Hotels in Cudjoe Key

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Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
Escape to this serene Florida Keys retreat featuring multiple outdoor pools and a relaxing hot tub. Located just minutes from stunning beaches, enjoy convenient amenities like free WiFi and parking while exploring nearby Upper Sugarloaf Key attractions.
$975 nightly
The price is $1,097
Apr 22 - Apr 23
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
$827 nightly
The price is $931
May 14 - May 15
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,003 reviews)
$159 nightly
The price is $179
Apr 22 - Apr 23
Total with taxes and fees
Sugar Loaf Lodge
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,008 reviews)
$160 nightly
The price is $180
May 14 - May 15
Total with taxes and fees
Looe Key Reef Resort
Parmer's Resort
Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,007 reviews)
$207 nightly
The price is $232
Apr 27 - Apr 28
Total with taxes and fees
Parmer's Resort
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (323 reviews)
Feel the coastal breeze at this Big Pine Key marina resort where adventure awaits. Hike scenic trails, kayak crystal waters, or lounge by the pool. Near Blue Hole and Bahia Honda State Park, with rooms featuring microwaves and free WiFi.
$247 nightly
The price is $278
Apr 26 - Apr 27
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Barnacle Resort
Barnacle Resort
3.0 star property
Long Beach Estates
8.0 out of 10, Very Good, (47 reviews)
Escape to the Florida Keys at this beachfront retreat with a scenic rooftop terrace. Located in Big Pine Key, enjoy free WiFi and parking while exploring nearby Bahia Honda State Park and Coupon Bight Aquatic Preserve.
$239 nightly
The price is $269
May 19 - May 20
Total with taxes and fees
Barnacle Resort
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,860 reviews)
Dive into a tropical oasis at this Key West resort featuring a marina, poolside bar, and complimentary bicycles. Just minutes from Smathers Beach and Duval Street, guests love the 24-hour fitness center and helpful staff.
$262 nightly
The price is $294
May 18 - May 19
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,011 reviews)
Set along the Florida Keys shoreline, this peaceful hotel offers easy access to Duval Street and Smathers Beach. Enjoy complimentary WiFi and parking while unwinding in the hot tub after exploring nearby Ernest Hemingway's Home.
$435 nightly
The price is $489
May 11 - May 12
Total with taxes and fees
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
3.5 star property
New Town
8.6 out of 10, Excellent, (1,009 reviews)
$222 nightly
The price is $250
May 10 - May 11
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Waterfront Home - Dreamside House
New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
Scenic vacation home with a garden oasis, just a short drive from Ernest Hemingway Home and bustling Duval Street. Free parking makes exploring nearby Florida Keys beaches and Smathers Beach effortless for an authentic island escape.
$2,761 nightly
The price is $3,107
May 11 - May 12
Total with taxes and fees
New Waterfront Home - Dreamside House
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1,008 reviews)
$222 nightly
The price is $250
May 10 - May 11
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,046 reviews)
Enjoy incredible views of the Atlantic from this Key West hotel with spacious accommodations featuring washers/dryers and refrigerators. The outdoor pool, hot tub, and snack bar create a relaxing atmosphere near Duval Street with free WiFi and parking.
$399 nightly
The price is $449
May 21 - May 22
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1,220 reviews)
This garden hotel offers a relaxing escape with outdoor pool, jacuzzi, and poolside bar. Just minutes from Key West Airport with a free area shuttle to nearby attractions including Duval Street and Smathers Beach.
$186 nightly
The price is $209
May 10 - May 11
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,339 reviews)
Experience oceanfront bliss at this peaceful retreat with stunning sunset views. Just a 5-minute drive from Smathers Beach and Florida Keys Beaches, enjoy the outdoor pool, poolside bar, and complimentary breakfast before exploring nearby Duval Street with the convenient shuttle service.
$246 nightly
The price is $276
May 19 - May 20
Total with taxes and fees
Hampton Inn Key West FL
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,117 reviews)
Immerse in tropical living at this family-friendly resort near Duval Street and Smathers Beach. Enjoy 2 restaurants including the Toasted Coconut serving American cuisine, plus 2 poolside bars, a hot tub, and 24-hour fitness center, all with free WiFi.
$211 nightly
The price is $237
Apr 22 - Apr 23
Total with taxes and fees
Blue Flamingo Resort Key West
Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,165 reviews)
Immerse in Key West serenity with sunset vistas from this oceanfront haven. Just minutes from Smathers Beach and Duval Street, enjoy the private beach, outdoor pool, and hot tub after exploring nearby attractions via the complimentary shuttle.
$251 nightly
The price is $282
Apr 22 - Apr 23
Total with taxes and fees
Beachside Resort & Residences
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,256 reviews)
Escape to this waterfront retreat with a marina, where 2 outdoor pools and poolside bars await. Feast on seafood at Matt's Stock Island, then explore nearby Duval Street and Smathers Beach. A 24-hour fitness center and free WiFi complete your Key West getaway.
$265 nightly
The price is $298
May 4 - May 5
Total with taxes and fees
The Perry Hotel & Marina Key West
The Laureate Key West
The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,013 reviews)
Immerse yourself in Key West charm at this beachside retreat with an indoor pool. Located near iconic spots like Southernmost Point and Smathers Beach, the hotel offers easy access to kayaking, scuba diving, and snorkeling adventures with 24-hour service.
$210 nightly
The price is $236
May 21 - May 22
Total with taxes and fees
The Laureate Key West
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,207 reviews)
$198 nightly
The price is $223
Apr 22 - Apr 23
Total with taxes and fees
Ibis Bay Beach Resort
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.

Learn more about Cudjoe Key

The region around Cudjoe Key is home to attractions such as Florida Keys Beaches and Upper Sugarloaf Key.

Venture Out in Cudjoe Key, Florida Keys.

Check out reviews of Cudjoe Key hotels guests love

Frequently asked questions

Why should I book my Cudjoe Key accommodation with Hotels.com?
There are plenty of reasons to book your Cudjoe Key travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Cudjoe Key

Discover the Hidden Paradise of Cudjoe Key: Where Ocean Dreams Meet Island Charm

Escape to Cudjoe Key, a hidden gem in the Florida Keys, where tranquil waters meet lush landscapes. This off-the-beaten-path paradise invites you to experience world-class fishing, picturesque kayaking, and stunning sunsets that paint the sky in vibrant hues. Explore the nearby reefs for snorkeling adventures or relax on serene beaches away from the crowds. Cudjoe Key’s laid-back atmosphere is perfect for romantic getaways or family vacations, offering cozy vacation rentals and local eateries. Discover the island’s charm and embrace the natural beauty that makes Cudjoe Key a must-visit destination for every traveler.

Discover great hotels near Cudjoe Key

Cudjoe Key offers a range of hotel accommodations, from cozy motels to charming boutique stays. Enjoy scenic views, easy access to local attractions, and a relaxed island vibe. Whether you’re seeking budget-friendly options or more upscale retreats, you'll find a variety of choices to suit your needs. Here are some of the best hotels near Cudjoe Key that our travelers love:

  1. Sugar Loaf LodgeOpens in a new window: This budget-friendly lodging option boasts a guest rating of 8.2 and caters to adventure seekers looking for an engaging vacation experience. With adventure sports and recreation activities available both onsite and nearby, guests can enjoy motorboating, fishing, and swimming. The accommodation features a fantastic coffee bar with stunning views, creating a delightful atmosphere. Travelers appreciate the clean and friendly environment, spacious rooms with great views, and the overall quiet and peaceful ambiance, making it an excellent choice for those seeking comfort and adventure.
  2. Looe Key Reef ResortOpens in a new window: Rated as a budget-friendly hotel, Looe Key Reef Resort combines a guest rating of 8.2 with a welcoming environment perfect for adventure and family-oriented vacations. With a variety of adventure sports like motorboating and windsurfing nearby, this accommodation ensures an exciting stay. Guests can enjoy spacious rooms with essential amenities, a lively Tiki Bar offering nightly activities, and a charming outdoor seating area. The hotel’s retro charm and friendly atmosphere create a unique experience for travelers looking to immerse themselves in local culture while enjoying a comfortable stay.
  3. Parmer's ResortOpens in a new window: With a guest rating of 9.0, Parmer's Resort is an ideal choice for beach enthusiasts and adventure seekers. This budget-friendly motel offers direct access to the beach along with a range of water activities, including snorkeling and kayaking. Guests can unwind in clean rooms equipped with kitchenettes, enjoy a refreshing pool, and indulge in complimentary afternoon treats like fresh-baked cookies and lemonade. The friendly staff and convenient location near local dining options enhance the overall experience, making it a perfect getaway for travelers in search of relaxation and adventure.

Things to do in and around Cudjoe Key

Cudjoe Key offers a tranquil escape with its sun-kissed beaches and shimmering waters, perfect for swimming, boating, and paddleboarding. Nature enthusiasts can explore lush landscapes while biking or fishing in serene spots. With cozy vacation rentals available, it's an ideal destination for those seeking relaxation and outdoor fun.

  • Florida Keys BeachesOpens in a new window – Dive into the beauty of the Florida Keys Beaches, where golden sands meet crystal-clear waters. Whether you're looking to relax under the sun or take a refreshing swim, these beaches offer the perfect escape from everyday life.
  • Blue HoleOpens in a new window – Explore the serene Blue Hole, a stunning lake that invites you to unwind and appreciate the tranquil surroundings. This hidden gem is ideal for a leisurely afternoon of fishing or simply enjoying the view.
  • Sugarloaf BeachOpens in a new window – Head over to Sugarloaf Beach for a day of sun and sand. This picturesque spot is perfect for family picnics, beach games, and soaking up the Florida sun. Don’t forget your sunscreen!
  • Upper Sugarloaf SoundOpens in a new window – Venture out to Upper Sugarloaf Sound, where the beauty of nature surrounds you. This island offers opportunities for kayaking and paddleboarding, letting you experience the stunning waters up close.
  • Upper Sugarloaf KeyOpens in a new window – Discover the charm of Upper Sugarloaf Key, a quaint neighborhood that showcases the relaxed lifestyle of the Florida Keys. Take a stroll through the area and enjoy the local atmosphere, or find a cozy spot to unwind and take in the scenery.

4 tips for savvy savings when booking a hotel near Cudjoe Key

  1. Book for the cheapest times: The most budget-friendly time to visit Cudjoe Key is between August and October, when hotel prices tend to be lower. For a great value for money experience, consider staying for at least 3 to 4 days to fully explore the key landmarks and cultural attractions. During your visit, you can enjoy activities such as biking, paddleboarding, and fishing, and take in the local seafood scene. The friendly atmosphere and beautiful tropical surroundings make for an unforgettable getaway. With prices that may drop during this period, it’s an ideal time for those on a budget to experience the charm of Cudjoe Key.
  2. Look for last-minute deals on Hotels.com: For travelers planning a trip to Cudjoe Key, exploring the DealsOpens in a new window and Last-Minute DealsOpens in a new window sections on Hotels.com may uncover discounted rates close to your travel date. By enabling email alerts or push notifications, you could stay informed about flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, helping you identify our best options. With timely updates on price drops or room availability, you’re more likely to seize the chance for a last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you find a better deal on your stay near Cudjoe Key. If you're seeking something special, boutique hotels can provide a more personalized experience and potentially greater value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below average. If it happens to be on the higher side, we can suggest alternative dates that might be more affordable, helping you to discover a potentially better rate.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. If you're looking for more budget-friendly options, consider hotels in less central neighborhoods, where you can find a better balance between cost and accessibility to the sights you want to see. You might also check out independent hotels located a bit farther away, as they usually tend to be more affordable and can offer a more authentic experience.

Best time to go to Cudjoe Key

Cudjoe Key has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Cudjoe Key, July to September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by no to light rainfall and mostly sunny conditions.

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