A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

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Our top choices for Monroe County hotels

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,630 reviews)
"Our stay was amazing! The property was very taken care of and loved all the amenities the hotel offered! Will definitely be booking again for our yearly trip!"
United States
Tiali
The price is P7,134
P11,483 total
includes taxes & fees
Sep 2 - Sep 3
Blue Flamingo Resort Key West

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,534 reviews)
"Hotel was really nice and clean we enjoyed our stay"
United States
Robert
The price is P8,482
P14,039 total
includes taxes & fees
Sep 1 - Sep 2
Southernmost Beach Resort and Guesthouses

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,798 reviews)
"Place very clean and accesible to beach"
United States
Ivelisse
The price is P10,938
P16,161 total
includes taxes & fees
Aug 31 - Sep 1
Margaritaville Beach House Key West

4. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,441 reviews)
"The best part was, I was able to check in early and very friendly staff"
United States
Nicole
The price is P6,555
P13,251 total
includes taxes & fees
Aug 30 - Aug 31
Beachside Resort & Residences

5. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,856 reviews)
"Perfect location, very nice hotel, friendly staff"
United Kingdom
Fabrizio
The price is P8,849
P13,857 total
includes taxes & fees
Sep 9 - Sep 10
Havana Cabana at Key West

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,239 reviews)
"Calmed place, perfect spa, quiet dinner..nice view to ocean..all what is needed to rest."
United States
Idania
The price is P12,803
P18,087 total
includes taxes & fees
Aug 19 - Aug 20
Isla Bella Beach Resort & Spa

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,402 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is P9,156
P14,794 total
includes taxes & fees
Sep 1 - Sep 2
Cheeca Lodge & Spa

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,470 reviews)
"Great place to stay!!"
United States
Javier
The price is P6,887
P10,513 total
includes taxes & fees
Aug 20 - Aug 21
Lime Tree Bay Resort

9. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.2 out of 10, Very Good, (1,301 reviews)
"Excellent hotel , service was fab , friendly helpful staff , shuttle bus fab will definately be back"
United Kingdom
lee
The price is P6,320
P8,839 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Key West / The Keys Collection

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,329 reviews)
"We really enjoyed our stay. Clean, close to the main attractions and friendly staff."
United States
Mauricio
The price is P8,330
P13,155 total
includes taxes & fees
Sep 3 - Sep 4
The Perry Hotel & Marina Key West

11. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very Good, (1,004 reviews)
"The beauty of the resort takes you away, and reminds you that this is paradise."
United States
Craig
The price is P11,896
P18,107 total
includes taxes & fees
Aug 26 - Aug 27
Hawks Cay Resort

12. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,754 reviews)
"The property was bery nice great location, its pet friendly staff was great and the breakfast was amazing...You have restaurants right next to the property that you dont need to drive anywhere...would be there again 🙏🙏"
United States
Rey
The price is P9,282
P13,899 total
includes taxes & fees
Aug 25 - Aug 26
Chesapeake Beach Resort

13. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (857 reviews)
"thoroughly enjoyed our stay"
United States
Dirk
The price is P13,274
P19,083 total
includes taxes & fees
Sep 14 - Sep 15
Casa Marina Key West, Curio Collection by Hilton

14. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,082 reviews)
"Excellent place love it"
United States
Jose
The price is P7,508
P10,520 total
includes taxes & fees
Sep 8 - Sep 9
DoubleTree Resort by Hilton Grand Key - Key West

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,008 reviews)
"I really liked that we could also go to Casa Marina next door to swim and eat as well!"
United States
Andrea
The price is P10,707
P16,194 total
includes taxes & fees
Sep 16 - Sep 17
The Reach Key West, Curio Collection by Hilton

16. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,455 reviews)
"Amazing stay! Amazing hotel!"
United States
Netanel
The price is P8,603
P13,204 total
includes taxes & fees
Aug 30 - Aug 31
Parrot Key Hotel & Villas

17. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place great price great location "
United States
Richard
The price is P6,059
P6,816 total
includes taxes & fees
Aug 24 - Aug 25
The Pelican Key Largo Cottages

18. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,469 reviews)
"Great breakfast and friendly, helpful staff."
United States
Shelly
The price is P7,260
P8,168 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Key West FL

19. 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, (1,235 reviews)
"Amazing place!"
United States
Adam
The price is P11,459
P15,657 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Vacation Club at Windward Pointe, Key West

20. Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,006 reviews)
"awesome resort in Marathon, beach, pool and all the resort has to offer. Great location"
United States
Barbara
The price is P12,732
P18,269 total
includes taxes & fees
Sep 13 - Sep 14
Tranquility Bay Beachfront Hotel and 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.

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Top Monroe County Hotel Reviews

Guide to exploring Monroe County

Top reasons to visit Monroe County

  • Stunning Beaches: Monroe County boasts breathtaking beaches with crystal-clear waters, perfect for sunbathing and water sports.
  • Outdoor Adventures: Experience thrilling activities such as snorkelling, kayaking, and hiking in scenic state parks.
  • Cultural Landmarks: Visit the historic Monroe County Courthouse, a charming symbol of the area's rich heritage.
  • Picturesque Islands: Explore the beautiful islands, each offering unique landscapes and vibrant local culture.
  • Diverse Accommodation: Enjoy a range of hotels, from family-friendly resorts to luxurious beachside retreats.

Find great hotels in Monroe County

Discover an array of exceptional hotels in Monroe County, Florida, where comfort meets adventure. Whether you seek a family-friendly resort or a beachside retreat, you'll find accommodations perfect for your holiday. With a focus on unforgettable experiences and top-notch amenities, Monroe County hotels cater to all types of travellers. Explore the best options and read insightful reviews to ensure your stay is memorable.

  • Southernmost Beach Resort and Guesthouses: Embrace the essence of relaxation and adventure at Southernmost Beach Resort and Guesthouses. This vibrant 4-star hotel is perfect for travellers seeking a spa-themed escape or an exhilarating adventure vacation. Nestled in the picturesque Monroe County, guests can indulge in a full range of wellness treatments at the onsite spa, boasting couples' treatment rooms and outdoor therapy options. For the adventurous spirit, activities such as kayaking, skydiving, and parasailing are available nearby, ensuring an action-packed holiday. The resort's inviting pool service further enhances its appeal, making it an ideal choice for those looking to unwind after a day of exploration.
  • Oceans Edge Key West Resort, Hotel & Marina: Set against the stunning backdrop of Monroe County, Oceans Edge Key West Resort, Hotel & Marina merges business travel convenience with a pet-friendly atmosphere. This 4-star accommodation features a variety of adventure sports, including motorboating and snorkeling, catering to the thrill-seeker. The property is particularly accommodating for pet owners, with policies in place to ensure a pleasant stay for furry companions. With a prime location and modern amenities, this resort is perfect for both leisure and business travellers who want to enjoy the best of Key West.
  • Margaritaville Beach House Key West: Experience a family-oriented getaway at Margaritaville Beach House Key West, where the vibrant city theme meets pet-friendly hospitality. This charming 4-star hotel offers a plethora of amenities for children, including toys and art supplies, making it a fantastic choice for families. Located in the heart of the city, guests can easily explore local attractions while enjoying the laid-back atmosphere. With provisions for pets, the hotel ensures that your furry friends are well taken care of, allowing for a truly memorable holiday for all.

Where to stay in Monroe County

Monroe County, Florida, offers an idyllic escape for tourists seeking outdoor adventures and beachside relaxation. With its charming cities and regions, such as the Marathon area and the picturesque Tecumseh Street, visitors can indulge in family-friendly excursions or romantic getaways. Experience the tropical atmosphere while exploring the stunning natural beauty and vibrant local culture that Monroe County has to offer, making it a perfect destination for your holiday.

  • Key West: Nestled at the southernmost tip of the continental United States, Key West is an enchanting island city known for its vibrant atmosphere and rich history. Visitors can immerse themselves in a blend of cultural experiences, from exploring the historic district with its charming architecture to enjoying the bustling shops and resorts. The peak tourist seasons in January, March, and September bring a lively buzz, while quieter months allow for a more relaxed experience. Key West's stunning beaches, including family-friendly spots, offer the perfect setting for sun-soaked activities and watersports.
  • Key Largo: Renowned as the Diving Capital of the World, Key Largo is a haven for outdoor enthusiasts and families alike. This beautiful island city boasts an array of picturesque beaches and lush natural landscapes. With peak visitor numbers from October to December, Key Largo is ideal for those seeking a blend of adventure and relaxation. Visitors can explore the nearby John Pennekamp Coral Reef State Park, indulge in water sports, or unwind at the local resorts. The shopping areas and family-friendly attractions provide ample opportunities for memorable experiences.
  • Marathon: Positioned in the heart of the Florida Keys, Marathon is a delightful city renowned for its stunning beaches and outdoor recreation. With its peak tourist seasons in March to April and September, Marathon caters to families and beach lovers looking for an unforgettable getaway. Visitors can enjoy various activities, from fishing and boating to exploring the area's wildlife. The city's resorts and recreational areas offer comfort and convenience, while local landmarks ensure an engaging experience for all. The family-friendly beaches and vibrant tourist precinct make Marathon a must-visit destination.

Things to do in Monroe County

Monroe County is perfect for outdoor and beach adventures, offering a variety of activities to enjoy. Visitors can explore area attractions and join local tour groups while indulging in the vibrant shopping centres and resorts. This destination promises a delightful mix of relaxation and excitement, making it an ideal spot for a memorable holiday.

Shopping

Discover the unique shopping experiences in Monroe County, including We Cycle Key West for cycling gear, and the eclectic Rain Barrel Village for local crafts. Don't miss the Big Pine Key Flea Market, offering a variety of goods in a vibrant atmosphere perfect for souvenir hunting.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by stunning landscapes, perfect for relaxation and recreation. Florida Keys Country Club offers a luxurious atmosphere, ideal for unwinding in style. Jacob's Aquatic Center is perfect for families, featuring pools and activities that promote fun and wellness together.

Adventure

Keys Cable Park offers thrilling wakeboarding and cable sports, perfect for adventure enthusiasts seeking excitement on the water. Pigeon Key invites you to indulge in various water sports surrounded by stunning natural beauty. For underwater exploration, Florida Keys Dive Center provides exhilarating diving experiences amidst vibrant marine life.

Nightlife

In Monroe County, Jimmy Johnson's Big Chill offers a lively drinking pub atmosphere with romantic entertainment vibes. The Red Barn Theater showcases cultural performances, while Regal Key West cinema provides a family-friendly experience, perfect for a night out filled with romance and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Monroe County

To save money on your trip to Monroe County, consider visiting between August and October when prices are lower compared to the peak months of February to April. Book your accommodation about a month in advance for the best rates, and aim for a Tuesday stay, as it’s the least expensive day. Use Expedia to explore last-minute deals and combine your hotel, flights, and activities for additional savings. Walking is a great way to explore the area without spending on transport, and don’t forget to utilise price filters to find the best offers.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Monroe County are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Monroe County about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Monroe County is Tuesday. The most expensive day to stay in Monroe County is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To uncover the most economical prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your hotel reservations in Monroe County with your flights and activities through an Expedia package.

Find the best attractions in Monroe County

Monroe County, Florida, offers a delightful blend of outdoor adventure and cultural experiences, making it an ideal destination for beach lovers and nature enthusiasts alike. Visitors can explore stunning beaches, picturesque islands, and scenic state parks. Notably, the Monroe County Courthouse is a charming landmark worth a visit. With a variety of attractions catering to both relaxation and exploration, this region promises an unforgettable holiday experience.

  • Duval Street: This vibrant street is the heart of Key West, bustling with shops, restaurants, and nightlife. Experience the lively atmosphere filled with street performers and local art, making it a perfect spot for both relaxation and excitement.
  • Smathers Beach: A picturesque stretch of golden sand, Smathers Beach offers a quintessential beach vibe. Relax under swaying palm trees, indulge in water sports, or enjoy a leisurely stroll along the shoreline, perfect for soaking up the sun.
  • Fort Zachary Taylor Historic State Park: This historic park combines stunning scenery with outdoor adventure. Explore the well-preserved fort, hike scenic trails, or relax on the beach, making it an ideal spot for history buffs and nature lovers alike.