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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Simpson Bay villas

Outdoor dining

VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚

VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚
Orient Bay
9.8 out of 10, Exceptional, (6 reviews)
"This was an amazing property and the host was wonderful and easy to work with. We will definitely stay here in the future."
United States
Jan S.
The price is €1,127
includes taxes & fees
20 Jan - 21 Jan
VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚
Outdoor pool, a heated pool

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
Sint Maarten
9.0 out of 10, Wonderful, (7 reviews)
"Everything about this property is perfect, the villa is beautiful in a great location. "
United States
Troy N.
SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
Terrace/patio

Diamond Retreat Master Chambre

Diamond Retreat Master Chambre
Koolbai
The price is €343
includes taxes & fees
19 Jan - 20 Jan
Diamond Retreat Master Chambre
Pool

Villa Norman: Unique 3 bedroom, 3 En-Suite Bathroom on 35 Acre Green Farmland

Villa Norman: Unique 3 bedroom, 3 En-Suite Bathroom on 35 Acre Green Farmland
Saint Martin
9.2 out of 10, Wonderful, (5 reviews)
"We had an amazing stay and enjoyed the villa very much! The host Romario is very kind, friendly ,and was available any time. We truly enjoyed our stay and looking forward to coming back!"
United States
Roman A.
Villa Norman: Unique 3 bedroom, 3 En-Suite Bathroom on 35 Acre Green Farmland
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 €1,967
includes taxes & fees
12 Feb - 13 Feb
Luxury 4BR Villa w/ Private Pool & Ocean Views
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
The price is €3,788
includes taxes & fees
16 Jan - 17 Jan
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Terrace/patio

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Villa | Living area

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is €1,682
includes taxes & fees
10 Feb - 11 Feb
Avenue du lagon
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

Commodore Suites

Commodore Suites

10/10 Excellent
"Great amenities"
Dale 3-night trip
Posted 1 day ago
Commodore Suites

Find out more about Simpson Bay

Simpson Bay Villas information

Number of reviews
17
Accommodation
43 Villas
Lowest Price
€343
Highest Price
€3,788

Frequently asked questions

How much do villas in Simpson Bay cost?
You'll pay between €343 and €3,788 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?
You can pick from multiple villas in Simpson Bay that have a total average guest review rating of 9.4. Villa Bianca is a hit with Expedia guests. This 4.5-star stay offers a swimming pool and an ocean view. Villa Amaryllis is another good option. It has a 4-star rating and conveniences such as a garden and a swimming pool.
How many villas are there in Simpson Bay?
Choose from 43 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 €343 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.
Are there any family-friendly villas in Simpson Bay?
Holidaying with the kids in Simpson Bay is easy at Villa Bianca. With conveniences like a barbecue grill and WiFi, your crew can rest and relax at this 4.5-star stay. Villa Amaryllis is another family-friendly option that's ideal for spending your downtime with your favourite people. It has a 4-star rating and conveniences including a barbecue grill and WiFi. Once you've checked in and dropped off your things, there's no shortage of family-friendly attractions to explore around Simpson Bay. Maho Beach and Orient Bay Beach are two popular options.
Are there any 5-star villas in Simpson Bay?
Although there aren't any 5-star villas in Simpson Bay, there are 4-star accommodation that will fit your needs. Located around 3 kilometres from downtown, Villa Amaryllis offers amenities like a swimming pool and concierge services. Another stylish retreat is Villa Amaryllis. It's around 3 kilometres from central Simpson Bay and features conveniences such as concierge services and a swimming pool.
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.