Book Guest Houses in Sugarloaf Key, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Sugarloaf Key

Douglas House - Adults Only
419 Amelia St Key West FL
$129 nightly
The price is $145 total per night
$145 total
Sep 24 - Sep 25
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. A garden, a picnic area, and luggage storage are also on offer.
Pool
Free WiFi

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $187 total per night
$187 total
Sep 28 - Sep 29
Total with taxes and fees
This guesthouse features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also offered.
Pool
Hot Tub

The Palms Hotel
820 White St Key West FL
$162 nightly
The price is $182 total per night
$182 total
Sep 27 - Sep 28
Total with taxes and fees
This guesthouse features a bar/lounge, a poolside bar, and an outdoor pool. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a picnic area, and a computer station are also on offer.
Pool
Breakfast included

Bishop Hotel Key West
822 Fleming St Key West FL
This guesthouse's 2 outdoor pools and hot tub are among the featured amenities. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast and free WiFi. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Pool
Hot Tub

Kona Kai Oasis
630 South Street Key West FL
$142 nightly
The price is $159 total per night
$159 total
Sep 23 - Sep 24
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$157 nightly
The price is $177 total per night
$177 total
Sep 29 - Sep 30
Total with taxes and fees
This guesthouse features an outdoor pool and a bar/lounge. WiFi in public areas is free. You'll appreciate the area shuttle, business center, and coffee shop/cafe.
Pool
Pet friendly

Wicker Guesthouse
913 Duval Street Key West FL
$151 nightly
The price is $170 total per night
$170 total
Sep 23 - Sep 24
Total with taxes and fees
This guesthouse features an outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a library are also on offer.
Pool
Breakfast included

The Independent Inn - Formerly Heron House Court
412 Frances St Key West FL
$148 nightly
The price is $162 total per night
$162 total
Sep 23 - Sep 24
Total with taxes and fees
This guesthouse features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included

Duval Inn
511 Angela Street Key West FL
$162 nightly
The price is $182 total per night
$182 total
Oct 1 - Oct 2
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.
Pool
Breakfast included

NYAH Key West - Adults Only
420 Margaret Street Key West FL
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the hot tub and free continental breakfast each morning. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Hot Tub

Coco Plum Inn
611 Whitehead Street Key West FL
$152 nightly
The price is $171 total per night
$171 total
Sep 29 - Sep 30
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.
Pool
Breakfast included

The Mermaid & Alligator
729 Truman Ave Key West FL
$204 nightly
The price is $230 total per night
$230 total
Sep 28 - Sep 29
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and luggage storage are also provided.
Pool
Breakfast included
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 hotels in Sugarloaf Key

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (635 reviews)
Sugarloaf Key Guest Houses essential information
Accommodation | 72 Guest Houses |
|---|---|
Lowest Price | $145 |
Highest Price | $263 |
Popular accommodation | Douglas House - Adults Only, The Cabana Inn Key West - Adults Only, The Palms Hotel, Bishop Hotel Key West, Kona Kai Oasis, Amsterdam's Curry Mansion Inn, Wicker Guesthouse, The Independent Inn - Formerly Heron House Court , Duval Inn, NYAH Key West - Adults Only, Coco Plum Inn, The Mermaid & Alligator |
More ways to wander Sugarloaf Key
Flights to Sugarloaf Key
The best fares to get you there
Sugarloaf Key Hotels
Sugarloaf Key Vacation Rentals
Great Deals on Alternative Accommodations
Sugarloaf Key Car Rentals
Affordable cars to get you around town
Sugarloaf Key Vacations
Save more by combining flights, hotels and cars
Things to do in Sugarloaf Key
Explore More Ways to Travel with Travelocity
- Resorts in Bahia Honda Key
- Old Wooden Bridge Resort and Marina
- Sunshine Key RV Resort & Marina
- Hotels in Big Pine Key
- Motels in Big Pine Key
- Resorts in Big Pine Key
- Casa Marina Hotels
- Houseboats in Cow Key
- Bedandbreakfast in Cudjoe Key
- Cottages in Cudjoe Key
- Caravanparks in Cudjoe Key
- Villas in Cudjoe Key
- Hotels near Duval Street
- Bedandbreakfast in Key West
- Condos in Key West
- Aparthotels in Key West
- Key West Historic District Hotels
- Adults Only in Key West
- All-Inclusive in Key West
- Amsterdam's Curry Mansion Inn
- Beach in Key West
- Casa Marina Key West Curio Collection by Hilton
- Budget in Key West
- Coconut Beach Resort
- Duval House
- H2O Suites - Adults Only
- Havana Cabana at Key West
- Heron House - Adult Only
- The Independent Inn - Formerly Heron House Court
- Island City House Hotel
- Beachside Resort & Residences
- Lighthouse Hotel - Key West Historic Inns
- Winslow's Bungalows - Key West Historic Inns
- LA TE DA Hotel - Adults Only
- New Orleans House - Gay Men Adult Resort
- NYAH Key West - Adults Only
- Ocean Key Resort - A Noble House Resort
- Hilton Key West Resort & Marina
- Opal Key Resort & Marina Key West
- Parrot Key Hotel & Villas
- Pier House Resort & Spa
- Seashell Motel
- Silver Palms Inn & Historic Homes
- Simonton Court Historic Inn & Cottages
- Southernmost Beach Resort and Guesthouses
- Southwinds Motel
- The Gardens Hotel
- The Laureate Key West
- The Marker Key West Harbor Resort
- The Marquesa Hotel
- The Perry Hotel & Marina Key West
- Southernmost House - Adult Exclusive
- The Southernmost Inn - Adults Only
- Wicker Guesthouse
- Hotels in Key West
- Houseboats in Key West
- Privatevacationhomes in Key West
- Resorts in Key West
- Parmer's Resort
- Condos in Lower Florida Keys
- Cottages in Lower Florida Keys
- Houseboats in Lower Florida Keys
- Apartments in Lower Sugarloaf Key
- Hotels near Mallory Square
- Hawks Cay Resort
- Isla Bella Beach Resort & Spa
- Tranquility Bay Beachfront Hotel and Resort
- Hotels in Marathon
- Houseboats in Marathon
- Cabins in Melody Key
- Resorts in Melody Key
- Old Town Key West Hotels
- Looe Key Reef Resort
- Hotels near Southernmost Point
- Apartments in Sugarloaf Key
- Bedandbreakfast in Sugarloaf Key
- Cabins in Sugarloaf Key
- Condos in Sugarloaf Key
- Cottages in Sugarloaf Key
- Sugar Loaf Lodge
- Sugarloaf Key Hotel at KOA Resort
- Houseboats in Sugarloaf Key
- Motels in Sugarloaf Key
- Cottages in Summerland Key
- Houseboats in Summerland Key
- Flights to Key West
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Alcoa (TYS) to Key West (EYW)





