Discover Your Perfect South Beach Vacation Homes

Best Vacation Homes in South Beach

|
New
House
Need a Bigger Boat
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
View Availability
|
New
House
Cozy Corner
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
View Availability

Why Choose Rent By Owner for your South Beach Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Popular Areas for South Beach Vacation Rentals

Where are the best neighborhoods to stay in South Beach?

When choosing where to stay in South Beach, Edgartown, Massachusetts, you’ll find a variety of charming neighborhoods that perfectly showcase the area’s unique coastal character. Each neighborhood offers distinctive appeal, whether you're seeking quiet seaside serenity or a lively community atmosphere. By selecting a well-located vacation rental in Edgartown, you can enjoy easy access to the town’s scenic waterfronts and historical sites, all while experiencing genuine local charm. Trust in reliable vacation rentals to provide a seamless booking experience and make your Massachusetts getaway truly memorable.

Katama

Located just outside the heart of Edgartown, this area offers a peaceful retreat with easy access to scenic beaches and natural landscapes, making it an ideal choice for those seeking tranquility. Here, you can find a variety of vacation rentals that provide convenient proximity to outdoor activities and local attractions.

View 137+ Rentals in Katama

West Chop

Perched on a scenic peninsula, this neighborhood offers stunning waterfront views and a serene atmosphere, perfect for relaxing getaways. The region's vacation rentals put you close to charming coastal surroundings, enhancing your stay here in Edgartown.

View 612+ Rentals in West Chop

Best Times to Visit South Beach

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience of exploring the area's unique charm and finding the perfect vacation rentals for a memorable stay in Edgartown, Massachusetts.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences peak visitor traffic, making it ideal for enjoying the lively beach atmosphere and outdoor activities that attract many travelers to the area.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F
autumn
Early Fall (September to October)

The early fall offers warm weather and fewer crowds, providing a perfect balance for those seeking a vibrant yet relaxed vacation experience in the region.

Average Temperature Daytime: 68-78°F - Nighttime: 55-65°F

Off-Season Highlights

image
Late Fall to Early Spring (November to March)

During these months, the area sees fewer visitors, making it an excellent time for peaceful stays and exploring the quieter side of the destination.

Average Temperature Daytime: 40-55°F - Nighttime: 30-40°F
image
Spring (April to May)

Springtime brings moderate crowds and milder temperatures, offering a pleasant environment for enjoying the region’s scenic beauty without the summer rush.

Average Temperature Daytime: 55-65°F - Nighttime: 45-55°F

Weekly Weather Forecast for South Beach

How to Book Your South Beach Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in South Beach

More Top-Rated Vacation Rentals in South Beach Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 dining areas perfect for al fresco meals on the property’s spacious patios or decks.
  • Take advantage of outdoor grilling stations to prepare delicious meals while soaking up the sunny weather.
  • Relax in private swimming pools that provide a refreshing retreat during your stay in this seaside destination.
  • Experience the tranquility of lush landscaped gardens and well-maintained lawns surrounding your rental.
  • Make use of outdoor shower facilities, ideal for rinsing off after a day at the nearby beaches.
  • Benefit from ample outdoor parking options for convenience during your visit to this charming area.
  • Utilize outdoor lounging furniture to unwind and enjoy the scenic views that characterize the region.

Top Attractions Around South Beach

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and scenic spots that highlight the natural beauty of this destination, providing ample opportunities for relaxation and adventure during your stay.

image
image

Family Activities

  • Visit South Beach: Enjoy the pristine sands and gentle waves, perfect for a relaxing day with your family in this scenic coastal area.
  • Explore Edgartown Harbor: Take a leisurely boat tour or watch the boats come and go while soaking in the charming maritime atmosphere.
  • Discover local history at the Martha's Vineyard Museum: Engage your kids with interactive exhibits that bring the region’s rich history to life.
  • Bike along the Vineyard Haven-South Beach bike path: Experience a family-friendly ride through picturesque landscapes and scenic views of the region.
image

Adult Activities

  • Sunset Sailing Tours: Experience a relaxing cruise along the coastline, offering stunning views and a chance to unwind in this coastal haven.
  • Vineyard Visits and Wine Tasting: Explore local vineyards nearby, where you can enjoy tastings and learn about the region’s wine-making tradition in an adult-friendly setting.
  • Art Galleries and Cultural Experiences: Discover the area's vibrant art scene by visiting galleries that showcase the work of talented regional artists.
  • Fine Dining and Seafood Restaurants: Indulge in exquisite cuisine at some of the area's most renowned establishments, perfect for savoring fresh seafood and local flavors.

South Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Around the Area's Best Spots: Make sure to explore the local waterfront and charming streets that define this destination’s unique character.
  • Book Your Stay Well in Advance: Secure your preferred vacation rentals early to enjoy prime locations and competitive rates during peak seasons.
  • Explore Outdoor Opportunities: Take advantage of the region's scenic beaches and outdoor recreation options to fully immerse yourself in the destination’s natural beauty.
  • Enjoy Local Dining and Cultural Experiences: Sample the region’s renowned cuisine and engage with its vibrant community for an authentic visit.

Transportation Options

  • Car Rentals: Renting a car offers you the flexibility to explore the scenic area and visit nearby attractions at your own pace, with several local agencies providing convenient options here.
  • Public Transit: The regional bus services connect key points within the region, providing an affordable and eco-friendly way to navigate this coastal destination.
  • Bicycle Rentals: Biking is a popular choice for getting around here, allowing you to enjoy the area's charming streets and waterfront scenery firsthand.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps provide quick, reliable transportation options for short trips or when carrying luggage to your vacation rental.

Local Customs Options

  • Respect for Local Seafood Traditions: You’ll find that embracing the area’s seafood customs, such as enjoying freshly caught oysters and clams, enriches your stay in this seaside destination.
  • Celebrating Maritime Heritage: Participating in community events that honor the region’s nautical history offers a meaningful way to connect with local culture during your visit.
  • Holiday Festivities and Parades: Join in traditional celebrations like summer parades and seasonal gatherings that showcase the area's festive spirit and community pride.
  • Environmental Preservation Practices: Respect the local customs of conservation by following guidelines for preserving the beautiful coastal environment here, ensuring it remains pristine for future visitors.

Frequently Asked Questions About South Beach?

1. What are the top vacation rentals in South Beach?

There are a lot of options in South Beach. If you plan on staying in the South Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Beach:

2. How many Rentbyowner vacation rentals are available in South Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 398 in the South Beach 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 South Beach. 

3. What is the cancellation policy for vacation rentals in South Beach, Edgartown?

The cancellation policy varies depending on the individual listing. You should review the specific terms on each property’s page or contact the property owner directly to understand the cancellation deadlines and any applicable fees.

4. How do I secure confirmation once I’ve booked my vacation rental?

After completing your booking, you will receive a confirmation email from the host or property manager. Be sure to check your email and follow any additional instructions provided to confirm your reservation.

5. Are there any house rules or restrictions I should be aware of during my stay?

Yes, each rental in the area may have specific house rules regarding noise, pets, smoking, or maximum occupancy. These are typically detailed in the listing description or provided by the host; reviewing them beforehand ensures a smooth stay.

6. What amenities are typically included with vacation rentals in this destination?

Many properties offer amenities such as Wi-Fi, kitchen facilities, air conditioning, and parking. To confirm what’s included, always read the property listing carefully or reach out directly to the owner for clarification.

7. How can I find out about local regulations or required permits for staying in vacation rentals here?

Local regulations and permit requirements may vary, so it’s best to review the listing details or contact the host directly. They can provide information about compliance with regional laws relating to short-term rentals.

Best Vacation Homes in South Beach