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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Simpson Bay villas

Pool

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 AU$1,942
includes taxes & fees
21 July - 22 July
Luxury 4BR Villa w/ Private Pool & Ocean Views
Property grounds

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 AU$1,327
includes taxes & fees
21 July - 22 July
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Terrace/patio

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$6,065
includes taxes & fees
21 July - 22 July
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Property grounds

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
Dawn Beach Estates
The price is AU$1,602
includes taxes & fees
23 July - 24 July
Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
Villa | Living area

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is AU$2,804
includes taxes & fees
21 July - 22 July
Avenue du lagon
Property grounds

Happy House in Grand Case Beach 1

Happy House in Grand Case Beach 1
Grand Case
The price is AU$98
includes taxes & fees
1 Aug - 2 Aug
Happy House in Grand Case Beach 1
Exterior

To complete

To complete
Grand Case
The price is AU$90
includes taxes & fees
1 Aug - 2 Aug
To complete
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

10/10 Excellent
"the rooms were very nice and clean...the whole resort was beautiful!! The beach bar (Coco) was outstanding food and drinks were on point! We will definetly be back!!"
Alessandro 7-night trip
Posted less than an hour ago
Simpson Bay Resort, Marina & Spa

Find out more about Simpson Bay

Simpson Bay Villas information

Number of reviews
13,547
Accommodation
41 Villas
Lowest Price
AU$143
Highest Price
AU$866

Frequently asked questions

How much do villas in Simpson Bay cost?
Villas in Simpson Bay range between AU$143 and AU$866 per night. These stays give you the privacy to enjoy your own space at a price that fits your budget. 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.
How many villas are there in Simpson Bay?
Lock in your holiday dates and then choose from 41 villas in Simpson Bay. For a family adventure, a getaway with your besties or anything in between, Expedia will help you find the ideal space in just a click or two.
What is there to do near my villa in Simpson Bay?
Whatever you're interested in, Simpson Bay has lots of things to keep you busy. Maho Beach, Mullet Bay Beach and Grand Case Beach are on most travellers' trip plans. Don't leave without exploring Anse Marcel Beach, Simpson Bay Beach and Cupecoy Beach either. With Expedia's Simpson Bay hotel deals, you can discover even more popular attractions like these with the cash you save.