Monroe County

Holiday Villa Rentals in Monroe County

Find Holiday villas to rent in Monroe County for more space and privacy

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Popular Holiday Villas in Monroe County

Check out our selection of great villas in Holiday Villas
Most Booked
Lowest price
Closest to downtown
Highest Rated
56
Hotels in Key West
Featured facilities: Private Swimming Pool, Parking, Barbecue
Great
6 reviews
9.3/10
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51
Hotels in Cudjoe Key
Featured facilities: Swimming Pool, Barbecue
Outstanding
45 reviews
9.8/10
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67
Hotels in Key West
Featured facilities: Private Swimming Pool, Parking, Barbecue
Outstanding
25 reviews
10/10
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80
Hotels in Key West
Featured facilities: Private Swimming Pool, Parking, Barbecue
Amazing
1 review
9.5/10
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19
Hotel near Duval,Key West
Featured facilities: Swimming Pool, Barbecue
Outstanding
305 reviews
10/10
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79
Hotels in Marathon
Featured facilities: Swimming Pool, Parking
Very Good
59 reviews
8.8/10
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21
Hotel near Duval,Key West
Featured facilities: Private Swimming Pool, Barbecue
Outstanding
66 reviews
10/10
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58
Hotels in Marathon
Featured facilities: Private Swimming Pool, Barbecue
Outstanding
66 reviews
10/10
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38
Hotels in Marathon
Featured facilities: Swimming Pool, Barbecue
Outstanding
42 reviews
9.8/10
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52
Hotel near Duck Key,Duck Key
Escape to Duck Key: Waterfront Views without the Resort Fees!Welcome to your serene Florida Keys getaway! Located right in the heart of Duck Key, this immaculate 2-bedroom, 2.5-bathroom waterfront villa offers the ultimate blend of relaxation and adventure. Nestled centrally between Key Largo and Key West, you are perfectly positioned to explore the best beaches, fishing, and coral reefs the Keys have to offer.Why Guests Love Our Villa:* Free Water Adventures: Two complimentary kayaks with lifejackets are included with your stay to launch right into the pristine local waters!* Outdoor Living: Three private balconies and porches featuring a 6-seat outdoor dining table—perfect for sunrise coffee or sunset cocktails.* Fully Loaded Beach Gear: Save luggage space! We provide complimentary beach chairs, umbrellas, beach towels, a large cooler and smaller lunch size coolers. * Ultimate Convenience: Fully equipped kitchen with dishwasher (dish soap and dishwasher detergent included), in-unit washer/dryer (with laundry soap, softener and dryer sheets included), fast Wi-Fi, cable TV service with premium channels and flat screen TVs in the living room and both bedrooms.Family Friendly: Pack-and-Play portable crib included for the little ones.* The Layout & Sleeping Arrangements (Sleeps 6):* Ground Floor: Open-concept living and dining area, fully stocked kitchen, convenient half-bath, and an expansive main porch for al-fresco dining. Queen-sized sleeper sofa in the living room.* Upstairs: Two private bedroom suites, each featuring a Queen Bed and an attached private en-suite bathroom. Both bedrooms open directly onto their own private balconies.Important Resort & Property Rules (Please Read Before Booking):* Pool Access: This villa is independently owned. Guests do not have access to the Hawks Cay Resort pool behind the villa or the other resort pools or club amenities. However, you are welcome to enjoy the public resort amenities at your own expense, including the full-service Marina (charters/rentals), Calm Waters Spa (day passes available for gym), and 2 Public restaurants (Salt + Ash and Angler and Ale)!* Boating & Trailers: No trailers of any kind are permitted on the property or in the parking lot. Local boat ramps and trailer parking with boat slip rental are available on the island for a fee through Hawks Cay Marina and Duck Key Marina. Suggested to call ahead for availability.No Grilling: Per the Florida Fire Code, outdoor grilling is strictly prohibited anywhere on the resort grounds or villa balconies.Groceries: There are no grocery stores directly on Duck Key. We highly recommend stopping at the Publix in Islamorada or Marathon on your way in or ordering via Instacart directly to the villa door!Florida License Number: DWE5405438About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
199 reviews
10/10
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Frequently Asked Questions

What is the average price of a hotel in Monroe County this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Monroe County this weekend is £405 per night. For a 4-star hotel, the average cost is £1,000 per night. If you're looking for a luxury experience, 5-star hotels in Monroe County this weekend typically cost £623 per night.

How much do hotels in Monroe County cost per night on weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Monroe County during weekdays is £340 per night. For a 4-star hotel, you can expect to pay around £839 per night. If you're seeking a luxury stay, 5-star hotels in Monroe County generally cost £449 per night on weekdays.

What are the best places to stay in Monroe County?

Some of the best places to stay in Monroe County are near popular attractions like Seven Mile Bridge, Sunset Key and Sea Bird Marina, offering easy access to key sights and amenities.

What are the top hotels in Monroe County near Seven Mile Bridge?

Some of the top hotels in Monroe County near Seven Mile Bridge include Isla Bella Beach Resort & Spa - Florida Keys (from £113), all offering easy access to Seven Mile Bridge, making them ideal for visitors looking to explore the area.

How to get good deals on hotels in Monroe County?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.

Monroe County Holiday Villas Information

Total properties23
Number of reviews328
Weekend Avg. Price£459
Weekday Avg. Price£389