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

Hersha Hospitality hotels in Sugarloaf Key, Summerland Key

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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Sugarloaf Key Hersha Hospitality

1. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
€195
includes taxes & fees
27 Oct - 28 Oct
Parrot Key Hotel & Villas
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Top Sugarloaf Key Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Gorgeous property in Key West"
Mark 1-night trip
Posted 2 hours ago
Winslow's Bungalows - Key West Historic Inns
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

8/10 Good
"Staff were amazing, very accommodating and quick to assist during “king tide” Bed super comfortable, Linens and towels clean walls do require some washing Did not use pool or extras"
Barb 2-night trip
Posted 2 hours ago
Sugarloaf Key RV Resort & Cottages
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Very nice place to stay. Room was clean and comfortable. The staff were all nice. Even called me before we arrived. The hotel is well maintained. The outside area is very nice with 2 pools, bars, and games for everyone to enjoy. They also have a 2 tesla charges which is of the reasons I booked the stay."
Laura 2-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"This place was one of the best places I have stayed. Clean, comfortable and the staff SUPER FRIENDLY. I will come back for sure. Thank you!!"
Jose 2-night trip
Posted 3 hours ago
Sugarloaf Key Hotel at KOA Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Our stay at the Southern Most was great! The location is perfect and the staff was wonderful. The beach, the pool the rooms were spotless and the staff couldn’t have been any nicer. Highly recommended."
Richard John 3-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Amazing property located at the tip of the keys. Very convenient to the strip and also a lot of shops."
Forrest 1-night trip
Posted 10 hours ago
Opal Key Resort & Marina, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"El fron desk el .uchacho ablaba español me atendió de 10 me aconsejo hise caso a las opciones que abia y la pasa.os re chevereee"
martin 1-night trip
Posted 12 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

8/10 Good
"This is a small, boutique type inn. There are steep steps to the second and third floors so if you have heavy luggage, be careful. The continental breakfast was pretty good, you can make your own waffles. The “happy hour “ was cheese, nuts, some stale crackers and wine. Great location on the island!"
Joanell 1-night trip
Posted 12 hours ago
The Southernmost Inn - Adults Only
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"It was welled cared for and the staff was very helpful."
Debra K 2-night trip
Posted 13 hours ago
The Reach Key West, Curio Collection by Hilton

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