A wooden pier extending into calm waters with sailboats anchored nearby.

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Simpson Bay villas

A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

1. To complete

To complete
Grand Case
The price is £45
includes taxes & fees
16 Nov - 17 Nov
To complete
A beachfront hotel with clear waters, a red-roofed building, and a hillside backdrop.

2. Happy Kayak in Grand Case Beach 2

Happy Kayak in Grand Case Beach 2
Grand Case
The price is £46
includes taxes & fees
22 Nov - 23 Nov
Happy Kayak in Grand Case Beach 2
A covered balcony with a wicker sofa, a small table, and a view of the sea and distant land.

3. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Our stay at Villa Solandra was nothing short of amazing. The check in process was seamless, the communication with the host was always smooth and timely, the villa itself was beautiful. It was clean, great location, and the view is insane. This place was part of the reason we had such a memorable time in St. Maarten. "
United States
Olivia G.
The price is £829
includes taxes & fees
27 Nov - 28 Nov
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A covered outdoor seating area with two white chairs and a small table, overlooking a pool and lush greenery.

4. Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury

Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
Les Terres Basses
9.8 out of 10, Exceptional, (12 reviews)
"Great accommodations"
United States
Anaya M.
The price is £628
includes taxes & fees
5 Dec - 6 Dec
Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

5. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is £1,475
includes taxes & fees
16 Nov - 17 Nov
Avenue du lagon
A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

6. Happy House in Grand Case Beach 1

Happy House in Grand Case Beach 1
Grand Case
The price is £50
includes taxes & fees
27 Nov - 28 Nov
Happy House in Grand Case Beach 1
A rooftop lounge with a view of the ocean, outdoor seating, and a pool area.

7. Villa Dérimbeault Rising Sun

Villa Dérimbeault Rising Sun
Oyster Pond
The price is £488
includes taxes & fees
1 Dec - 2 Dec
Villa Dérimbeault Rising Sun
A balcony with a view of the sea, a ceiling fan, and outdoor furniture.

8. Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this...
United States
Ms Light T.
Luxury 4BR Villa w/ Private Pool & Ocean Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simpson Bay Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

8/10 Good
"before booking take a look at the resort map if you can find one- we found ourselves in the building the farthest away from the restaurants and it was a dark and hot hike up the hill post dinner - the shuttle services are under manned and we waited over an hour the first night to get back to the suite at 8 pm. Other than the shuttle incidents the staff at the pool bar, the cleaning staff and the restaurant staff were all top notch."
Brian 3-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa

Find out more about Simpson Bay

Simpson Bay Villas information

Number of reviews
14
Accommodation
36 Villas
Lowest Price
£45
Highest Price
£1,475

Frequently asked questions

How much do villas in Simpson Bay cost?
You'll pay between £45 and £1,475 per night for a villa in Simpson Bay. Whatever your budget, a fantastic getaway is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Simpson Bay?
Select from multiple villas in Simpson Bay that have a total average guest review rating of 9.9. Villa Bianca is a hit with Expedia guests. This 4.5-star stay has a swimming pool and an ocean view. Villa Amaryllis is another great option. It has a 4-star rating and amenities including a barbecue grill and a swimming pool.
How many villas are there in Simpson Bay?
Choose from 36 villas in Simpson Bay. No matter if you're travelling with the kids or planning a weekend escape with your buddies, Expedia will help you find the perfect space for your squad.
What are the best cheap villas in Simpson Bay?
La Brise By Redawning is one of the most affordable villas in Simpson Bay and includes a swimming pool and a barbecue grill. Another popular choice that's easy on the hip pocket is Summerwinds 3 Bedrooms 3. 5 Bathrooms Villa. Conveniences here include a swimming pool and a barbecue grill. Rates for villas start from £45 per night. Taking advantage of free attractions in Simpson Bay will stretch your travel dollars even further. Maho Beach and Orient Bay Beach are tourist favourites. With the cash you save, you can keep on sightseeing! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any 5-star villas in Simpson Bay?
Unfortunately, there are no 5-star villas in Simpson Bay. However, there are some terrific 4-star stays here that'll suit your needs. Check out Villa Amaryllis, approximately 3 kms (2 miles) from the downtown area. Concierge services and a swimming pool are a couple of the many conveniences here. Villa Amaryllis is another upmarket option including concierge services and a swimming pool. This property is located about 3 kms (2 miles) from central Simpson Bay.
Why book your villa in Simpson Bay with Expedia?
Expedia makes it a breeze to find your dream villa in Simpson Bay. Taking the kids on a break? Take advantage of our filters to look for stays with amenities like a pool. If you have a certain budget, click on how much you'd like to spend and the star rating of the property. We'll help you find the perfect fit that gels with your taste and style.
How can I find cheap villas in Simpson Bay?
Expedia can help you easily locate cheap villas in Simpson Bay. Simply use our handy filter tool to select amenities, budget and star rating to refine your search and find an awesome place to stay in a few quick keystrokes.
What is there to do near my villa in Simpson Bay?
Simpson Bay has enough activities and sights to keep you amused for weeks (or months!), beginning with Simpson Bay Beach. Flamingo Beach, Kim Sha Beach and Hollywood Casino are other renowned attractions. If you're lingering longer, Dunes Casino and Lay Bay Beach are great additions to your itinerary.