Search Hotels with Connecting Rooms in Key West

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Our top choices for Key West hotels with connecting rooms

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2016)
"Good location and breakfast "
United States
Abhay
The price is 5.400.030 ₫
6.782.380 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Ibis Bay Beach Resort

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1786)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is 6.370.861 ₫
8.647.437 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1004)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is 6.294.548 ₫
7.969.497 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1755)
"The place is great!"
United States
Anna
The price is 6.431.649 ₫
8.847.366 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1165)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is 8.212.385 ₫
9.979.174 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Hilton Garden Inn Key West / The Keys Collection

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 5.221.689 ₫
6.440.173 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Duval House

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1182)
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
United States
Michelle
The price is 5.789.300 ₫
7.253.204 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1002)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest 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, (1001)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is 10.578.630 ₫
13.618.013 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hyatt Centric Key West Resort and Spa

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1808)
"Great stay"
United States
james
The price is 6.286.301 ₫
8.404.287 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
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.

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 6.440.173 ₫ to 13.618.013 ₫ 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 8.4. Travellers Palm comes highly rated if you're travelling 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 favourite 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 6.440.173 ₫ per night, you may want to stay longer in Key West! One property that's easy on your finances is Travellers Palm. It comes with the space you need as well as a swimming pool and a barbecue grill. Another favourite 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 km 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 km from the centre 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.