Title: Simpson Bay Vacation Rentals from CA $252: 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 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-05-22&endDate=2026-05-24&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

![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)

![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)

![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)

### The Hills Residence

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

Simpson Bay

8.4/10

Very good

(76 reviews)

"Great staff, would stay again!"

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

Maimuna

CA $293

CA $458 total

includes taxes & fees

Feb 20 - Feb 21

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

![Pool](https://images.trvl-media.com/lodging/126000000/125360000/125358800/125358727/8f4dbf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125360000/125358800/125358727/65f47726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125360000/125358800/125358727/cf31446e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/126000000/125360000/125358800/125358727/87bc3bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Sail Apartments - Double room

[](https://www.expedia.ca/Simpson-Bay-Hotels-Vrbo-Property.h125358727.Hotel-Information)

Pelican Key

CA $116

CA $145 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Simpson-Bay-Hotels-Vrbo-Property.h125358727.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)

![LCD TV, books](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e4f7011a.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)

### Simpson Bay Suites

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

Simpson Bay

7.0/10

Good

(132 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 $228

CA $255 total

includes taxes & fees

Feb 7 - Feb 8

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

![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)

![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)

![2 Bedroom Ocean View 2 Kings Suite | Living area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/beabc1d9.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)

### 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

(1,173 reviews)

"Room was great, resort was great, staff was great"

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

Gisele

CA $517

CA $578 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)

![Beach](https://images.trvl-media.com/lodging/121000000/120480000/120477900/120477880/0022f3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/121000000/120480000/120477900/120477880/698dbf05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120480000/120477900/120477880/49decb20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120480000/120477900/120477880/6db68d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front Studio C3

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-Studio-C3.h120477880.Hotel-Information)

Simpson Bay

10/10

Exceptional

(2 reviews)

"Clean and modern. Need a door for the bathroom. Check in was easy and Lisa was there to help us get checked in. She even provided 2 cold water and 2 cold beers"

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

Norman

CA $134

CA $214 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-Studio-C3.h120477880.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/121000000/120480000/120475500/120475469/b2d2c68b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120480000/120475500/120475469/c7b0c68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120480000/120475500/120475469/1094c131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120480000/120475500/120475469/75d606cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front 1 Bedroom Flat D3

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-1-Bedroom-Flat-D3.h120475469.Hotel-Information)

Simpson Bay

10/10

Exceptional

(1 review)

"Great spot! Clean, comfortable and well equipped. "

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

Jill

CA $169

CA $252 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-1-Bedroom-Flat-D3.h120475469.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/18b10283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/34dd3435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/5632da1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/b9761987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

[](https://www.expedia.ca/Simpson-Bay-Hotels-1-Bedroom-With-Pool-In-Simpson-Bay-GENERATOR.h107880482.Hotel-Information)

Simpson Bay

10/10

Exceptional

(2 reviews)

"perfect!!"

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

jason l.

CA $271

CA $438 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Simpson-Bay-Hotels-1-Bedroom-With-Pool-In-Simpson-Bay-GENERATOR.h107880482.Hotel-Information)

![Smart TV, stereo, offices](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/3a114358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/087a644b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/3112a2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/187a51ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Views in the Heart of Simpson Bay

[](https://www.expedia.ca/Simpson-Bay-Hotels-Marina-Views-In-The-Heart-Of-Simpson-Bay.h105942898.Hotel-Information)

Simpson Bay

10/10

Exceptional

(1 review)

"We loved this place so much we bought it! The location is to die for. Right in the heart of Simpson Bay, there is soooo much to see and do right around you. The beach is literally a four minute walk and the water is calm and beautiful. We can’t wait to come back again and again! Also, Kayla, the manager is the best to work with. Sweet and helpful."

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

Trish S.

CA $380

CA $663 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Simpson-Bay-Hotels-Marina-Views-In-The-Heart-Of-Simpson-Bay.h105942898.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/bf5161cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/eba4142f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/59adb71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/282ee9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach House: Studio Getaway, Oceanfront Vibe

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42269914.Hotel-Information)

Maho, Sint Maarten

10/10

Exceptional

(2 reviews)

"Nothing fancy just a nice clean place to stay. Great location. Lots of restaurants nearby. Dwayne was a great communicator and very accommodating."

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

Colleen M.

CA $405

CA $537 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42269914.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/108000000/107910000/107900800/107900796/9ad92dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/108000000/107910000/107900800/107900796/a017f656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107910000/107900800/107900796/ea5919c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107900800/107900796/b4a50d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Garden view Simpson Bay apartment with pool-GENERATOR (2-1B)

[](https://www.expedia.ca/Simpson-Bay-Hotels-Modern-Simpson-Bay-Apartment-With-Pool-GENERATOR.h107900796.Hotel-Information)

Simpson Bay

CA $248

CA $448 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Simpson-Bay-Hotels-Modern-Simpson-Bay-Apartment-With-Pool-GENERATOR.h107900796.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216755/a6e041d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216755/w914h683x0y0-89c2e307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216755/2f29925f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216755/7c58d21b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

[](https://www.expedia.ca/Simpson-Bay-Hotels-Blue-Sky-Apt-In-The-Middle-Of-Simpson-Bay-GENERATOR.h123216755.Hotel-Information)

Simpson Bay

CA $271

CA $438 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Simpson-Bay-Hotels-Blue-Sky-Apt-In-The-Middle-Of-Simpson-Bay-GENERATOR.h123216755.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/24078411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/548877fa_edited_cc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/8dc3f236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/6f8a3456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach Modern 1-Bedroom, Ocean Level

[](https://www.expedia.ca/Simpson-Bay-Hotels-Maho-Oceanfront-Luxe-Modern-And-Spacious-Condo.h42193443.Hotel-Information)

Maho

9.4/10

Exceptional

(3 reviews)

"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."

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

David V.

CA $457

CA $520 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Simpson-Bay-Hotels-Maho-Oceanfront-Luxe-Modern-And-Spacious-Condo.h42193443.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/1f7532a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/5f483fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/369a0271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/c04b7d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern apartment with shared pool and generator (2-2B)

[](https://www.expedia.ca/Simpson-Bay-Hotels-Modern-Apartment-With-Shared-Pool-And-Generator.h123216753.Hotel-Information)

Simpson Bay

CA $271

CA $438 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Simpson-Bay-Hotels-Modern-Apartment-With-Shared-Pool-And-Generator.h123216753.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/f4fd2aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/a5320bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/accccf97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/6e8be12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-2-Bed-Condon-With-Sea-View.h120095399.Hotel-Information)

Simpson Bay

8.8/10

Excellent

(3 reviews)

"Great place to stay with a lot of privacy and walkable to stores and restaurants. Amazing views! Lisa is so friendly and keeps the place amazing!"

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

Alaciel S.

CA $452

CA $630 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beach-Front-2-Bed-Condon-With-Sea-View.h120095399.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690314/688be8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690314/d03b7f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690314/89a4f83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690314/81c04d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B245 - Condo with amazing view

[](https://www.expedia.ca/Simpson-Bay-Hotels-B245-Condo-With-Amazing-View.h110690314.Hotel-Information)

Sint Maarten

CA $326

CA $517 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Simpson-Bay-Hotels-B245-Condo-With-Amazing-View.h110690314.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94750000/94742000/94741968/d97748d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94750000/94742000/94741968/0a178f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/95000000/94750000/94742000/94741968/54256203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94750000/94742000/94741968/cc749eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

[](https://www.expedia.ca/Simpson-Bay-Hotels-2-BR-2-BA.h94741968.Hotel-Information)

Simpson Bay

9.6/10

Exceptional

(17 reviews)

"Great location close to everything I will definitely be back love it."

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

keenan j.

CA $467

CA $693 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Simpson-Bay-Hotels-2-BR-2-BA.h94741968.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/1c3f2d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/24ad9570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/44e8d0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/58d7419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach House Ocean Front Garden Studio

[](https://www.expedia.ca/Simpson-Bay-Hotels-Caribbean-Sea-Studio-Next-To-The-Morgan-Resort.h42277435.Hotel-Information)

Maho, Sint Maarten

8.0/10

Very good

(1 review)

CA $342

CA $458 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Simpson-Bay-Hotels-Caribbean-Sea-Studio-Next-To-The-Morgan-Resort.h42277435.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106350000/106340100/106340056/d2df8824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106350000/106340100/106340056/aec78e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106350000/106340100/106340056/4f7d3277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106350000/106340100/106340056/3ed07e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A103 - Incredible Apartment with Garden

[](https://www.expedia.ca/Simpson-Bay-Hotels-A103-Incredible-Apartment-With-Garden.h106340056.Hotel-Information)

Sint Maarten

CA $372

CA $577 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Simpson-Bay-Hotels-A103-Incredible-Apartment-With-Garden.h106340056.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/973bcea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/d1c84ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/2f58d008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203237/801c9a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C344 - Lagoon view with balcony

[](https://www.expedia.ca/Simpson-Bay-Hotels-C344-Lagoon-View-With-Balcony.h121203237.Hotel-Information)

Simpson Bay

CA $366

CA $569 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Simpson-Bay-Hotels-C344-Lagoon-View-With-Balcony.h121203237.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185513/bc29508e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185513/6a135726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185513/c205ae0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185513/f06b627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A134 - Panoramic View of the Lagoon

[](https://www.expedia.ca/Simpson-Bay-Hotels-A134-Panoramic-View-Of-The-Lagoon.h97185513.Hotel-Information)

Sint Maarten

CA $360

CA $562 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Simpson-Bay-Hotels-A134-Panoramic-View-Of-The-Lagoon.h97185513.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=2026-02-14&endDate=2026-02-15&regionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=APARTMENT)

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=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&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=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&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=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=HOUSE_BOAT)

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## Top Simpson Bay Hotel Reviews

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

### The Hills Residence

10/10 Excellent

"Awesome staff amazing vacation "

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

"Excellent location and amenities "

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

"Nice room, helpful staff, good restaurants, convenient location, nice beach and amenities."

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

![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg)

### The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"Clean and comfortable room. Very nice beach and Martin did a great job setting up umbrellas and chairs. We had an issue checking in in that they couldn’t find our reservation. Luckily I brought my receipt with us. We still waited about 30 minutes to check in. That was the only glitch. Overall a wonderful place for vacation."

[](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information)

![Baker's Suites](https://images.trvl-media.com/lodging/8000000/7750000/7741800/7741757/7b7d5aaa_y.jpg)

### Baker's Suites

10/10 Excellent

"Great location and wonderful, helpful staff. Two good restaurants within a minute's walk, easy beach access to lovely, clean Simpson Bay. Bus route to town (tickets $1.50-2.00) and around island just a 5 minute walk. Couldn't have been better. "

[](https://expedia.ca/Simpson-Bay-Hotels-Bakers-Suites.h7741757.Hotel-Information)

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

### Cocovaa

10/10 Excellent

"Cocovaa was the perfect place for us to stay! We loved spending our mornings out on the patio with a fresh croissant, coffee, and orange juice, that they provided for us. We were visited by an iguana a few times which was pretty awesome! The host Nico was very friendly, and kept checking in to make sure we were happy. The private beach was beautiful and being able to see the planes take off was pretty cool too. We honestly can’t wait to stay at Cocovaa again! "

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

![La Vista Hotel](https://images.trvl-media.com/lodging/114000000/113160000/113158300/113158235/cde971ba_y.jpg)

### La Vista Hotel

10/10 Excellent

"Great, friendly staff, great room (cottage). Good location with access to restaurants, grocery stores."

[](https://expedia.ca/Simpson-Bay-Hotels-La-Vista-Hotel.h113158235.Hotel-Information)

![Mary's Boon Beach Resort & Spa](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386_y.jpg)

### Mary's Boon Beach Resort & Spa

10/10 Excellent

"Excellent staff, overall experience was great. Can’t wait to return "

[](https://expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.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

"The room was clean. Devin provided amazing customer service. "

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

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| June           | February       | CA $462    |

| Month     | Price   |
| --------- | ------- |
| January   | CA $434 |
| February  | CA $462 |
| March     | CA $429 |
| April     | CA $296 |
| May       | CA $254 |
| June      | CA $238 |
| July      | CA $283 |
| August    | CA $313 |
| September | CA $259 |
| October   | CA $283 |
| November  | CA $337 |
| December  | CA $412 |

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?

### Expedia's Latest Trends

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Flights

- [Cheap Tickets from Cole Bay](https://expedia.ca/lp/flights/602866/flights-from-cole-bay)
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- [Flights to SXM](https://expedia.ca/Cheap-Flights-To-Lower-Princes-Quarter.d6344439.Travel-Guide-Flights)

Cars

- [Car rental Simpson Bay Airport (SXM)](https://expedia.ca/Car-Rentals-In-Princess-Juliana-Intl.d5068883.Car-Rental-Guide)

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