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374 house rentals
3BR Oasis in the Keys w/ Kayaks & Paddle Boards - Sweeping Ocean Views!
Marathon house
3 bedrooms / 2 bathrooms / sleeps 8
Match: Shared outdoor pool (unheated)
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$303
Oceanfront condo w/beach access, shared tennis, pool, etc. - marina available!
Tavernier house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$82
“Vacation of a lifetime!” I can't say enough good things about this home. It was beautiful, clean, and peaceful. The only thing that might be considered a down side is that all of the bedrooms are located upstairs, but that was not a problem for us. Brandi at Freewheeler Realestate was wonderful. She was prompt with answers to questions, friendly and professional. The home-owner obviously wants to see to it that the people staying in their home are well taken care of. Everything was great all the way down to the fluffy beach towels. We will definitely look at staying at this home again.
Match: Shared outdoor pool (unheated)
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$1,231
New 3 bedroom luxury condos just 10 mins from 10 beaches!!
Dry Tortugas National Park apartment
3 bedrooms / 3 bathrooms / sleeps 5
Match: Shared outdoor pool (unheated)
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$115
Bayside 3BR/3BA w/ Heated Pool, Dock Access, Rooftop Terrace & Stunning View
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 8
Match: Shared outdoor pool (unheated)
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$142
Match: Shared outdoor pool (unheated)
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$329
Houseboat Trawler MV Coconuts: Once in a Lifetime Vacation With Pool Access
Key West house
3 bedrooms / 2 bathrooms / sleeps 8
“Nice alternatif for hotel” We were on the boat with only 2 people, so plenty of place ! We liked the marina and the boat very well. Something completely different than an hotelroom ... We had perfect weather so we used the different terraces on the boat depending on the wind and sun. The only point what could be better is the quality of the bedding (sheets, blankets, towels...) For this price you expect some better quality. Anyway, when we wil go back to the us I certainly will search for something similar to stay on
Match: Shared outdoor pool (unheated)
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$236
Match: Shared outdoor pool (unheated)
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$431
Responds fast! avg. 1 hour 24 minutes
Match: Shared outdoor pool (unheated)
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$408
Match: Shared outdoor pool (unheated)
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$140
Match: Shared outdoor pool (unheated)
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$147
Match: Shared outdoor pool (unheated)
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$127
Comfortable condo w/ shared pool, private balcony, and beach access
Stock Island house
2 bedrooms / 2 bathrooms / sleeps 6
“Relaxing and Fun” Very good location..steps away from Smathers beach. Parked car then rode bikes, scooters, and walked around the entire Key. Condo was very nice and comfortable with everything needed for a week or more stay. The only negative is that the in laid wood bedroom floors creek on every step--annoying at night. Maybe a few rugs could solve this issue. We really enjoyed the hot tub--relaxing.
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$305
Oceanfront Oasis with Quintessential Island Living
Islamorada house
5 bedrooms / 6 bathrooms / sleeps 11
“Relax in Luxury” Great Location. Lots of nearby restaurants. Owners were extremely helpful in recommending attractions. A stunningly beautiful home with plenty of room for my large family to spread out. Pool was great. Swimming in warm shallow waters off of our own private beach was perfect for the kids. Pictures don't do it justice. Plenty of amenities - snorkeling gear, paddle boards, kayaks, pool toys, karaoke machine, portable waterproof sound system, etc. I have been to Florida many times always renting houses. This was by far the best.
Responds fast! avg. 3 hours 40 minutes
Match: Shared outdoor pool (unheated)
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$1,723
Match: Shared outdoor pool (unheated)
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$185
Breezy half-duplex w/35 ft dock. Includes Cabana Club access w/ pool & beach
Key Colony Beach house
4 bedrooms / 4 bathrooms / sleeps 9
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$163
Match: Shared outdoor pool (unheated)
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$86
Incredible Luxury Home with Waterfront!! Paradise
Islamorada house
5 bedrooms / 6 bathrooms / sleeps 12
Responds fast! avg. 2 hours 40 minutes
Match: Shared outdoor pool (unheated)
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$1,395
Match: Shared outdoor pool (unheated)
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$195
Waterfront in Key Largo, Terrific 1/1 Apt, 2nd Floor, Pet Friendly, Sleeps 4
Key Largo apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 52 minutes
Match: Shared outdoor pool (unheated)
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$75
Match: Shared outdoor pool (unheated)
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$113
Dog-friendly, tropical escape with central location, hot tub, and shared pool
Stock Island house
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$217
Match: Shared outdoor pool (unheated)
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$100
Match: Shared outdoor pool (unheated)
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$374
Match: Shared outdoor pool (unheated)
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$183
Match: Shared outdoor pool (unheated)
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$262
Match: Shared outdoor pool (unheated)
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$87
Match: Shared outdoor pool (unheated)
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$195
NEW LISTING! Waterfront condo w/ shared pool and hot tub & amazing water views
Stock Island house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 37 minutes
Match: Shared outdoor pool (unheated)
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$215
Match: Shared outdoor pool (unheated)
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$106
Waterfront luxury Villa (42) with sunset views and boat slip
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 1 hour 34 minutes
Match: Shared outdoor pool (unheated)
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$458
“Absolutely Beautiful and convenient for boaters!” Our family stayed here for a week in late March. We had plenty of room and everything we needed was available. This is a gorgeous condo overlooking the Florida Bay. You get to see an awesome sunset every day. We also brought our boat and the dock is literally right across the condo and ocean access is not too far away by water. Manatees visited the dock about every day, you can see picture below. We looked at other condo options and by far this was the best that suited our needs. The service provided was excellent. They were a phone call away if we needed anything. We will definitely be staying here again. Thank you so much!
Match: Shared outdoor pool (unheated)
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$225
Tropical 3-level, End-unit Condo With 3 Bedrooms, 3 Bathrooms Water View#
Key Largo townhouse
3 bedrooms / 3 bathrooms / sleeps 10
Match: Shared outdoor pool (unheated)
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$287
Dog-friendly waterfront home w/37.5-ft dock - shared pool & 2 private beaches!
Key Colony Beach house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$89
Match: Shared outdoor pool (unheated)
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$247
Match: Shared outdoor pool (unheated)
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$135
Waterfront duplex w/ shared pool & beach access, 35-ft dock!
Key Colony Beach house
7 bedrooms / 8 bathrooms / sleeps 17
Responds fast! avg. 40 minutes
Match: Shared outdoor pool (unheated)
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$263
“Beautiful House, sometimes loud” We stayed at the artist's Garden for one week. There were 4 adults and an 11 month old. The house is gorgeous, lots of interesting art. Some of it we had to move out of reach of our 11 month old, but that was easy enough. The only downside to this house is that it's located across the street from the post office. It wouldn't be bad except the bedroom windows face the post office. Some mornings the postal trucks banged around starting at 4:52 am! I finally had to put on a white noise app every night to drown them and the roosters out. (The roosters is a Key West issue, not this houses's ;-) ) .. It was in a great location, easy to access all the restaurants, Duval Street and Mallory square. The pool is very close and well maintained. We definitely would consider staying here again, but if a different house in Truman annex were available not close to the post office, we'd probably choose that first. We would definitely go through at Home in Key West, though! They were wonderful and helpful. They also recommended using The Hip Tourist for renting baby equipment and it was perfect!!!
Match: Shared outdoor pool (unheated)
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$285