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Search Hotels with Air Conditioning in Lower Keys

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November 2026

December 2026

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Our top choices for Lower Keys hotels with air conditioning

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

Summerland Key

David

includes taxes & fees

30 Nov - 1 Dec

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

2. Parmer's Resort

Summerland Key

Natalie

includes taxes & fees

1 Dec - 2 Dec

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

3. Old Wooden Bridge Resort and Marina

Punta Brisa

Jordan

includes taxes & fees

4 Dec - 5 Dec

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

4. Looe Key Reef Resort

Summerland Key

Stephen

includes taxes & fees

20 Nov - 21 Nov

5. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key

Cheryl V.

includes taxes & fees

13 Nov - 14 Nov

A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

6. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Cudjoe Key

Elena S.

includes taxes & fees

20 Nov - 21 Nov

7. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

jim b.

includes taxes & fees

11 Nov - 12 Nov

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

8. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

Blue Mountain Footwear F.

includes taxes & fees

21 Nov - 22 Nov

A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

9. Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

Dennis G.

includes taxes & fees

14 Nov - 15 Nov

10. Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water

Cudjoe Key

Phani U.

includes taxes & fees

18 Nov - 19 Nov

View all properties

Top Lower Keys Hotel Reviews

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

John

A pool area with lounge chairs and a table, surrounded by palm trees.

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Lisa

A tropical outdoor area with palm trees, hanging plants, and string lights.

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's children , but there were several guests that were very very comfortable in their bodies and were very rude in and around the pool most of the time . We dont consider ourselves prudes at all but the...

Ron

A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

Artist House Key West

Key West Historic District

10/10 Excellent

This property is truly amazing but what adds the extra star are the staff, Shawn made our holiday, could not do enough for us. The house is just beautiful and so much history and extremely central. Just a few things that would advise but doesn’t effect the overall place, 1) the room we were in was opposite checkin so can be a bit noisy at times 2) the light from the outside garden pool area is on all night and keeps the room very light at night. These didn’t bother us but may affect others

shaun

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

Alexander's Guesthouse - Adult Exclusive

Old Town Key West

10/10 Excellent

David

A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

Key West Villas

Old Town Key West

10/10 Excellent

julie

A modern interior with a staircase, a sofa set, a wooden table, and a television.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

Lee

A two-story house with a covered porch, a brick pathway, and a large tree.

The Marquesa Hotel

Old Town Key West

10/10 Excellent

maria

A marina with several docked boats and a row of small, white cabins with blue roofs.

Yacht Haven Marina

Marathon

10/10 Excellent

Lovely location, gorgeous outlook & we loved the houseboat, everything you needed and all seemed very clean & new. Made use of the free bikes to go to Sombrero Beach for a well needed swim but nice to come back for a chilled evening on the houseboat. Jo wasn’t there when we arrived but keys left in arrivals box which was great a we were early. She was very friendly & helpful when we met her the next day.

Lynne

A beach with palm trees, a sandy path, and beach chairs.

Aqua Lodge Rentals At Coconut Cay

Marathon

10/10 Excellent

Louise

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

The Grand Guesthouse

Old Town Key West

10/10 Excellent

This property is a gem. Very friendly and welcoming host who couldn't do enough to ensure we were welcome and enjoyed our staff. The room was spotlessly clean, the free continental breakfast and free water, tea and coffee and sun supplies were the icing on the cake. Within easy walking distance of everything the historic old town has to offer. Cant recommend this highly enough and will definitely recommend to all our friends and family

Andrea

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

We stayed here for a single night, having driven down from Miami on the Overseas Highway. The hotel is in a great quiet area just a couple of blocks' walk from the main part of the old town. There is occasionally on-street parking available outside, you just have to be lucky but we parked overnight in a nearby outdoor car park at an old church for $15 (cash only) The hotel is in great condition, and the rooms were spotlessly clean. We stayed in the Cigar Suite on the first floor with a balcony...

Mark

A pool area with lounge chairs and palm trees.

Santa Maria Suites

Old Town Key West

10/10 Excellent

Tim

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

The Perry Hotel & Marina Key West

Stock Island

10/10 Excellent

lovely welcome on arrival by a chap named Chris on the desk. helped us with everything very friendly and informative! lovely hotel perfect for what we needed a weeks peace after orlando and the shuttle allowed us to dip in and out of all the fun. pool area lovely and our room too , overlooked the pool very clean and comfortable housekeeping great . matt’s kitchen offered a great breakfast again with lovely staff one guy in particular lovely with all his recs . telling us all about henry &...

Julie

A room with a bed, a ceiling fan, and a window with blinds.

The Mermaid & Alligator

Old Town Key West

10/10 Excellent

A hammock on a sandy beach with palm trees, a pool, and lounge chairs in the background.

Seascape Resort & Marina

Marathon

10/10 Excellent

Anne

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

Key West

10/10 Excellent

Claire

Frequently Asked Questions

How much do hotels with air conditioning in Lower Keys cost?

Hotels with air conditioning in Lower Keys range between £82 and £360 per night. These accommodation offer the comfort you need at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your hotel with air conditioning in Lower Keys with Expedia?

Expedia has the best rates around for hotels with air conditioning in Lower Keys. If you're sticking to a budget, choose how much you're willing to spend and the star rating of your hotel. Then use our handy filters to search for air-conditioned digs with conveniences like a pool or free WiFi. We'll help you find the right stay whatever your plans or style of travel.

How can I find cheap hotels with air conditioning in Lower Keys?

The easiest way to get cheap hotels with air conditioning in Lower Keys is with Expedia's user-friendly filter tool. First, set your budget and star rating, then select air conditioning and your other must-have amenities to nab the right place at an affordable price.

What is there to do in Lower Keys near my hotel with air conditioning?

Lower Keys has so much to see and do, it can be tricky to figure out where to start. If you're travels are taking you to Summerland Key, Florida Keys Beaches is a popular attraction for visitors of all ages.

Search Hotels with Air Conditioning in Lower Keys

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lower Keys hotels with air conditioning

1. Sugar Loaf Lodge

2. Parmer's Resort

3. Old Wooden Bridge Resort and Marina

4. Looe Key Reef Resort

5. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

6. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

7. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

8. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

9. Kelly's Kabin - Adorable Private Summerland Key Cottage

10. Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water

Top Lower Keys Hotel Reviews

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

Frequently Asked Questions

How much do hotels with air conditioning in Lower Keys cost?

Why book your hotel with air conditioning in Lower Keys with Expedia?

How can I find cheap hotels with air conditioning in Lower Keys?

What is there to do in Lower Keys near my hotel with air conditioning?

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