House & Vacation Rentals in Key West - HomeToGo base64Hash House & Vacation Rentals in Key West - HomeToGo

House & Vacation Rentals in Key West

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2 Adults
1 Bedroom
4 Adults
Pool
2 Bedrooms
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2 Bathrooms

Choose a Key West Vacation Rental for an Unforgettable Beach Vacation

Key West is the place to go if you're looking for fantastic diving and snorkeling whilst maintaining all the benefits of a city break. It is ideal for any type of stay, from a weekend getaway to a longer vacation. Relish a quiet seaside break and soak up the Caribbean vibes by staying in a Key West vacation rental. Key West has it all, from tranquil seaside nooks to lively entertainment.



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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Key West and book a vacation rental with air conditioning.

Studio flat  Key West
Jul 10 - Jul 17
-76%
$502
$120 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio in Key West with Private Patio, Near Southernmost Point

4.5
Excellent (226 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
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House  Key West
Jul 22 - Jul 29
-86%
$1,295
$176 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Key West, Close to Southernmost Point

4.7
Excellent
Key West, Monroe County, Florida, United States
Free cancellation
Air conditioning
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Resort  Key West
Jun 14 - Jun 21
-32%
$251
$171 per night
Resort ∙ 10 guests ∙ 3 bedrooms

Lovely Resort in Key West with Outdoor Pool

3.8
Good
Key West, Monroe County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Key West accommodation with high-speed internet.

House  Key West
May 1 - May 8
-66%
$2,521
$846 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Private Parking, Near Southernmost Point + Next to Beach

4.5
Excellent (107 ratings)
Key West, Monroe County, Florida, United States
Internet
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Condo  Key West
Sep 25 - Oct 2
$220 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Large Pool + Ocean View

4.7
Excellent (172 ratings)
Key West, Monroe County, Florida, United States
Internet
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Condo  Key West
Aug 31 - Sep 7
-37%
$625
$395 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Key West with Private Parking + Great Views

4.9
Outstanding (149 ratings)
Key West, Monroe County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Key West rental with full kitchen.

House  Key West
Sep 22 - Sep 29
-60%
$2,292
$915 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Private Parking, Next to Southernmost Point

4.5
Excellent (107 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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House  Key West
Jun 23 - Jun 30
-65%
$910
$315 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Stock Island with Pool & Patio, Close to Key West Tropical Forest & Botanical Garden

4.4
Very good (135 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Condo  Key West
Sep 1 - Sep 8
-61%
$836
$325 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony

4.5
Excellent (125 ratings)
Key West, Monroe County, Florida, United States
Kitchen
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Best Vacation Home Deals in Key West

Save up to 73%

Apartment Key West
Jul 10 - Jul 17
-73%
$526
$143 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Key West with Free Parking, Next to Southernmost Point

4.5
Excellent (226 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Sep 22 - Sep 29
-68%
$495
$159 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Key West with Grill

4.9
Outstanding (23 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Sep 22 - Sep 29
-44%
$1,161
$648 per night
House ∙ 6 guests ∙ 3 bedrooms

Wonderful Vacation Home in Key West, Close to West Martello Tower

4.7
Excellent (15 ratings)
Key West, Monroe County, Florida, United States
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5,114 amazing vacation homes from 14 providers, including Abritel and Booking.com, are available in Key West. All of the accommodations from our partner websites are instantly compared by the search engine so you can save up to 72%.

Recommended Vacation Rentals in Key West

Find your perfect vacation rental in Key West: from $163 per night

Condo Key West
Apr 26 - May 3
$238 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Key West with Private Balcony + Exceptional View

4.8
Outstanding (116 ratings)
Key West, Monroe County, Florida, United States
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Apartment Key West
Sep 1 - Sep 8
-52%
$335
$159 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Key West with Grill, Patio & Pool, Near Southernmost Point

4.8
Outstanding (402 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jul 27 - Aug 3
$585 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Key West with Private Pool, Next to Mallory Square

4.9
Outstanding (27 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 21 - Aug 28
$332 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Stock Island with Botanical Garden, Close to Key West Tropical Forest & Botanical Garden

4.7
Excellent (185 ratings)
Key West, Monroe County, Florida, United States
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Condo Key West
Jul 27 - Aug 3
-58%
$379
$158 per night
Condo ∙ 2 guests ∙ 1 bedroom

Beautiful Condo in Bahama Village, Next to Southernmost Point

4.4
Very good (282 ratings)
Key West, Monroe County, Florida, United States
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House Key West
May 1 - May 8
-36%
$2,215
$1,419 per night
House ∙ 12 guests ∙ 5 bedrooms

Family Friendly Vacation Home in Key West with Private Pool

4.9
Outstanding (137 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jun 29 - Jul 6
-50%
$600
$300 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Key West with Pool, Yard & Patio, Close to Mallory Square

4.8
Outstanding (52 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Sep 15 - Sep 22
-74%
$619
$162 per night
House ∙ 6 guests ∙ 2 bedrooms

Charming House in Stock Island with Grill & Patio

4.4
Very good (28 ratings)
Key West, Monroe County, Florida, United States
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House Key West
May 31 - Jun 7
-28%
$549
$398 per night
House ∙ 8 guests ∙ 3 bedrooms

Lovely Vacation Home in Stock Island with Botanical Garden

5.0
Outstanding (22 ratings)
Key West, Monroe County, Florida, United States
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Budget-friendly Vacation Rentals in Key West

Find Fantastic yet Inexpensive Offers

Condo Key West
Jul 22 - Jul 29
-51%
$1,529
$752 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Delightful Condo in Key West with Patio, Pool & Grill, Close to Mallory Square

4.8
Outstanding (92 ratings)
Key West, Monroe County, Florida, United States
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Cottage Key West
Aug 21 - Aug 28
-35%
$708
$464 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Historic Cottage in Key West with Patio, Grill & Yard, Close to Southernmost Point

5.0
Outstanding (134 ratings)
Key West, Monroe County, Florida, United States
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Cottage Key West
Jun 30 - Jul 7
-64%
$485
$175 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Bahama Village, Close to Southernmost Point

5.0
Outstanding (3 ratings)
Key West, Monroe County, Florida, United States
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Top-Rated Rentals and Accommodations in Key West

Book Vacation Rental Offers with the Highest User Rating

House Key West
Sep 22 - Sep 29
-69%
$2,200
$692 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Key West with Lagoon-Style Pool

4.8
Outstanding (197 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Jun 29 - Jul 6
-25%
$400
$300 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Key West with Patio, Pool & Grill, Queen Sofabed, Close to Mallory Square

4.7
Excellent (60 ratings)
Key West, Monroe County, Florida, United States
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House Key West
Aug 1 - Aug 8
-43%
$501
$287 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Stock Island with Pool & Grill

5.0
Outstanding (4 ratings)
Key West, Monroe County, Florida, United States
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Popular Rental Amenities in Key West

  • Pool (4,065)
  • Pet-friendly (1,007)
  • Air conditioning (4,908)
  • WiFi (4,700)
  • Kitchen (3,274)
  • Parking (226)
  • Balcony/patio (2,768)
  • TV (4,667)
  • Washing machine (2,916)
  • Microwave (3,200)
  • Grill (1,527)
  • No smoking (4,799)

You will have a large selection of properties to choose from if you are looking for an accommodation offering a pool in Key West. Hotel room with pools in Key West are a fantastic choice for groups of 8 and cost, on average, $709 a night. You can also compare and find a property offering a pool near the water, which is the case for two-thirds of the rentals in this destination.

Price and Availability Index in Key West

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Vacation Rental Price Information in Key West

The price graph will give you the nightly price average for the upcoming months of the year. in Key West, prices can go up to $990 (12/21 – 12/28). Prices decrease in a week of June (6/15 – 6/22), where average prices are $451.

Rental availability information in Key West

The graph shows the weekly availability rate in Key Westfor the next twelve months. Be careful if you plan to go to Key West in May, as it comprises the busiest week of the next 12 months (5/3 – 5/10). The week with the highest percentage of available rentals is in July (7/27 – 8/3).

The Weather in Key West

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- Rainy days

You can see our climate diagram above. August is the warmest month of the year in Key West with temperatures reaching a maximum average of 89°. However, temperatures can go lower than 65° in Key West in January. The rainiest month is September while the driest month is April.

7-Day Weather Forecast in Key West

Fri, 14 Jun
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11 mi/h

Sat, 15 Jun
86°
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7 mi/h

Sun, 16 Jun
86°
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90%

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11 mi/h

Mon, 17 Jun
86°
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5 h

13 mi/h

Tue, 18 Jun
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14 mi/h

Wed, 19 Jun
86°
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90%

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Thu, 20 Jun
86°
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90%

5 h

13 mi/h

Where to find the best food in Key West?

Key West cuisine and specialties

Cuisine in Key West is a tantalizing mix of Bahamian, Cuban, and New England influences, drawing on the best the sea has to offer. Key West is known affectionately as the "Conch Republic." This mollusk is served in salads, chowders, and as part of main courses.

Do not leave any restaurant without sampling the famous Key lime pie, a sinful concoction of condensed milk and Key limes perched on a Graham cracker crust and topped with decadent whipped cream. Conch Fritters and Stone Crab Claws are dishes you can always find in Key West restaurants too.

Try a Cuban Sandwich - a sandwich made with Cuban bread, roasted pork, ham, Swiss cheese, pickles, and mustard, pressed until crispy and melty. Or Key West Cuban Mix - a twist on the classic Cuban sandwich featuring roasted pork, ham, Swiss cheese, pickles, mustard, and sometimes salami.

Key West Pink Shrimp Cocktail is a delight served chilled with cocktail sauce or aioli, a classic seafood appetizer that highlights the sweetness and freshness of the island's signature shrimp.

What is the weather like in Key West?

Sunshine Year Round

Key West is a year-round travel destination, as it is blessed with a tropical climate similar to the Caribbean. The coolest month is January and the hottest is July. The island has two main seasons: wet (May to October) and dry (November to April).



What are the top sights in Key West?

History and More

Apart from diving, swimming, snorkeling, and water-based activities, there is plenty to see on land. Visit the attractive Old Town with its pastel-hued, conch-style houses, and don't forget to check out the Fort Zachary Taylor. The latter is a historic state park that is now used as a venue for events such as Civil War reenactments.

Stop at Mallory Square, a plaza known for its "Sunset Celebration." People gather here to view arts and crafts, eat from food carts, enjoy street performances, and watch the remarkable sunset. The New Town, which is on the east side of the island, features malls, shopping centers, schools, and residential zones.

Another famous attraction in Key West is the replica of a buoy made from concrete located at South and Whitehead Streets, which marks the "southernmost point" of the Continental USA.



What are the best places to discover the arts and culture of Key West?

Key West Culture

When it comes to culture and history, Key West has so much to offer. Explore the Audubon House and Tropical Gardens, a museum dedicated to the American painter, naturalist, and ornithologist John James Audubon.

Another must-visit for art enthusiasts is the Studios of the Key West, a community for artists which comprises work spaces, an exhibition hall, sculpture garden, and houses and cottages. An excellent program of performances, talks, and concerts is sure to cater to all tastes and interests.

In addition, be sure to check in advance if there are performances by the Key West Contemporary Dance Company, based at the Waterfront Playhouse. The Tennessee Williams Theater is another cultural hotspot, with a program packed with dance, theater, and musical performances.

Explore the former home of Nobel Prize-winning author Ernest Hemingway, where he lived and wrote during the 1930s. Visitors can tour the historic house, see Hemingway's personal belongings, and encounter the descendants of his famous polydactyl cats.

The Key West Art and Historical Society: This organization operates several cultural attractions in Key West, including the Custom House Museum, Fort East Martello Museum, and the Key West Lighthouse and Keeper's Quarters.

Learn about the fascinating world of maritime archaeology at the Mel Fisher Maritime Museum, which showcases artifacts recovered from shipwrecks in the waters surrounding Key West. Highlights include treasures from the Spanish galleon Nuestra Señora de Atocha.

Immerse yourself in the beauty of nature at the Key West Butterfly and Nature Conservatory, where visitors can stroll through lush gardens filled with thousands of butterflies from around the world.

What are the best activities for families in Key West?

8 Must-See Attractions in Key West

1. Key West Nature Preserve Park

If you're ready to leave your vacation home to enjoy some fresh air, head to this beautifuly preserved corner of town to enjoy a short hike through a lush mangrove forest.

2. Key West Marine Park

If your kids love swimming and snorkeling, look no further than this protected underwater park that stretches across 40 acres. Its two beaches are the perfect place for patient parents to relax while the kids enjoy the water.

3. Harry S. Truman Little White House

The winter White House for former president Harry S. Truman is a great place to learn about Key West's history. Local guides add color to the experience with their anecdotes.

4. Ernest Hemingway Home and Museum

Learn about the literary icon's numerous romantic relationships, friendships and writings through a guided tour of his erstwhile residence.

5. Dry Tortugas National Park

Seventy miles from Key West, this secluded park is home to Fort Jefferson, wild birds, coral reefs and marine life. It's the ideal location for a camping excursion.

6. Key West Butterfly and Nature Conservatory

Kids in particular will love this conservatory where nearly 60 species of butterflies thrive in a climate-controlled, glass-enclosed habitat.

7. Florida Keys Eco-Discovery Center

With such rich marine diversity in this part of Florida, it is only natural that Key West boasts a top-quality discovery center. Interactive displays about reefs and mangroves help visitors learn more and connect with nature.

8. Astro City

One of the most popular playgrounds in town located just across from Higgs Beach, Astro City is a great location for your kids to make new friends and precious memories.



Where are the unique attractions in Key West?

Best Beaches Near Your Key West Vacation Home

  1. Smathers Beach - Boasting close to 2 miles of shoreline, this mangrove-fringed beach is great for families. There's lots of swimming, parasailing, kayaking, and snorkeling opportunities.
  2. Rest Beach - Although only less than 1,000 feet long, the beach promises a tranquil experience. Visit here on early mornings for spectacular sunrises and beautiful views of the Atlantic. The beach also features a yoga deck where classes are held.

If you're a fan of snorkeling, here top 3 spots in Key West:

  1. Dry Tortugas National Park offers pristine coral reefs and crystal-clear waters teeming with marine life. Accessible by ferry or seaplane, this remote park provides an unforgettable snorkeling experience.
  2. Fort Zachary Taylor State Park boasts a rocky shoreline with shallow waters ideal for snorkeling. There are also sandy beaches, picnic areas, and nature trails for a full day of outdoor adventure.
  3. John Pennekamp Coral Reef State Park is not in Key West, but still worth mentioning for its exceptional snorkeling opportunities. Snorkelers can explore the park's underwater trails, swim alongside tropical fish, and marvel at the beauty of the coral reef ecosystem.
What are the best events and festivals in Key West?

5 Important Events Worth Visiting for

1. Super Boat Races

Key West rentals fill up fast in the fall, when the annual Super Boat International World Championships take place. Races last for 3 days, while events go on for 7 days. Hire your own private boat to enjoy the races right on the water. Admire the powerboats on display during the Duval Street Party, and participate in fun parties and parades.

2. Half Marathon

Another good time to visit is during the Key West Half Marathon, held in balmy mid-January. Get your running shoes on for this scenic race covering the region’s historic Old Town and the beautiful waterfront.

3. Fantasy Fest

Held every last week of October, live music from different genres and fancy costumes are at the core of this event. Book your accommodation in advance if visiting during this 10-day event. This adults-only event has been held every year since 1979. Be a part of the merrymaking, filled with creative costumes, libations, and parades.

4. Lobsterfest

Celebrate summer with fresh lobster, great drinks, and live music during this 4-day festival. Sample delicacies like Caribbean lobster ceviche, grilled lobster, lobster rolls, and much more.

Information about vacation rentals in Key West

🏡 Vacation rentals available 5,061 rentals
💳 Possible discounts up to 53%
🌙 Nightly prices starting at $163
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 990 homes
🏊 Vacation rentals with pools 4,047 homes
10 reviews
Key West vacation rentals have an average rating of 4.2/5 on 10 reviews left by travelers.

Frequently Asked Questions

What is the average nightly price for a vacation home in Key West?

The average accommodation in Key West is priced at $163 per night. If you would like to stay in a house rental, the average price is $872 per night. A condo Key West will cost on average $634 per night.

How many vacation homes are available to book in Key West?

There are currently 5,061 rentals available for booking for your vacation.

What amenities are most popular for vacation rentals in Key West?

Most travelers look for Pool, Pets allowed, and Air conditioning when booking a vacation rental in Key West.

How many vacation homes with pools are there in Key West?

There are 4,047 rentals across 14 providers in Key West.

Are pets allowed in vacation homes in Key West?

If you are traveling with a pet in Key West - 20% of vacation rentals allow pets.

When is it better to travel to Key West?

If you are choosing a vacation home in Key West, keep in mind that rainy season is usually in September or August, with April often being the driest.

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