed
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$144
1 of 2 match: City breaks, Pets allowed
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$118
1 of 2 match: City breaks, Pets allowed
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$189
1 of 2 match: City breaks, Pets allowed
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$236
1 of 2 match: City breaks, Pets allowed
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$218
1 of 2 match: City breaks, Pets allowed
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$121
1 of 2 match: City breaks, Pets allowed
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$414
1 of 2 match: City breaks, Pets allowed
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$161
1 of 2 match: City breaks, Pets allowed
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$194