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
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
830 Truman Ave, Key West, FL
Free Cancellation
Reserve now, pay when you stay
Guests staying at Silver Palms Inn enjoy an outdoor pool, free WiFi in public areas, and an ATM. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include a vending machine and a TV in a common area.

Marina Del Mar Resort and Marina
527 Caribbean Drive, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
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 conference space.
Pool
Hot Tub

Southwinds Motel
1321 Simonton Street, Key West, FL
Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. You'll find limited parking. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.
Pool
Breakfast included

Lighthouse Hotel - Key West Historic Inns
902 Whitehead St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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 water dispenser, and a picnic area.
Pool
Breakfast included

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
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 WiFi in public areas, a terrace, and a water dispenser.

The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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 dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and a garden.
Pool
Pet friendly

Heron House - Adult Only
512 Simonton St, Key West, FL
Heron House - Adult Only offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Front-desk staff can assist with luggage storage and concierge services. 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
Guests of Banana Bay Resort & Marina enjoy features like a marina, outdoor tennis courts, and conference space. If you drive, put free parking to good use. The front desk has multilingual staff that can help with dry cleaning/laundry, 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. Other amenities at this golf hotel include coffee/tea in a common area, a microwave in a common area, and free use of bicycles.
Breakfast included
Pet friendly

Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
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.

Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
At Creekside Inn Islamorada, 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 concierge services and securing valuables. Additional amenities include express check-out, barbecue grills, and an ATM.
Pool
Pet friendly

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
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 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. Additional amenities include a microwave in a common area, a water dispenser, and a garden.
Pool
Breakfast included

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
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
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.
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 | 8,216 hotels |
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Lowest Price | |
Highest Price | |
Popular hotels | Parmer's Resort, Silver Palms Inn, 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 Islamorada, 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

Isla Bella Beach Resort & Spa
5/5 Excellent
"Great midway location to relax and visit the FL Keys. The property is extremely clean, nice well maintained. The resort feels very secluded yet has easy access to Highway 1. Our room was large, comfortable, and clean with a nice furnished balcony facing the ocean. The food was excellent - it is on the pricey side so keep this in mind when you visit. They also have a large marketplace which offers less expensive food options and specialty coffees and beverages. There is a large family pool with menu service as well as three other smaller pools (plus a beach) if you prefer a more quiet location to swim and soak up the sun. We saw people in every age group including couples/familes/extended families. We loved the resort and highly recommend if you’re looking for a more upscale and pampered environment while visiting the Keys. "
A verified traveler stayed at Isla Bella Beach Resort & Spa
Posted 2 days ago