Discover Your Perfect Holmes County Vacation Homes

Best Vacation Homes in Holmes County

Apartment
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $155/Night 7 Nights - US $1,085
star-icons-3
House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 3702.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $456/Night 7 Nights - US $3,192
Hotel
Map-icon
like-icon8.8
Fabulous
(729 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $145/Night 7 Nights - US $1,013
Cabin
Map-icon
1 Bedroom 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $257/Night 7 Nights - US $1,799
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House
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like-icon9.0
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 10 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $280/Night 7 Nights - US $1,961
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $340/Night 7 Nights - US $2,383
House
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
4 Bedrooms 3 Baths 10 Guests 3700 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $294/Night 7 Nights - US $2,055
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $272/Night 7 Nights - US $1,901

Holmes County Luxury Rentals

Cabin
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like-icon9.2
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $309/Night 7 Nights - US $2,162
Cabin
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $249/Night 7 Nights - US $1,740
House
Map-icon
like-icon9.2
Exceptional
(15 Reviews)
3 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $238/Night 7 Nights - US $1,667
Cabin
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $237/Night 7 Nights - US $1,662
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House
Map-icon
2 Bedrooms 2 Baths 6 Guests 1603.82 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $216/Night 7 Nights - US $1,512
Cabin
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $214/Night 7 Nights - US $1,501
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $210/Night 7 Nights - US $1,468
House
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $203/Night 7 Nights - US $1,419

Holmes County Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $164/Night 7 Nights - US $1,150
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House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1700.7 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $119/Night 7 Nights - US $833
Hotel
Map-icon
like-icon6.8
Good
(385 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $66/Night 7 Nights - US $464
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $186/Night 7 Nights - US $1,300
House
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1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $178/Night 7 Nights - US $1,244
Cottage
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like-icon9.8
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $123/Night 7 Nights - US $860
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $138/Night 7 Nights - US $965
New
House
Map-icon
2 Bedrooms 1 Bath 5 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $130/Night 7 Nights - US $913

Holmes County Large Vacation Homes

House
Map-icon
5 Bedrooms 4 Baths 8 Guests 3700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $300/Night 7 Nights - US $2,100
House
Map-icon
3 Bedrooms 2 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $300/Night 7 Nights - US $2,100

Why Choose Rent By Owner for your Holmes County Vacation Rental Homes?

What makes our Vacation Rentals 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 Holmes County

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here allows you to enjoy the area's attractions at their best, whether you're seeking vibrant local events or quieter seasons to unwind in your ideal vacation rental.

Peak Season Highlights

spring
Spring (March to May)

During this vibrant time, the weather warms up, making it ideal for exploring the scenic countryside and enjoying outdoor activities around this destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

This season offers mild temperatures and beautiful fall foliage, perfect for experiencing the region's peaceful atmosphere and natural beauty.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

While the summer months bring warmer temperatures, you can still enjoy the area's natural charm without the peak crowds, especially in early summer.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
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Winter (December to February)

With cooler weather, this quieter period provides a serene environment for those seeking a relaxed getaway amid fewer visitors.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Holmes 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 outdoor seating areas perfect for relaxing and socializing amidst scenic surroundings.
  • Take advantage of private or shared pools to cool off during warm days.
  • Explore landscaped gardens or yards that offer serene spots for outdoor activities.
  • Make the most of spacious patios or decks ideal for dining al fresco.
  • Utilize covered porches for enjoying the fresh air while staying shaded from the sun.
  • Benefit from outdoor fireplaces or fire pits for cozy gatherings in the evenings.
  • Discover on-site recreational amenities such as tennis courts, volleyball nets, or hiking trails, enhancing your outdoor experience here.
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Family Activities

  • Explore the Holmes County Flea Market: Discover local treasures and enjoy a family outing at this bustling market renowned for its unique finds and regional crafts, set in the heart of the area.
  • Visit the Holmes County Historical Society Museum: Dive into the region's rich history through engaging exhibits perfect for educating and entertaining children and adults alike.
  • Enjoy outdoor adventures at Holmes County Park: Experience nature walks, picnicking, and wildlife spotting in this scenic park ideal for family fun amidst Florida’s lush landscape.
  • Attend a local event or festival: Participate in seasonal festivities that showcase the area's vibrant culture, providing memorable experiences for families staying in nearby vacation rentals.
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Adult Activities

  • Exploring local art galleries: Discover the vibrant arts scene that highlights the area's rich cultural heritage and offers unique opportunities to appreciate regional craftsmanship.
  • Enjoying scenic nature walks and parks: Reconnect with nature through peaceful trails and outdoor spaces that showcase the region's diverse landscapes and natural beauty.
  • Participating in farm-to-table dining experiences: Savor fresh, locally sourced cuisine at renowned restaurants that emphasize the area's agricultural roots and culinary excellence.
  • Visiting historical landmarks and museums: Gain insight into the region’s history by exploring well-preserved sites and exhibits that tell compelling stories of the area's past.

Holmes County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local culture: Immerse yourself in the region’s unique traditions and crafts by visiting local markets and artisan shops near your Holmes County accommodation.
  • Plan outdoor activities: Take advantage of the area's scenic landscapes by scheduling outdoor adventures such as hiking or fishing to fully experience this destination's natural beauty.
  • Discover dining options: Savor authentic regional flavors at nearby restaurants or cafes, ensuring you enjoy the best of what this area has to offer.
  • Choose strategic lodging locations: Select a Holmes County vacation rental that offers easy access to key attractions and amenities for a more convenient stay in the region.

Transportation Options

  • Car Rentals: You can easily explore the area and its charming surroundings by renting a car, giving you flexibility throughout your stay.
  • Shuttle Services: Reliable shuttle options are available for convenient transportation between popular local spots and your vacation rental here.
  • Public Transit: Local buses provide an affordable and eco-friendly way to navigate the region without the need for a personal vehicle.
  • Taxis and Rideshare: Taxis and rideshare services offer quick and accessible transportation for any spontaneous trips during your visit.

Local Customs Options

  • Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the region's traditional Southern hospitality.
  • The area values its agricultural roots, often celebrating local harvest festivals and farmers' markets.
  • Religious Heritage: You might notice the significance of local churches and religious events that play a central role in community life here.
  • Preservation of Crafts: Handcrafted arts and folk traditions remain important, showcasing the area's dedication to maintaining its cultural legacy.

Frequently Asked Questions About Holmes County?

2. Which vacation homes in Holmes County are best for families?

If you are looking for a family-friendly vacation home in Holmes County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Holmes County:

3. How many Rentbyowner vacation rentals are available in Holmes County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 58 in the Holmes County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Holmes County. 

4. What is the cancellation policy for vacation rentals in Holmes County, Florida?

Cancellation policies can vary depending on the listing and owner. It's important to review the specific policy outlined on the property details page or contact the owner directly before booking to understand any applicable fees or restrictions.

5. Are there any additional fees or deposits required when booking a vacation rental here?

Additional fees such as cleaning fees, security deposits, or service charges may apply. These details are typically listed on the property page, so be sure to check the rental's fee breakdown or reach out to the owner for clarification.

6. How do I know if the vacation rental has the amenities I need for my stay?

Each property listing includes a detailed list of amenities and features. To ensure it meets your requirements, review these details carefully or contact the owner directly for further information.

7. Can I modify or extend my reservation once booked in this destination?

Modifications or extensions depend on the property's policies and availability. You should review the booking terms on the listing and communicate with the owner promptly to request any changes.

8. What steps should I take to ensure a smooth check-in and check-out process?

Check the property listing for specific check-in and check-out instructions provided by the owner. It’s advisable to coordinate these times ahead of your arrival and departure to guarantee a seamless experience.

Holmes County Top Rated Vacation Rentals

Hotel
Map-icon
like-icon8.9
Fabulous
(54 Reviews)
4 Baths 204.51 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $101/Night 7 Nights - US $707
Hotel
Map-icon
like-icon8.8
Fabulous
(193 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $113/Night 7 Nights - US $794
Hotel
Map-icon
like-icon8.7
Fabulous
(257 Reviews)
6 Baths 32.29 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
US $182/Night 7 Nights - US $1,272
Hotel
Map-icon
like-icon7.8
Very Good
(731 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $88/Night 7 Nights - US $615
Hotel
Map-icon
like-icon7.8
Very Good
(694 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $100/Night 7 Nights - US $699
star-icons-3
Hotel
Map-icon
like-icon7.2
Very Good
(138 Reviews)
8 Baths 409.02 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $93/Night 7 Nights - US $649
Hotel
Map-icon
like-icon6.9
Good
(191 Reviews)
1 Bath 376.74 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $81/Night 7 Nights - US $567
Other
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 4 Guests 1440 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $200/Night 7 Nights - US $1,400