A waterfront with a pier, calm water, and houses with palm trees in the background.

Hotels with connecting rooms in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key Hotels with connecting rooms

Tonight
Aug 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Sugarloaf Key hotels with connecting rooms

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
P7,229
P8,133 total
includes taxes & fees
Aug 16 - Aug 17
Sugar Loaf Lodge

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United Kingdom
Christopher
P6,150
P6,918 total
includes taxes & fees
Sep 2 - Sep 3
Looe Key Reef Resort

3. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Alondra
P8,916
P13,685 total
includes taxes & fees
Aug 18 - Aug 19
Hilton Key West Resort & Marina

4. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Nicole
P6,480
P13,099 total
includes taxes & fees
Aug 12 - Aug 13
Beachside Resort & Residences

5. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Jamie
P6,889
P9,710 total
includes taxes & fees
Aug 12 - Aug 13
Ibis Bay Beach Resort

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Mauricio
P8,201
P12,872 total
includes taxes & fees
Aug 12 - Aug 13
The Perry Hotel & Marina Key West

7. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Thalia
P6,661
P9,202 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Key West / The Keys Collection

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Chandra
P7,422
P10,400 total
includes taxes & fees
Aug 20 - Aug 21
DoubleTree Resort by Hilton Grand Key - Key West

9. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Robert
P7,332
P11,665 total
includes taxes & fees
Sep 10 - Sep 11
Blue Flamingo Resort Key West

10. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Tracie
P8,748
P13,698 total
includes taxes & fees
Aug 26 - Aug 27
Havana Cabana at Key West
View all properties

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great spot!"
Adam 3-night trip
Posted 14 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Clean, great amenities and best location!"
Kelsey 3-night trip
Posted 18 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Nice property. Didn't love that it was on a busy street but overall a great place to stay. Not close to downtown but if you rent a golf cart it's no problem."
Delia 1-night trip
Posted 18 hours ago
Ibis Bay Beach Resort
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The pool and the beach are excellent. The place could use a little updating. No live music was played by the bar in the afternoon"
Brent 1-night trip
Posted 19 hours ago
Pier House Resort & Spa
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Todo muy bueno"
FRANCISCO 1-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton

Frequently asked questions

Why book your hotel with connecting rooms in Sugarloaf Key with Expedia?
Expedia makes it easy to find your dream hotel with connecting rooms in Sugarloaf Key. Getting away with the family? Find your way to the filters to search for stays with perks like a water park. If you have a budget, choose how much you're willing to spend and your preferred hotel star rating. We'll help you find the perfect stay whatever your plans or bank balance.
How can I find cheap hotels with connecting rooms in Sugarloaf Key?
The best way to find cheap hotels with connecting rooms in Sugarloaf Key is with Expedia's easy-to-use filter tool. Refine your search results by budget, star rating and amenities to snag awesome bargains in just a few clicks.
What is there to do in Sugarloaf Key near my hotel with connecting rooms?
If you want to explore the best of Sugarloaf Key, don't miss Florida Keys Beaches. It's a winner with tourists and locals alike.