Simpson Bay Villas Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Simpson Bay villas

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

Sint Maarten

$4,394 nightly

Jun 2 - Jun 3

Total with taxes and fees

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

Saint Maarten

$1,063 nightly

Jun 18 - Jun 19

Total with taxes and fees

Luxury 4BR Villa w/ Private Pool & Ocean Views

Indigo Bay

"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...

Ms Light T.

$1,370 nightly

Jun 2 - Jun 3

Total with taxes and fees

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

Sint Maarten

Michael F.

$700 nightly

Jun 10 - Jun 11

Total with taxes and fees

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Indigo Bay

Olivia G.

$984 nightly

Jun 5 - Jun 6

Total with taxes and fees

Avenue du lagon

Oyster Pond

$1,883 nightly

Jun 23 - Jun 24

Total with taxes and fees

Large 2BR Condo - STEPS FROM BEACH!

Maho

"What a perfect unit! She thought of every extra detail down to laundry detergent. The condo was clean, beautifully decorated, and perfect for our stay. The added amenities made it a joy. It was so close to the beach and the beach chairs and towels made it all so easy. Jean was available to answer every questions and to help us with our pre-trip planning. There are many grocery stores close and one of the most beautiful beaches on the island is a short walk away. Thank you for a beautiful...

Cylinda N.

$316 nightly

Jun 7 - Jun 8

Total with taxes and fees

Villa Petite Plage 5 | Beach Front - Located in Exquisite Grand Case with Private Pool

Grand-Case

Christy P.

$4,597 nightly

Jun 2 - Jun 3

Total with taxes and fees

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Top Simpson Bay Hotel Reviews

The Morgan Resort Spa Village

10/10 Excellent

"Everyone was nice and helpful the food was great"

Baker's Suites

10/10 Excellent

"Alexia and La Toya were incredibly helpful and made our stay very comfortable. The housekeeping staff were also kind, friendly, and attentive throughout our visit. The hotel is conveniently located near shops, restaurants, the beach, and many other attractions, making it easy to enjoy everything the area has to offer. Baker's Suites will always be my number one choice when visiting SXM!"

Hilton Vacation Club Flamingo Beach St. Maarten

8/10 Good

"Stayed 8 nights and was happy overall. Rooms are the highlight — spacious, comfortable bed, full kitchen (stove, oven, full-size fridge/freezer), though cooking utensils are limited. Two TVs (unused). Views range from parking lot to ocean — request your preference. Note the resort fee on top of the room rate. Housekeeping is scheduled, not daily: checked in Friday, cleaned Monday, extra days on request. I preferred the lighter touch. Check-in and checkout were easy, staff very friendly. Heads-up: Citibank flagged my charge despite an active travel notice, so bring a backup card. Plenty of parking. Elevators are slow but I was on the third floor, so no issue. Wi-Fi is iffy — the access point was solid, but their upstream connection was spotty, so don’t count on it for work or calls. Nice pool and beaches, a small restaurant attached, and an excellent walkable location: restaurants, nightlife, shops, and water sports nearby, plus close to the airport. I’m not a resort person — I use a place to sleep, shower, and change before heading out, and on that basis it delivered exactly what I needed. If you want to camp on-site all week, your mileage may vary, but the bones are solid."

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"We thoroughly enjoyed our stay. The room was very spacious and the view was superb. Everyone that we spoke with during our stay were very courteous and helpful. The happy hour menu at the pool bar was great as was all of the included amenities. The resort was conveniently located close to the airport and there were many restaurants and grocery stores within walking distance. I would definitely stay here again on our next visit and recommend it others looking to visit Sint Maarten."

Find out more about Simpson Bay

Simpson Bay Villas information

Number of reviews	18
Accommodation	41 Villas
Lowest Price	$316
Highest Price	$5,002

Frequently asked questions

How much do villas in Simpson Bay cost?

You'll pay between $316 and $5,002 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 9.8. 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 41 villas in Simpson Bay. No matter if you're traveling 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 $316 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 favorites 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?

Vacationing 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 favorite 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 accommodations that will fit your needs. Located around 2 miles from downtown, Villa Amaryllis offers amenities like a swimming pool and concierge services. Another stylish retreat is Villa Amaryllis. It's around 2 miles 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.

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Room 1

Check prices for these dates

Our top choices for Simpson Bay villas

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

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

Luxury 4BR Villa w/ Private Pool & Ocean Views

SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !