Monroe County Villa

Villa
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Exceptional
(124 Reviews)
2 Bedrooms 2 Baths 6 Guests 1380 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $393/Night 7 Nights - US $2,751
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Apartment
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Exceptional
(10 Reviews)
1 Bedroom 2 Baths 6 Guests 1130.21 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $278/Night 7 Nights - US $1,943
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Villa
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Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,209/Night 7 Nights - US $8,466
Villa
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like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 2 Baths 6 Guests 980 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $417/Night 7 Nights - US $2,917
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Apartment
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 7 Guests 129.17 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $474/Night 7 Nights - US $3,319
Villa
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Exceptional
(24 Reviews)
1 Bedroom 1 Bath 2 Guests 350 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $325/Night 7 Nights - US $2,276
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Villa
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Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests 2798.62 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $811/Night 7 Nights - US $5,676
Villa
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like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 2 Baths 4 Guests 850 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $600/Night 7 Nights - US $4,201
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Villa
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Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 8 Guests 764.24 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $270/Night 7 Nights - US $1,890
Villa
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like-icon10.0
Exceptional
(21 Reviews)
2 Bedrooms 3 Baths 6 Guests
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $624/Night 7 Nights - US $4,371
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Villa
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 3 Baths 6 Guests 904.17 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $373/Night 7 Nights - US $2,614
Villa
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like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 4 Guests 550 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $506/Night 7 Nights - US $3,541

Why Choose Rent By Owner for your Monroe County Villa?

What makes our Villa special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Monroe County

When should you plan your Villa stay?

Choosing the optimal time to vacation in Monroe County allows you to enjoy this destination's best weather and local events, making your stay in the region’s villas a truly memorable experience whenever you decide to visit.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, the area experiences its peak season when travelers flock here to enjoy the warm climate and sunny skies. This is an ideal time for booking villas to soak up the sunshine and relax in comfort.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring Break (March to April)

Spring break brings a surge of visitors seeking outdoor activities and scenic views. Securing your villa here early ensures you have a place to unwind during this lively season.

Average Temperature Daytime: 80°F - Nighttime: 70°F

Off-Season Highlights

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Summer (June to August)

In the summer, the region sees fewer visitors as temperatures soar. It offers a peaceful atmosphere, making it perfect for those looking for a quiet getaway in a private villa.

Average Temperature Daytime: 88°F - Nighttime: 78°F
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Fall (September to November)

Autumn is less crowded, providing a more relaxed environment for your stay. Booking a villa during this time allows you to enjoy pleasant weather and fewer tourists.

Average Temperature Daytime: 82°F - Nighttime: 72°F

Weekly Weather Forecast for Monroe County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy relaxing poolside amenities such as outdoor swimming pools or hot tubs to unwind in the warm Florida sun.
  • Take advantage of spacious outdoor patios or verandas perfect for alfresco dining and entertaining.
  • Make the most of lush, private gardens or landscaped yards that enhance your outdoor experience.
  • Benefit from fully equipped barbecue grills for hosting cookouts amid scenic surroundings.
  • Relax on comfortable loungers or hammocks set up in shaded areas for ultimate comfort outdoors.
  • Use dedicated outdoor showers or rinsing stations, ideal for rinsing off after beach outings here.
  • Explore nearby nature trails or outdoor recreational spaces that are easily accessible from your villa.
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Family Activities

  • Coral Castle Museum: Discover the fascinating history and unique sculptures at this intriguing local landmark, perfect for family exploration in the area.
  • Key West Butterfly & Nature Conservatory: Experience a magical walk through lush gardens filled with vibrant butterflies, offering an educational adventure for children and adults alike.
  • Fort Zachary Taylor Historic State Park: Enjoy a day of outdoor fun with swimming, picnicking, and exploring historic fortifications nestled along the scenic coast.
  • Shipwreck Historeum Museum: Dive into the region’s maritime past with engaging exhibits and interactive displays that captivate history enthusiasts of all ages.
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Adult Activities

  • Snorkeling and Diving Tours: Explore the vibrant marine life and colorful coral reefs just off the coast, making it a perfect activity for those staying in villas in the area seeking aquatic adventures.
  • Deep-Sea Fishing Excursions: Experience the thrill of deep-sea fishing with guided trips designed for adults wanting to test their skills and enjoy the region’s rich marine environment.
  • Eco-Tours and Wildlife Watching: Discover the local ecosystems through guided eco-tours that include wildlife viewing in natural habitats around this destination.
  • Museum and Cultural Experiences: Immerse yourself in the area's history and culture by visiting renowned museums and historical sites in Monroe County, Florida.

Monroe County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the calendar of upcoming events in the area to align your stay with festivals or activities that showcase the region's unique charm.
  • Explore Natural Beauty: Take advantage of the stunning natural surroundings by visiting nearby parks and beaches, ensuring you experience the best outdoor adventures here.
  • Choose a Convenient Location: Select a villa centrally located to easy access to popular attractions and waterfronts, enhancing your overall experience in this destination.
  • Respect Local Environment and Culture: Be mindful of local conservation efforts and cultural norms to help preserve the area's natural beauty and community spirit during your visit.

Transportation Options

  • Florida Keys Shuttle Service: This reliable transportation option offers convenient shuttle services around the region, making it easy to explore your surroundings without hassle.
  • Rental Cars: Renting a car provides the flexibility to visit remote beaches and attractions at your own pace, ideal for those staying in private villas here.
  • Public Transit - Monroe County Transit: The local bus system connects key areas within the region, offering an affordable way to get around during your stay.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are available for quick, on-demand transportation to and from your villa or nearby destinations.

Local Customs Options

  • Respect for Marine Life: In this coastal region, it is customary to observe responsible interactions with marine environments, including avoiding disturbing wildlife and adhering to local conservation guidelines.
  • Fisherman’s Traditions: Engaging in or respecting the local fishing customs, such as participating in or observing sustainable fishing practices, reflects the area's deep-rooted maritime heritage.
  • Celebration of Local Festivals: Participating in community events or festivals often showcases the vibrant cultural identity and traditions unique to this destination.
  • Environmental Stewardship: Visitors are encouraged to practice eco-friendly habits, like proper waste disposal and conserving natural resources, to preserve the region's pristine beauty.

Frequently Asked Questions About Monroe County Rental Villas

2. How many Villas are available in Monroe County?

Currently, the total number of properties listed by RBO in 2026 is over 431 in the Monroe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Monroe County. 

3. What is the cancellation policy for villas in Monroe County, Florida?

Cancellation policies vary by individual property. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.

4. Are there any additional fees when booking a villa in this area?

Additional fees such as cleaning, security deposits, or service charges can apply. These are detailed in each listing, so it’s recommended to read the complete description or reach out to the owner for clarification.

5. How do I confirm my reservation for a villa in Monroe County?

Reservations are typically confirmed through the listing platform after you complete your booking and payment. For any questions or special requests, you can communicate directly with the property owner via the platform.

6. What amenities are usually included with villas in the region?

Villa amenities vary but often include features like Wi-Fi, kitchen facilities, outdoor spaces, and air conditioning. Check each listing for detailed information to ensure it meets your needs.

7. Can I modify or cancel my booking if my plans change?

Modifications and cancellations depend on the property’s policies indicated in the listing. It’s best to review these details before booking or contact the owner directly to discuss any changes.

More Rentals You May Like Near Monroe County

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $688/Night 7 Nights - US $4,816
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like-icon10.0
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2 Bedrooms 2 Baths 4 Guests 850 ft²
  • Oceanfront
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  • Fireplace/Heating
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1 Bedroom 1 Bath 4 Guests 500 ft²
  • Hot Tub
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US $506/Night 7 Nights - US $3,541
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2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
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2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
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US $467/Night 7 Nights - US $3,268
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Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $452/Night 7 Nights - US $3,162
Villa
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 5 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $388/Night 7 Nights - US $2,719
Villa
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $421/Night 7 Nights - US $2,945
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $748/Night 7 Nights - US $5,237
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $435/Night 7 Nights - US $3,045
Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests 1225 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $532/Night 7 Nights - US $3,724
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 1225 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $461/Night 7 Nights - US $3,227