Vacation rentals in Key West - HomeToGo base64Hash Vacation rentals in Key West - HomeToGo

Vacation rentals in Key West

Find 6,983 available house rentals from 16 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!

House Key West
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming house with patio, barbecue & yard | Near Southernmost Point | City view | Suitable for remote work | Pets allowed

Key West, Monroe County, Florida, United States
from $270
per night
Outstanding(16 ratings)
from $270
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with patio, private pool & barbecue | Next to West Martello Tower

Key West, Monroe County, Florida, United States
from $456
per night
Outstanding(3 ratings)
from $456
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with grill & pool | Close to Southernmost Point

Key West, Monroe County, Florida, United States
from $169
per night
Outstanding
from $169
per night
View deal
Condo Key West
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped nice condo with sauna, grill & patio | Near West Martello Tower | Nature view | Beach nearby

Key West, Monroe County, Florida, United States
from $196
per night
Outstanding(25 ratings)
from $196
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ, garden & terrace

Key West, Monroe County, Florida, United States
from $618
per night
from $618
per night
View deal
House Key West
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ, terrace & private pool | Close to Duval Street

Key West, Monroe County, Florida, United States
from $190
per night
from $190
per night
View deal
House Key West
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with hot tub, private pool & patio | Next to West Martello Tower | City view

Key West, Monroe County, Florida, United States
from $456
per night
Outstanding(35 ratings)
from $456
per night
View deal
House Key West
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped house with heated pool, terrace & yard | Close to Southernmost Point | City view | Beach nearby

Key West, Monroe County, Florida, United States
from $1,110
per night
from $1,110
per night
View deal
House Key West
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped vacation home with patio, BBQ & private pool | Pet-friendly

Key West, Monroe County, Florida, United States
from $451
per night
Outstanding(1 rating)
from $451
per night
View deal
Condo Key West
Condo ∙ 8 guests ∙ 4 bedrooms

Family-friendly big condo with sauna, hot tub & heated pool | Near West Martello Tower | Nature view | Close to the beach

Key West, Monroe County, Florida, United States
from $694
per night
Excellent(168 ratings)
from $694
per night
View deal
Apartment Key West
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-friendly nice apartment with pool | Close to Duval Street

Key West, Monroe County, Florida, United States
from $158
per night
from $158
per night
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House Key West
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped wonderful vacation home with barbeque, jacuzzi & private pool | Perfect for remote work | Pets are welcome

Key West, Monroe County, Florida, United States
from $637
per night
from $637
per night
View deal
House Key West
House ∙ 21 guests ∙ 9 bedrooms

House with private pool, garden & patio | Near West Martello Tower | City view

Key West, Monroe County, Florida, United States
from $1,659
per night
from $1,659
per night
View deal
House Key West
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with yard, private pool & terrace | City view

Key West, Monroe County, Florida, United States
from $483
per night
Very good(6 ratings)
from $483
per night
View deal
House Key West
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with barbeque, private pool & terrace | City view | Pets allowed

Key West, Monroe County, Florida, United States
from $464
per night
Outstanding(16 ratings)
from $464
per night
View deal

Vacation rentals and apartments with air conditioning

House  Key West
from $872
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped wonderful house with garden, barbeque & heated pool | Close to Southernmost Point | City view | Beach nearby

Key West, Monroe County, Florida, United States
Air conditioning
View deal
House  Key West
from $304
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace, yard & barbecue | Next to Mallory Square | City view

4.5
Excellent(12 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
House  Key West
from $331
per night
House ∙ 9 guests ∙ 4 bedrooms

Fully equipped ample house with private pool, terrace & BBQ | Nature view | Pet-friendly

4.6
Excellent(10 ratings)
Key West, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  Key West
from $148
per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool, garden & BBQ | Near Key West Tropical Forest & Botanical Garden

Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Key West
from $451
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped beautiful vacation home with grill, private pool & patio | Next to the beach | Pets allowed

4.9
Outstanding(141 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Key West
from $689
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with hot tub, grill & terrace | Near Mallory Square | City view

4.9
Outstanding(180 ratings)
Key West, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Key West
from $305
per night
House ∙ 6 guests ∙ 3 bedrooms

House with private pool, yard & terrace | Good for workation

5.0
Outstanding(2 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
House  Key West
from $420
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with barbeque, patio & yard | Next to Southernmost Point

4.9
Outstanding(14 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
Villa  Key West
from $683
per night
Villa ∙ 12 guests ∙ 6 bedrooms

Fully equipped villa with jacuzzi, barbecue & private pool | Next to Southernmost Point | Nature view | Close to the beach

5.0
Outstanding(5 ratings)
Key West, Monroe County, Florida, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Key West

Save up to 8%

Condo Key West
-8%
$399
from $365
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo with hot tub, heated pool & sauna | Close to West Martello Tower

4.5
Excellent(116 ratings)
Key West, Monroe County, Florida, United States
View deal

Explore the 6,983 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 16 different providers.

Budget-friendly Vacation Rentals in Key West

Find Fantastic yet Inexpensive Offers

Condo Key West
from $371
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Children-friendly lovely condo with terrace | Near Mallory Square

4.8
Outstanding(113 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $457
per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool | Close to Mallory Square | Nature view

4.9
Outstanding(80 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $570
per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden, terrace & heated pool | Close to Southernmost Point | City view

5.0
Outstanding(17 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
from $483
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with terrace, pool & BBQ | Next to Mallory Square

5.0
Outstanding(106 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $315
per night
House ∙ 6 guests ∙ 3 bedrooms

Charming house with barbecue & private pool | Next to Key West Tropical Forest & Botanical Garden

4.8
Outstanding(20 ratings)
Key West, Monroe County, Florida, United States
View deal
House Key West
from $238
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped house with private pool, BBQ & terrace | Next to West Martello Tower | Good for workation

5.0
Outstanding(13 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 $261
per night
HomeToGo
Condo ∙ 6 guests ∙ 1 bedroom
4.1
Very good(802 ratings)
Key West, Monroe County, Florida, United States
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 $204
per night
HomeToGo
Condo ∙ 2 guests ∙ 1 bedroom
4.1
Very good(801 ratings)
Key West, Monroe County, Florida, United States
View deal

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Popular Rental Amenities in Key West

  • Pool (5,146)
  • Pet-friendly (2,067)
  • Air conditioning (6,565)
  • WiFi (6,441)
  • Kitchen (5,133)
  • Parking (423)
  • Balcony/patio (2,976)
  • TV (6,076)
  • Washing machine (4,101)
  • Microwave (4,361)
  • Grill (1,961)
  • No smoking (6,150)

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 8 vacationers and have an average cost of $691 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 December (12/27 – 1/3). Prices reach an average of $719 per night. In September (9/13 – 9/20), accommodation prices will be at their lowest at $535 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 April that you will find the week with the least available rentals (4/11 – 4/18). People tend to travel less to Key West during a week in July (7/19 – 7/26) when only 45% 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 6,983 rentals
🌙 Nightly prices starting at $159
⭐ Popular amenities Pool, Pets allowed and Air conditioning
🐾 Pet friendly homes 2,070 homes
🏊 Vacation rentals with pools 5,140 homes
1,473,333 reviews
Key West vacation rentals have an average rating of 4.5/5 on 1,473,333 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 $833 on average. Condos in Key West cost on average $579 per night.

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

There are 6,983 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 5,140 vacation rentals across 16 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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