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Cudjoe Gardens

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Featured Cudjoe Gardens Hotels

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,689 reviews)
enjoyed my stay. very nice room.

Reviewed on Nov 17, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,707 reviews)
100% Recommend!!!!

Reviewed on Nov 17, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,741 reviews)
Wonderful customer service, beautiful resort, and outstanding amenities

Reviewed on Nov 17, 2025

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,784 reviews)
Beach is directly across the road. A very short walk. Pool was heated. Nice options for food. We enjoyed our stay.

Reviewed on Nov 17, 2025

Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,169 reviews)
Everything was awesome except breakfast. No meat or very many options. But very well maintained Thank you to juan, nathalia, and albert.

Reviewed on Nov 16, 2025

Fairfield Inn and Suites by Marriott Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,154 reviews)
Room was nice & clean. Enjoyed the balcony overlooking the marina.

Reviewed on Nov 16, 2025

The Perry Hotel & Marina Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,161 reviews)
Nice pool vibes in Key West. Took advantage of the daily shuttle.

Reviewed on Nov 17, 2025

Parrot Key Hotel & Villas
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,008 reviews)
We had a great time in Key West. The DoubleTree was clean, safe, and staff were friendly! The airport shuttle is on demand so they will take you to the airport whenever. The shuttle to downtown ran every hour until 11pm. Billy was the bartender while we were there and he was AWESOME! If you go, please ...

Reviewed on Nov 17, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,127 reviews)
Clean room

Reviewed on Nov 16, 2025

Hilton Garden Inn Key West / The Keys Collection
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
Fully refundable
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,006 reviews)
The staff was wonderful and the room was very nice.

Reviewed on Nov 17, 2025

Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway Key West FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,003 reviews)
Pool and hot tub were great

Reviewed on Nov 15, 2025

Hyatt Vacation Club at Beach House, Key West
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool ...
8.4/10 Very Good! (1,013 reviews)
Good 👍

Reviewed on Nov 17, 2025

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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.

Hotels in Cudjoe Gardens

Summerland Key is a city that has a lot going on, but you have your sights set on Cudjoe Gardens. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Cudjoe Gardens has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Cudjoe Gardens hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Summerland Key so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Cudjoe Gardens underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Cudjoe Gardens city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Cudjoe Gardens cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Cudjoe Gardens at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $126
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Cudjoe Gardens hotel you want, book it, and never look back. Because your great escape is ahead of you.