Hotels with Bars in Florida Keys
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Featured Florida Keys Hotels with Bar

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$360 nightly
The price is $405 total per night
$405 total
Jan 13 - Jan 14, 2026
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 concierge services, dry cleaning/laundry, 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
$242 nightly
The price is $273 total per night
$273 total
Jan 5 - Jan 6, 2026
Total with 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 a vending machine.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$271 nightly
The price is $305 total per night
$305 total
Jan 7 - Jan 8, 2026
Total with 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
$359 nightly
The price is $404 total per night
$404 total
Jan 12 - Jan 13, 2026
Total with 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
$537 nightly
The price is $604 total per night
$604 total
Jan 12 - Jan 13, 2026
Total with 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
$283 nightly
The price is $318 total per night
$318 total
Jan 8 - Jan 9, 2026
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 luggage storage and concierge services. 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

Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$314 nightly
The price is $353 total per night
$353 total
Jan 5 - Jan 6, 2026
Total with 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. Self parking is available for USD 15 per day. The front desk is staffed 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. 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
$320 nightly
The price is $360 total per night
$360 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton features a marina, a full-service spa, and 4 outdoor pools. Self parking is offered for USD 21.50 per day. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and concierge services. Other amenities at this beach resort include a 24-hour gym, a steam room, and free WiFi in public areas.
Pool
Spa

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$359 nightly
The price is $404 total per night
$404 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, 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
$189 nightly
The price is $213 total per night
$213 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Key Largo by IHG features a marina, an outdoor pool, 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, concierge services, and luggage storage. 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
$256 nightly
The price is $289 total per night
$289 total
Jan 8 - Jan 9, 2026
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 tours/tickets and dry cleaning/laundry. Other amenities at this beach hotel include a business center, a terrace, and a garden.
Pool
Pet friendly

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$305 nightly
The price is $343 total per night
$343 total
Jan 4 - Jan 5, 2026
Total with 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 tours/tickets and luggage storage. 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
$369 nightly
The price is $415 total per night
$415 total
Jan 7 - Jan 8, 2026
Total with 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 night. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. 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
$400 nightly
The price is $450 total per night
$450 total
Jan 13 - Jan 14, 2026
Total with 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 47.30 per day. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and a banquet hall.
Pool
Pet friendly

Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
Free Cancellation
Reserve now, pay when you stay
$402 nightly
The price is $452 total per night
$452 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
Guests of Tranquility Bay Beachfront Hotel and Resort have access to a private beach, 3 outdoor pools, and a gym. You can take advantage of free parking if you drive. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. Other amenities at this beach hotel include free WiFi in public areas and a banquet hall.
On private beach
Pool
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 | 8,414 hotels |
|---|---|
Lowest Price | $213 |
Highest Price | $604 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Gilbert's Resort, 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, Tranquility Bay Beachfront Hotel and Resort |
Recent Hotels with Bar Reviews

Chesapeake Beach Resort
5/5 Excellent
"It was a great breakfast.... they had everything that i liked in particular. They had healthy options.. not a big place so it didnt seem overwhelmed with options just the right amount of options. Place i staid had an amazing ocean view :) "
A verified traveler stayed at Chesapeake Beach Resort
Posted 3 days ago


