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Vacation rentals in South Beach

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Top-rated vacation rentals in South Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest suite in Edgartown

4.93 out of 5 average rating, 81 reviews

Step Away; A Martha's Vineyard Retreat

Studio apartment addition attached to our family home. Our home is located three miles to downtown Edgartown with bus service & bike path close by. Private entrance, mini fridge, coffee press & accessories, private bath with shower, washer/dryer, bed in a loft area (ladder access only) with queen size sofa bed available below for additional sleeping. This is our family home with two baby boys. We try our best to keep quiet, but it is important to note their presence; rental has a sound machine.

May 3 – 10

$240 CAD per night

Guest favourite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 304 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Jan. 30 – Feb. 6

$189 CAD per night

Guest favourite

Guest suite in West Tisbury

4.94 out of 5 average rating, 101 reviews

Loft Guest Suite in Modern Barn House

A beautiful guest suite on Martha’s Vineyard with a private entrance on the 2nd floor of the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this large 400 square foot suite has vaulted wood ceilings and skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is centrally located, just off historic Music St, a short walk to a small town center which provides amenities. Ask about our other guest suite if you are with others.

Sep. 17 – 24

$370 CAD per night

Guest favourite

Home in Oak Bluffs

4.93 out of 5 average rating, 168 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and the outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, 6/21) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Feb. 13 – 20

$922 CAD per night

Guest favourite

Home in Edgartown

4.96 out of 5 average rating, 185 reviews

Brand new gorgeous 2 bedroom guest house.

This is a gorgeous brand new 2 bedroom guest house on the bike path that leads to downtown Edgartown and both State Beach and South Beach, as well as 1/4 of a mile from the famous Morning Glory Farm Stand. There are cathedral ceilings in the living room, which provide a open, spacious feel. There is a large deck on the front of the house with a grill, table and chairs. Part of it is covered in shade. Separate parking for guests with privacy, as it sits 200+ feet from the main house.

Nov. 22 – 29

$270 CAD per night

Guest favourite

Apartment in Falmouth

4.98 out of 5 average rating, 113 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Oct. 27 – Nov. 3

$121 CAD per night

Tiny homes in Edgartown

4.89 out of 5 average rating, 126 reviews

Unique Vineyard Tiny House “The Banana Stand”

A Martha’s Vineyard tiny house perfect for a relaxing trip to the island. Included with a parking spot and private entrance, this tiny house has the privacy and amenities you need for an island getaway. Located just 2-miles from all the shops and dining that downtown Edgartown has to offer, staying in "The Banana Stand" provides full use of the kitchenette, bathroom, outdoor shower, sofa bed, wifi, outdoor fireplace, and grill. Vineyard uniqueness meets tiny house comfort.

Oct. 23 – 30

$347 CAD per night

Home in Edgartown

4.86 out of 5 average rating, 140 reviews

Martha's Vineyard Vacation Home

My place is close to the Bike Path, Edgartown, South Beach, Katama General Store, Katama Farm, Edgartown Lighthouse, great views. Take the bike path either direction for all of the island's attractions. You’ll love my place because of the Renovated Kitchen, Renovated Bathrooms, Comfortable Furniture, Convenience to Everything, Outdoor Shower, Deck. My place is good for couples, solo adventurers, and families (with kids).

Sep. 26 – Oct. 3

$689 CAD per night

Guest favourite

Guest suite in Oak Bluffs

4.98 out of 5 average rating, 132 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

Mar. 20 – 27

$339 CAD per night

Guest favourite

Home in Oak Bluffs

4.9 out of 5 average rating, 101 reviews

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home.

Jun. 20 – 27

$1,520 CAD per night

Guest favourite

Home in Edgartown

5.0 out of 5 average rating, 113 reviews

Close to Edgartown Village Center!

This 1800 square foot Ranch-style Condo with loft was built in 2018 and is set on a large nicely landscaped lot with plenty of room inside and out. It has 4 bedrooms and sleeps 9. It’s a 20-minute walk to the Edgartown village center, a 10-minute walk to Morning Glory Farm, and just a 10-minute drive to South Beach! All updated furnishings, beds, linens, appliances. Read our reviews! Immaculate!

Nov. 6 – 13

$849 CAD per night

Guest favourite

Apartment in Edgartown

4.94 out of 5 average rating, 174 reviews

The Osprey - Short walk to Edgartown & beach

Two-room suite in a private setting. Sun-filled bed and living rooms with stone fireplace and two separate entrances. Private patio in large garden. 20 minute walk to downtown Edgartown and to State Beach. Direct access to bike and walking paths. VTA public bus stop on Beach Road and a two minute walk from the property's private lane.

Jan. 23 – 30

$380 CAD per night

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Other great vacation rentals in South Beach

Guest favourite

Apartment in Edgartown

5.0 out of 5 average rating, 82 reviews

Stylish retreat | walk to town | patio | fire pit

Sep. 2 – 9

$804 CAD per night

Guest favourite

Apartment in Edgartown

4.92 out of 5 average rating, 24 reviews

Katama Loft

Oct. 20 – 27

$499 CAD per night

Guest favourite

Guesthouse in Edgartown

5.0 out of 5 average rating, 9 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

Jan. 3 – 10

$430 CAD per night

Guest favourite

Home in Edgartown

4.96 out of 5 average rating, 47 reviews

Katama 4 Bedroom-bike to South Beach and Edgartown

Jan. 15 – 22

$948 CAD per night

Guest favourite

Home in Edgartown

5.0 out of 5 average rating, 77 reviews

Peaceful Edgartown Retreat

May 14 – 21

$800 CAD per night

Guest favourite

Farm stay in Chilmark

4.96 out of 5 average rating, 23 reviews

The Cottage at Rockrose Farm

Dec. 21 – 28

$509 CAD per night

Guest favourite

Tiny homes in Mattapoisett

5.0 out of 5 average rating, 41 reviews

101 Steps to Beach/Island/Bike Path

Sep. 4 – 11

$182 CAD per night

Guest favourite

Cottage in Edgartown

5.0 out of 5 average rating, 54 reviews

Stroll to Edgartown, AC, NEW Remodel, NEW Listing!

Nov. 14 – 21

$924 CAD per night

Destinations to explore