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, (2,679 reviews)
"Great spot will stay again"
United States
Esteban
$160 nightly
The price is $180
Sep 24 - Sep 25
Total with taxes and fees
Blue Flamingo Resort Key West

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,792 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
$246 nightly
The price is $277
Oct 12 - Oct 13
Total with taxes and fees
Margaritaville Beach House Key West

3. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,858 reviews)
"Absolutely going to be staying here again. Our family throughly enjoyed the hotel, amenities and location to Key West"
United States
Silvia
$175 nightly
The price is $197
Sep 23 - Sep 24
Total with taxes and fees
Havana Cabana at Key West

4. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,600 reviews)
"Excellent place to stay!!!"
United States
Deaenna
$244 nightly
The price is $275
Sep 23 - Sep 24
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

5. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,276 reviews)
"Resort is beautiful and clean, really enjoy my stay there"
United States
Natali
$253 nightly
The price is $285
Sep 21 - Sep 22
Total with taxes and fees
Isla Bella Beach Resort & Spa

6. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,501 reviews)
"Great hotel!!!"
United States
Hilda
$172 nightly
The price is $194
Sep 23 - Sep 24
Total with taxes and fees
Lime Tree Bay Resort

7. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,437 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
$196 nightly
The price is $221
Sep 21 - Sep 22
Total with taxes and fees
Cheeca Lodge & Spa

8. 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, (1,101 reviews)
"Good place to stay"
United States
Fabio
$133 nightly
The price is $150
Sep 27 - Sep 28
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

9. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,536 reviews)
"Enjoyed my stay"
United States
Jerome
$185 nightly
The price is $208
Sep 21 - Sep 22
Total with taxes and fees
Beachside Resort & Residences

10. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,778 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$187 nightly
The price is $210
Oct 21 - Oct 22
Total with taxes and fees
Chesapeake Beach Resort

11. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,462 reviews)
"Came with the family for wife birthday it was a excellent all around stay!"
United States
Anthony
$183 nightly
The price is $206
Oct 12 - Oct 13
Total with taxes and fees
Parrot Key Hotel & Villas

12. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (925 reviews)
"Beautiful property very well maintained and staff was great. Will definitely go again and recommend this."
United States
Ronald
$274 nightly
The price is $308
Sep 30 - Oct 1
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

13. 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, (1,329 reviews)
"We had a wonderful stay! The place was very clean, comfortable, and looked just like the photos. The staff at the front desk were kind, quick to reply, and made check-in simple. We would love to stay here again!"
United States
Marian
$130 nightly
The price is $147
Oct 4 - Oct 5
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

14. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2,386 reviews)
"Had a great time here."
United States
Stephanie
$130 nightly
The price is $146
Sep 21 - Sep 22
Total with taxes and fees
Ibis Bay Beach Resort

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, (1,025 reviews)
"Great hotel and location"
United States
Darlene
$238 nightly
The price is $267
Sep 29 - Sep 30
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

16. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,322 reviews)
"Beautiful place to stay, would definitely stay here again."
United States
Jade
$168 nightly
The price is $189
Sep 24 - Sep 25
Total with taxes and fees
The Perry Hotel & Marina Key West

17. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,001 reviews)
"Beautiful resort"
United States
Katherine
$272 nightly
The price is $304
Oct 18 - Oct 19
Total with taxes and fees
Hawks Cay Resort

18. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,512 reviews)
"Very clean comfortable bed , very friendly staff Very clean pool 💕"
United States
Rabia
$134 nightly
The price is $151
Sep 21 - Sep 22
Total with taxes and fees
Hampton Inn Key West FL

19. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,329 reviews)
"Great stay great location"
United States
Mark
$308 nightly
The price is $346
Sep 30 - Oct 1
Total with taxes and fees
Pier House Resort & Spa

20. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place great price great location "
United States
Richard
$90 nightly
The price is $101
Sep 23 - Sep 24
Total with taxes and fees
The Pelican Key Largo Cottages
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.

Great weekend hotel deals in Monroe County, FL

Showing deals for:Oct 2 - Oct 4

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Top Monroe County Hotel Reviews

Price trends for hotels in Monroe County

Less expensive
More expensive
Next month
September
March
$263
Month
Price
January
$368
February
$413
March
$430
April
$381
May
$345
June
$205
July
$222
August
$216
September
$195
October
$263
November
$277
December
$326
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Guide to exploring around Monroe County

Top reasons to visit Monroe County

  • Stunning Beaches: Monroe County features breathtaking beaches perfect for sunbathing, swimming, and water sports.
  • Outdoor Adventures: Explore national parks and nature trails that showcase the area's unique landscapes and wildlife.
  • Cultural Experiences: Immerse yourself in the local culture through vibrant neighborhoods and charming cities.
  • Diverse Accommodations: Choose from luxurious resorts to cozy hotels that cater to every traveler's needs.
  • Exciting Day Trips: Enjoy unique attractions and scenic views on day trips throughout the county.

Find great hotels in Monroe County

Monroe County, Florida, offers a diverse selection of accommodations perfect for every type of traveler. From luxurious resorts to cozy hotels, you'll find the ideal spot for your beach vacation, family getaway, or adventurous escape. With a focus on providing excellent amenities and services, the best Monroe County hotels ensure a memorable stay that caters to your needs. Explore the various lodging options to discover your perfect home away from home in this beautiful tropical paradise.

  • Southernmost Beach Resort and Guesthouses: This charming 4-star resort is rated 8.8 and provides an ideal beach getaway in Monroe County. Perfect for families and adventure seekers alike, it offers direct beach access and a plethora of recreational activities including sailing, kayaking, and parasailing. Families will appreciate the child-friendly amenities such as cribs and a first aid kit, ensuring peace of mind during your stay. Southernmost Beach Resort combines relaxation and adventure, making it a prime choice for a memorable vacation.
  • Oceans Edge Key West Resort, Hotel & Marina: A luxurious 4-star property with a remarkable guest rating of 9.0, Oceans Edge Key West is a haven for golf enthusiasts and business travelers. This waterfront resort offers outstanding golf experiences and a variety of onsite adventure sports like fishing, kayaking, and motorboating. With a stunning marina and modern amenities, it’s perfect for those seeking both leisure and business opportunities. The exceptional service and comfortable accommodations promise an unforgettable stay in Monroe County.
  • Blue Flamingo Resort Key West: Rated 8.2, Blue Flamingo Resort is a delightful 4-star retreat that caters to families and adventure lovers. With a rich offering of activities such as fishing, kayaking, and even skydiving nearby, it’s designed for those who crave excitement. Kids will love the arcade game room and onsite mini-golf, making it an excellent choice for family vacations. This vibrant resort is dedicated to providing a fun and engaging atmosphere for guests, ensuring a memorable experience in the beautiful Florida Keys.

Where to stay in Monroe County

Monroe County, Florida, is a paradise for outdoor and adventure enthusiasts, offering stunning beaches and a tropical atmosphere perfect for family-friendly excursions or romantic getaways. Explore the vibrant cities and charming neighborhoods, where you can immerse yourself in the local culture and enjoy a relaxing vacation. Don't miss the chance to visit iconic spots and experience the unique charm of Monroe County, making it an unforgettable destination for your travels.

  • Key West: A vibrant island city known for its rich history and stunning sunsets, Key West is a must-visit destination in Monroe County. With a lively atmosphere, it attracts visitors year-round, especially peaking in January, March, and September. Explore the charming streets lined with colorful conch houses, indulge in shopping at local boutiques, or relax at family-friendly beaches. Key West offers a unique blend of city-themed and family experiences, making it a great place to create lasting memories. Don’t miss attractions like the famous Mallory Square, where you can witness breathtaking sunsets and street performances.
  • Key Largo: As the first of the Florida Keys, Key Largo boasts a stunning natural landscape that attracts outdoor enthusiasts and families alike. Peak travel occurs between October and December, drawing visitors eager to enjoy its beautiful beaches and marine activities. Known for its world-class diving sites and vibrant coral reefs, the city offers unforgettable adventures for water lovers. Explore local resorts, shopping areas, and family-friendly attractions, all while soaking in the tropical charm. The John Pennekamp Coral Reef State Park is a highlight, providing opportunities for snorkeling and boating amidst breathtaking underwater scenery.
  • Marathon: Located in the heart of the Florida Keys, Marathon is a family-friendly destination perfect for beach lovers and outdoor adventurers. With peak visitation in March to April and September, it offers a perfect mix of relaxation and recreation. Enjoy the scenic beaches, visit the Turtle Hospital, or take part in water sports like fishing and kayaking. Marathon's shopping areas and resorts provide ample options for leisure and entertainment. The city’s tourist precinct invites exploration, making it an ideal stop for families seeking fun in the sun and memorable experiences.

Things to do in Monroe County

Monroe County, Florida, is an ideal destination for outdoor enthusiasts and beach lovers alike. Enjoy a variety of activities, including shopping at local malls and exploring vibrant shopping areas. For those seeking adventure, the county offers exciting day trips that showcase its natural beauty and unique attractions. Whether you're relaxing at a resort or engaging in outdoor adventures, Monroe County promises a memorable vacation experience.

Shopping

In Monroe County, explore the charming shops at Key West's Duval Street for unique souvenirs. Discover local art and crafts at the Artists' Market in Marathon, or visit the quaint boutiques in Islamorada for one-of-a-kind gifts that capture the spirit of the Florida Keys.

Recreation

At Florida Keys Country Club, enjoy a round of golf amidst lush landscapes and luxury amenities. Key Largo Anglers Club offers a serene environment for fishing enthusiasts, while Card Sound Golf Club provides a relaxing setting for a leisurely game, all complemented by stunning views of the surrounding nature.

Adventure

Explore the vibrant coral reefs while snorkeling or diving in the Florida Keys National Marine Sanctuary. Experience the thrill of kayaking through the mangroves at John Pennekamp Coral Reef State Park, where you can observe diverse wildlife and stunning natural scenery.

Nightlife

Monroe County's nightlife buzzes with energy, featuring lively bars like the Green Parrot in Key West, perfect for live music and cocktails. For a more laid-back vibe, visit the Hog's Breath Saloon, where you can enjoy great food and local entertainment under the stars.

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

Booking tips and Expedia advantages for Monroe County

  • 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: Book your hotel in Monroe County about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels currently available. To find the best prices and deals, arrange the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your hotel stay in Monroe County with your flights and activities through an Expedia package deal.

Find the best attractions in Monroe County

Monroe County, Florida, is perfect for outdoor and beach vacations, offering a variety of attractions such as beautiful beaches, stunning islands, and national parks. Visitors can enjoy a range of activities that highlight the area's natural beauty and cultural experiences, making it an ideal destination for adventure seekers and beach lovers alike. Explore the scenic landscapes and immerse yourself in the local culture during your stay.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West, where lively bars, unique shops, and street performers create an electric city vibe. Explore eclectic eateries and soak in the local art scene as you stroll this famous thoroughfare.
  • Florida Keys Beaches: Relax on the stunning Florida Keys Beaches, known for their crystal-clear waters and soft sandy shores. Perfect for sunbathing, swimming, and snorkeling, these beaches offer a tranquil escape with a laid-back beach vibe.
  • Southernmost Point: Visit the iconic Southernmost Point buoy, a symbol of Key West's unique charm. This landmark offers a cultural experience with picturesque views and is a must-see for photos, representing the southernmost tip of the continental U.S.

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