Title: Simpson Bay Vacation Rentals from CA $216: Short-Term Rentals for 2026 | 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)[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 vacation rentals

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/d586056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ce7eaf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Vacation Club Royal Palm St. Maarten

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

Simpson Bay

9.0/10

Wonderful

(1,178 reviews)

"Great staff, location and amenities."

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

Deon Oliver

CA $519

CA $581 total

includes taxes & fees

Mar 1 - Mar 2

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

![Amazing Top Floor Apartment | Balcony](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/cc64909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/3b4d9d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment | View from room](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/8dc79950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/2d3c4461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hills Residence

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

Simpson Bay

8.6/10

Excellent

(81 reviews)

"Great staff, would stay again!"

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

Maimuna

CA $333

CA $505 total

includes taxes & fees

Feb 26 - Feb 27

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

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/ac0c02f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b5064e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Suites

[](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information)

Simpson Bay

7.0/10

Good

(133 reviews)

"Room was clean. Had a full living room and kitchen incl microwave. Convenient to kim-sha beach. "

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

Dale

CA $229

CA $257 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Single Room](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6727cc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 King Bed, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/w1917h1080x0y0-8739faf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Triple Room, Non Smoking](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/92c12638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MIDTOWN MOTEL SXM

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

Downtown Philipsburg

6.8/10

(19 reviews)

"Spacious room, helpful and kind staff, close to the beach and Walter Plantz Square, smart tv with Netflix and other apps, hot shower, clean room, overall great place to stay! "

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

Ilse

CA $100

CA $121 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/396a0e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/b935451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/2d70ac82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/456bc93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### July Apartments

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

Madame's Estate

9.2/10

Wonderful

(187 reviews)

"Clean rooms and very friendly staff!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Christina

CA $110

CA $115 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/ff3c051d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/919c3a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/5347fbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/404bd561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dawn Beach Club Resort Sint Maarten

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information)

Oyster Pond

8.4/10

Very good

(25 reviews)

"Beautiful condo with large balcony"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Mary Colleen

CA $785

CA $956 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information)

![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/dc851ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![804:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b210000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b17cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/6fff8d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mullet Bay Suites: Your Luxury Stay Awaits

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

Maho

9.8/10

Exceptional

(128 reviews)

"It was excellent! Wonderful stay!!"

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

Anthony

CA $320

CA $493 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/ab970117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/4341e097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/442f221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### condostmaarten by the sea -Adults Only-

[](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information)

Indigo Bay

9.2/10

Wonderful

(27 reviews)

"I would absolutely stay there again. This was the best condo I have ever stayed at. My husband and I had a blast. The view was to die for. Location is top tier. Private beach and restaurants nearby. "

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

Marley

CA $488

CA $700 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/799a8d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View | Bathroom](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/78908937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/4a7f45bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/9f89af05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Philips Scott House Calinago

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information)

Downtown Philipsburg

CA $207

CA $317 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1545df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/38499b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, MP3 dock](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/137e71e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1779d038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Forest

[](https://www.expedia.ca/Anse-Marcel-Hotels-The-Forest.h105487109.Hotel-Information)

Anse Marcel

10/10

Exceptional

(18 reviews)

"This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on "

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

Mitchel

CA $583

CA $609 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Anse-Marcel-Hotels-The-Forest.h105487109.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/a646e56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/0f678586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/cca8955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/f6e90987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.2

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.Hotel-Information)

Oyster Pond

CA $613

CA $745 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.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)

![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 | Private kitchen](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1239h830x0y3-8cc866bd.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)

### Avenue du lagon

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

Oyster Pond

CA $1,966

CA $2,655 total

includes taxes & fees

Feb 12 - Feb 13

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

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/8ab47aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/3eac326a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/bb343fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/126fd89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.1

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information)

Oyster Pond

CA $613

CA $745 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2d76e223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/677453df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2be5a019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/12039fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.3

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.Hotel-Information)

Oyster Pond

2.0/10

(1 review)

CA $1,137

CA $1,296 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&regionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APART_HOTEL)

Private vacation homes

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Cottages

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## Top Simpson Bay Hotel Reviews

![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)

![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)

![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

"It was our 2nd time there. It was great. We love being able to walk to restaurants and live music. Staff is always friendly and funny!"

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

![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 awesome and staff were very friendly."

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

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

### The Hills Residence

10/10 Excellent

"Left my key in my room multiple times and staff was really chill about it and it’s close to everything."

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

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| June           | February       | CA $538    | CA $434    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $516 |
| February  | CA $538 |
| March     | CA $434 |
| April     | CA $332 |
| May       | CA $266 |
| June      | CA $248 |
| July      | CA $299 |
| August    | CA $316 |
| September | CA $267 |
| October   | CA $310 |
| November  | CA $291 |
| December  | CA $388 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Simpson Bay. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Simpson Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Simpson Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Resorts in Simpson Bay ](https://expedia.ca/Simpson-Bay-Resort-Hotels.d8941-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Simpson Bay?

### What are some of the best vacation home rentals that Simpson Bay has to offer?

### How many vacation rentals are there in Simpson Bay?

### What’s there to see and do in Simpson Bay?

### What’s a vacation rental in Simpson Bay like?

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Flights

- [Cheap Tickets from Cole Bay](https://expedia.ca/lp/flights/602866/flights-from-cole-bay)
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