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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 NZ$106
includes taxes & fees
27 Oct - 28 Oct
To complete
An infinity pool with a clear view of the sea, a wooden table with food and drinks, and a lounge area with a view.

2. 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.
The price is NZ$2,345
includes taxes & fees
27 Oct - 28 Oct
Luxury 4BR Villa w/ Private Pool & Ocean Views
A beachfront hotel with clear waters, a red-roofed building, and a hillside backdrop.

3. Happy Kayak in Grand Case Beach 2

Happy Kayak in Grand Case Beach 2
Grand Case
The price is NZ$108
includes taxes & fees
27 Oct - 28 Oct
Happy Kayak in Grand Case Beach 2
A covered balcony with wicker furniture and a view of the sea and hills.

4. 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 NZ$1,612
includes taxes & fees
27 Oct - 28 Oct
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
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 NZ$3,436
includes taxes & fees
29 Oct - 30 Oct
Avenue du lagon
A wooden deck with a hot tub, lounge chairs, and a gazebo overlooking a pool and ocean.

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

Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (73 reviews)
"We had such a great stay here! The property is beautiful and close to plenty of restaurants and beaches. You do need a car. We would absolutely stay here again! "
United States
Melanie C.
The price is NZ$1,531
includes taxes & fees
29 Oct - 30 Oct
Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

7. Happy House in Grand Case Beach 1

Happy House in Grand Case Beach 1
Grand Case
The price is NZ$118
includes taxes & fees
2 Nov - 3 Nov
Happy House in Grand Case Beach 1
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

Baker's Suites

Baker's Suites

10/10 Excellent
"It very nice but when someone is celebrating there birthday like put a campaign are small call just don’t set up the bed but I did feel welcome for my birthday"
Maldon 1-night trip
Posted 1 hour ago
Baker's Suites

Find out more about Simpson Bay

Simpson Bay Villas information

Number of reviews
75
Accommodation
36 Villas
Lowest Price
NZ$106
Highest Price
NZ$3,436

Frequently asked questions

How much do villas in Simpson Bay cost?
You'll pay between NZ$106 and NZ$3,436 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.
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?
Villas start at NZ$106 per night, so your Simpson Bay adventure doesn't need to take a bite out of your budget! La Brise By Redawning is a wallet-friendly option that comes with plenty of amenities, including a barbecue grill and a swimming pool. Summerwinds 3 Bedrooms 3. 5 Bathrooms Villa is another cheap stay in this sought-after destination. Conveniences here include a swimming pool and a barbecue grill. Exploring free attractions in Simpson Bay will stretch your travel budget even further. Maho Beach and Orient Bay Beach are favourites among tourists. With the dollars you save, you can explore some more! 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.
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.