Title: Simpson Bay Villas from CA $529 | Expedia.ca

[Simpson Bay Travel Guide](https://expedia.ca/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Vacation Rentals in Simpson Bay](https://expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)[Flights to Simpson Bay](https://expedia.ca/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Things to do in Simpson Bay](https://expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)[Simpson Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide)[Simpson Bay Vacation Packages](https://expedia.ca/Simpson-Bay.d8941.Destination-Travel-Guides)

![Kim Sha Beach showing general coastal views and a coastal town](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6079645/4e72a445-56d2-45d3-858f-efcb71e137a2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Simpson Bay villas

![A heated pool](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/8189196a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/90ebe3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/5723afee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/c6465e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Grand-Case-Hotels-Villa-Petite-Plage-5-Fall-Incentive-Beach-Front-Located-In-Exquisite-Grand-Case-With-Private-Pool.h63877036.Hotel-Information)

Grand-Case

10/10

Exceptional

(4 reviews)

"This property is amazing and the staff was phenomenal - organized, personal, and willing to assist with any part of the stay! It would be a dream come true to be able to return to this property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christy P.

CA $13,679

CA $16,428 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Grand-Case-Hotels-Villa-Petite-Plage-5-Fall-Incentive-Beach-Front-Located-In-Exquisite-Grand-Case-With-Private-Pool.h63877036.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/cbcc5118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/7b479396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/790117db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/b9db74ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !

[](https://www.expedia.ca/Philipsburg-Hotels-SEA-True-Villa.h61407744.Hotel-Information)

Sint Maarten

9.0/10

Wonderful

(8 reviews)

"Everything about this property is perfect, the villa is beautiful in a great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Troy N.

CA $779

CA $968 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Philipsburg-Hotels-SEA-True-Villa.h61407744.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6d4e23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/2b6a1091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6673ddfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/b041040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 4BR Villa w/ Private Pool & Ocean Views

[](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information)

Indigo Bay

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ms Light T.

CA $1,382

CA $2,453 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/2304410e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/288aae1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/5c1c24b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/dcf33698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Diamond Retreat Master Chambre 

[](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Retreat-Master-Chambre.h110696233.Hotel-Information)

Koolbai

CA $380

CA $529 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Retreat-Master-Chambre.h110696233.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/7b088f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/7906d820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/d414f94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/301d7540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Norman-Unique-3-Bedroom.h101900981.Hotel-Information)

Saint Martin

9.2/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roman A.

CA $793

CA $1,122 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Norman-Unique-3-Bedroom.h101900981.Hotel-Information)

![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1237h823x4y0-fd080381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1240h828x0y5-65081a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1233h834x8y5-610a17b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1238h826x0y6-33d8d05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Avenue du lagon

[](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information)

Oyster Pond

CA $1,965

CA $2,654 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/0507207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/60c8ce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/94cf7bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/ad1e298c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information)

Indigo Bay

CA $1,028

CA $2,261 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/8652af97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/229816e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/90a76e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/218fb176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-De-10-Chambres-Les-Pieds-Dans-Leau-A-Guana-Bay.h101227999.Hotel-Information)

Sint Maarten

CA $5,317

CA $5,984 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-De-10-Chambres-Les-Pieds-Dans-Leau-A-Guana-Bay.h101227999.Hotel-Information)

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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## Find vacation rentals that suit your style

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO)

Villas

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=HOUSE_BOAT)

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## Top Simpson Bay Hotel Reviews

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg)

### The Villas at Simpson Bay Resort

10/10 Excellent

"Room was clean & well maintained with a nice ocean front view. Staff was courteous & professional. Breakfast ( included) was quite good with variety."

[](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information)

![The Hills Residence](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/e557289d_y.jpg)

### The Hills Residence

10/10 Excellent

"Everything was exactly like the photos. Very clean and modern. "

[](https://expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information)

![Commodore Suites](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/acd4d986_y.jpg)

### Commodore Suites

10/10 Excellent

"Everything was Perfect, very Nice staff, location, my room was big and the kitchen was full equiped although we didn’t cook. Very close to two nice beaches "

[](https://expedia.ca/Simpson-Bay-Hotels-Commodore-Suites.h15082011.Hotel-Information)

![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg)

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"Room was great. Staff consistently checked in to make sure we had everything. Communicating through text with front desk was easy and quick."

[](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information)

![Cocovaa](https://images.trvl-media.com/lodging/94000000/93840000/93830300/93830243/88a3afcc_y.jpg)

### Cocovaa

10/10 Excellent

"Place is spotless, well situated. Staff is friendly. Beach access with chairs and 10$ for umbrella. "

[](https://expedia.ca/Simpson-Bay-Hotels-Cocovaa.h93830243.Hotel-Information)

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"The room was clean, the staff was really nice and helpful. I plan to stay again. It was great."

[](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information)

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg)

### Simpson Bay Resort, Marina & Spa

10/10 Excellent

"Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!"

[](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"Everything was great would definitely go back"

[](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information)

![Travel Inn Hotel](https://images.trvl-media.com/lodging/1000000/800000/794400/794333/4ea4d6f2_y.jpg)

### Travel Inn Hotel

10/10 Excellent

"Very clean. Near simpson bay beach and close to the airport. On main road with no sidewalk so not good for walking. Good for the 1 night stay we had coming from Anguilla and going to the airport the next day."

[](https://expedia.ca/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information)

## Find out more about Simpson Bay

## Simpson Bay Villas information

| Number of reviews | 12         |
| ----------------- | ---------- |
| Accommodation     | 43 Villas  |
| Lowest Price      | CA $529    |
| Highest Price     | CA $16,428 |

## Frequently asked questions

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