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
$136 nightly
The price is $153 total per night
$153 total
Sep 29 - Sep 30
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
830 Truman Ave, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $173 total per night
$173 total
Sep 29 - Sep 30
Total with taxes and fees
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, luggage storage, and securing valuables. Additional amenities include a TV in a common area and a vending machine.
Pool
Breakfast included

Marina Del Mar Resort and Marina
527 Caribbean Drive, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $142 total per night
$142 total
Sep 29 - Sep 30
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 conference space.
Pool
Hot Tub

Southwinds Motel
1321 Simonton Street, Key West, FL
$150 nightly
The price is $169 total per night
$169 total
Sep 29 - Sep 30
Total with taxes and fees
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 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
$197 nightly
The price is $222 total per night
$222 total
Oct 1 - Oct 2
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 water dispenser.
Pool
Breakfast included

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $176 total per night
$176 total
Sep 29 - Sep 30
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, dry cleaning/laundry, and tours or tickets. 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
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
Oct 16 - Oct 17
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. 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, wedding services, and a picnic area.
On private beach
Pool

The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$226 nightly
The price is $254 total per night
$254 total
Oct 14 - Oct 15
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 45.15 per day. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and tours or tickets. 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
$141 nightly
The price is $158 total per night
$158 total
Sep 29 - Sep 30
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 concierge services 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
$142 nightly
The price is $160 total per night
$160 total
Oct 27 - Oct 28
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
Sep 29 - Sep 30
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 garden, and a vending machine.
Pool
Parking included

Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $119 total per night
$119 total
Sep 29 - Sep 30
Total with taxes and fees
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 tours or tickets, and offer advice about sights and eateries nearby. Additional amenities include barbecue grills and a picnic area.
Pool
Pet friendly

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $223 total per night
$223 total
Oct 14 - Oct 15
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 garden, and a water dispenser.
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
$245 nightly
The price is $276 total per night
$276 total
Sep 30 - Oct 1
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
$173 nightly
The price is $194 total per night
$194 total
Sep 29 - Sep 30
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 | 8,389 hotels |
---|---|
Lowest Price | $111 |
Highest Price | $286 |
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
"Extremely welcoming staff "
A verified traveler stayed at Isla Bella Beach Resort & Spa
Posted 3 days ago