Hotels with Air Conditioning in Florida Keys
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Featured Florida Keys Hotels with Air Conditioning

Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $223 total per night
$223 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Parmer's Resort have access to a private beach, a marina, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Other amenities at this beach motel include free WiFi in public areas, coffee/tea in a common area, and a microwave in a common area.
On private beach
Pool

Silver Palms Inn & Historic Homes
830 Truman Ave Key West FL
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $258 total per night
$258 total
Dec 2 - Dec 3
Total with taxes and fees
Guests staying at Silver Palms Inn & Historic Homes enjoy an outdoor pool, free WiFi in public areas, and a vending machine. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and luggage storage. Additional amenities include an ATM and a TV in a common area.
Pool
Breakfast included

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $172 total per night
$172 total
Nov 8 - Nov 9
Total with taxes and fees
Guests of Marina Del Mar Resort and Marina enjoy a marina, an outdoor pool, and a gym. If you drive, take advantage of free parking. The front desk has multilingual staff that can help secure valuables, and offer advice about sights and eateries nearby. Additional amenities include free WiFi in public areas, a hot tub, and an outdoor tennis court.
Pool
Hot Tub

Southwinds Motel
1321 Simonton Street Key West FL
$184 nightly
The price is $207 total per night
$207 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. Self parking is offered for USD 22.50 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include laundry facilities, a vending machine, and a picnic area.
Pool
Breakfast included

Lighthouse Hotel - Key West Historic Inns
902 Whitehead St Key West FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $276 total per night
$276 total
Nov 29 - Nov 30
Total with taxes and fees
At Lighthouse Hotel - Key West Historic Inns, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Staff members are on hand to provide concierge services and luggage storage. Additional amenities include a terrace, a picnic area, and a garden.
Pool
Breakfast included

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $201 total per night
$201 total
Dec 2 - Dec 3
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, meeting rooms, and conference space.
Pool
Pet friendly

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$232 nightly
The price is $261 total per night
$261 total
Dec 2 - Dec 3
Total with taxes and fees
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. The 24-hour front desk has staff always at the ready. 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 terrace, a picnic area, and a water dispenser.
On private beach
Pool

The Marker Key West Harbor Resort
200 William Street Key West FL
Free Cancellation
$291 nightly
The price is $327 total per night
$327 total
Nov 29 - Nov 30
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 49.45 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

Heron House - Adult Only
512 Simonton St Key West FL
$220 nightly
The price is $248 total per night
$248 total
Nov 4 - Nov 5
Total with taxes and fees
Heron House - Adult Only offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this adults-only bed & breakfast include free newspapers and a garden.
Pool
Breakfast included

Banana Bay Resort & Marina
4590 Overseas Highway Marathon FL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $191 total per night
$191 total
Nov 12 - Nov 13
Total with taxes and fees
Guests staying at Banana Bay Resort & Marina enjoy access to a marina, an outdoor pool, and outdoor tennis courts. Self parking is offered for USD 19.26 per day. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. 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 golf hotel include a hot tub, conference space, and coffee/tea in a common area.
Pool
Hot Tub

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Nov 30 - Dec 1
Total with taxes and fees
Guests staying at Sugar Loaf Lodge enjoy access to a marina, an outdoor pool, and outdoor tennis courts. If you drive, take advantage of free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include free WiFi in public areas, a vending machine, and a garden.
Pool
Parking included

Creekside Inn
90611 Old Highway Tavernier FL
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $165 total per night
$165 total
Dec 2 - Dec 3
Total with taxes and fees
At Creekside Inn, guests have access to a marina, 2 outdoor pools, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. Additional amenities include a picnic area and barbecue grills.
Pool
Pet friendly

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $276 total per night
$276 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Winslow's Bungalows - Key West Historic Inns enjoy features like 3 outdoor pools, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 30 per day. Front-desk staff can assist with concierge services and luggage storage. 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 microwave in a common area, a water dispenser, 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
$272 nightly
The price is $306 total per night
$306 total
Nov 29 - Nov 30
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $210 total per night
$210 total
Nov 10 - Nov 11
Total with taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
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 | 8,273 hotels |
|---|---|
Lowest Price | $111 |
Highest Price | $327 |
Popular hotels | Parmer's Resort, Silver Palms Inn & Historic Homes, Marina Del Mar Resort and Marina, Southwinds Motel, Lighthouse Hotel - Key West Historic Inns, Blue Flamingo Resort Key West, La Siesta Resort & Villas, The Marker Key West Harbor Resort, Heron House - Adult Only, Banana Bay Resort & Marina, Sugar Loaf Lodge, Creekside Inn, Winslow's Bungalows - Key West Historic Inns, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Chesapeake Beach Resort |
Recent Hotels with Air Conditioning Reviews

Cheeca Lodge & Spa
5/5 Excellent
"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"
A verified traveler stayed at Cheeca Lodge & Spa
Posted 14 hours ago


