Compare Fleming Key Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Fleming Key

NYAH Key West - Adults Only
420 Margaret Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
includes taxes & fees
$147 per night
May 8 - May 9
3 outdoor pools, a rooftop terrace, and a hot tub are featured at NYAH Key West - Adults Only. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a water dispenser.
Pool
Hot Tub

Heron House Court - Adult Only
412 Frances St, Key West, FL
The price is $197 per night
$197
includes taxes & fees
$178 per night
May 11 - May 12
At Heron House Court - Adult Only, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.
Pool
Free WiFi

The Palms Hotel
820 White St, Key West, FL
The price is $218 per night
$218
includes taxes & fees
$196 per night
Jun 2 - Jun 3
At The Palms Hotel, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. You'll find limited parking. The front desk has multilingual staff that can help with concierge services, securing valuables, and luggage storage. Additional amenities include a microwave in a common area, a computer station, and a garden.
Pool
Breakfast included

The Cabana Inn Key West - Adults Only
413 Applerouth Lane, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $246 per night
$246
includes taxes & fees
$219 per night
May 5 - May 6
Guests of The Cabana Inn Key West - Adults Only enjoy an outdoor pool, a hot tub, and coffee in a common area. Self parking is offered for USD 32.25 per night. The front desk has multilingual staff that can help with luggage storage and concierge services. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub

Bishop Hotel Key West
822 Fleming St, Key West, FL
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Bishop Hotel Key West. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. This adults-only guesthouse also has an ATM.
Pool
Hot Tub

Amsterdam's Curry Mansion Inn
511 Caroline St, Key West, FL
The price is $287 per night
$287
includes taxes & fees
$255 per night
May 6 - May 7
Guests of Amsterdam's Curry Mansion Inn enjoy an outdoor pool, free WiFi in public areas, and a business center. Transportation is made easy with an area shuttle. A multilingual staff is on hand to assist with tours or tickets, dry cleaning/laundry, and securing valuables. Other amenities at this boutique guesthouse include coffee/tea in a common area, a library, and express check-out.
Pool
Pet friendly

Wicker Guesthouse
913 Duval Street, Key West, FL
The price is $281 per night
$281
includes taxes & fees
$250 per night
Jun 3 - Jun 4
Guests of Wicker Guesthouse enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. If you plan to drive, free parking is available. Front-desk staff can assist with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a library, free newspapers, and a terrace.
Pool
Breakfast included

Douglas House
419 Amelia St, Key West, FL
The price is $296 per night
$296
includes taxes & fees
$262 per night
May 6 - May 7
Guests of Douglas House enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Free parking is available if you drive. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a garden and a picnic area.
Pool
Parking included

The Grand Guesthouse
1116 Grinnell Street, Key West, FL
The price is $249 per night
$249
includes taxes & fees
$222 per night
May 7 - May 8
At The Grand Guesthouse, guests have access to free WiFi in public areas, coffee in a common area, and express check-out. If you plan to drive, free parking is available. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this adults-only guesthouse include free newspapers, a terrace, and a gift shop.
Breakfast included
Parking 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.
Hotel Options in Fleming Key

Southernmost Beach Resort
1319 Duval Street, Key West, FL
The price is $366 per night from Jun 3 to Jun 4
$366
includes taxes & fees
$326 per night
Jun 3 - Jun 4
8.6/10 Excellent! (2,455 reviews)

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is $267 per night from May 11 to May 12
$267
includes taxes & fees
$237 per night
May 11 - May 12
8.8/10 Excellent! (1,649 reviews)

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is $315 per night from Jun 3 to Jun 4
$315
includes taxes & fees
$280 per night
Jun 3 - Jun 4
8.6/10 Excellent! (1,712 reviews)
Fleming Key Guest Houses essential information
Accommodation | 29 Guest Houses |
---|---|
Lowest Price | $165 |
Highest Price | $366 |
Popular accommodation | NYAH Key West - Adults Only, Heron House Court - Adult Only, The Palms Hotel, The Cabana Inn Key West - Adults Only, Bishop Hotel Key West, Amsterdam's Curry Mansion Inn, Wicker Guesthouse, Douglas House, The Grand Guesthouse |
Guest Houses in Fleming Key
Most Popular
More Places To Stay in Fleming Key
Top Trending
Hotels
Jacksonville Coast Casino Resorts & HotelsOkaloosa Island Kid Friendly HotelsSouth Tampa Hotel DealsStock Island Hotel DealsHotels closest to Duval StreetLido Key Hotel DealsSouth Naples Hotel DealsInternational Drive Hotels with Free BreakfastGasparilla Island Hotel DealsOkaloosa Island Hotel DealsInternational Drive Hotels with Hot TubsChampions Gate Hotel DealsAmelia Island Oceanfront HotelsAmelia Island Hotels with Hot TubsAmelia Island Hotel DealsHoneymoon Island State Park Hotel DealsLido Key Oceanfront HotelsInternational Drive Hotel DealsInternational Drive Hotels with BalconiesAmelia Island Beach Resorts & HotelsHotels closest to Smathers BeachCasey Key Hotel Deals
Activities