About a 3.5-hour drive from Miami, Key West is known for its warm, sun-drenched beaches, inclusive resorts, oceanfront vacation homes, key lime pie, and a vivacious “anything goes” ethos. Do like the locals do on your Key West vacation and see where their live-in-the-moment attitude takes you. Perhaps you’ll end up dancing to live music on Duval Street or deep-sea fishing out in the Gulf Stream. Playing on tropical championship golf courses or riding scooters at sunset. This seven-square-mile island is a quintessential tropical oasis by day, and a lively party paradise by night. Most of the buzz happens around Mallory Square and Duval Streets, both packed with bars, restaurants serving Caribbean and Cuban food, and cruise ship passengers in search of lively fun. It’s little wonder that Key West vacation rentals and hotels are quick to book up — especially those with coveted amenities like private balconies with Atlantic views, free parking, pet-friendly guest rooms, watersports rentals, and on-site restaurants. There are rentals in Key West for every kind of vacationer.

Top vacation rentals in Key West

TV, DVD player, books, stereo
5.0
Outstanding(269 Reviews)
Apartment
 in Key West
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

Apartment in Key West, for $238 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.3
Excellent(1,709 Reviews)
Hotel
 in Key West
3star
Hampton Inn Key West FL
Pool · Pets allowed · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Key West? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
3.9
Good(1,216 Reviews)
Hotel
 in Key West
3star
Pegasus International Hotel
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Key West? Our Hotel might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$
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Property view
4.5
Excellent(568 Reviews)
Bed and Breakfast
 in Key West
The Casablanca Hotel
Garden · Pool · Kitchen / Kitchenette

Bed and Breakfast in Key West, for $283 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Vacation rentals with air conditioning in Key West

Pool
4.9
Outstanding(283 Reviews)
Apartment
 in Key West
Simonton Studio, an Old Town get-away for 2
2 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

This attractive Apartment in Key West, $223 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Pool | Outdoor pool, a heated pool
4.8
Outstanding(326 Reviews)
Apartment
 in Key West
Steps from Duval, Pool & Bikes $129-$299 Night!
2 guests · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $99 per night.

$$$$
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Beachfront
Property view
4.1
Excellent(648 Reviews)
Resort
 in Key West
Pier House Resort & Spa
Garden · Pool · Pets allowed

Resort in Key West, for $286 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Beachfront
Property view
Resort
 in Key West
Casa Marina Key West, Curio Collection by Hilton
Pool · Pets allowed · Kitchen / Kitchenette

Nestled in Key West, this Resort is perfect for your next vacation. Enjoy Casa Marina Key West, Curio Collection by Hilton's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
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Key West

Key West travel guide

Let us help you plan your perfect Key West vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Key West, and more.

Frequently asked questions

What is the price range for rentals in Key West?

Vacation rentals in Key West have a price range between $45-$6,306. The average price for rentals in Key West is $313 per night.

Where can I find affordable accommodation in Key West, FL?

For those looking for affordable accommodation in Key West, FL, the following options are available:

  • The Key West Inn: An affordable hotel with basic amenities, located close to the beach.
  • The Holiday Inn Key West-Beachside: A mid-range hotel located close to the beach with a rooftop pool and bar.
  • Barefoot Billy's Beach House: A budget-friendly hostel minutes from Duval Street.
  • The Red Roof Inn Key West: An economy hotel with a pool and free parking.

How can I get around in Key West, FL?

You can get around Key West, FL by:

  • Walking or biking
  • Taxis
  • Renting scooters, mopeds, or bikes

What are the must-visit tourist attractions in Key West, FL?

Key West, FL is one of the most popular tourist destinations in the United States. It is a great place to experience the unique culture, stunning beaches, and exciting nightlife. Here are some of the must-visit attractions in Key West:

  • The Ernest Hemingway Home & Museum
  • The Southernmost Point Buoy
  • Fort Zachary Taylor State Park
  • Mallory Square
Key West offers something for everyone, from its beautiful beaches and crystal clear waters, to its vibrant nightlife and unique culture. Whether you're looking for a relaxing getaway or an exciting adventure, Key West is sure to have something for you.

What are the most popular vacation rental amenities in Key West, FL?

The most popular vacation rental amenities in Key West, FL include:

  • Private Pool
  • Waterfront Access
  • Outdoor Space
  • Fitness Center
  • Spa Facilities

Key West is a popular destination for vacationers due to its stunning beaches and tropical climate. Vacation rentals in the area often offer private pools, waterfront access, and plenty of outdoor space to enjoy the weather. Many also come with onsite fitness centers and spa facilities, making it a great destination for relaxation and recreational activities. With its stunning beaches and ample amenities, it's no wonder that Key West is so popular for vacation rentals.

What are the best neighborhoods to visit in Key West, FL?

Key West, FL is a charming city full of great attractions, restaurants and neighborhoods. Here are some of the best neighborhoods to visit:

  • Old Town – This is the historic area of Key West, with charming architecture and beautiful streets.
  • New Town – This area is more modern with lots of restaurants, galleries and nightlife.
  • Truman Annex – This is a quiet neighborhood near the waterfront with great views of the harbor.

What is a can't-miss spot for seafood-lovers in Key West?

Head to the marina area of Key West at Stock Island for fresh seafood and choice fishing spots. Charter a fishing excursion or rent a sailboat to experience Key West from the water.

What is Mallory Square in Key West, FL?

Mallory Square is a busy waterfront plaza with bars, restaurants, and shops. Walk along the boardwalk where boats dock in the harbor or catch an amazing sunset sipping cocktails at a local eatery.

Why is Duval Street in Key West so popular?

Duval Street is a mile-long strip stretching north to south in the downtown area where locals and visitors are drawn to the action. Stroll along the street lined with historical museums, pubs, and cozy cafes.

Is Key West LGBTQ-friendly?

Yes! Key West is very LGBTQ-friendly and is a longtime favorite travel destination for LGBTQ+ travelers, with many gay- and lesbian-owned hotels and vacation homes, plus bars and restaurants catering to LGBTQ+ visitors. The town even has a motto to show its inclusiveness: “One Human Family.”

When is the best time to visit Key West?

The best time to visit Key West is between March and May when the winter crowds thin out and prices tend to drop. You’ll find the best hotel rates during hurricane season, which typically runs from November to June.

What is the culture like in Key West, FL?

Key West, FL is a vibrant and lively culture that has something for everyone. From its colorful historic buildings to its lively nightlife, Key West is a unique destination that appeals to a wide range of people. Here are five things that make the culture in Key West so special:
  • Historic Architecture
  • Unique Food Scene
  • Festivals and Events
  • Active Nightlife
  • Outdoor Recreation
Key West is known for its historic architecture, which features a mix of traditional Caribbean buildings and classic Victorian-style homes. The city has a unique food scene that includes seafood and Latin flavors, as well as a variety of festivals and events throughout the year. Key West also has an active nightlife scene, with plenty of bars, restaurants, and music venues to explore. Lastly, outdoor recreation is a big part of the culture in Key West, with activities like fishing, kayaking, and snorkeling all popular among locals and visitors alike.

Is Key West, FL safe to travel to?

Key West, FL is generally a safe place to travel to. Here are a few safety tips to keep in mind:

  • Keep your valuables secure and out of sight.
  • Be aware of your surroundings.
  • Be aware of the local laws.

What are the popular shopping destinations in Key West, FL?

Popular shopping destinations in Key West, FL include:

  • Duval Street – a charming street lined with boutiques and souvenir shops
  • Mallory Square – a waterfront marketplace with local art, jewelry, and souvenirs
  • Simonton Street – a pedestrian-only street with shops, galleries, and restaurants

Where is Key West, FL?

Key West, FL is located at the southernmost tip of the Florida Keys, a chain of islands that stretch from the southern coast of Florida to the Dry Tortugas. It is the southernmost city in the continental United States, and is renowned for its tropical climate, crystal-clear waters, and vibrant nightlife.

What are the top things to do in Key West, FL?

Key West, FL is a beautiful destination with plenty of activities to keep you entertained. From snorkeling and kayaking in the crystal clear waters, to exploring the eclectic and vibrant culture of this tropical paradise, there's something for everyone to enjoy. Here are some of the top things to do in Key West:

  • Snorkeling and kayaking in the clear waters
  • Explore the vibrant culture of the island
  • Visit the Ernest Hemingway Home and Museum
  • Take a tour of the historic Key West Lighthouse

What do I need to know before visiting Key West, FL?

Before visiting Key West, FL, it is important to know that the weather is usually mild and sunny throughout the year. It is also important to know that Key West is very walkable and that there are plenty of attractions to visit. Lastly, it is important to know that Key West is a very popular tourist destination, so it can get crowded during peak times. Here are some things to keep in mind:

  • The weather is usually mild and sunny throughout the year.
  • Key West is very walkable.
  • There are plenty of attractions to visit.
  • Key West is a very popular tourist destination.

What are the most popular vacation rental amenities in Key West?

  • Air conditioner
  • Kitchen / Kitchenette
  • Internet / Wifi

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