5 Best Hotels in Key West for Group Travel

The beautiful beaches and laid-back lifestyle of Key West, Florida make it a favorite destination for groups of friends, families, professionals, and anyone looking to get away from it all. The stunning island with its laid-back atmosphere has plenty of attractions and entertainment to keep everyone happy. Whether you’re looking for peaceful relaxation or exciting adventures, you’ll find something for your group here. The beautiful beaches, inviting atmosphere, and variety of accommodation options listed below make Key West the perfect choice for your next vacation.

  1. NYAH Key West
  2. Tranquility Bay Beachfront Resort
  3. Cheeca Lodge & Spa
  4. Doubletree Hotel Grand Key
  5. Santa Maria Suites Hotel

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Pool view with NYAH Key West in the background
Credit: Hotel Management

The NYAH Key West hotel is a luxurious and modern resort located in the heart of the Florida Keys. The hotel offers guests an array of amenities, including three outdoor pools, a rooftop terrace, and concierge services. The hotel is conveniently located near many of Key West’s most popular attractions, including Duval Street and Mallory Square. With its stunning tropical feel and its convenient location, this small but quaint hotel is the perfect destination for a young group.

  • 217 reviews mention ‘groups’
  • 4.5-star rating

Promising Review: “A hostel style hotel in a great location, easy walking distance for all Key West attractions. Individual lockers in the rooms so would be great for small groups travelling together. Ideal for a family one night stay over.”

Beach view with Tranquility Bay in the background
Credit: Hotel Management

Tranquility Bay Beachfront Resort is one of the best hotels for groups in the Keys. The resort offers a variety of room types, from private villas to standard guest rooms. Each hotel room comes equipped with a private balcony, and some have views of the ocean. The resort also boasts plenty of amenities, including a pool, hot tub, and a private beach. For groups looking for a tranquil and relaxing getaway, Tranquility Bay Beachfront Resort is the perfect choice.

  • 179 reviews mention ‘groups’
  • 4.5-star rating

Promising Review: “The resort has been excellent and Angela at the front desk has been so helpful and fantastic with check in and any additional needs!! The bar help was so awesome to our group of 11 and the kids have had so much fun!! We will return”

Aerial view of Cheeca Lodge from the water
Credit: Hotel Management

For those looking for a luxurious getaway, Cheeca Lodge & Spa is the perfect choice. Located on the beautiful Florida Keys, the resort features plenty of amenities, from a spa to a private beach. The resort also offers a variety of room types, from deluxe suites to standard guest rooms. With its stunning views and luxurious amenities, Cheeca Lodge & Spa is the ideal destination for groups in Key West.

  • 130 reviews mention ‘groups’
  • 4-star rating

Promising Review: “Absolutely loved this property! I came with a group of 10 women for my 60th and there was something for everyone. Several pools, lovely beach and great food and service at every food venue. We are all tennis players and I arranged a clinic for us in advance and Tim made us feel like he’s known us for years! I would highly recommend this resort!”

Outdoor bar with pool in the background
Credit: Hotel Management

The Doubletree Resort Grand Key is a great option for groups looking for a comfortable and convenient stay in Key West. The hotel offers spacious, modern rooms, as well as a variety of amenities, such as a pool and fitness center. The hotel also has a restaurant and bar, and is conveniently located nearby a variety of restaurants, shops, and attractions. The hotel also offers complimentary shuttle service to the airport and other nearby places.

  • 129 reviews mention ‘groups’
  • 4.5-star rating

Promising Review: “As a Tour Operator, I have visited most of the properties in Key West, and hands down the staff at this hotel are the best! Dianne, Victoria and Umberto in group sales are a dynamic team and they make all my groups feel like VIP’s! From the baggage porters like Edwin, to the restaurant and bar management team, housekeeping, servers, and shuttle drivers, this hotel is the friendliest and provides the best service on the Island! They have everything you need to have a wonderful stay”

Santa Maria front entrance
Credit: Hotel Management

Santa Maria Suites Hotel is one of the rare hotels with 5-star guest reviews on TripAdvisor. The hotel offers a variety of room types, from standard guest rooms to one-bedroom suites. The hotel also boasts plenty of amenities, including a pool, hot tub, and a fitness center. Santa Maria Suites Hotel is conveniently located and is a great option for groups looking for a lavish stay in Key West.

  • 115 reviews mention ‘groups’
  • 5-star rating

Promising Review: “We went on the advice from another couple and were not disappointed. We went with 3 other couples and all of us enjoyed our stay. The front desk / concierge were great with recommendations for dinning options and neat places to go. The pool bartender / attendant was so accommodating. She tended to all of our groups needs…”

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