Hotels with connecting rooms in Key West, Florida

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with connecting rooms

Next weekend
In two weeks

Our top choices for Key West hotels with connecting rooms

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (589 reviews)
"Great stay"
United States
Allison
The price is P34,764
P43,197 total
includes taxes & fees
Apr 11 - Apr 12
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,000 reviews)
"We had a great stay and experience. Access to sister resort was great. Beach was perfect."
United States
Mitchell F
The price is P30,217
P38,082 total
includes taxes & fees
Apr 5 - Apr 6
The Reach Key West, Curio Collection by Hilton

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (689 reviews)
"Room was spotless, breakfast by the pool is a plus, host is always attentive to making everything right!"
United States
Robert
The price is P13,928
P16,971 total
includes taxes & fees
Mar 29 - Mar 30
The Garden House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"We enjoyed the breakfast that was offered. This was also a great location within walking distance to many things. The staff were very kind and helpful. "
United States
Billie
The price is P15,206
P17,107 total
includes taxes & fees
Apr 2 - Apr 3
Authors of Key West Guest House

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,069 reviews)
"Wonderful location and very nice hotel!!"
United States
Meredith
The price is P27,678
P35,225 total
includes taxes & fees
Apr 5 - Apr 6
Pier House Resort & Spa

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,010 reviews)
"Great place, great location, great staff"
United States
Victoria
The price is P18,712
P22,353 total
includes taxes & fees
Mar 30 - Mar 31
Duval House

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Great views and great combo of sunning areas with lots of available chairs, at the pool, on the dock, and in the two separate sand areas. Also really cool that there was direct access to the ocean to swim and right next to (steps away from) a small public beach. "
United States
Robert
The price is P23,254
P30,384 total
includes taxes & fees
Apr 20 - Apr 21
Hyatt Centric Key West Resort and Spa

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (914 reviews)
"Great location and nice property!"
United States
Jodi
The price is P22,996
P28,921 total
includes taxes & fees
Apr 20 - Apr 21
Lighthouse Hotel - Key West Historic Inns

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
"good location"
United States
Robert
The price is P10,234
P11,514 total
includes taxes & fees
Mar 29 - Mar 30
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,006 reviews)
"Everyone was super nice. We really enjoyed our stay."
United States
Christine
The price is P12,830
P14,434 total
includes taxes & fees
Apr 9 - Apr 10
Looe Key Reef Resort
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.

Find out more about Key West

Discover top Key West attractions

Key West, Florida, beckons with its vibrant charm and a plethora of activities that promise an unforgettable getaway for quality-seeking travelers. Begin your adventure at the iconic Ernest Hemingway Home and Museum, where you can explore the lush gardens and learn about the legendary author's life amidst his beloved six-toed cats. Then, head to the breathtaking Dry Tortugas National Park, accessible by a scenic ferry ride, where you can snorkel in crystal-clear waters filled with marine life or explore the historic Fort Jefferson. For those seeking a unique culinary experience, indulge in fresh seafood at the renowned Blue Heaven, famous for its outdoor dining under a canopy of trees, where roosters roam freely. Don’t miss the sunset celebration at Mallory Square, where street performers and local artisans gather, creating an electric atmosphere as you watch the sun dip below the horizon. Finally, consider staying in the Historic Old Town area, where charming boutique hotels like The Southernmost Inn provide a perfect base for exploration, offering lush gardens, refreshing pools, and exceptional service that ensures you feel pampered. This area is not just about the sights—it's about the experience, with easy access to shops, cafes, and vibrant nightlife just steps from your door.

Find the best hotels with connecting rooms in Key West

For travelers seeking accommodations in Key West that feature connecting rooms, these hotels offer excellent choices that promise both comfort and convenience for families or groups. Each hotel is equipped with connecting room options to enhance your stay.

The Perry Hotel & Marina Key West

  • Why it's great for extra space: The Perry Hotel & Marina Key West stands out for travelers needing connecting rooms, with an impressive review rating of 9.4. This upscale hotel offers spacious connecting room options that are perfect for families or groups, along with unique waterfront access and a delightful outdoor pool area that provides a vacation vibe.
  • Other amenities: Additional features include a 24-hour fitness center, on-site shopping, and alfresco dining options at the restaurant. Guests can take advantage of the marina services, including kayak rentals and boat tours, enhancing their stay with exciting water activities. Furthermore, the hotel provides complimentary beach towels, daily housekeeping, and a shuttle service to explore the local area.
  • Nearby attractions: Key West Tropical Forest and Botanical Garden - 1.16 miles, Key West Golf Club - 1.67 miles, Stock Island Yacht Club & Marina - 1.48 miles

Duval House

  • Why it's great for extra space: Duval House is a charming option for travelers seeking connecting rooms, with a solid review rating of 9.2. This welcoming hotel features connecting room options that are perfect for groups or families, providing a cozy atmosphere in the heart of Old Town Key West.
  • Other amenities: Guests can enjoy a heated pool, a beautiful terrace, and free breakfast daily. The hotel also offers self-parking, air conditioning, and a garden area for relaxation. With easy access to nearby attractions and activities like boating and snorkeling, travelers can immerse themselves in the vibrant local culture while enjoying the comforts of their connecting accommodations.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0.03 miles, Ernest Hemingway Home and Museum - 0.21 miles, Key West Lighthouse and Keeper's Quarters Museum - 0.23 miles

Pier House Resort & Spa

  • Why it's great for extra space: Pier House Resort & Spa offers an excellent option for travelers looking for connecting rooms, enjoying an excellent review rating of 9.0. This resort not only provides connecting room arrangements but also features a stunning beachfront location, making it a great choice for families wanting to enjoy the sun and sand together.
  • Other amenities: Guests can indulge in the full-service spa, which offers various treatments, or relax by the outdoor pool. The resort includes a restaurant with ocean views, fitness facilities, and complimentary beach towels. Additional perks include daily housekeeping, a concierge service for personalized assistance, and nearby activities such as snorkeling and kayaking for adventurous guests.
  • Neighborhood: Key West Historic District
  • Nearby attractions: Duval Street - 0.0 miles, Key West Shipwreck Museum - 0.16 miles, Mallory Square - 0.11 miles

Oceans Edge Key West Resort, Hotel & Marina

  • Why it's great for extra space: Oceans Edge Key West Resort, Hotel & Marina is an ideal choice for travelers needing connecting rooms, a strong guest review rating of 8.8. This luxurious resort features connecting rooms that ensure families and groups can stay close while enjoying the splendid amenities of the hotel, including a beautiful outdoor pool and waterfront views that enhance the overall experience.
  • Other amenities: Guests can take advantage of a range of facilities, including a fitness center that's open 24 hours, daily housekeeping, and a concierge service for personalized assistance. The hotel also offers boating tours, nearby golf courses, and water sports options like snorkeling and windsurfing for those looking to explore the stunning surroundings. Additional features include on-site dining, premium bedding, and complimentary beach towels, ensuring a comfortable and enjoyable stay for everyone.
  • Nearby attractions: Key West Tropical Forest and Botanical Garden - 1.77 miles, Key West Golf Club - 1.72 miles, Stock Island Yacht Club & Marina - 0.34 miles

Havana Cabana at Key West

  • Why it's great for extra space: Havana Cabana at Key West is perfectly suited for travelers seeking connecting rooms, receiving high praise with a review rating of 8.8. This vibrant hotel offers connecting rooms that cater to families, along with a range of enticing amenities such as a lovely outdoor pool and a poolside restaurant that enhances the tropical ambiance.
  • Other amenities: Guests can enjoy a host of features including a hot tub, self-parking options, and an airport shuttle for added convenience. The hotel also boasts a fitness center nearby, a terrace for relaxation, and complimentary housekeeping services. With pet-friendly accommodations and a garden area, guests can enjoy the beautiful surroundings while feeling right at home.
  • Neighborhood: New Town
  • Nearby attractions: Florida Keys Beaches - 2.69 miles, Key West Tropical Forest and Botanical Garden - 1.16 miles, Key West Golf Club - 2.05 miles

Top Key West Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Key West cost?
Hotels with connecting rooms in Key West range from P11,514 to P43,197 per night. This will give you plenty of space for the whole family at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Key West?
Take your pick of multiple hotels with connecting rooms in Key West with a total average guest review rating of 8.7. Travelers Palm comes highly rated if you're traveling as a group or just need some extra space. This 2.5-star stay also has a terrace and a furnished patio. The Perry Hotel & Marina Key West is another guest favorite with connecting rooms. It has a 4-star rating and amenities such as designer toiletries and pillow top mattresses.
How many hotels with adjoining rooms are there in Key West?
Key West has 23 hotels with adjoining rooms. To help you book the ideal stay, use our filter tool to search for other must-have amenities or perks.
What are the best cheap hotels with connecting rooms in Key West?
With hotels with connecting rooms starting at just P11,514 per night, you may want to stay longer in Key West! One property that's easy on your finances is Travelers Palm. It comes with the space you need as well as a swimming pool and a barbecue grill. Another favorite is Alexander Palms Court. Besides connecting rooms, it offers individually decorated rooms and pool sun loungers. If you prefer to save your hard-earned cash and still experience the best of Key West, add some fantastic free attractions to your travel plans. Smathers Beach and Fort Zachary Taylor Historic State Park are always popular among visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Key West?
A trip with the family in Key West is a cinch at Eden House. Offering connecting rooms and conveniences such as a sauna and housekeeping services, your crew can make themselves at home at this 3.5-star stay. Hyatt Centric Key West Resort and Spa is another family-friendly hotel with connecting rooms. It has a 4-star rating and conveniences including a nearby beach and a cafe. Key West has no shortage of family-friendly attractions to check out that'll entertain the kids. Smathers Beach and South Beach promise a fun-filled day for both young and old.
Are there any 5-star hotels with connecting rooms in Key West?
Unfortunately, there aren't any 5-star hotels with connecting rooms in Key West. But you will find some impressive 4-star stays that have this feature. Check in to The Perry Hotel & Marina Key West, around 6 kilometers from downtown. Pillow top mattresses and beauty services are just a couple of the amenities available here. Oceans Edge Key West Resort, Hotel & Marina is another upmarket option with connecting rooms, as well as Egyptian-cotton sheets and concierge services. This property is located around 8 kilometers from the center of Key West.
Why book your hotel with connecting rooms in Key West with Expedia?
With Expedia, it's easy to find your ideal hotel with connecting rooms in Key West. Getting away with the family? Use our filters to search for properties with a pool or free WiFi. If you have a certain budget, click on how much you're willing to spend and the preferred star rating of your hotel. We'll help you find the right stay whatever your trip looks like.
How can I find cheap hotels with connecting rooms in Key West?
An excellent way to score cheap hotels with connecting rooms in Key West is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to land awesome prices with only a few clicks.
What is there to do in Key West near my hotel with connecting rooms?
There are plenty of fantastic things that'll fill up your itinerary in Key West. Head for attractions like Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach. Clarence S. Higgs Memorial Beach Park, Key West Aquarium and Boca Chica Nude Beach are also on many to-do lists.

Explore a world of travel with Expedia