Discover Your Perfect The Vineyard Vacation Homes

Best Vacation Homes in The Vineyard

The Vineyard Luxury Rentals

The Vineyard Pet Friendly Vacation Rentals

The Vineyard Large Vacation Homes

Why Choose Rent By Owner for your The Vineyard 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 The Vineyard

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience of this destination's beautiful scenery and welcoming atmosphere, ensuring you enjoy your stay at the best possible time in the area.

Peak Season Highlights

summer
Summer (June to August)

This is the most popular time to visit, as families and vacationers flock to enjoy the warm weather and beach activities.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
spring
Spring Break (March to April)

During this period, the region attracts students and families seeking a lively yet relaxing escape before the summer crowds arrive.

Average Temperature Daytime: 78°F - 83°F - Nighttime: 60°F - 65°F

Off-Season Highlights

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Fall (September to November)

As the busy summer season winds down, here you can enjoy quieter beaches and more affordable vacation rentals.

Average Temperature Daytime: 75°F - 80°F - Nighttime: 55°F - 65°F
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Winter (December to February)

Experience mild weather and fewer visitors during this time, making it ideal for those seeking tranquility and lower rates.

Average Temperature Daytime: 60°F - 65°F - Nighttime: 45°F - 50°F

Weekly Weather Forecast for The Vineyard

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 access to a private outdoor pool for relaxing under the Florida sun.
  • Benefit from well-maintained outdoor grilling areas perfect for family cookouts.
  • Relax on spacious patios or decks that offer scenic views of the surrounding area.
  • Take advantage of lush landscaped gardens to unwind amid natural beauty.
  • Make use of outdoor seating areas designed for comfortable social gatherings.
  • Use designated parking spaces with easy access to your outdoor amenities.
  • Explore nearby walking paths and nature trails for outdoor adventures within the region.
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Family Activities

  • Miramar Beach Family Fun Park: Spend a day at this lively destination where your family can enjoy mini-golf, go-karts, and arcade games amidst the scenic surroundings of the area.
  • Silver Sands Premium Outlets: Explore the region’s popular shopping destination offering a variety of brand-name stores, perfect for family retail therapy and souvenir hunting.
  • Beachfront Activities at Miramar Beach: Relax and play together on the sandy shores, where swimming, building sandcastles, and beach volleyball are favorite ways to enjoy the coastal environment.
  • Destin Harbor Boardwalk: Discover local eateries, boat tours, and entertainment options that make for an engaging day out with the entire family in this vibrant harbor area.
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Adult Activities

  • Golfing at Sandestin Golf and Beach Resort: Enjoy a round on one of the renowned golf courses, perfect for relaxing and unwinding amidst scenic coastal views.
  • Shopping at Silver Sands Premium Outlets: Indulge in a retail therapy session at this popular outlet mall, offering a variety of designer brands and bargains just a short drive away.
  • Dining at local seafood restaurants: Savor fresh Gulf Coast cuisine at highly-rated eateries that showcase the region’s flavorful seafood specialties.
  • Spa and wellness experiences: Pamper yourself with luxurious treatments and massages available at nearby spas, ideal for a rejuvenating escape during your stay here.

The Vineyard Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Day Early: Arrive at the nearby pristine beaches early to secure your spot and enjoy a relaxing day in this coastal paradise.
  • Explore Local Dining Options: Take advantage of the area's renowned seafood restaurants and beachfront eateries to savor fresh, regional flavors during your stay.
  • Utilize Nearby Amenities: Make the most of shared amenities such as pools, fitness centers, and recreational spaces available within your rental community for added convenience.
  • Schedule Outdoor Activities Smartly: Book outdoor pursuits like water sports or nature walks during optimal times to avoid crowds and experience the region’s natural beauty fully.

Transportation Options

  • Rental Car Services: Conveniently explore the area with popular rental car providers that offer easy pick-up and drop-off options near your vacation rentals in Miramar Beach.
  • Shuttle Services: Local shuttle providers operate regularly to connect you to key spots around here, making it simple to enjoy the region without the hassle of driving.
  • Taxis and Rideshare: Reliable taxis and ridesharing options like Uber and Lyft are readily available for quick transportation within the vicinity.
  • Public Transportation: While limited, certain bus services provide affordable travel options to access nearby attractions and amenities in this popular destination.

Local Customs Options

  • Southern Hospitality: Visitors often find that warm greetings and friendly interactions are a cherished part of the local culture here, making your stay in this region welcoming and memorable.
  • Seafood Appreciation: The community takes pride in their fresh seafood cuisine, which is typically enjoyed during communal gatherings and local festivals along the coast.
  • Respect for Nature: Emphasizing sustainability and environmental preservation, locals encourage environmentally conscious behavior to protect the region’s pristine beaches and natural beauty.
  • Casual Dress Code: Relaxed and comfortable attire is customary when exploring this destination’s scenic areas and dining establishments, reflecting the laid-back coastal lifestyle.

Frequently Asked Questions About The Vineyard?

2. How many vacation rentals have private pools in The Vineyard?

There are 730 vacation rentals with private pools near The Vineyard. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in The Vineyard are best for families?

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

4. How many Rentbyowner vacation rentals are available in The Vineyard?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 6328 in the The Vineyard 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 The Vineyard. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property owner, so it’s important to review the specific listing details. You can find this information on the rental’s page or contact the owner directly for clarification.

6. How do I confirm my reservation for a vacation rental nearby?

Reservations are typically confirmed after completing the booking process and receiving a confirmation email from the host. Make sure to read the booking instructions provided in the listing for any additional steps.

7. Are there any special requirements or house rules I should be aware of before booking?

Each property may have its own set of house rules and requirements, such as age restrictions or pet policies. These details are usually listed on the property page, so reviewing them before booking is recommended.

8. What amenities are included in vacation rentals around here?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Specific offerings are detailed in each listing, so you can select a property that matches your needs.

9. Is there a minimum stay requirement for booking a vacation rental in this region?

Many listings specify a minimum night stay, which can differ between properties. To ensure availability, check the minimum stay policies on each property's page before proceeding with your reservation.

The Vineyard Top Rated Vacation Rentals