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

House & Vacation Rentals in Key West

Find 7,231 available house rentals from 17 partners
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Top 15 Recommended vacation rentals in Key West

Find your perfect vacation rental in Key West from just $159 per night!

Resort Key West
-70%
Dec 16 - Dec 23
Resort ∙ 127 guests ∙ 2 bedrooms

Resort with Terrace, Garden & Pool | Perfect for Remote Work | Pets Allowed

Key West, Monroe County, Florida, United States
$893$363
per night
Very good
$893$363
per night
View deal
House Key West
-35%
May 17 - May 24
House ∙ 6 guests ∙ 3 bedrooms

House with Yard, Private Pool & Barbecue | Close to Mallory Square

Key West, Monroe County, Florida, United States
$940$623
per night
Outstanding(10 ratings)
$940$623
per night
View deal
Cottage Key West
Nov 1 - Nov 8
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage with Pool, Terrace & BBQ | Near Southernmost Point | Nature View | Good for Workation

Key West, Monroe County, Florida, United States
$317
per night
Excellent(86 ratings)
$317
per night
View deal
House Key West
Jun 7 - Jun 14
House ∙ 6 guests ∙ 3 bedrooms

Family-Oriented House with Barbecue, Terrace & Pool | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$363
per night
Outstanding(62 ratings)
$363
per night
View deal
House Key West
-42%
Dec 3 - Dec 10
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Pool | Next to Southernmost Point | City View

Key West, Monroe County, Florida, United States
$1,481$899
per night
Excellent(171 ratings)
$1,481$899
per night
View deal
Condo Key West
-58%
Nov 1 - Nov 8
Condo ∙ 2 guests ∙ 1 bedroom

Lovely Condo with Pool | Next to Southernmost Point | Next to the Beach

Key West, Monroe County, Florida, United States
$655$313
per night
Very good(277 ratings)
$655$313
per night
View deal
House Key West
Jul 19 - Jul 26
House ∙ 8 guests ∙ 5 bedrooms

Vacation Home with Patio, Garden & Private Pool | Next to Mallory Square | Nature View

Key West, Monroe County, Florida, United States
$1,192
per night
Outstanding(63 ratings)
$1,192
per night
View deal
House Key West
-33%
Jun 4 - Jun 11
House ∙ 4 guests ∙ 3 bedrooms

Vacation Home with Yard, Patio & Pool | Close to Mallory Square | City View

Key West, Monroe County, Florida, United States
$581$405
per night
Outstanding(55 ratings)
$581$405
per night
View deal
Condo Key West
-49%
May 22 - May 29
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, BBQ & Patio | Near Mallory Square

Key West, Monroe County, Florida, United States
$1,123$503
per night
Outstanding(107 ratings)
$1,123$503
per night
View deal
House Key West
Jun 7 - Jun 14
House ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Lovely Vacation Home with Terrace, Yard & Heated Pool | Near Mallory Square | City View

Key West, Monroe County, Florida, United States
$460
per night
Outstanding(155 ratings)
$460
per night
View deal
Cottage Key West
Mar 15 - Mar 22
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with BBQ, Pool & Garden | Close to Southernmost Point | Nature View

Key West, Monroe County, Florida, United States
$349
per night
Outstanding(186 ratings)
$349
per night
View deal
House Key West
-52%
Nov 30 - Dec 7
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Charming House with BBQ & Patio | Nature View | Suitable for Remote Work | Pet-Friendly

Key West, Monroe County, Florida, United States
$814$303
per night
Excellent(53 ratings)
$814$303
per night
View deal
Villa Key West
Mar 29 - Apr 5
Villa ∙ 16 guests ∙ 7 bedrooms

Fully Equipped Villa with Patio, Private Pool & Barbeque | Next to Mallory Square | City View

Key West, Monroe County, Florida, United States
$1,777
per night
Outstanding(89 ratings)
$1,777
per night
View deal
House Key West
Oct 18 - Oct 25
House ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Beautiful House with Patio, Pool & BBQ | Close to Key West Tropical Forest & Botanical Garden | Perfect for Remote Work

Key West, Monroe County, Florida, United States
$378
per night
Outstanding(20 ratings)
$378
per night
View deal
House Key West
-55%
Jun 4 - Jun 11
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Spacious House with Terrace, Heated Pool & Barbeque | Next to Key West Tropical Forest & Botanical Garden | Nature View

Key West, Monroe County, Florida, United States
$941$296
per night
Outstanding(91 ratings)
$941$296
per night
View deal

Vacation rentals and apartments with air conditioning

House  Key West
Aug 16 - Aug 23
$484
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-Oriented Big House with Grill, Heated Pool & Terrace | Good for Workation

5.0
Outstanding(234 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Cottage  Key West
May 24 - May 31
$482
per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with Patio, Yard & Heated Pool | Near Southernmost Point | City View

4.8
Outstanding(48 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
Condo  Key West
May 24 - May 31
$463
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Sauna, Grill & Patio

4.8
Outstanding(64 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
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Vacation Rentals With Saunas

Apartment  Key West
Sep 6 - Sep 13
-71%
$1,587
$381
per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Family-Oriented Nice Holiday Apartment with Fast Internet, Sauna & BBQ | Sea View | Beach Nearby | Dogs Allowed

Key West, Monroe County, Florida, United States
Free cancellation
Sauna
View deal
Condo  Key West
May 24 - May 31
$327
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with Heated Pool, Grill & Sauna | City View

4.7
Excellent(180 ratings)
Key West, Monroe County, Florida, United States
Sauna
View deal
Resort  Key West
Jan 10 - Jan 17
-44%
$1,039
$628
per night
Resort ∙ 3 guests ∙ 1 bedroom

Resort with Pool, Sauna & Patio | Near Mallory Square

4.4
Very good(1003 ratings)
Key West, Monroe County, Florida, United States
Sauna
View deal
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Best Vacation Home Deals in Key West

Save up to 80%

House Key West
May 31 - Jun 7
-39%
$778
$496
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Terrace & Pool | Close to Mallory Square | City View

4.7
Excellent(64 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Aug 9 - Aug 16
-80%
$1,116
$557
per night
House ∙ 5 guests ∙ 3 bedrooms

Vacation Home with Pool & Terrace | Next to Mallory Square | City View

4.7
Excellent(40 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Aug 30 - Sep 6
-79%
$952
$461
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Patio & Pool

4.6
Excellent(58 ratings)
Key West, Monroe County, Florida, United States
View deal

Explore the 7,231 offers available in Key West and find a great place for a relaxing vacation. HomeToGo immediately shows the best offers by comparing all of the available vacation homes in Key West from 17 different providers.

Budget-friendly Vacation Rentals in Key West

Find Fantastic yet Inexpensive Offers

Cottage Key West
Dec 3 - Dec 10
$482
per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with Patio, Yard & Heated Pool | Near Southernmost Point | City View

4.8
Outstanding(48 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Dec 3 - Dec 10
$377
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home with Patio, Grill & Pool | Near Key West Tropical Forest & Botanical Garden | Nature View | Perfect for Remote Work

5.0
Outstanding(49 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
Sep 20 - Sep 27
$279
per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home with Barbeque, Patio & Heated Pool | Near Mallory Square | City View

4.9
Outstanding(134 ratings)
Key West, Monroe County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Key West

Book Vacation Rental Offers with the Highest User Rating

Condo Key West
May 24 - May 31
$354
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Condo with Pool & Terrace | Close to Mallory Square | City View

4.7
Excellent(40 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jul 5 - Jul 12
-53%
$1,353
$556
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Wonderful Condo with Heated Pool & Patio | Next to Mallory Square | Nature View

4.9
Outstanding(76 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
Jun 7 - Jun 14
$999
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with Grill, Terrace & Heated Pool | Close to Mallory Square | City View

4.9
Outstanding(34 ratings)
Key West, Monroe County, Florida, United States
View deal

Customer ratings and reviews

How are reviews collected?
Molly B.
Guest verified by HomeToGo

Check-in was a bit touchy, as the office was locked & unoccupied, despite the fact that the hours stated on the door said it should be open. Got that resolved. Condo unit was PERFECT! Beds were very comfortable! We loved the back deck & spent much time there! Staff was very friendly & accomodating!

Reviewed on 2/18/2024 | Group
Condo Key West
from $251
per night
HomeToGo
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
View deal
from $251
per night
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
HomeToGo
View deal
Cynthia F.
Guest verified by HomeToGo

Our 8 night stay at coconut Mallory was a 10/10. The room was just what we expected. Clean, very attractive landscaping, it was so nice to eat our self-prepared meals on our own little porch area. The kitchen was stocked with all of the cooking essentials we needed. A/c was cold The pools were perfect. Staff was awesome. We will definitely be coming back to this location.

Reviewed on 6/2/2023 | Couple
Condo Key West
from $200
per night
HomeToGo
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(800 ratings)
Key West, Monroe County, Florida, United States
View deal
from $200
per night
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(800 ratings)
Key West, Monroe County, Florida, United States
HomeToGo
View deal

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Popular Rental Amenities in Key West

  • Pool (5,201)
  • Pet-friendly (2,160)
  • Air conditioning (6,741)
  • WiFi (6,574)
  • Kitchen (5,069)
  • Parking (456)
  • Balcony/patio (2,950)
  • TV (6,238)
  • Washing machine (3,518)
  • Microwave (4,381)
  • Grill (1,904)
  • No smoking (6,325)

Many vacationers spend more time comparing vacation rentals offering pools. Two-thirds of the rentals offer access to a pool. Also, more hotel room include a pool than condo. Usually, hotel room with pools in Key West accommodate 7 vacationers and have an average cost of $798 per night. If you would also like to be close to the water, more than half of the vacation rentals with a pool are located within 2 miles of the waterfront.

Price and Availability Index in Key West

Click on any bar to see price and availability information

Vacation Rental Price Information in Key West

The above graph shows average prices of the vacation homes & apartments in Key West. The most expensive prices are in October (10/18 – 10/25). Prices reach an average of $1,130 per night. In August (8/30 – 9/6), accommodation prices will be at their lowest at $549 per night.

Rental availability information in Key West

Check out the graph above to find out how many rental homes are available in Key West throughout the year. It is in December that you will find the week with the least available rentals (12/13 – 12/20). People tend to travel less to Key West during a week in June (6/28 – 7/5) when only 26% of the rentals are booked.

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.


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.

A Tropical Paradise at the Southernmost Point - Key West

Best Neighborhoods for Vacation Rentals

Key West offers various areas suitable for vacation rentals, each with its own unique appeal:

  1. Old Town: The historic heart of Key West, close to major attractions like Mallory Square and Duval Street and nightlife .

  2. Truman Annex: A quiet, upscale neighborhood within Old Town near popular beaches and Duval Street.

  3. Bahama Village: A charming area known for its Caribbean influence and local flavor.

  4. New Town: A more residential area offering a quieter atmosphere and often lower prices.

  5. Stock Island: Located just east of Key West, offering a more laid-back, local experience.

  6. Casa Marina: Located near the southern coast of the island, this area offers beautiful beach access and luxurious rental options.

Popular Types of Vacation Rentals in Key West

Key West's vacation rental market caters to diverse preferences and group sizes:

  1. Condos and Apartments: Modern rentals that offer convenience and amenities such as pools and fitness centers, often found in New Town and along the waterfront or with ocean views.

  2. Cabins: Cozy options perfect for couples or small families.

  3. Waterfront homes: Properties with direct access to the water, providing stunning views, ideal for families or groups looking to enjoy Key West’s maritime activities.

  4. Bed and breakfasts: Intimate accommodations offering a more personalized experience.

  5. Luxury Villas: High-end accommodations with premium amenities such as private pools, spacious living areas and ocean views, ideal for those seeking a luxurious stay.

  6. Bungalows: Smaller, intimate properties perfect for couples or solo travelers looking for a unique and private retreat.

These varied rental options ensure that visitors can find accommodations that suit their needs, whether they're seeking a romantic getaway in a historic home, a family-friendly house with a pool, or a centrally located apartment for exploring all that Key West has to offer.

Information about vacation rentals in Key West

🏡 Vacation rentals available 7,231 rentals
💳 Possible discounts up to 80%
🌙 Nightly prices starting at $159
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 2,188 homes
🏊 Vacation rentals with pools 5,226 homes
1,501,707 reviews
Key West vacation rentals have an average rating of 4.5/5 on 1,501,707 reviews left by travelers.

Frequently Asked Questions

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

The average accommodation in Key West is priced at $159 per night. Nightly prices for house rentals are $949 on average. Condos in Key West cost on average $643 per night.

How many vacation homes are available for booking in Key West?

There are 7,231 vacation rentals in Key West to browse and rent for your trip.

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

Three most popular amenities for vacation home rentals in Key West include accommodations that have: Pets allowed, Pool, and Air conditioning.

How many vacation homes with a pool are there in Key West?

There are 5,226 vacation rentals across 17 providers in Key West.

Are dogs allowed in vacation homes in Key West?

If you are traveling with a pet in Key West - 30% of rentals are pet-friendly.

What's the best month to travel to Key West?

Key West has its warmest time of year in August and July, with average nightly prices around $159.

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