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Top Cudjoe Key hotels

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from May 25 to May 26
$207 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
Best hotel to stay in Keywest. Clean room and excellent facilities.

Reviewed on May 15, 2026

Opens in a new windowThe Laureate Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $256 total per night from Jun 8 to Jun 9
$256 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
The breakfast was delicious. The hot tub was warrmer than I would have liked but was enjoyable. The staff was bery helpful and always friendly. I truly enjoyed relaxing and swimming in the pool the most.

Reviewed on May 16, 2026

Opens in a new windowHavana Cabana at Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$269 nightly
The price is $303 total per night from Jun 8 to Jun 9
$303 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
Pool tiny and they let allow daily passes allowing a million little kids on weekends. The beach across the street was a cesspool.

Reviewed on May 15, 2026

Opens in a new windowMargaritaville Beach House Key West
Cottage with Pool  and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
This cottage features a garden, laundry facilities, and barbecue grills.
We had a great time !Come to same place every year .Jennifer is a very good host .House was clean and the housekeeping ladies are wonderful !!Love the time we spent at the property .

Reviewed on Apr 12, 2026

Opens in a new windowCottage with Pool and Boat Dockage just minutes to Key West!
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
$239 nightly
The price is $269 total per night from May 17 to May 18
$269 total
May 17 - May 18
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Bacon was not fresh. Tub was not draining, maintenance fixed quickly. Water left on floor. Check in attendant didn’t tell me my room was on 1st floor although rm # started with completely different number. With two suitcases in the heat, the floor # was important.

Reviewed on May 15, 2026

Opens in a new windowBeachside 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
$193 nightly
The price is $217 total per night from Jun 1 to Jun 2
$217 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Room was clean, quiet and comfortable. The green space was blocked off for our entire stay. And there was often someone operating a very loud leaf blower during the day. We also had difficulty leveraging the shuttle. It was often full and only ran on the hour so we ended up using Uber quite a bit. ...

Reviewed on May 15, 2026

Opens in a new windowBlue Flamingo Resort Key West
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
$177 nightly
The price is $199 total per night from May 26 to May 27
$199 total
May 26 - May 27
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Dear Double Tree, This was our first trip to Key West and our first experience with a Hilton resort. You met and exceeded any expectations that we could have had. The friendliness, helpfulness and professionalism of each member of your staff was outstanding. The facility was immaculate and well maintained. ...

Reviewed on May 14, 2026

Opens in a new windowDoubleTree 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
$160 nightly
The price is $180 total per night from May 25 to May 26
$180 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Everything was very nice except the elevator smells like paint or some chemicals hopefully it’s just a little thing and will be gone before our next stay 💙

Reviewed on May 15, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $213 total per night from May 17 to May 18
$213 total
May 17 - May 18
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
Absolutely loved my stay here. The room was very clean and comfortable, the staff was friendly and helpful throughout the entire visit, and the overall atmosphere felt relaxing and welcoming. Breakfast had a good variety and everything tasted fresh. The location was also convenient for getting around. ...

Reviewed on May 16, 2026

Opens in a new windowIbis Bay Beach Resort
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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.

Top reasons for your vacation to Cudjoe Key

  • Outdoor Activities: Cudjoe Key offers a range of outdoor activities, including biking, paddleboarding, and boating, allowing families to explore the tropical beauty of the surroundings.
  • Delicious Seafood: Indulge in the delectable seafood that Cudjoe Key has to offer, providing a true taste of the local cuisine.
  • Friendly Locals: Interact with the friendly locals who will make your visit to Cudjoe Key even more enjoyable and memorable.
  • Breathtaking Scenery: Immerse yourself in the breathtaking scenery of Cudjoe Key, with its sparkling sea and hidden coves, creating the perfect backdrop for your outdoor vacation.
  • Swimming and Fishing: Enjoy the thrill of swimming and fishing in the crystal-clear waters of Cudjoe Key, providing endless opportunities for water-based fun.

Find your favorite hotels in Cudjoe Key

If you're planning an outdoor vacation in Cudjoe Key, Florida, you'll find a range of hotel accommodations to choose from. Whether you're looking for a beach house, a resort hotel, or a stay at the Venture Out Resort, there are options to suit every preference. Cudjoe Key offers a variety of hotels that provide a comfortable and convenient base for exploring the area and enjoying the beautiful beaches and outdoor activities.

Hotel nameTypeStarsDescription
RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT 25%ResortThis resort offers spacious RV sites with a 25% monthly discount. Located in Cudjoe Key, it is just a short drive away from Key West. The resort provides a serene outdoor setting for your vacation, with easy access to activities like fishing, boating, and hiking. It also offers facilities such as a swimming pool, clubhouse, and laundry facilities, ensuring a comfortable stay for you and your family. Whether you're an RV enthusiast or simply looking for a unique outdoor experience, this resort is a great option for your vacation.

Explore the best activities and sights in Cudjoe Key

When visiting Cudjoe Key, there are plenty of outdoor activities for families to enjoy. You can explore the area by biking or go on excursions to discover the tropical beauty of the surroundings. Paddleboarding is also a popular activity, allowing you to glide through the crystal-clear waters. Don't miss the chance to indulge in delicious seafood and experience boating and swimming in the sea. Fishing enthusiasts will find plenty of opportunities here too. The friendly locals and breathtaking scenery make Cudjoe Key a perfect destination for your outdoor vacation. Make sure to check out nearby attractions, visit the tour desk, and keep an eye out for the famous Cudjoe Key tree and the chance to watch dolphins.

  1. Walt Disney World® Resort: Walt Disney World® Resort is a captivating theme park that offers a thrilling and enchanting experience. Immerse yourself in the magical world of Disney with its lively entertainment, delightful dining options, and exciting shopping opportunities. Explore the park on foot or embark on exhilarating excursions and boating adventures. With its vibrant theater and opera performances, Walt Disney World® Resort guarantees a memorable and entertaining time for the whole family.
  2. Universal Studios Florida: As a renowned film studio, Universal Studios Florida promises an adventure-packed visit. Dive into the captivating world of movies and enjoy thrilling rides and attractions suitable for all ages. Discover the themed islands and indulge in family-friendly entertainment and shopping experiences. Delight in the diverse dining options and be captivated by the performances in the theater. The friendly people and interactive golf experiences add to the excitement, making Universal Studios Florida a must-visit destination for families.
  3. Disney Springs™: Disney Springs™ is a vibrant shopping area that offers an array of entertainment, dining, and family-friendly experiences. Explore the theme park-like atmosphere and indulge in the diverse dining options available. Enjoy a game of golf or venture on exciting excursions. The theater showcases captivating performances, while the shopping opportunities cater to all your retail desires. With its scenic lake views and friendly people, Disney Springs™ provides a unique blend of family, business, and city experiences for a memorable visit.

Where to stay in Cudjoe Key

Get ready for an unforgettable outdoor vacation in Cudjoe Key, Florida! Located just a short distance from Key West, Cudjoe Key offers a range of exciting destinations and activities for nature enthusiasts. Explore the charm of the old town and soak up the vibrant vibes of the eastern side. Immerse yourself in the tropical beauty as you go biking along scenic trails, paddleboarding in crystal-clear waters, or boating to hidden coves. Don't miss the opportunity to savor delectable seafood, meet friendly locals, and enjoy the thrill of swimming and fishing in the sparkling sea. Get ready for an adventure-packed vacation in Cudjoe Key!

  1. Cutthroat Harbor Estates: Cutthroat Harbor Estates is a popular neighborhood known for its stunning coastal views and abundant outdoor activities. Families can enjoy fishing, boating, and kayaking in the crystal-clear waters of the harbor. The area is also home to several nature trails and parks where visitors can hike, bike, and picnic while immersing themselves in the lush tropical surroundings. With its peaceful atmosphere and proximity to the ocean, Cutthroat Harbor Estates offers a unique experience for families looking to relax and reconnect with nature.
  2. Cudjoe Gardens: Cudjoe Gardens is a popular neighborhood renowned for its picturesque canals and vibrant marine life. Families can explore the area's beautiful coral reefs and go snorkeling or scuba diving to discover the diverse underwater world. For those who prefer to stay on land, the neighborhood offers well-maintained beaches perfect for sunbathing and building sandcastles. Cudjoe Gardens also features charming waterfront restaurants where visitors can savor fresh seafood while enjoying panoramic views of the Gulf. With its blend of natural beauty and coastal allure, Cudjoe Gardens is an ideal destination for families seeking an unforgettable outdoor vacation.

Best times to go to Cudjoe Key

The travel seasons of Cudjoe Key

Trips to Cudjoe Key show a major change in popularity throughout the year. The peak season to visit is from July to September, with September being the highest month. Off-peak season starts from October to December, and November sees the least travelers.

How do I find a great hotel with Travelocity?

Give your entire crew an unforgettable vacation. When looking for the ideal accommodations, utilize the family-friendly badge to find hotels that offer extra amenities for children. Moreover, our bespoke filters assist you in narrowing down hotels that are nearest to top attractions, provide enhanced cleaning, and fit within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating cherished memories. To accomplish this, we will assist you in finding and planning your ideal trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Cudjoe Key?

Avoid the peak season from July to September when planning your trip to Cudjoe Key. Instead, opt for the off-peak season from October to December for more affordable rates. Take advantage of bundle deals that combine flights, hotels, and car bookings to save money. While in Cudjoe Key, you can enjoy inexpensive activities such as biking, paddleboarding, and fishing. These local attractions offer a budget-friendly way to explore the beautiful tropical surroundings and experience the friendly atmosphere of the area.

Frequently asked questions

What are the top kid-friendly hotels in Cudjoe Key?
From thoughtful amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help transform a great family vacation into a fantastic one. These Cudjoe Key properties make vacationing with your youngsters easier: Your gang will enjoy staying at Charming Artist Home - Canal Front - Deep Water 40' Dock!. Cycling and animal viewing activities are a few of the things that help make this hotel a popular option. Also look into Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West. It offers a swimming pool, a nearby beach and plenty of opportunities to hang out together.
Where can I find cheap hotels in Cudjoe Key?
At Travelocity you'll find really nice hotels in Cudjoe Key at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cudjoe Key rather than in Cudjoe Key. We may find you even better rates, too.
How do I find the best Cudjoe Key hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cudjoe Key then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cudjoe Key?
The cheapest hotel in Cudjoe Key is $180. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cudjoe Key?
There are 1,767 hotels in Cudjoe Key on Travelocity.
What are the best hotels in Cudjoe Key?
Cudjoe Key has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cudjoe Key for you!
When is the best time to visit Cudjoe Key?
If you want the joy of a fun-filled trip in peak season, visit Cudjoe Key during January, February and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, May and June.
When is the cheapest time to stay in Cudjoe Key?
Based on historic data is usually the cheapest month to visit Cudjoe Key. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cudjoe Key?
There are multiple hotels in Cudjoe Key that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cudjoe Key. We have plenty of kid-friendly hotels in Cudjoe Key to choose from on Travelocity!
Why book a hotel in Cudjoe Key through Travelocity?
Because we have the top hotels in Cudjoe Key! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cudjoe Key on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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