Surfside Holiday Rentals

Compare Villas, Resorts, & Rentals in Surfside, Nantucket, Massachusetts, USA

Private Beach House in Surfside
FromUS $2,149 per night
10.0 (38 Reviews)
3 Bedrooms 6 Guests
Private Nantucket Cottage Walk to Surfside Beach
10.0 (36 Reviews)
3 Bedrooms 6 Guests
Book Surfside's BEST summer rental today!
10.0 (29 Reviews)
4 Bedrooms 10 Guests
Quintessential 4 Bedroom Surfside Beach Cottage on Nobadeer Beach
10.0 (21 Reviews)
4 Bedrooms 8 Guests
Private Surfside Estate with Saltwater Pool 5BD/4.5BA
10.0 (11 Reviews)
5 Bedrooms 10 Guests
Spacious Surfside home just a short walk to Nobadeer Beach!
10.0 (10 Reviews)
4 Bedrooms 8 Guests
Surfside Summer Rental, walking distance to beaches!
10.0 (4 Reviews)
4 Bedrooms 8 Guests
A Hidden Gem with pool steps away from Surfside Beach.
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Brand-new beach house with heated 40'x20' pool
10.0 (2 Reviews)
3 Bedrooms 5 Guests
Surfside Beach Gem!
FromUS $1,117 per night
9.8 (19 Reviews)
4 Bedrooms 12 Guests
Surfside Beach Cottage-8 Minute Walk To The Beach
9.8 (17 Reviews)
4 Bedrooms 7 Guests
Stunning Surfside 6 bedroom Estate With Pool and Cabana
9.8 (7 Reviews)
6 Bedrooms 12 Guests
Perfect beach house for a great family vacationn
9.6 (19 Reviews)
3 Bedrooms 8 Guests
Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
9.0 (14 Reviews)
4 Bedrooms 10 Guests
5 Bedroom home with pool and cabana in Surfside
New
6 Bedrooms 12 Guests
Private Beach House in Surfside
FromUS $3,799 per night
New
3 Bedrooms 6 Guests
Recently Renovated 5BR Home in Surfside!
New
5 Bedrooms 10 Guests
Private Home with Pool + Large Yard!
New
5 Bedrooms 10 Guests
Beach Front 3 Bedroom Cottage
FromUS $1,994 per night
New
3 Bedrooms 6 Guests
3 Nonantum Avenue, Nantucket, MA
New
3 Bedrooms 6 Guests
Rustic beach house overlooking Nobadeer beach
3.7 (3 Reviews)
3 Bedrooms 8 Guests
Surfside, Dog Friendly beach house!!
New
4 Bedrooms 6 Guests
4BR Surfside Beach House with Pool!
New
4 Bedrooms 8 Guests

About Casai's Private Villas and Holiday Rentals in Surfside

Discover more than 60 vacation rentals available in Surfside. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Surfside.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Surfside, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Surfside. On average, places to stay near Surfside offer 679.62 ft², with nightly prices averaging US $2,501.

With Casai, finding and comparing holiday rentals in Surfside is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Surfside?

What are the top holiday rentals in Surfside?

How many Casai.nz holiday rentals are available in Surfside?

As of 2026, Casai boasts over 60 properties listed in the Surfside area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Surfside.