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Responds fast! avg. 3 hours 56 minutes
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$516
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$860
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$860
BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$135
Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$860
Leaward Isle close to the Ocean' & a short bike downtown. Best value at 1800
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$860
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$4,013
Island Escape: Charming Condo Just Steps From Duval Street, Near Southernmost Po
Stock Island condo
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
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$124
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oas
Stock Island house
- 5 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
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$179
Entire House with Deep Water Dock & Heated Pool - 4 Min. to KW - Pets OK
Stock Island house
- 4 bedrooms
- 3 bathrooms
- sleeps 11
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$801
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latit
Stock Island house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
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$180
The Conch Chateau: Stylishly Renovated Conch House in the Heart of Key West, Poo
Stock Island house
- 4 bedrooms
- 2 bathrooms
- sleeps 9
Responds fast! avg. 2 hours 34 minutes
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$180
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$472
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$654
All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter
Stock Island yacht
- 1 bedroom
- 1 bathroom
- sleeps 6
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$263
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$668
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$623
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$526
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$445
Summer Love: Sunny Serenity Awaits, 2nd Floor Key West Condo, Shared Pool, Steps
Stock Island condo
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
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$179
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$484
Responds fast! avg. 3 hours 56 minutes
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$206
Great rentals within 20 miles that match your search
“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!
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$574
“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.
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$328
“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!
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$1,302
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$792
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$622
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$108
“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!
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$134
Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!
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$435
Henry's Piece Of Paradise On The Ocean In Key West
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“nice place” Accommodations were nice Good view Henry was great to work with
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$465
“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
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$380
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
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$2,122
“February visit to Key West” Our family stayed at the Main House for 4 nights and loved it. The location was fabulous! Loved the houses and gardens!!! The owner was very nice and considerate of us. If we get back that is where we would want to be!!
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$2,063
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$1,490
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$1,146
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$1,146
“Great condo” Great condo - nicely decorated and most well stocked kitchen ever. Everything was so neat and clean and there was an abundance of supples. Would highly recommend
Responds fast! avg. 1 hour 58 minutes
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$320