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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.

️3 Bdrm - Ocean View Every Room-secluded -Quiet-ocean Front- 90 Ft Balcony - Key West, FL
9.7 47 reviews
Key West, FL
09/13 – 09/27
$521/nighttotal: $7294 (14 )

️3 Bdrm - Ocean View Every Room-secluded -Quiet-ocean Front- 90 Ft Balcony

3 2
apartment , Key West
This beachfront Key West condo, located in the Beachside neighborhood near Smathers Beach and about two miles from Key West's major attractions, offers direct oceanfront access.
The 2,200-square-foot, three-bedroom suite sleeps six and boasts a gourmet kitchen with Sub-Zero and Jenn-Air appliances, a private balcony with sunrise and sunset views, and access to resort amenities including a heated Olympic-size pool, Jacuzzi, tennis courts, and a sauna.
Tropical Heron Hideaway With Hot Tub, Pool - Key West, FL
9.6 12 reviews
Key West, FL
10/14 – 10/16
$564/nighttotal: $1128 (2 )

Tropical Heron Hideaway With Hot Tub, Pool

1 2
apartment , Key West
This Key West apartment rental is a 17-minute walk from Higgs Beach and close to the Ernest Hemingway Home and Museum, Duval Street, and the Southernmost Point, offering easy access to Key West's major attractions.
This 600-square-foot unit features one bedroom, one bathroom, sleeps seven guests, and includes a private pool, hot tub, fully equipped kitchen, fitness center, spa access, and a terrace with garden views.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Key West, FL
10 2 reviews
Key West, FL
10/26 – 10/28
$497/nighttotal: $994 (2 )

Apartment ∙ 2 Bedrooms ∙ 6 Guests

2 4
apartment , Key West
This two-bedroom, two-bathroom Key West condo is conveniently located near Key West International Airport, offering easy access to the island's attractions.
Sleeping up to six guests, this second-floor unit features a king and queen bedroom, a queen-size pull-out sofa, a private balcony, in-unit laundry, a fully equipped kitchen with dishwasher, and one designated parking space under the building, plus additional first-come, first-served parking.
Apartment ∙ 2 Bedrooms ∙ 8 Guests - Key West, FL
Key West, FL
07/24 – 07/28
$1008/nighttotal: $4032 (4 )

Apartment ∙ 2 Bedrooms ∙ 8 Guests

2 7
apartment , Key West
Banana's Foster Guesthouse's largest unit, Sweet Caroline, is located on Caroline Street in downtown Key West, within walking distance of many attractions.
This two-bedroom, two-bathroom Key West vacation rental sleeps seven guests comfortably, boasting a gourmet kitchen, private porch, shared pool, grill, and private parking; consider renting additional units for larger groups, accommodating up to 18 people.

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.

By The Beautiful Sea - Key West Beach Front Condo - W Pool Access - Key West, FL
9.2 76 reviews
Key West, FL
07/02 – 07/07
$869/nighttotal: $4345 (5 )

By The Beautiful Sea - Key West Beach Front Condo - W Pool Access

3 2
apartment , Key West
This beachfront Key West condo, located in a gated community across from Smathers Beach, offers easy access to Old Town.
The 1390-square-foot unit features three bedrooms, two bathrooms, sleeps six, and includes a private balcony with direct ocean views, a heated pool, sauna, and designated parking.
Flamingo Retreat-waterfront 2br 2ba Condo W/ Pool & Boat Slip - Key West, FL
9.2 107 reviews
Key West, FL
12/21 – 01/18
$757/nighttotal: $21196 (28 )

Flamingo Retreat-waterfront 2br 2ba Condo W/ Pool & Boat Slip

2 1
apartment , Key West
This Key West apartment is located in the Meadows neighborhood, just a mile from Duval Street and across the street from Bayview Park, offering a peaceful retreat close to the action. It has earned excellent user ratings, making it a popular choice for travelers.
This 2-bedroom, 2-bathroom vacation rental spans 1220 square feet and offers comfortable accommodations for up to 8 guests. Amenities include a private balcony with water views, a heated pool, a fully equipped kitchen, and a boat slip for those arriving by water.
**The Contented Crane @ Old Town** Home & Pool Near Duval + Last Key Services... - Key West, FL
9.9 350 reviews
Key West, FL
07/02 – 07/07
$1099/nighttotal: $5495 (5 )

**The Contented Crane @ Old Town** Home & Pool Near Duval + Last Key Services...

3 2
apartment , Key West
This Key West vacation home is located in the Historic District, just a short walk from Duval Street, the Hemingway House, and the Cemetery. The property has excellent ratings for location, cleanliness, and user experience.
The house has 6 bedrooms and can accommodate up to 8 guests. It features a private pool, a fully equipped kitchen, a patio for grilling, and free WiFi, making it perfect for families or groups of friends.
Gated Parking, Heated Pool  - Villa Positano - Key West, FL
8.8 28 reviews
Key West, FL
07/02 – 07/03
$1281/nightfor 1 night

Gated Parking, Heated Pool - Villa Positano

2 5
apartment , Key West
This Duval Square condo offers a prime Key West location on Duval Street, a 10-minute walk from downtown attractions and the Southernmost Point.
This 1250-square-foot apartment features two bedrooms, two and a half bathrooms, sleeps six, and includes a private deck, rooftop pool access, and on-site parking.

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

Casa Papa Del Mar Ocean Front 1800 Atlantic Spectacular View And Island Charm - Key West, FL
9.5 253 reviews
Key West, FL
09/02 – 09/05
$596/nighttotal: $1788 (3 )

Casa Papa Del Mar Ocean Front 1800 Atlantic Spectacular View And Island Charm

2 2
apartment , Key West
This Key West beach condo is a short walk from Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park, and within 3 miles of Duval Street and Mallory Square, offering easy access to both the beach and the city's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 1500 square foot apartment has 2 bedrooms, 2 bathrooms, and can comfortably accommodate up to 6 guests. You'll enjoy a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a sauna, a fitness center, and a tennis court, all while being steps away from the beach.
53' Yacht Sleeps 8 & Selfdrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar - Key West, FL
Key West, FL
07/24 – 07/28
$415/nighttotal: $1660 (4 )

53' Yacht Sleeps 8 & Selfdrive 20' Pontoon Fishing Lobstering Snorkeling Sandbar

3 7
apartment , Key West
This unique water-based lodging is anchored offshore Key West Island, a short pontoon boat ride from land, offering open water views and convenient access to downtown Key West, the Ernest Hemingway Home and Museum, and Fort Zachary Taylor Historic State Park. This 1972 53' Hatteras Motoryacht, accommodating up to 8 guests with 3 bedrooms and 2 bathrooms, includes a 20' pontoon boat for exploration, snorkeling gear, and lobstering kits, allowing for "Catch, Clean & Cook" experiences.
Ocean Front Presidential Suite | Beachside Resort - Key West, FL
Key West, FL
06/27 – 06/28
$1260/nightfor 1 night

Ocean Front Presidential Suite | Beachside Resort

3 7
apartment , Key West
This three-bedroom, three-bathroom condo offers Gulf of Mexico views from its seven-acre resort setting in North Key West, located 10 minutes from Duval Street.
This luxury resort condo accommodates up to eight guests with a king bed in two bedrooms, two twins in the third, and a queen sleeper sofa, featuring a fully-equipped kitchen, private balcony, heated pool, hot tub, and on-site dining.
Elegant Condo With Entertainment & Private Parking - Great Central Location - Key West, FL
8.8 162 reviews
Key West, FL
10/26 – 10/28
$338/nighttotal: $676 (2 )

Elegant Condo With Entertainment & Private Parking - Great Central Location

1 4
apartment , Key West
This one-bedroom condo offers ocean air and tropical sunset views in a prime downtown Key West location, just a short walk to Duval Street's bars and restaurants and the Ernest Hemingway Home and Museum.
This 510 square foot apartment accommodates up to four guests with air conditioning, free WiFi, and private parking, providing easy access to Florida Keys Beaches and South Beach.

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 Samana Cay | Tropical, Airy Retreat W/ Pool - Key West, FL
9.9 14 reviews
Key West, FL
07/24 – 07/25
$585/nightfor 1 night

The Samana Cay | Tropical, Airy Retreat W/ Pool

2 4
apartment , Key West
The Samana Cay apartment is conveniently located near Key West International Airport (0.6 miles) and offers easy access to Mallory Square (5 miles), the Southernmost Point, and the Ernest Hemingway Home and Museum.
This two-bedroom, two-bathroom Key West rental sleeps six guests and features a fully equipped kitchen, private balcony, in-unit washer/dryer, access to a shared pool and jacuzzi, and ample on-site parking.
Poolside Paradise Tropical Village - Key West, FL
Key West, FL
10/05 – 10/19
$256/nighttotal: $3584 (14 )

Poolside Paradise Tropical Village

1 1
apartment , Key West
Poolside Paradise Tropical Village, a Key West apartment rental, is conveniently located a 4-minute walk from South Beach, less than a mile from Duval Street and the Key West city center, and a short walk from the Ernest Hemingway Home and Museum.
This 330-square-foot unit features one bedroom, one bathroom, sleeps three guests, and includes a private balcony, fully equipped kitchen (microwave, fridge), free Wi-Fi, a swimming pool, tennis court, and parking.
Oceanview Home With Private Pool & Lush Landscaping! - Key West, FL
9.6 130 reviews
Key West, FL
09/13 – 09/27
$728/nighttotal: $10192 (14 )

Oceanview Home With Private Pool & Lush Landscaping!

4 2
apartment , Key West
This Northside Key West vacation home offers a spacious 3,960-square-foot layout, conveniently located within three miles of Duval Street, Mallory Square, and the Unitarian Universalist Fellowship of Key West.
The four-bedroom, three-bathroom residence sleeps eight guests and boasts a private pool, Jacuzzi, and fully equipped kitchen, plus free WiFi and a private yard—perfect for families or groups exploring Key West's attractions, including nearby Florida Keys Beaches and the Key West Firehouse Museum.
Conch Cove | Private Oasis With Heated Pool! - Key West, FL
9.8 35 reviews
Key West, FL
07/24 – 07/25
$1358/nightfor 1 night

Conch Cove | Private Oasis With Heated Pool!

3 4
apartment , Key West
This Old Town Key West home is a short walk from Duval Street and the Ernest Hemingway Home and Museum, with Florida Keys beaches and South Beach within a 15-minute drive.
This three-bedroom, three-bathroom vacation rental sleeps eight guests and boasts a private pool, fenced yard, free WiFi, and a fully equipped kitchen including a refrigerator, microwave, and dishwasher.
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