Key West Hotels with Air Conditioning
Check availability on Key West Hotels with Air Conditioning
Featured Key West Hotels with Air Conditioning

Silver Palms Inn
830 Truman Ave Key West FL
The price is €161 per night
€161
16 Dec - 17 Dec
includes taxes & fees
The free breakfast at Silver Palms Inn gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Features include free WiFi in public areas, plus an outdoor pool and concierge services.
Pool
Breakfast included

Southwinds Motel
1321 Simonton Street Key West FL
The price is €216 per night
€216
9 Dec - 10 Dec
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Duval Street. Enjoy features like 2 outdoor pools, a bar and concierge services.
Pool
Breakfast included

Lighthouse Hotel - Key West Historic Inns
902 Whitehead St Key West FL
The price is €275 per night
€275
9 Dec - 10 Dec
includes taxes & fees
Lighthouse Hotel - Key West Historic Inns's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Free breakfast, free WiFi in public areas and an outdoor pool are available.
Pool
Breakfast included

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €154 per night
€154
14 Dec - 15 Dec
includes taxes & fees
Our customers tell us they can't get enough of Blue Flamingo Resort Key West's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 2 outdoor pools. This property offers pet-friendly amenities, such as an off-lead area.
Pool
Hot tub

The Marker Key West Harbor Resort
200 William Street Key West FL
The price is €245 per night
€245
16 Dec - 17 Dec
includes taxes & fees
Our customers tell us they can't get enough of The Marker Key West Harbor Resort's great location. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus 3 outdoor pools and a restaurant.
Pool
Pet-friendly

Heron House - Adult Only
512 Simonton St Key West FL
The price is €350 per night
€350
7 Jan - 8 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Heron House - Adult Only. During your stay, you're just a quick walk from Duval Street. Features include free WiFi in public areas, plus an outdoor pool and a rooftop terrace.
Pool
Breakfast included

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
The price is €304 per night
€304
10 Dec - 11 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Winslow's Bungalows - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus 3 outdoor pools and a poolside bar. This property offers pet-friendly amenities, such as food and water bowls.
Pool
Breakfast included

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is €271 per night
€271
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Southernmost Beach Resort and Guesthouses. During your stay, you're just a quick walk from Duval Street. Features include 3 outdoor pools, 2 poolside bars and a full-service spa.
Pool
Spa

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
The price is €229 per night
€229
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us they can't get enough of Parrot Key Hotel & Villas's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 4 outdoor pools.

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
The price is €145 per night
€145
14 Dec - 15 Dec
includes taxes & fees
The free breakfast at Fairfield Inn and Suites by Marriott Key West gets high marks from our customers. During your stay, you'll be within walking distance of Florida Keys Beaches. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.
Pool
Breakfast included

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard Key West FL
The price is €150 per night
€150
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Fairfield Inn & Suites by Marriott Key West at the Keys Collection. During your stay, you'll be within walking distance of Key West Tropical Forest and Botanical Garden. Features include free WiFi in public areas, plus an outdoor pool and a gym.
Pool
Breakfast included

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is €144 per night
€144
15 Dec - 16 Dec
includes taxes & fees
Our customers tell us they can't get enough of DoubleTree Resort by Hilton Grand Key - Key West's great location. During your stay, you'll be within walking distance of Fort East Martello Museum and Gallery. Free WiFi in public areas, a free round-trip airport shuttle and a free beach shuttle are available.
Pool
Free airport shuttle

Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
The price is €182 per night
€182
14 Dec - 15 Dec
includes taxes & fees
The free breakfast at Hampton Inn Key West FL gets high marks from our customers. During your stay, you're just a quick walk from Fort East Martello Museum and Gallery. Free WiFi in public areas, an outdoor pool and a restaurant are available.
Pool
Breakfast included

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
The free breakfast at The Cabana Inn Key West - Adults Only gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. You'll find features such as an outdoor pool, a snack bar/deli and 1 hot tub.
Pool
Hot tub

La Pensione Inn
809 Truman Avenue Key West FL
The price is €135 per night
€135
18 Dec - 19 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at La Pensione Inn. During your stay, you're just a quick walk from Duval Street. Free breakfast, an outdoor pool and concierge services are available.
Pool
Breakfast 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.
Key West hotels essential information
Accommodation | 2,773 hotels |
|---|---|
Lowest Price | €135 |
Highest Price | €350 |
Popular hotels | Silver Palms Inn, Southwinds Motel, Lighthouse Hotel - Key West Historic Inns, Blue Flamingo Resort Key West, The Marker Key West Harbor Resort, Heron House - Adult Only, Winslow's Bungalows - Key West Historic Inns, Southernmost Beach Resort and Guesthouses, Parrot Key Hotel & Villas, Fairfield Inn and Suites by Marriott Key West, Fairfield Inn & Suites by Marriott Key West at the Keys Collection, DoubleTree Resort by Hilton Grand Key - Key West, Hampton Inn Key West FL, The Cabana Inn Key West - Adults Only, La Pensione Inn |
Recent Key West hotel reviews by travellers like youebookers verified reviews

Beachside Resort & Residences
5/5 Excellent
"Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready after lunch. We had to wait in the lobby for 1 more hour- until 4pm, to get our room. Obviously that is our official check in time- cant complain- except that our friends had been in their room for hours. Otherwise our stay was great. I loved the options for all 3 meals on site! Only dined out for 1 lunch- happily went back again to Chicken Walk. Loved the lovel light breakfast menu! TNT impressed us all!"
A verified traveller stayed at Beachside Resort & Residences
Posted 6 days ago
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