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Key West, FL apartments
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2299 Apartments or condos in Key West, FL

Popular Family Apartments in Key West, FL

Discover kid-friendly vacation apartments in Key West, FL with easy beach access and plenty of room for the whole family to spread out.

Apartment ∙ 2 Bedrooms ∙ 6 Guests - Key West, FL
Key West, FL
01/06 – 01/08
$1753/nighttotal: $3506 (2 )

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 5
apartment , Key West
The Rosé Retreat is a two-unit Key West compound located in downtown, placing you within walking distance of Duval Street and Mallory Square.
This pet-friendly vacation rental boasts three bedrooms (two king, one double), two bathrooms, a private pool, and two parking spots, comfortably accommodating up to six guests.
Apartment ∙ 3 Bedrooms ∙ 10 Guests - Key West, FL
Key West, FL
11/12 – 11/15
$1723/nighttotal: $5169 (3 )

Apartment ∙ 3 Bedrooms ∙ 10 Guests

3 5
apartment , Key West
The Mesa House, in Old Town Key West, offers a convenient location within walking distance of many attractions and restaurants.
This Key West rental comprises two condos with three bedrooms (king beds in each plus pull-out couches), two bathrooms, and can accommodate up to ten guests, featuring private washers/dryers, four cable TVs, free WiFi, and central air conditioning.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Key West, FL
Key West, FL
01/06 – 01/08
$684/nighttotal: $1368 (2 )

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 5
apartment , Key West
This Key West apartment rental near Key West International Airport offers easy access to the island's attractions while enjoying tranquil salt marsh views.
The two-bedroom, two-bathroom unit sleeps six guests comfortably, featuring a fully equipped kitchen, in-unit laundry, a private balcony, and free parking; nearby activities include biking, golf cart rentals, and ride-sharing services for exploring the island.
Pet Friendly! Completely Remodeled! 3 Bedroom 3 Bathroom Home. Sleeps 8 - Key West, FL
9.6 233 reviews
Key West, FL
01/08 – 01/17
$775/nighttotal: $6975 (9 )

Pet Friendly! Completely Remodeled! 3 Bedroom 3 Bathroom Home. Sleeps 8

4 2
apartment , Stock Island
This Stock Island vacation rental, located in the Coral Hammock community near mile marker 5, offers easy access to the Key West Golf Course and is a 10-minute drive from Duval Street.
The 4-bedroom, 3-bathroom home sleeps 8, features a private terrace, community pool, and spa, plus two parking spots in a gated community with beautiful landscaping.

Top Apartments with a Pool in Key West, FL

A vacation apartment with a swimming pool in Key West, FL is a brilliant base, offering a refreshing swim to complement your day by the water.

Waterfront Condo Dock Pool Near Duval St - Key West, FL
9.8 26 reviews
Key West, FL
07/20 – 07/22
$725/nighttotal: $1450 (2 )

Waterfront Condo Dock Pool Near Duval St

2 1
apartment , Key West
This Meadows condo rental in Key West is situated less than a mile from Duval Street, the Ernest Hemingway Home and Museum, and nearby beaches.
This 1350-square-foot, three-bedroom, two-bathroom Key West vacation rental sleeps six and boasts a fully equipped kitchen, in-unit laundry, private balcony, and access to a community garden and grills.
Barefoot Bungalow~2 Bedroom, 2 Bathroom Home W/ Office, Pool And Tiki Hut! - Key West, FL
9.6 15 reviews
Key West, FL
12/21 – 01/18
$628/nighttotal: $17584 (28 )

Barefoot Bungalow~2 Bedroom, 2 Bathroom Home W/ Office, Pool And Tiki Hut!

2 1
apartment , Key West
This Key West bungalow is located in the New Town district, a short distance from Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park, offering a peaceful escape from the bustling downtown area. It has received excellent user ratings.
The 1270 square foot bungalow has two bedrooms, two bathrooms, and can accommodate up to six guests. It features a private pool, a tiki hut, a fully equipped kitchen, a light-filled sunroom with a pool table, and concierge services.
Appointed Unit-desirable Resort - Key West, FL
10 2 reviews
Key West, FL
10/26 – 10/28
$545/nighttotal: $1090 (2 )

Appointed Unit-desirable Resort

2 4
apartment , Key West
This luxury suite at the Hyatt Residences Windward Pointe offers direct access to a white-sand beach, located a short distance from Key West's attractions.
This 1,100-square-foot residence features 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with a full kitchen, Wi-Fi, and parking, plus an on-site pool and dining options.
Resort Condo With Pool & Hot Tub - Walk Or Bike To Beach - Key West, FL
8.6 93 reviews
Key West, FL
01/06 – 01/08
$758/nighttotal: $1516 (2 )

Resort Condo With Pool & Hot Tub - Walk Or Bike To Beach

2 5
apartment , Key West
This Key West condo offers a prime waterfront location, situated by the sea and within a short walk of Smathers Beach, with Southernmost Point and the Ernest Hemingway Home and Museum also nearby.
This 780 sq ft apartment accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, hot tub, and a terrace, with parking available.

Frequently Asked Questions about apartment rentals in Key West, FL

  • What are the must-see attractions for a 2 days stay in Key West, FL?

    For a short trip, you definitely want to see the Southernmost Point Buoy, the Hemingway House, and Mallory Square for the sunset. If you have time, hop on a sunset cruise and enjoy the views.
  • What are the best apartments in Key West, FL?

  • What types of apartments are available in Key West?

    When you are planning to holiday in Key West you should rent local apartments which would be a great way to stay here. Many families today prefer to stay in comfort and privacy and therefore they choose to rent apartments where they can stay. You can find plenty of rental apartments in Key West which also includes condos and townhouses. You can also look for single-room studio apartments and even bigger condos where you can get more space in the form of additional kitchen and lounge space. While choosing these rental apartments and condos you can also look for additional facilities and amenities like free parking and pet-friendly space.
  • Which neighborhoods in Key West, FL are best for renting an apartment?

    Old Town is the most popular for tourists, but it can be pricey. The neighborhoods of New Town and the Truman Annex are good options for more affordable rentals and a quieter stay.
  • What are the best apartments with a pool in Key West, FL?

  • Best outdoor activities to do in Key West?

    1. Take a Boat Tour - When you are visiting Key West you would want to explore the island from a different perspective with a boat tour. Various companies can offer you boating, snorkelling, kayaking and sailing tours.
    2. Spend a Day at Smathers Beach - Being in Key West you need to look out for the best beach experiences. Smathers Beach is one of the popular beaches here and you can relax and unwind here.
    3. Explore Duval Street - When you are in Key West you can take a stroll down Duval Street where you can find plenty of dining, shopping and entertainment options.
  • What are the top cultural and historical sites in Key West, FL?

    The Key West Lighthouse is a must-see, plus the Ernest Hemingway Home and Museum and the Key West Shipwreck Treasure Museum are great for history buffs.
  • What are the best apartments with a jacuzzi in Key West, FL?

    The best apartments with a jacuzzi in Key West, FL are Southernmost Sanctuary, Sunrise Suites Panama Suite #310 and Panoramic Ocean: Beach From Every Window.

  • What are the must-see attractions in Key West?

    1. Mallory Square - If you are visiting Key West you should visit Mallory Square which is one of the most popular attractions on the island. Here you can enjoy various museums, shops and even restaurants and live entertainment venues.
    2. Smathers Beach - It would be wrong if you skip visiting the largest beach in Key West. Smathers Beach is a great place to spend your day on a white sandy beach overlooking the turquoise blue waters.
    3. Harry S. Truman House - When you are in Key West you should also explore Truman's Little White House which is where presidents like Taft, Eisenhower and Truman relaxed. You can get guided tours of the property which includes the botanical garden as well.
  • What makes Key West, FL unique or famous?

    Key West is famous for its laid-back vibe, beautiful beaches, and colorful architecture. It's also known for its rich history, from pirates to the famous author Ernest Hemingway.
  • What are the best apartments for families and kids in Key West, FL?

  • What are popular museums in Key West?

    1. Key West Museum of Art and History - Located within the iconic Key West's Custom House, the Key West Museum of Art and History is a must-visit when you are here. This building was once a post office for the city and now houses more than 35000 pieces of images and exhibits that tell more about the history of Key West.
    2. Mel Fisher Maritime Museum - While it might not be the biggest museum on the island but Mel Fisher Maritime Museum focuses on maritime history and events you need to know.
    3. The Oldest House Museum - As the name suggests, The Oldest House Museum is the oldest property in Key West and taking a trip here takes you back in time and explores the original details.
  • Where can you find the best local markets and street food in Key West, FL?

    The Key West Green Market is a great place to find local produce and crafts. For street food, head to Duval Street, especially around the nightly sunset celebrations at Mallory Square.
  • What are the best pet friendly apartments in Key West, FL?

  • What are the best breweries in the Key West?

    1. The Waterfront Brewery - When you are visiting Key West and want a chilled beer you can head to The Waterfront Brewery which has two levels of seating space. This family-friendly brewery offers plenty of beers on the menu and a wide range of American dishes.
    2. First Flight Island Restaurant and Brewery - This aviation-themed restaurant and brewery is a great place for families to hang out for lunch and dinner in Key West.
    3. Cayo Hueso Brewing - Located on Stock Island, Cayo Hueso Brewing can provide you with a great beer-drinking and tasting experience with plenty of traditional and experimental flavours.
  • How is the public transportation system in Key West, FL?

    Key West has a public bus system called the Conch Tour Train that can get you around the island. But it's a small island, so walking or renting a bike is often the easiest way to get around.
  • What are the best apartments with parking in Key West, FL?

  • Which seasonal events or festivals should apartment renters look forward to in Key West, FL?

    The Fantasy Fest in October is a big one, with parades and parties. The Key West Songwriters Festival in May is also a popular event for music lovers.
  • What amenities are typically included in apartments in Key West, FL?

    Most apartments in Key West come with basic amenities like air conditioning, a kitchen, and a bathroom. Some may have a pool or a laundry facility. Check the listing for specifics.
  • What leisure activities are available for relaxation in Key West, FL?

    Key West is all about relaxation. You can spend your days on the beach, go snorkeling or diving, or take a boat tour. There are plenty of restaurants and bars to enjoy as well.

Destinations nearby

Best Key West, FL apartment rentals with air conditioning

Sunnyside Up - Key West, FL
9.5 85 reviews
Key West, FL
01/06 – 01/08
$1395/nighttotal: $2790 (2 )

Sunnyside Up

2 5
apartment , Key West
This Key West apartment is located in downtown, just an 8-minute walk from Higgs Beach and half a mile from South Beach, making it easy to explore the island's attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The 2-bedroom unit offers 1160 square feet of space and can accommodate up to 9 guests. Amenities include a private patio, a swimming pool, a fully equipped kitchen, free Wi-Fi, and a washer and dryer, ensuring a comfortable and convenient stay.
Queen Of Louisa At Old Town - Key West, FL
10 1 review
Key West, FL
08/01 – 08/08
$1996/nighttotal: $13972 (7 )

Queen Of Louisa At Old Town

4 11
apartment , Key West
This Key West apartment rental is ideally situated half a block from Duval Street's southern end, offering easy walking access to the Southernmost Point buoy and Fort Zachary Taylor State Park.
The two-bedroom, four-bathroom unit sleeps twelve, boasting a private heated saltwater pool, off-street parking, a fully equipped kitchen, and modern amenities including flat-screen TVs in every room.
Waterfront Condo Dock Pool Downtown Near Duval - Key West, FL
9.8 268 reviews
Key West, FL
11/12 – 11/15
$887/nighttotal: $2661 (3 )

Waterfront Condo Dock Pool Downtown Near Duval

2 5
apartment , Key West
This waterfront condo in historic Downtown Key West is located less than a mile from Duval Street, the Seaport, and the Hemingway House, making it easy to explore the vibrant city. The apartment has received excellent ratings for user experience, location, and cleanliness.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a washer and dryer, a private balcony with stunning harbor and pool views, direct access to the pool and docks, a reserved boat slip, and a pet-friendly policy.
Two Bedroom Residence - Key West, FL
10 1 review
Key West, FL
01/06 – 01/08
$817/nighttotal: $1634 (2 )

Two Bedroom Residence

2 5
apartment , Key West
This 2-bedroom condo offers a luxury resort setting on seven acres in north Key West, providing Gulf of Mexico views and a 10-minute drive to Duval Street attractions like the Ernest Hemingway Home and Museum and Southernmost Point.
This expansive unit accommodates up to six guests with two king beds, two en-suite bathrooms (one with a whirlpool tub), a full kitchen with stainless steel appliances, an in-unit washer/dryer, and a private balcony, with access to resort amenities including a swimming pool, hot tub, and fitness center.

Neighborhoods and points of interest in Key West, FL

Search Pet-Friendly Apartments in Key West, FL

A quality pet-friendly vacation apartment in Key West, FL means dog-friendly beaches and washing facilities with no compromise on your comfort.

The Curry Poolside | Ground  Floor King - Key West, FL
10 2 reviews
Key West, FL
01/08 – 01/17
$510/nighttotal: $4590 (9 )

The Curry Poolside | Ground Floor King

1 2
apartment , Key West
This Key West Historic District rental is steps from the Curry Mansion Museum and Duval Street, placing you within a 10-minute drive of Mallory Square and Florida Keys beaches.
The one-bedroom, one-bathroom apartment sleeps two guests and includes in-unit laundry, a private balcony, and access to a swimming pool, garden, and concierge services.
The Curry Poolside | Ground  Floor King - Key West, FL
9.4 27 reviews
Key West, FL
07/03 – 07/05
$569/nighttotal: $1138 (2 )

The Curry Poolside | Ground Floor King

1 2
apartment , Key West
This Key West apartment rental, located in the Historic District, is a half-block from Duval Street and within walking distance of Mallory Square, offering easy access to restaurants, attractions like the Mel Fisher Maritime Museum, and Fury Water Adventures.
The one-bedroom, one-bathroom unit in a historic 1869 mansion sleeps two guests and includes a shared heated pool, on-site laundry facilities with detergent provided, and access to a terrace; contactless check-in is available, and pets are welcome.
**Havana Especial @ Duval Street** Cottage & Pool + Last Key Services - Key West, FL
Key West, FL
09/13 – 09/27
$414/nighttotal: $5796 (14 )

**Havana Especial @ Duval Street** Cottage & Pool + Last Key Services

2 2
apartment , Key West
This 2-bedroom cottage offers a prime location directly on Duval Street in Old Town Key West, within walking distance to the Southernmost Point and Hemingway House.
This pet-friendly accommodation for four features two en-suite bedrooms, a fully equipped kitchen, a rear courtyard with a grill, and a rare private parking space.
**Halfway To Havana @ Duval** Two Cottages W/ Pool + Last Key Services... - Key West, FL
Key West, FL
07/20 – 07/27
$1614/nighttotal: $11298 (7 )

**Halfway To Havana @ Duval** Two Cottages W/ Pool + Last Key Services...

4 1
apartment , Key West
This duplex rental in Old Town Key West is located directly on Duval Street, offering immediate access to shops, restaurants, and nightlife, and is within walking distance of the Southernmost Point and the Ernest Hemingway Home and Museum.
This 1610 square foot property accommodates up to 8 guests across four bedrooms and four bathrooms, featuring a private backyard with a pool and BBQ grill, in-unit laundry, free Wi-Fi, and two off-street parking spaces.
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