Vineyard Holiday Rentals
- Oyster Pond
- ·
- Tamarind Hill Estates
- 0.22 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Sint Maarten
- ·
- Philipsburg
- 0.14 mi to center
- Pool
- Pet Friendly
- Parking
- Air Conditioner
- Philipsburg
- ·
- Indigo Bay
- 0.03 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.40 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Little Bay
- 0.36 mi to center
- Ocean View
- Balcony/Terrace
- View
- Parking
- Oyster Pond
- ·
- Dawn Beach Estates
- 0.23 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Sint Maarten
- ·
- Philipsburg
- 0.53 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Oyster Pond
- ·
- Dawn Beach Estates
- 0.11 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.41 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
Luxury Holiday Rentals in Vineyard
- Sint Maarten
- ·
- Cole Bay
- 0.30 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.35 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.41 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.62 mi to center
- Private Pool
- Pool
- Pet Friendly
- Kitchen
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.62 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.57 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.62 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.58 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.50 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
Top-Rated Holiday Rentals with a Pool in Vineyard
- Oyster Pond
- ·
- Dawn Beach Estates
- 0.25 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Oyster Pond
- ·
- Dawn Beach Estates
- 0.24 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.36 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Oyster Pond
- ·
- Tamarind Hill Estates
- 0.04 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Cay Bay Hill
- 0.21 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Philipsburg
- ·
- Indigo Bay
- 0.23 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Cay Bay Hill
- 0.17 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.38 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Philipsburg
- ·
- Indigo Bay
- 0.23 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
Pet-Friendly Holiday Rentals in Vineyard
- Philipsburg
- ·
- Indigo Bay
- 0.28 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Point Blanche
- 0.25 mi to center
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.57 mi to center
- Private Pool
- Oceanfront
- Spa
- Pool
- Philipsburg
- ·
- Cay Bay Hill
- 0.14 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Philipsburg
- ·
- Indigo Bay
- 0.04 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.70 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Indigo Bay
- 0.03 mi to center
- Pool
- Pet Friendly
- Air Conditioner
- Internet
- Oyster Pond
- ·
- Tamarind Hill Estates
- 0.03 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Philipsburg
- ·
- Indigo Bay
- 0.04 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
Large Holiday Rentals and Private Villas in Vineyard
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.47 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
- Sint Maarten
- ·
- Philipsburg
- 0.52 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.28 mi to center
- Oceanfront
- Hot Tub
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.47 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
- Philipsburg
- ·
- Indigo Bay
- 0.27 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Spa
- Philipsburg
- ·
- Little Bay
- 0.55 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Philipsburg
- ·
- Indigo Bay
- 0.15 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.52 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Sint Maarten
- ·
- Philipsburg
- 0.51 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
Wheelchair Accessible Holiday Homes in Vineyard
- Sint Maarten
- ·
- Philipsburg
- 0.27 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Little Bay
- 0.73 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Spa
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.31 mi to center
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
- Philipsburg
- ·
- Point Blanche
- 0.15 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.62 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Spa
- Sint Maarten
- ·
- Philipsburg
- 0.43 mi to center
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.63 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.76 mi to center
- Kitchen
- Parking
- Child Friendly
- Wheelchair Accessible
- Philipsburg
- ·
- Cay Bay Hill
- 0.26 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
Vineyard Private Villas and Holiday Homes Under $200
- Sint Maarten
- ·
- Cul de Sac
- 0.24 mi to center
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
- Sint Maarten
- ·
- Cole Bay
- 0.32 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Philipsburg
- ·
- Point Blanche
- 0.09 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.62 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Point Blanche
- 0.39 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Sint Maarten
- ·
- Philipsburg
- 0.55 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Cole Bay
- ·
- Almond Grove
- 0.10 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Philipsburg
- ·
- Belair
- 0.19 mi to center
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Philipsburg
- ·
- Cay Bay Hill
- 0.22 mi to center
- Oceanfront
- Pool
- Ocean View
- View
Instantly Bookable Holiday Homes in Vineyard
- Sint Maarten
- ·
- Maho
- 7.22 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Parking
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.41 mi to center
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.58 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.33 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.79 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Sint Maarten
- ·
- Oyster Pond
- 0.28 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.52 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 0.45 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
- Philipsburg
- ·
- Upper Prince's Quarter
- 1.75 mi to center
- Child Friendly
- Security/Safety
Book a Last Minute Place to Stay in Vineyard
About Casai's Private Villas and Holiday Rentals in Vineyard
Discover more than 1034 vacation rentals available in Vineyard. 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 Vineyard.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Vineyard, 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 Vineyard. On average, places to stay near Vineyard offer 967.43 ft², with nightly prices averaging CA $884.
With Casai, finding and comparing holiday rentals in Vineyard is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Vineyard
| Type | Count |
|---|---|
| Villas | 385 |
| Holiday Apartments | 253 |
| Vacation Homes | 138 |
| Cottages | 2 |
Use these Quick Filters to Find a Holiday Rental in Vineyard
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Vineyard.
Weather in Vineyard, SX
View the weather forecast for Vineyard before booking your Vineyard Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Vineyard?
What are the top holiday rentals in Vineyard?
With numerous options available in Vineyard, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Vineyard:
- Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
- LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!
- Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
- Beautiful beachfront at The Villas On Great Bay
- Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
- DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
- Villa Suzanne - Ocean Views
- Private Oceanfront Luxury Villa, Infinity Pool, Gym, Short Walk to Sandy Beach
- Villa Tropicale and paella party
- Villa Tamarind - Luxury Oasis - Spectacular Views
How many holiday rentals have private pools in Vineyard?
Discover a selection of holiday rentals with private pools near Vineyard with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Luxury 8 Bedroom Villa Kimon Fantastic Ocean View!
- Océan Cave
- LUXURY 6 BR. Ocean View - Villa Kimon With a Pool.
- Villa Bel Amour, luxury and awesome seaview, heated pool, Tamarind Hill
Which holiday homes in Vineyard are best for families?
If you're searching for a family-friendly holiday home in Vineyard, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Vineyard:
How many Casai.ca holiday rentals are available in Vineyard?
As of 2026, Casai boasts over 1034 properties listed in the Vineyard area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Vineyard.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Point Blanche Vacation Rentals in Philipsburg | 27 |
| Hope Estate Vacation Rentals in Philipsburg | 979 |









































































