
Surfside long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Surfside. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Surfside are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Surfside
Showing deals for:9 Nov - 7 Dec
Image gallery for Large Immaculate Home in Beach Plum with Private Heated Pool, Tennis & Gym

Large Immaculate Home in Beach Plum with Private Heated Pool, Tennis & Gym
Nantucket
Image gallery for Adorable, quiet 3-bedroom cottage in Madaket, Nantucket

Adorable, quiet 3-bedroom cottage in Madaket, Nantucket
Nantucket
Image gallery for OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.

OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.
Nantucket
Image gallery for Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.
Nantucket
Image gallery for Classic Gem! Nothing Like it! Private cottage on Main St.

Classic Gem! Nothing Like it! Private cottage on Main St.
Nantucket
Image gallery for Quiet, comfortable Nantucket beach house - Maddequecham Beach

Quiet, comfortable Nantucket beach house - Maddequecham Beach
Nantucket
Image gallery for Spacious Saltbox Colonial close to town and beaches

Spacious Saltbox Colonial close to town and beaches
Nantucket
Image gallery for Spectacular home, ocean views, prime location, .5mi to beach, bike to town!

Spectacular home, ocean views, prime location, .5mi to beach, bike to town!
Nantucket
Image gallery for LOVELY 1BD, 1BT Studio with backyard &BBQ

LOVELY 1BD, 1BT Studio with backyard &BBQ
Nantucket
Image gallery for Luxury Surfside Home 5BR Heated Pool + Outdoor Kitchen + Fire Pit Walk to Beach

Luxury Surfside Home 5BR Heated Pool + Outdoor Kitchen + Fire Pit Walk to Beach
Nantucket
Image gallery for New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

New to VRBO! 2/1 Mid Island Apartment, Sleeps 5
Nantucket
Image gallery for XLG PRIVATE POOL&TENNIS,WALK TO BEACH,VIEWS,SLEEPS 8. 10% Discount for 2 weeks.

XLG PRIVATE POOL&TENNIS,WALK TO BEACH,VIEWS,SLEEPS 8. 10% Discount for 2 weeks.
Nantucket
Image gallery for Newly constructed 3 BR house . Walk to town, harbor and restaurants

Newly constructed 3 BR house . Walk to town, harbor and restaurants
Nantucket
Image gallery for BRIGHT and STYLISH 2BD,1BT with deck and BBQ

BRIGHT and STYLISH 2BD,1BT with deck and BBQ
Nantucket
Image gallery for Cliff Road Area - 6 Bdrm 4.5 Bath - Heated Pool, Outdoor Kitchen, Firepit

Cliff Road Area - 6 Bdrm 4.5 Bath - Heated Pool, Outdoor Kitchen, Firepit
Nantucket
Image gallery for Newly renovated house in Brandt Point, right near town and Children's Beach

Newly renovated house in Brandt Point, right near town and Children's Beach
Nantucket
Image gallery for Perfect beach house for a great family vacation

Perfect beach house for a great family vacation
Nantucket
Image gallery for Charming home tucked on a lovely lane - 10 min walk to main street

Charming home tucked on a lovely lane - 10 min walk to main street
Nantucket
Image gallery for Cliff - 5 min walk to the beach / downtown. NEW Outdoor Patio/BBQ/fire pit

Cliff - 5 min walk to the beach / downtown. NEW Outdoor Patio/BBQ/fire pit
Nantucket
Image gallery for Ultimate relaxation spot with steam room, close to the beach. Family-friendly

Ultimate relaxation spot with steam room, close to the beach. Family-friendly
Nantucket
Image gallery for Spacious & Historic: Classic Nantucket Home with Large Garden, Charm & Elegance

Spacious & Historic: Classic Nantucket Home with Large Garden, Charm & Elegance
Nantucket
Image gallery for Escape to Nantucket's charm, just a 6-min drive from Surfside Beach

Escape to Nantucket's charm, just a 6-min drive from Surfside Beach
Nantucket
Image gallery for Charming 5 BR house 12min walk to town & 5 min. to Francis beach,

Charming 5 BR house 12min walk to town & 5 min. to Francis beach,
Nantucket
Image gallery for 6 BR Nantucket, Main House and Cottage, 10 min walk into town with parking

6 BR Nantucket, Main House and Cottage, 10 min walk into town with parking
Nantucket
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Surfside
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Surfside Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Surfside come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Surfside
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Surfside with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Surfside
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Surfside with flexible cancellation policies.