Cudjoe Key Hotels with Air Conditioning, Summerland Key: Cudjoe Key Hotel Guide

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

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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 sign for 'Venture Out' with a gravel path and bushes in front.

A marina with RVs docked along a waterway, surrounded by palm trees and buildings.

A marina with boats docked, a white building with a covered deck, and palm trees.

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

Cudjoe Key

Blue Mountain Footwear F.

€372

includes taxes & fees

9 Oct - 10 Oct

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 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

Cudjoe Key

Elena S.

€379

includes taxes & fees

13 Oct - 14 Oct

A waterfront property with a covered porch, a boat dock, and a clear sky.

A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.

A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

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

Cudjoe Key

Mckayla S.

€393

includes taxes & fees

13 Oct - 14 Oct

A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

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

Cudjoe Key

Cheryl V.

€405

includes taxes & fees

13 Oct - 14 Oct

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 clear view of a lobster underwater, surrounded by a rocky seabed.

A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.

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

Cudjoe Key

Kiara

€533

includes taxes & fees

8 Oct - 9 Oct

A covered outdoor area with wicker furniture and string lights.

A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.

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

Cudjoe Key

jim b.

€435

includes taxes & fees

14 Oct - 15 Oct

A coastal residential area with houses, RVs, and a clear view of the ocean.

A beachside area with palm trees, picnic tables, and a view of the sea.

A resort with a swimming pool, beach area, and marina.

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

Cudjoe Key

€489

includes taxes & fees

13 Oct - 14 Oct

A marina with boats docked, a clear sky, and a calm waterway.

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

Cudjoe Key

Tammy G.

€460

includes taxes & fees

14 Oct - 15 Oct

View all properties

Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Excellent"

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."

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Great hotel and pool!"

Hilton Key West Resort & Marina

10/10 Excellent

"Staff at reception are genuinely welcoming."

Hampton Inn Key West FL

10/10 Excellent

"It was good"

Parrot Key Hotel & Villas

10/10 Excellent

"Great place definitely staying there next time"

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!!"

The Perry Hotel & Marina Key West

10/10 Excellent

"The whole experience was fantastic. I wouldn't stay anywhere else!"

Frequently asked questions

How much do hotels with air conditioning in Cudjoe Key cost?

You'll pay between €101 and €867 per night for hotels with air conditioning in Cudjoe Key. Whatever your budget and travel plans, your ideal stay is only a few clicks away on Expedia. 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.

How many hotels with air conditioning are there in Cudjoe Key?

Pack your suitcase and pick from 4 hotels with air conditioning in Cudjoe Key. For a business trip, a getaway with friends and everything in between, Expedia can help you find the ideal place in a few quick clicks.

Are there any family-friendly hotels with air conditioning in Cudjoe Key?

There certainly are! Consider Looe Key Reef Resort — a 2.5-stars stay located only a short drive from downtown Cudjoe Key. This family-friendly hotel with air conditioning also has convenient features such as a nearby beach and WiFi. Cudjoe Key has tons of family-friendly attractions to explore when you need to keep the kids busy. Florida Keys Beaches and Sugarloaf Beach promise fun for all ages.

Why book your hotel with air conditioning in Cudjoe Key with Expedia?

Holidaying should be a walk in the park, so if you're looking for hotels with air conditioning at a great price, Expedia has your back. Keep the budget in check and select an inexpensive stay with AC, or splurge and book a high-end hotel to pamper your favourite people.

How can I find cheap hotels with air conditioning in Cudjoe Key?

Expedia can help you narrow down your search for cheap hotels with air conditioning in Cudjoe Key. Just select the "air conditioned" box under the amenities filter heading to view all stays with this feature. Next, pick your hotel star rating (lower-rated stays are usually more affordable) and your budget per night to find the best places with AC at the lowest price.

What is there to do in Cudjoe Key near my hotel with air conditioning?

If you're ready to discover the sights of Cudjoe Key, find your way to Florida Keys Beaches. It's a hit with visitors and locals alike.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Cudjoe Key Hotels with Air Conditioning

Our top choices for Cudjoe Key hotels with air conditioning

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

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

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

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

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

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

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

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

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

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

Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

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