Hotels with Bars in Florida Keys
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 Florida Keys Hotels with Bar

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$244 nightly
The price is $275 total per night
$275 total
Aug 25 - Aug 26
Total includes 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 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Gilbert's Resort
107900 Overseas Highway, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
$289 nightly
The price is $325 total per night
$325 total
Aug 3 - Aug 4
Total includes taxes and fees
Guests of Gilbert's Resort have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. The front desk has multilingual staff that can help with tours/tickets and securing valuables. Other amenities at this beach motel include free WiFi in public areas, a terrace, and an ATM.
On private beach
Pool

The Gates Hotel Key West Newly Renovated
3824 N Roosevelt Blvd, Key West, FL
At The Gates Hotel Key West Newly Renovated, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, self parking is USD 15.00 per night, and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include a business center, express check-out, and a terrace.
Pool
Pet friendly

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $285 total per night
$285 total
Aug 10 - Aug 11
Total includes taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. 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 meeting room, a terrace, and laundry facilities.
On private beach
Pool

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $163 total per night
$163 total
Aug 21 - Aug 22
Total includes taxes and fees
Guests of The Southernmost Inn - Adults Only enjoy features like 2 outdoor pools, a hot tub, and coffee in a common area. Self parking is available for USD 32.25 per day. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.
Pool
Hot Tub

Pier House Resort & Spa
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$397 nightly
The price is $447 total per night
$447 total
Aug 5 - Aug 6
Total includes taxes and fees
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Self parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and securing valuables. 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 gym, a hot tub, and meeting rooms.
On private beach
Pool

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $199 total per night
$199 total
Aug 4 - Aug 5
Total includes 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, luggage storage, and dry cleaning/laundry. 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, meeting rooms, and conference space.
Pool
Pet friendly

Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $195 total per night
$195 total
Aug 26 - Aug 27
Total includes taxes and fees
At Hampton Inn Key West FL, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Breakfast included

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $201 total per night
$201 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton have access to a marina, 2 outdoor pools, and a 24-hour gym. Self parking is offered for USD 22.50 per day. The 24-hour front desk has staff standing by to help with tours or tickets, securing valuables, and luggage storage. Other amenities at this beach resort include free WiFi in public areas, meeting rooms, and conference space.
Pool
Pet friendly

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$268 nightly
The price is $302 total per night
$302 total
Aug 11 - Aug 12
Total includes taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.
On private beach
Pool

Holiday Inn Key Largo by IHG
99701 Overseas Hwy, Key Largo, FL
Free Cancellation
$148 nightly
The price is $167 total per night
$167 total
Aug 14 - Aug 15
Total includes taxes and fees
Guests of Holiday Inn Key Largo by IHG have access to a marina, 2 outdoor pools, and a 24-hour gym. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and concierge services. Other amenities at this beach hotel include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$185 nightly
The price is $208 total per night
$208 total
Aug 17 - Aug 18
Total includes 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
Free WiFi

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $266 total per night
$266 total
Aug 19 - Aug 20
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and tours/tickets. 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 meeting rooms.
On private beach
Pool

La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $262 total per night
$262 total
Aug 17 - Aug 18
Total includes taxes and fees
Guests of La Concha Key West, Autograph Collection have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 45 per day. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Additional amenities include meeting rooms, conference space, and express check-out.
Pool
Pet friendly

The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$248 nightly
The price is $279 total per night
$279 total
Aug 26 - Aug 27
Total includes taxes and fees
Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 45.15 per day. The 24-hour front desk has staff standing by to help with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and a garden.
Pool
Pet friendly
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.
Florida Keys hotels essential information
Accommodation | 8,239 hotels |
---|---|
Lowest Price | $163 |
Highest Price | $447 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Gilbert's Resort, The Gates Hotel Key West Newly Renovated, Amara Cay Resort, The Southernmost Inn - Adults Only, Pier House Resort & Spa, Blue Flamingo Resort Key West, Hampton Inn Key West FL, Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton, Islander Resort, Holiday Inn Key Largo by IHG, Parrot Key Hotel & Villas, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Concha Key West, Autograph Collection, The Marker Key West Harbor Resort |
Recent Hotels with Bar Reviews

Chesapeake Beach Resort
5/5 Excellent
"It was new, loved the balcony. Beach sports were nice but needed more lifejacket sizes. Pool amenities were great. Breakfast was good. "
A verified traveler stayed at Chesapeake Beach Resort
Posted 8 hours ago
Other Hotels with Bar
Areas Of Florida Keys
Hotels Near
Hotel Themes
Flights To
Top Trending
Hotels
- Pocono Mountains All Inclusive Resorts & Hotels
- Pocono Mountains Romantic Getaways & Hotels
- Pocono Mountains Hotels with Hot Tubs
- Southern Indiana Waterpark Hotels & Resorts
- Northern California Hotels with Hot Tubs
- Gulf Coast Kid Friendly Hotels
- Gulf Coast Waterpark Hotels & Resorts
- Pocono Mountains Spa Resorts & Hotels
- Southern California Hotels with a Lazy River
- Western Maryland Spa Resorts & Hotels
- Northern California Casino Resorts & Hotels
- Southeastern United States All Inclusive Resorts & Hotels
- Western United States All Inclusive Resorts & Hotels
- Southern California Hotels with Waterslides
- Pocono Mountains Kid Friendly Hotels
- Southern California Romantic Getaways & Hotels
- Southern California Spa Resorts & Hotels
- Northern California Kid Friendly Hotels
- Pocono Mountains Hotel Deals
- Pocono Mountains Waterpark Hotels & Resorts
- Northern California All Inclusive Resorts & Hotels
- Ozarks Kid Friendly Hotels
- Northern California Beach Resorts & Hotels
- Southern California Hotels with Hot Tubs
- Gulf Coast Beach Resorts & Hotels
- Northern California Spa Resorts & Hotels
- Southern California Hotels with an Indoor Pool
- Pocono Mountains Hotels with an Indoor Pool
- Quad Cities Hotels with Hot Tubs