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Relaxing Vacation Homes in Sunny Key West

Key West is a city and island that is part of a string of islands called the Florida Keys which sit just south of mainland Florida. The island offers many types of vacation rentals including houses located in downtown and historic districts as well as condos located near the ocean. Many of these available rentals are pet-friendly and offer air conditioning, hot tubs and outdoor grill areas.

Beaches

There are multiple beaches accessible to the public on Key West, including:

  • Broken Glass Beach
  • Simonton Street Beach
  • Fort Zachary Taylor Beach
  • Higg’s Beach
  • Smathers Beach
  • Rest Beach
  • Dog Beach
  • South Beach

The majority of the beaches are located on the southern side of the island and offer man-made and naturally created beach options. Dog Beach is pet friendly while Fort Zachary Taylor, Higg’s and Smathers beaches all offer public restrooms. Fort Zachary Taylor Beach is part of the larger Fort Zachary Taylor Park, which is a popular spot for sunset BBQs.

Historic Old Town

Located on the western side of the island, Old Town offers an experience rich in history and breathtaking architecture. The district is comprised of preserved homes dating back to the 17th century, many of which are available as vacation rentals. Old Town is also home to Duval Street which runs through the historic Downtown area. Duval Street is host to many famous eateries such as Sloppy Joe’s, Margaritaville and The Bull and Whistle.

Museums & Landmarks

Ernest Hemingway Home & Museum

One of the most-visited sites on the island is the Ernest Hemingway Home. Once home to author Ernest Hemingway, the museum now serves as a memorial to the author and his writings that were inspired by the island. The museum offers daily tours of the yellow, two-story house and its gardens.

Audubon House and Tropical Gardens

Another popular museum is the Audubon House and Tropical Gardens. Although Captain John Geiger built the house, the museum is named for John Audubon, a famous ornithologist whose drawings are showcased in the gallery. The home, the outdoor kitchen and the gardens on the property are available to tour by the public on a daily basis.

Mel Fisher Maritime Heritage Museum

Founded by the famed treasure hunter, Mel Fisher, the Mel Fisher Maritime Heritage Museum offers visitors the chance to see artifacts taken from actual shipwrecks. The artifacts are accompanied with information surrounding their discovery and origin, creating a well-rounded story that entertains as well as educates. The museum is open to the public seven days a week.

Best Time to Visit the Island

Key West offers a sunny, relaxing setting all year long as the temperature stays within a similar range regardless of the season. During the summer months, the temperatures stay in the upper 80s. The winter months bring an average high temperature in the mid-70s. If you’d like to avoid the daily morning showers of the summer months, then visit the island in the drier months from November to April.

How to Get to Key West

Though Key West is separated from mainland Florida by the Gulf of Mexico, it can still be accessed by car by way of the Overseas Highway. If you’re flying into Miami, you can hire a private car or use a rental car to make the trip. There are also shuttles available that operate from Miami and Fort Lauderdale airports to Key West. The island can be accessed directly by plane too. The Key West International Airport is located on the section of the island called New Town and operates year-round.

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Viewed 393 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Very Good! 4.1/5
(16 reviews)
avg/night
Studio #1204381vb
16
Viewed 316 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
avg/night
Studio #1207498vb
3
Viewed 154 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Very Good! 4.1/5
(25 reviews)
avg/night
Studio #1204462vb
25
Viewed 108 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.5/5
(85 reviews)
View details for price
Condo #1204494vb
85
Viewed 231 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.3/5
(48 reviews)
avg/night
Studio #1204395vb
48
Viewed 337 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.3/5
(25 reviews)
avg/night
Studio #1204380vb
25
Viewed 238 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.4/5
(48 reviews)
avg/night
Studio #1204393vb
48
Viewed 271 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.6/5
(57 reviews)
avg/night
Condo #1204611vb
57
Viewed 120 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Good! 3.8/5
(19 reviews)
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Studio #1204378vb
19
Viewed 377 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Excellent! 4.7/5
(58 reviews)
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House #1204684vb
58
Viewed 105 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
Excellent! 4.5/5
(28 reviews)
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House #1204553vb
28
Viewed 173 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 960 sq. ft.
Wonderful! 4.9/5
(15 reviews)
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Townhome #872863vb
15
Viewed 207 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.7/5
(15 reviews)
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Condo #1204472vb
15
Viewed 185 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1 HF BA
Excellent! 4.6/5
(68 reviews)
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Townhome #1204492vb
68
Viewed 204 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Excellent! 4.4/5
(18 reviews)
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House #1204510vb
18
Viewed 136 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.5/5
(41 reviews)
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Studio #1204480vb
41
Viewed 196 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
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Condo #1208746vb
2
Viewed 222 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Excellent! 4.4/5
(54 reviews)
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House #1204547vb
54
Viewed 211 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
Excellent! 4.6/5
(38 reviews)
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Cabin #1204473vb
38
Viewed 86 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • 1 HF BA
  • 3800 sq. ft.
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House #1155602vb
1
Viewed 158 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Very Good! 4.1/5
(59 reviews)
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House #1204679vb
59
Viewed 160 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 500 sq. ft.
Wonderful! 4.8/5
(10 reviews)
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Cottage #976654vb
10
Viewed 104 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 1093 sq. ft.
Excellent! 4.6/5
(61 reviews)
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House #1204509vb
61
Viewed 200 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.3/5
(10 reviews)
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10
Viewed 61 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.4/5
(28 reviews)
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Studio #1204483vb
28
Viewed 107 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.5/5
(75 reviews)
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Studio #1204570vb
75
Viewed 193 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 1064 sq. ft.
Excellent! 4.5/5
(72 reviews)
avg/night
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72
Viewed 80 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.5/5
(45 reviews)
avg/night
Studio #1204522vb
45
Viewed 207 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.8/5
(13 reviews)
avg/night
Cottage #600098vb
13
Viewed 71 times in the last 48 hours
  • Studio
  • 1 BA
  • 144 sq. ft.
avg/night
Studio #1182029vb
1
Viewed 95 times in the last 48 hours
  • 2 BR
  • 1 BA
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Condo #1137773vb
1
Viewed 121 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 285 sq. ft.
Excellent! 4.5/5
(61 reviews)
avg/night
House #1204681vb
61
Viewed 135 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 1 HF BA
Excellent! 4.7/5
(95 reviews)
avg/night
House #1204595vb
95
Viewed 25 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
Excellent! 4.4/5
(61 reviews)
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Condo #1204384vb
61
Viewed 335 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
Excellent! 4.4/5
(45 reviews)
avg/night
Condo #1204447vb
45
Viewed 51 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 570 sq. ft.
avg/night
Cabin #1204506vb
2
Viewed 137 times in the last 48 hours
  • 1 BR
  • 1 BA
Excellent! 4.6/5
(52 reviews)
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Condo #475064vb
52
Viewed 224 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
$87
avg/night
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Viewed 70 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
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Condo #1204639vb
2
Viewed 343 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.3/5
(17 reviews)
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17
Viewed 148 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 672 sq. ft.
Excellent! 4.7/5
(30 reviews)
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30
Viewed 123 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.4/5
(33 reviews)
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33
Viewed 49 times in the last 48 hours
  • 2 BR
  • 1 BA
Excellent! 4.7/5
(9 reviews)
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9
Viewed 123 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
Excellent! 4.4/5
(60 reviews)
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60
Viewed 51 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
Excellent! 4.5/5
(12 reviews)
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12
Viewed 135 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1550 sq. ft.
Wonderful! 4.9/5
(57 reviews)
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Condo #977547
57
Viewed 128 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 795 sq. ft.
Wonderful! 4.9/5
(56 reviews)
avg/night
Condo #3469827
56
Viewed 174 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 700 sq. ft.
avg/night
Apartment #1129535vb
1
Viewed 53 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
Wonderful! 4.8/5
(30 reviews)
avg/night
Condo #1204406vb
30
Viewed 81 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1350 sq. ft.
Wonderful! 4.9/5
(54 reviews)
avg/night
Condo #375693
54
 

Recent Key West Reviews

The property was great!!! Love the ceiling fans!!! Beds comfortable

5 of 5
I would definitely stay here again. Amanda was awesome
  • Submitted: Jan 16, 2018
  • Stayed: Jan 2018

Great Getaway!

5 of 5
This condo was great! It was well decorated and had a "wow" factor when you walked in with nice high ceilings and fantastic balcony for coffee in the morning while watching the sunrise. The unit had everything we needed and more to include boogie boards, beach totes and beach chairs. The complex has a very nice pool and it's own small beach area for sun tanning. Attractions like Mallory Square and Duvall Street were just over a mile away. Thomas was fantastic throughout the process of renting the condo. He kept us informed of every detail regarding our stay and replied promptly to any questions that we had. We would definitely recommend this condo to anyone staying in Key West and would absolutely stay here again!
  • Submitted: Dec 24, 2017
  • Stayed: Dec 2017