Compare Hotels in Monroe County
Search over 8,321 hotels from $369
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
Top cities in Monroe County
Top Rated Monroe County Hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$575 nightly
The price is $647 total per night
$647 total
Apr 7 - Apr 8
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$366 nightly
The price is $412 total per night
$412 total
Mar 8 - Mar 9
Total with taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$328 nightly
The price is $369 total per night
$369 total
Mar 8 - Mar 9
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$378 nightly
The price is $426 total per night
$426 total
Mar 8 - Mar 9
Total with taxes and fees
Guests of Ibis Bay Beach Resort have access to a private beach, a marina, and an outdoor pool. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a computer station.
On private beach
Pool

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$418 nightly
The price is $470 total per night
$470 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a business center.
Pool
Spa

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$341 nightly
The price is $383 total per night
$383 total
Mar 23 - Mar 24
Total with taxes and fees
At Havana Cabana at Key West , guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with concierge services, securing valuables, and dry cleaning/laundry. 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 meeting room, a terrace, and an ATM.
Pool
Hot Tub

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$388 nightly
The price is $437 total per night
$437 total
Mar 22 - Mar 23
Total with taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$370 nightly
The price is $416 total per night
$416 total
Mar 24 - Mar 25
Total with taxes and fees
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a gym, and free WiFi in public areas. Valet parking is available for USD 32.25 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this beach hotel include a business center, a terrace, and a garden.
Pool
Pet friendly

Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Free Cancellation
Reserve now, pay when you stay
$632 nightly
The price is $711 total per night
$711 total
Mar 8 - Mar 9
Total with taxes and fees
Guests of Isla Bella Beach Resort & Spa have access to a full-service spa, 5 outdoor pools, and a gym. Valet parking is offered for USD 50 per day. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and securing valuables. Other amenities at this beach hotel include a steam room, free WiFi in public areas, and meeting rooms.
Pool
Spa
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.
Monroe County hotels essential information
Accommodation | 8,321 hotels |
|---|---|
Lowest Price | $369 |
Highest Price | $711 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Beachside Resort & Residences, Blue Flamingo Resort Key West, Ibis Bay Beach Resort, Hyatt Centric Key West Resort and Spa, Havana Cabana at Key West , Cheeca Lodge & Spa, Parrot Key Hotel & Villas, Isla Bella Beach Resort & Spa |
Recent Reviews

Southernmost Beach Resort and Guesthouses
2/5 Poor
"Poor reviews are primarily for interactions with management. First night I arrived the AC in my room was not working. After I already unpacked in the room and checked in, Management said they would not be able to fix it until the next day but offered me a different room in a completely “guesthouse” that was 15 mins walk away, but only for the first night until they could fix it. Obviously this was too inconvienet, so I suffered through the night with just a fan.
Management reached out and apologized and said they would comp my first night, but that I had to reach out to hotels.com and let them know they had to reach out to Southernmost to initiate the refund. I did that, but waited two days and still didn’t hear anything from southernmost (and still haven’t to this day) about my refund.
The $500/nt price for this price is just wild. The hotel and ammenities are pretty underwhelming, but at minimum I’d expect great service from management when issues like this happen. Unfortunately that was not my experience.
"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Posted 1 hour ago
More to Explore
More to Explore
- Hotels near Key West Cemetery
- Meadows Hotels
- Hotels near South Beach
- Cow Key Hotels
- Cabin Rentals in Key West
- Cottages in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Gay Friendly Hotels in Key West
- Key West Hotels
- Houseboats in Key West
- Vacation Homes in Key West
- Villas in Key West
- Hotels near Tennessee Williams Key West Exhibit
- Historic Seaport Hotels
- Stock Island Hotels
- Hotels near Simonton Beach
- Hotels near St. Paul's Episcopal Church
- Fleming Key Hotels
- Hotels near Smathers Beach
- Hotels near Key West Golf Club
- Hotels near Clarence S. Higgs Memorial Beach Park
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Key West Intl.
- 4 Star Hotels in Dredgers Key
- 5 Star Hotels in Dredgers Key
- Apartments in Dredgers Key
- Cabin Rentals in Dredgers Key
- Cottages in Dredgers Key
- Hostels in Dredgers Key
- Dredgers Key Hotels
- Houseboats in Dredgers Key
- Villas in Dredgers Key
- Old Town Key West Hotels
- Hotels near Donkey Milk House
- Key West Historic District Hotels
- White Street Gallery District Hotels
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Hotels near Southernmost Point
- Hotels near Duval Street
- Midtown Hotels
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Ernest Hemingway Home and Museum
- New Town Hotels
- Hotels near Fort East Martello Museum and Gallery
- Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company
- Flights to Key West
- Flights from Atlanta to Key West
- Flights from Baltimore to Key West
- Flights from Boston to Key West
- Flights from Charlotte to Key West
- Flights from Chicago to Key West
- Flights from Cincinnati to Key West
- Flights from Cleveland to Key West
- Flights from Columbus to Key West
- Flights from Dallas to Key West
- Flights from Denver to Key West
- Flights from Detroit to Key West
- Flights from Houston to Key West
- Flights from Indianapolis to Key West
- Flights from Miami to Key West
- Flights from Minneapolis - St. Paul to Key West
- Flights from Nashville to Key West
- Flights from New York to Key West
- Flights from Orlando to Key West
- Flights from Philadelphia to Key West
- Flights from Raleigh to Key West
- Flights from St. Louis to Key West
- Flights from St. Petersburg - Clearwater to Key West
- Flights from Washington to Key West
- Flights from Sanford to Key West
- Flights from Melbourne to Key West
- Flights from Pittsburgh to Key West
- Flights from Fort Lauderdale to Key West
- Flights from Newark to Key West
- Flights from Fort Walton Beach - Destin to Key West
- Flights from Vero Beach to Key West
- Flights from Daytona Beach to Key West
- Flights from Buffalo to Key West
- Flights from Sarasota to Key West
- Flights from Naples to Key West
- Flights from Fort Myers to Key West
- Flights from Tampa to Key West
- Flights from Jacksonville to Key West
- Flights from Palm Beach to Key West
- Flights from Key West Intl.
- Flights from Hartford (BDL) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Gulfport (GPT) to Key West (EYW)
- Flights from New York (LGA) to Key West (EYW)
- Flights from Dredgers Key
- Flights from Omaha to Dredgers Key
- Flights from Grand Rapids to Dredgers Key
- Hotels in Key West Historic District
- Visit Fort East Martello Museum and Gallery
- Car rentals at Key West Airport (EYW)
- Oceanfront Hotels in Key West
- Hotels near Smathers Beach
- Hotels in Key West
- Hotels near Duval Street
- Beach Hotels in Key West
- All-inclusive Resorts in Key West
- Key West vacations
- Car rentals in Key West
- Cheap Hotels in Key West
- Flights to Key West









