Key West Holidays

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Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West

Things to do in and around Key West

Key West is an ideal destination for families and business travellers alike, offering a variety of attractions and activities. Visitors can enjoy shopping at local malls and explore vibrant resorts. Key highlights include exciting kayak trips, lively venues featuring live music, and numerous fun places to experience the local culture. With its charming atmosphere, Key West promises a memorable vacation filled with unique attractions and delightful experiences.

Shopping

In Key West, explore The Kite House for unique gifts and We Cycle Key West for bike rentals and accessories. If you're up for a drive, visit the Big Pine Key Flea Market, a vibrant public market offering a variety of local goods, located 46.7km away.

Recreation

Experience the serene atmosphere at Key West Golf Club, where you can enjoy a round of golf amidst lush landscapes. For a dose of culture, catch a performance at the Red Barn Theater, perfect for families. Alternatively, unwind at the MLK Community Pool, offering a refreshing escape for all ages.

Adventure

In Key West, dive into the vibrant underwater world with a snorkelling adventure at the Florida Keys National Marine Sanctuary. Explore the historic shipwrecks and colourful coral reefs. Alternatively, embark on a thrilling sunset sail, where you can enjoy breathtaking views while sailing across the sparkling waters of the Gulf of Mexico.

Nightlife

Key West's nightlife buzzes with energy, featuring lively bars like Sloppy Joe's and the laid-back vibe of the Green Parrot. For a unique experience, enjoy live music at the Sunset Pier, or sip cocktails while watching the sunset at Mallory Square.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Key West

Key West offers a delightful experience for families and business travellers alike, with its stunning beaches, national parks, and historic houses. Visitors can immerse themselves in local culture while enjoying outdoor activities. Notable attractions include the Key West Aquarium and various beautiful beaches, making it a perfect destination for those seeking both relaxation and adventure.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West. Lined with lively bars, eclectic shops, and delightful eateries, this bustling thoroughfare offers a perfect blend of city vibes and island charm, making it a must-visit for socialising and shopping.
  • Mallory Square: Known for its stunning sunset celebrations, Mallory Square is a lively gathering point where street performers showcase their talents. Enjoy the picturesque views of the Gulf of Mexico while sampling local delicacies from nearby vendors.
  • Smathers Beach: Unwind at Smathers Beach, a beautiful stretch of golden sand ideal for sunbathing and water sports. With its relaxed beach vibes, it's perfect for leisurely strolls or enjoying a refreshing swim in the azure waters.

Tips to save on your trip to Key West

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Key West during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Key West Beach Holiday

Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.

Things You Should Know About Key West

  • Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
  • If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
  • With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.

Top hotels in Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €202 per night from 27 May to 28 May
€202
27 May - 28 May
includes taxes & fees
8.4/10 Very Good! (2,163 reviews)
Great property. Enjoyed the amenities and location.

Reviewed on 1 May 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is €240 per night from 11 May to 12 May
€240
11 May - 12 May
includes taxes & fees
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on 30 Apr 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €274 per night from 26 May to 27 May
€274
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (1,797 reviews)
Our room was at the rear of the hotel, maybe because we booked it through Expedia, I don't know, but certainly not the best location. I've noticed that we tend to get weird room locations if I use a booking service other than the hotel itself. It only had One elevator, not convenient to anything. ...

Reviewed on 1 May 2026

Margaritaville Beach House Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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