Book Guest Houses in The South
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Top Guest Houses in The South

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$339 nightly
The price is $381 total per night
$381 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
An area shuttle is featured at this guesthouse, along with an outdoor pool and a terrace. WiFi in public areas is free. A business center, a garden, and a snack bar/deli are also on offer.
Pool
Pet friendly

NYAH Key West - Adults Only
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$236 nightly
The price is $266 total per night
$266 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
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

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $307 total per night
$307 total
Jan 11 - Jan 12, 2026
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
$282 nightly
The price is $318 total per night
$318 total
Jan 12 - Jan 13, 2026
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

Wicker Guesthouse
913 Duval Street Key West FL
$354 nightly
The price is $398 total per night
$398 total
Jan 13 - Jan 14, 2026
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

Heron House Court - Adult Only
412 Frances St Key West FL
$219 nightly
The price is $247 total per night
$247 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Pool
Free WiFi

Douglas House
419 Amelia St Key West FL
$306 nightly
The price is $344 total per night
$344 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Free WiFi

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

Duval Inn
511 Angela Street Key West FL
$288 nightly
The price is $325 total per night
$325 total
Jan 7 - Jan 8, 2026
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

Kona Kai Oasis
630 South Street Key West FL
$287 nightly
The price is $323 total per night
$323 total
Jan 5 - Jan 6, 2026
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

Colors on White
818 White St Key West FL
$299 nightly
The price is $336 total per night
$336 total
Jan 7 - Jan 8, 2026
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 terrace, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly

L'Habitation Guest House
408 Eaton Street Key West FL
$244 nightly
The price is $275 total per night
$275 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and a terrace. Free continental breakfast is served. A garden, concierge services, and free newspapers are also on offer.
Breakfast included
Free WiFi
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 The South

Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$133 nightly
The price is $150 total per night from Jan 6 to Jan 7
$150 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.8/10 Excellent! (5,875 reviews)
The South Guest Houses essential information
Accommodation | 17 Guest Houses |
|---|---|
Lowest Price | $82 |
Highest Price | $572 |
Popular accommodation | Amsterdam's Curry Mansion Inn, NYAH Key West - Adults Only, The Cabana Inn Key West - Adults Only, The Palms Hotel, Wicker Guesthouse, Heron House Court - Adult Only, Douglas House, Bishop Hotel Key West, Duval Inn, Kona Kai Oasis, Colors on White, L'Habitation Guest House |





