Surfside holiday lettings

We found 808 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 24 homes and other holiday rentals in Surfside that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Surfside getaway

Learn about the unique charm of Surfside with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Surfside

Are you looking for attractions to see while you're in the area? Venture out of your holiday home and experience everything that Surfside has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Miacomet Golf Course (2 mi / 3.2 km)
  • Loines Observatory (2.6 mi / 4.2 km)

Exploring the natural landscape of Surfside

Whether you're looking for adventure or just want to take in the scenery, Surfside is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Surfside Beach (0.3 mi / 0.4 km)
  • Nobadeer Beach (0.4 mi / 0.7 km)
  • Children's Beach (3 mi / 4.8 km)
  • Cisco Beach (3.4 mi / 5.4 km)
  • Tom Nevers Beach (3.7 mi / 5.9 km)
  • Jetties Beach (3.7 mi / 5.9 km)

Transport options to and around Surfside

Fly into Nantucket, MA (ACK-Nantucket Memorial), the closest airport, located 1.5 mi (2.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Vineyard Haven, MA (MVY-Martha's Vineyard), which is 29 mi (46.6 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Surfside?

Houses are the most popular kind of holiday rental in Surfside, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has properties in a variety of sizes and shapes. Compare our options to find your perfect fit.

How much does it cost to rent a holiday rental in Surfside?

Length of stay, property type and season are among the factors that can influence the price of a holiday home. Simply add your dates of travel to find your perfect match. From comfy cottages to plush villas, all Vrbo holiday rentals offer terrific value.

How much does it cost to rent a beach house in Surfside?

Prices for beach houses in Surfside will vary depending on the size and style of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and how many guests to see your rental options and prices. From there you can use our filter tool to refine your search by nearby activities, ratings, amenities and more.

Are there pet-friendly holiday rentals in Surfside?

With 25 holiday rentals that welcome pets, your little buddy can also come along on your Surfside getaway. Use our filter tool to search our pet-friendly holiday rentals and find a stay that's pawfect on Vrbo.

Can I rent a house with a pool in Surfside?

Grab your swimwear and pool noodle, because there are 10 houses with a private pool in Surfside. Stay at one of these sought-after holiday homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in Surfside?

When it comes to rental amenities that guests are on the lookout for in Surfside, a firepit, a nearby waterfront and a garden are at the top of the list. With Vrbo holiday rentals, you'll enjoy options to match your style and taste, whether you're travelling with family members, friends or even pets.

Are there large group holiday rentals in Surfside?

Surfside has 10 holiday homes that can host 10 or more people. These stays come with all the space you need to share good times with friends and family.

Are there holiday rentals in Surfside that welcome kids?

Surfside has 25 family-friendly holiday homes to choose from. And finding a stay that welcomes kiddos is a cinch with our "Properties good for families" filter. Besides having the entire place to yourselves, you can also look forward to amenities and perks such as multiple bedrooms, kitchens and private pools.

What are the top attractions for families in Surfside?

Keeping the kids amused during your holiday in Surfside is child's play with these cool family-friendly attractions:

  • Surfside Beach
  • Cisco Beach
  • Jetties Beach

Are there holiday rentals with WiFi in Surfside?

Surfside has nine holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to scrolling social media, these Vrbo homes make it a breeze to go online.

How can I find holiday rentals with air conditioning in Surfside?

You'll have a choice of 19 holiday rentals with air conditioning in Surfside giving you that gentle, cool breeze and extra level of comfort. Simply enter your chosen travel dates and then use our handy filters to help you locate stays with air conditioning.

How old do you have to be to rent a holiday rental in Surfside?

The minimum age allowed can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in Surfside you want to book. But in general, it's 16, 18 or 21.

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