A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Check availability on Cudjoe Key Hotels with Air Conditioning

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Cudjoe Key hotels with air conditioning

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A marina with boats docked, a white building with a covered deck, and palm trees.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A sign for 'Venture Out' with a gravel path and bushes in front.

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

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Blue Mountain Footwear F.
£315
includes taxes & fees
9 Oct - 10 Oct
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
A resort with a swimming pool, beach area, and marina.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

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

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
United States
Elena S.
£320
includes taxes & fees
8 Oct - 9 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A waterfront property with a covered porch, a boat dock, and a clear sky.
A marina with boats, a dock, and a white building with a balcony.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.

3. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
£333
includes taxes & fees
14 Oct - 15 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Pool
Beach
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.
Outdoor dining

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

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
United States
Cheryl V.
£343
includes taxes & fees
8 Oct - 9 Oct
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.
A living room with a television displaying a show, a ceiling fan, and a window with blinds.
A clear view of a lobster underwater, surrounded by a rocky seabed.

5. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
United States
Kiara
£449
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Pool
Sports court
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.
Beach

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

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
United States
jim b.
£356
includes taxes & fees
14 Oct - 15 Oct
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
A coastal residential area with houses, RVs, and a clear view of the ocean.
A resort with a swimming pool, beach area, and marina.

7. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
£414
includes taxes & fees
10 Oct - 11 Oct
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A marina with boats docked, a clear sky, and a calm waterway.
A coastal residential area with houses, a marina, and a flag.
Outdoor dining

8. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
United States
Tammy G.
£389
includes taxes & fees
13 Oct - 14 Oct
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

9. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
United States
Nora Kay F.
£367
includes taxes & fees
8 Oct - 9 Oct
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Pool
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
Outdoor dining

10. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
United States
Alisa M.
£399
includes taxes & fees
14 Oct - 15 Oct
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
View all properties

Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Excellent"
Anali 1-night trip
Posted 10 hours ago
Hyatt Vacation Club at Beach House, Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Great place! Rooms were nice. So was staff. Great breakfast with lots of choices."
Walter 3-night trip
Posted 14 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Great hotel and pool!"
Eli 2-night trip
Posted 15 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Staff at reception are genuinely welcoming."
Nche 1-night trip
Posted 16 hours ago
Hilton Key West Resort & Marina
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"It was good"
Alliance 4-night trip
Posted 18 hours ago
Hampton Inn Key West FL
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 2 days ago
Parrot Key Hotel & Villas
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Just a fantastic property, wonderful staff, great amenities, so many waterfront places to chill. Immaculate grounds with a laid back vibe, loved it!!"
Moira 1-night trip
Posted 3 days ago
Parmer's Resort
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 4 days ago
The Perry Hotel & Marina Key West

Frequently asked questions

How much do hotels with air conditioning in Cudjoe Key cost?
Hotels with air conditioning in Cudjoe Key range between £315 and £449 per night. These stays offer the comfort you desire 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.
Are there any family-friendly hotels with air conditioning in Cudjoe Key?
You bet! Reserve a stay at Looe Key Reef Resort — a 2.5-stars property only a quick drive from downtown Cudjoe Key. This family-friendly hotel with air conditioning also has handy amenities like a nearby beach and housekeeping services. Cudjoe Key has no shortage of family-friendly attractions to visit when the kids are getting restless. Florida Keys Beaches and Sugarloaf Beach guarantee a fun day out for all ages.
Why book your hotel with air conditioning in Cudjoe Key with Expedia?
Travelling should be simple, so if you're in search of hotels with air conditioning at the perfect price, Expedia has got you covered. Keep costs down and check in to an all-inclusive resort with AC, or splurge and book 5-star accommodation to spoil your loved ones.
How can I find cheap hotels with air conditioning in Cudjoe Key?
Expedia can help you easily source cheap hotels with air conditioning in Cudjoe Key. Just select the "air conditioned" box under the amenities filter (on the left of the webpage) to view all stays with this feature. Next, choose your hotel star rating (lower-rated stays are easier on the wallet!) and your budget per night to find the best properties with air conditioning at a terrific price.

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