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Rentals for Seniors in Key West, FL

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$250
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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15 photos Details Reviews (1) Make Inquiry
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$233
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
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12 photos Details Reviews (3) Make Inquiry
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$199
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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10 photos Details Reviews (6) Make Inquiry
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Sunshine Luxury Suite - 2 Free Bicycles & Garage
2 Bedrooms, sleeps 6
$186 - $286 / night
Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
2 Bedrooms, sleeps 6
$210 - $285 / night
Paradise Found
2 Bedrooms, sleeps 6
$265 - $550 / night
Key West Fully Equiped 2 br, 2ba
2 Bedrooms, sleeps 6
$250 - $350 / night
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$199
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
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9 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed August 21, 2014
What an amazing location! Just half a block from Faustos market and one block from the Trolley stop. Could not have planned that any better. One of our group members had walking...
5 of 5 stars Reviewed August 4, 2014
Some close friends and I decided to go to key west for my 30th birthday. This place was amazing. You are so close to the action. I plan on going back every year. The location is...
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$195
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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14 photos Details Reviews (37) Make Inquiry
5 of 5 stars Reviewed August 17, 2014
For all going to Key west and need lodging. Tropical Escape is the place. It has the most perfect location in order to plan your trip around the island. It is also very safe and...
5 of 5 stars Reviewed June 29, 2014
This two bedroom condo met all of our needs and was perfectly located near the airport and within an easy drive of ALL of Key West activities. The condo was freshly painted and...
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$178
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed June 26, 2014
Our stay at the Abaco Suite through Key West Vacation Rentals was near perfect. The rental company was very professional and helpful. The check-in and out was seamless. We...
4 of 5 stars Reviewed April 7, 2014
TThis is a lovely 1-bedroom townhome situated in an ideal location among 8-9 units on around a truly beautiful courtyard. First off, you really get the bang from your buck at this...
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$225
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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14 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed May 6, 2014
The location was great. Very Quiet. Exactly as described. Would definitely stay here again! I was also incredibly grateful the for the quick response times to my emails.
4 of 5 stars Reviewed November 6, 2013
Very nice, clean, and quiet. Was just as advertised. Very roomy, kitchen was great. Pool & spa were very nice for the end of the day enjoyment. Coouldn't have asked for anything...
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$248
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
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16 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed July 4, 2009
My husband and I stayed here with my parents and had a really wonderful time. The house was adorable, clean and had everything we needed. It was close to all the action on Duval...
5 of 5 stars Reviewed July 2, 2009
Great location off the upper section of Duval. Close enough to walk to everything but far enough to be quiet. Perfect size for 2 or 4 people. Clean and comfortable. Would...
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$178
Per Night
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Studio, 1 Bathroom, Sleeps 2
12 photos Details Reviews (35) Make Inquiry
5 of 5 stars Reviewed May 16, 2014
Heaven in the middle of Key West. Beautifully decorated, clean, perfect pool & hot tub, Amazing! Staff is very attentive and replenishes towels, changes garbage, maintains the...
5 of 5 stars Reviewed March 31, 2014
We stayed with our yorkie, love love it. Very clean (although the bed was a bit uncomfortable) very clean staff was very friendly and helpful.five stars in our book we will stay...
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$258
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
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18 photos Details Reviews (7) Make Inquiry
4 of 5 stars Reviewed July 21, 2014
Very nice place, beds were super comfy. Close to Duval but quiet. This place does have a parking spot, but we were not told about it until I called.
5 of 5 stars Reviewed March 24, 2014
Excellent accommodations! Slept five adults comfortably, but the one bathroom was a little rough at times. We're all friends so no big deal! Especially enjoyed the hot tub and...
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From
$178
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
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13 photos Details Reviews (46) Make Inquiry
5 of 5 stars Reviewed August 20, 2014
We stayed here for a week in August '14. Our friends stayed at the Southernmost Hotel and spent almost $1000 more than us for a double queen room. The place is very nice. Clean...
5 of 5 stars Reviewed July 28, 2014
My boyfriend and I both work for a luxury hotel company (he's a chef, I'm a trainer). I travel for work almost every week these days and so I live in hotels. We didn't want to...
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From
$178
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
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9 photos Details Reviews (28) Make Inquiry
5 of 5 stars Reviewed August 5, 2014
I stand by my first review in June of 09. Recent updates to the unit are looking good altho there is a bit more work needed - e.g., recover sofa, paint here and there, and the...
2 of 5 stars Reviewed May 8, 2014
Foe as much as they charge, the place was in bad shape. A lot of cracked tiles throughout, worn furniture, a stove that didn't work (they had a hot plate), no oven, The Wi-Fi...
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From
$208
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details Reviews (35) Make Inquiry
3 of 5 stars Reviewed March 29, 2014
First the pros. The location is great if you want to be close to Duval Street and an easy walk to many restaurants and other attractions. The pool area is very nice and well...
4 of 5 stars Reviewed November 21, 2013
Perfect location and nice unit. Wife loved the privacy of the hot tub. We had a great time.
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From
$208
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 4
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15 photos Details Reviews (21) Make Inquiry
3 of 5 stars Reviewed September 30, 2014
If you don't mind the Anchors away people hanging out around your bedroom porch all hours of the night, or the people up stairs playing basketball at 430 in the morning, you...
2 of 5 stars Reviewed September 19, 2014
The rental office is well organized and accommodating, and that is the only good thing I can say. The unit itself was clean, though sparsely furnished, especially the bathroom...
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From
$378
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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21 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed July 25, 2014
This is our second time staying in this property. We stayed here again because the property manager & his team were fantastic, the property was very clean and it was a great...
5 of 5 stars Reviewed June 6, 2014
Very clean, looks recently redone. Great set up, plenty of room for the six of us. Most comfortable bed ever. Literally steps from Duval St. I would definitely stay here again.
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From
$268
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
23 photos Details Reviews (14) Make Inquiry
5 of 5 stars Reviewed August 21, 2014
I have stayed in this location once before. They have upgraded the flooring and it looks great. The pool is quiet and relaxing. The unit sits back from Duval Street so there is...
5 of 5 stars Reviewed August 18, 2014
Positioned right with ammeneties, beaches, and bars close by. Short stroll to any need. Place was very clean and with 2 bedrooms, 2.5 baths , pull out beds was very...
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From
$138
Per Night
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Studio, 1 Bathroom, Sleeps 2
Booking
13 photos Details Reviews (30) Make Inquiry
5 of 5 stars Reviewed June 23, 2014
Wonderful. And 'Ive stayed here several times. We also bring our 2 yorkies I love the Mallory, the Truman. So close to everything. Room is beautiful too. And very reasonable in...
5 of 5 stars Reviewed June 18, 2014
Very clean, great location, kitchen well equipped, dog friendly, bed was comfortable, quiet location, shower a little small
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From
$538
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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18 photos Details Reviews (42) Make Inquiry
5 of 5 stars Reviewed October 7, 2014
Everything was perfect!, location, amenities, everything was perfect, great for 4 couples, everyone has own air conditioning, pool was marvelous. Great, daily service for towels...
5 of 5 stars Reviewed July 29, 2014
We have been coming to Key West for years and decided to have a wedding there. After months of searching we found this perfect house which sleeps 10 people for our entire bridal...
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From
$258
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details Reviews (15) Make Inquiry
5 of 5 stars Reviewed July 1, 2014
Our first visit to the Keys celebrating our 28th anniversary with our adult children, (3 couples) this historic cottage slept all 6 of us very comfortably; in fact, the most...
5 of 5 stars Reviewed February 4, 2014
We have stayed at this property on previous visits to Key West- it is a great location- close to everything and has plenty of space. Easy to cook at home if you don't want to go...
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From
$158
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
14 photos Details Reviews (35) Make Inquiry
3 of 5 stars Reviewed October 5, 2014
At the south end of Duval St 4 blocks from southern most end of US. Next door to Key West Pub, great music and Amy the bartender is super great. Across the street is Latte another...
4 of 5 stars Reviewed March 20, 2014
The accommodations were nice and close to everything. We especially liked the balcony.
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From
$188
Per Night
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1 Bedroom, 2 Bathrooms, Sleeps 4
18 photos Details Reviews (26) Make Inquiry
5 of 5 stars Reviewed August 4, 2014
Such a cute place! We will definitely stay there again. Very clean! Kind of wish it was closer to the middle of Duval, however it was still close enough for us to walk...
4 of 5 stars Reviewed May 1, 2014
House was always clean. Great location and great amenities! Highly recommended!
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From
$188
Per Night
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1 Bedroom, 2 Bathrooms, Sleeps 4
19 photos Details Reviews (20) Make Inquiry
4 of 5 stars Reviewed January 7, 2014
The listing was completely accurate and the property maintenance was good. The furniture and utensils (knives, peeler, grater) were tired and due for replacement. We had very...
3 of 5 stars Reviewed November 17, 2013
The audubon House is perfect if you're just looking for a place to stay in walking distance to everything. The pictures were a bit deceiving regarding the pool. There is no pool...
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From
$268
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed November 2, 2013
Very attractive, well located, and with so many nice little extras. The managers are attentive and very helpful. It's easy to tell that a lot of thought and care go into keeping...
5 of 5 stars Reviewed July 2, 2009
My favorite part of this cute conveniently located condo was the jacuzzi. The first thing we did was relax in the spa before a long night on Duval street. This condo was very...
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From
$268
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
13 photos Details Reviews (40) Make Inquiry
5 of 5 stars Reviewed October 14, 2014
Stayed here when traveled down fir SOMO Marathon. Beautiful home, had everything we needed. Great location.....able to walk to everything. Parking is a bit tough.......find a good...
5 of 5 stars Reviewed March 23, 2014
This is the 4th time I have used Key West Vacation Rentals (Center Court) and I have never been let down. In the past I have stayed at units for two people or 4 people and they...
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From
$268
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details Reviews (21) Make Inquiry
4 of 5 stars Reviewed October 27, 2014
This was a very nice, two-bedroom rental very near Duval and Truman in Key West. The property is well-kept, and the two-seater hot tub was nice. Our only problems were when...
5 of 5 stars Reviewed May 16, 2014
We loved the Duval Square Penthouse. It was very clean and spacious. We received fresh linens everyday and the staff was delightful. The pool was nice and had a nice shaded area...
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From
$258
Per Night
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2 Bedrooms, 3 Bathrooms, Sleeps 7
23 photos Details Reviews (17) Make Inquiry
5 of 5 stars Reviewed September 27, 2014
Very, very nice! Comfortable and clean too. Only complaint is the roosters next door crowing early in the morning. Very audible on the master bedroom side of the unit.
5 of 5 stars Reviewed August 19, 2014
Traveling with a group of six people, we found Casa Bonita to be the perfect location for our stay in Key West. The property is gorgeous and incredibly well taken care of; and...
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From
$138
Per Night
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Studio, 1 Bathroom, Sleeps 2
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12 photos Details Reviews (29) Make Inquiry
4 of 5 stars Reviewed May 5, 2014
Great location - walking distance to everything! It was clean and friendly great for the price! Would rent Monroe Efficiency again
2 of 5 stars Reviewed March 31, 2014
We arrived at 11pm and the email directions given were not helpful. The address was not what was on the sheet and we were lost and frustrated after 15 hrs of traveling. We had to...
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From
$338
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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16 photos Details Reviews (41) Make Inquiry
4 of 5 stars Reviewed June 30, 2014
Great house pretty much right off Duval. Very close to great restaurants, bars, and shops, and a very short walk to the beach. Plenty of room for three couples and one child. Not...
5 of 5 stars Reviewed April 23, 2014
From the moment we received our key to the time we turned it in to go home. Everyone involved made our stay perfect.
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From
$188
Per Night
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1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details Reviews (18) Make Inquiry
5 of 5 stars Reviewed June 25, 2014
I can't say enough about this rental! Excellent location, very clean and the courtyard is amazingly beautiful.. You feel like you are in a private paradise on the island.. The...
5 of 5 stars Reviewed June 14, 2014
We stayed here the first week of June 2014. We were welcomed by management at the rental office, offered a cold beverage, and given an umbrella for our use. We were picked up at...
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From
$258
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
20 photos Details Reviews (34) Make Inquiry
4 of 5 stars Reviewed June 5, 2014
This house is the perfect little hideaway. Close enough to Duval and all the action but far enough away that you can shut out the world and just relax. The hot tub is very...
5 of 5 stars Reviewed March 27, 2014
Leeward Isle is a great place to stay for a trip to Key West. It is within walking distance to all the hot spots and to the beautiful sunsets at Mallory Square, yet far enough...
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From
$198
Per Night
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1 Bedroom, 2 Bathrooms, Sleeps 4
Booking
20 photos Details Reviews (25) Make Inquiry
5 of 5 stars Reviewed October 8, 2014
Pictures are awesome and still don't do this unit justice. It is fabulous. Located midway between Southernmost point and Mallory Square, half block off Duval. You can get...
5 of 5 stars Reviewed August 19, 2014
My husband and I had an awesome time in this villa. It's the perfect location, so close to all the hot spots. The Caribbean Suite was very cute and clean. The decor was fun and...
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From
$4,500
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed December 23, 2013
The house is my perfect idea of what a Key West Conce Cottage should be. With Dade County pine walls, heated pool, all modern conveniences and perfect location for quite and easy...
5 of 5 stars Reviewed November 1, 2013
Really enjoyed the comfort of the unit. Close to everything but no need to leave!
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From
$7,000
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed January 23, 2014
B+ no Choices in cable channels no prkg On site , parrot sanctuary adjacent Property's remote pool. Access. K
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$6,500
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed February 3, 2011
We spent the month of March at Villa azul in 2008. It was amazing. We discovered Key West in a way I never thought possible...some of our best moments were spent in the oasis...
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From
$198
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details Reviews (30) Make Inquiry
5 of 5 stars Reviewed October 20, 2014
Our Key West trip was amazing, and this apartment was a big part of it. Very clean and has everything you need on a trip as well as the amenities like the kitchen and other...
5 of 5 stars Reviewed September 30, 2014
Excellent facilities within the apartment and in the grounds of the condo. The owner is friendly and very helpfull. You are only a short taxi drive from the main entertainment...
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From
$138
Per Night
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Studio, 1 Bathroom, Sleeps 2
Booking
9 photos Details Reviews (26) Make Inquiry
5 of 5 stars Reviewed June 6, 2014
The home was clean and quiet. It was just perfect for the two of us. We would recommend it to others.
2 of 5 stars Reviewed February 14, 2014
The best thing about this studio was the location, very close to all the action, but yet far enough to make it enjoyable. It's also ok size and quite well equipped. However, it's...
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$408
Per Night
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3 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
29 photos Details Reviews (49) Make Inquiry
5 of 5 stars Reviewed July 24, 2014
Everything was easy and perfect check in wise. Rooms were clean. Will stay here again. Walked to all bars and loved the tall ceilings.
5 of 5 stars Reviewed May 9, 2014
We rented the Tropical Retreat for our parents during our wedding in Key West. They were extremely happy with everything that this house had to offer. Some of the comments I heard...
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From
$178
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
19 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed February 12, 2014
We stay at the Palm Isle on White Street every year, and love it! It's perfectly close to everything in Old Town Key West, as well as the beaches. You can walk most places, but...
4 of 5 stars Reviewed January 2, 2014
Plenty of space for 2 people. Clean and well maintained. Bed was a little soft for me. It is on White St. and while not a busy street by city standards, it is one of the main...
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$368
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
21 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed March 10, 2013
2br 2 bath with sleeper sofa in main room. Pictures are accurate. Private pool and location make this an ideal stay for more than 3 nights. VERY close to the action on Duvall...
4 of 5 stars Reviewed October 8, 2011
DuPont House was a great place to stay in a great location. You are close enough to walk to everything but just far enough off on a side street so you don't hear any noise from...
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$228
Per Night
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2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed April 24, 2014
Place was spacious and accomodated our 5 guests great. Great amenities and management staff was great. Housekeeping realized on the last night that the a/C was not working and...
3 of 5 stars Reviewed February 27, 2014
Very busy location but surprisingly quite. Pool is over two blocks away across a busy street, disappointing. Clean except for the ants and other big bugs, had to keep all food...
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Book Online(72)

Suitability

  • Wheelchair access (20)
  • Elder access (107)
  • Suitable for children (50)
  • Pet friendly (53)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (101)
  • Internet (101)
  • Other outdoor space (99)
  • All pools (80)
  • Grill (73)
  • View all amenities