Title: Simpson Bay Vacation Rentals from $189: Search Short-Term Rentals | Expedia.com

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

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-07-10&endDate=2026-07-12&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)

![Beautiful 2 Bedroom - 2 Bathroom | Living area | Smart TV](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/3b4d9d49.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.com/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information)

Simpson Bay

8.4/10

Very Good

(96 reviews)

"Clean rooms, amazing views, and responsive staff! Will be staying again next time. "

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

Nicole

$252 nightly

$264 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/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)

![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)

![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/ac0c02f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Suites

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

Simpson Bay

7.0/10

Good

(145 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

$181 nightly

$189 total

Apr 6 - Apr 7

Total with taxes and fees

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

![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)

![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)

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

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

Maho

9.6/10

Exceptional

(4 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.

$265 nightly

$265 total

Apr 17 - Apr 18

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/8fe07d60.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)

![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.com/Simpson-Bay-Hotels-Beach-Front-2-Bed-Condon-With-Sea-View.h120095399.Hotel-Information)

Simpson Bay

8.8/10

Excellent

(6 reviews)

"Very good place. Service very good. Keep up the good work lisa"

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

Carlos

$492 nightly

$492 total

Mar 30 - Mar 31

Total with taxes and fees

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

![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)

![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 | TV, foosball](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/beabc1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Vacation Club Royal Palm St. Maarten

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

Simpson Bay

9.0/10

Wonderful

(1,190 reviews)

"I don’t know why anyone would ever want to stay anywhere else! This place is the absolute best, nice beach, amazing staff, best location! "

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

Stefanie

$408 nightly

$428 total

Apr 3 - Apr 4

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/60cf02fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/41a79339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/8a019253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/0d531b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach Garden Studio with Beach Access

[](https://www.expedia.com/Simpson-Bay-Hotels-Pirates-Booty-Beach-Bar-Studio-At-Morgan-Resort.h88926902.Hotel-Information)

Simpson Bay

8.6/10

Excellent

(4 reviews)

"Welcoming love the area we will be coming back thank you so much "

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

Juan D.

[](https://www.expedia.com/Simpson-Bay-Hotels-Pirates-Booty-Beach-Bar-Studio-At-Morgan-Resort.h88926902.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/121000000/120480000/120475500/120475469/8bb469f2.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.com/Simpson-Bay-Hotels-Beach-Front-1-Bedroom-Flat-D3.h120475469.Hotel-Information)

Simpson Bay

10/10

Exceptional

(2 reviews)

"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "

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

Christopher

$188 nightly

$188 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/126000000/125360000/125357600/125357539/7310b53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125360000/125357600/125357539/053272ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125357600/125357539/8bcbac2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125360000/125357600/125357539/75b61d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Sail Apartments - Two bedroom apartments

[](https://www.expedia.com/Simpson-Bay-Hotels-Blue-Sail-Apartments-Two-Bedroom-Apartments.h125357539.Hotel-Information)

Pelican Key

8.0/10

Very Good

(2 reviews)

"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"

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

Heidi

$203 nightly

$203 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Blue-Sail-Apartments-Two-Bedroom-Apartments.h125357539.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/75fd6a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/5dbb309e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/3dd4e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/ee3b8c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach Escape; Sunset Ocean View

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h42270613.Hotel-Information)

Maho, Sint Maarten

10/10

Exceptional

(4 reviews)

"Self check in and out was a nice experience "

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

Kelva

$374 nightly

$374 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h42270613.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33499500/33499497/4938dd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33499500/33499497/5ef03287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33499500/33499497/e409a148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/34000000/33500000/33499500/33499497/684d04c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coco Beachside Duplex

[](https://www.expedia.com/Simpson-Bay-Hotels-Coco-Beachside-Duplex.h33499497.Hotel-Information)

Simpson Bay

9.4/10

Exceptional

(17 reviews)

"Right on the beach with beautiful view, very spacious living and sleeping quarters, clean and abundantly equipped."

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

Carla

$408 nightly

$408 total

Apr 17 - Apr 18

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Coco-Beachside-Duplex.h33499497.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125340000/125339100/125339054/2fce78a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125340000/125339100/125339054/879b6e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125340000/125339100/125339054/4037c30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/126000000/125340000/125339100/125339054/b379e38b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D403 - Very nice apartment with terrace

[](https://www.expedia.com/Simpson-Bay-Hotels-D403-Very-Nice-Apartment-With-Terrace.h125339054.Hotel-Information)

Cole Bay

10/10

Exceptional

(1 review)

"Great spot for the money! The hill is tough as everyone says, but the staff do a great job taking you up and down as needed, or the cabs will drive you up if it’s after hours "

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

Tony P.

$370 nightly

$391 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-D403-Very-Nice-Apartment-With-Terrace.h125339054.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/aca000c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/8fef4cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/6aff326a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/264f6e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A116 - Immersive Simpson Bay Lagoon View

[](https://www.expedia.com/Simpson-Bay-Hotels-A116-Immersive-Simpson-Bay-Lagoon-View.h97185523.Hotel-Information)

Sint Maarten

$421 nightly

$445 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-A116-Immersive-Simpson-Bay-Lagoon-View.h97185523.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)

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/464b751d.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.com/Simpson-Bay-Hotels-Modern-Apartment-With-Shared-Pool-And-Generator.h123216753.Hotel-Information)

Simpson Bay

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

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203161/22c08b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203161/f9701b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203161/323774c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203161/c32f2d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D414 – 1-Bedroom Apartment with Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-D414-1-Bedroom-Apartment-With-Balcony.h121203161.Hotel-Information)

Sint Maarten

$428 nightly

$428 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-D414-1-Bedroom-Apartment-With-Balcony.h121203161.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/114000000/113200000/113198100/113198084/ccb46e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113198100/113198084/b940034c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113198100/113198084/296cef14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113198100/113198084/e1425f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B226 - Amazing Lagoon View with Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-B226-Amazing-Lagoon-View-With-Balcony.h113198084.Hotel-Information)

Sint Maarten

$428 nightly

$453 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-B226-Amazing-Lagoon-View-With-Balcony.h113198084.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/114000000/113200000/113198200/113198101/1c7937a1.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/114000000/113200000/113198200/113198101/c8174110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113198200/113198101/86c9cfd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/114000000/113200000/113198200/113198101/6646d18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B204 - Amazing 1 Bedroom with terrace

[](https://www.expedia.com/Simpson-Bay-Hotels-B204-Amazing-1-Bedroom-With-Terrace.h113198101.Hotel-Information)

Sint Maarten

$428 nightly

$453 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-B204-Amazing-1-Bedroom-With-Terrace.h113198101.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/b9761987.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/aab2aa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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.

$284 nightly

$293 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Beach nearby](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/dd2f9e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/0cab0fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/73bc9feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/6ea9b11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Studio in Maho, Beach Access

[](https://www.expedia.com/Simpson-Bay-Hotels-Cozy-Maho-Beach-Studio.h42251511.Hotel-Information)

Maho

9.2/10

Wonderful

(7 reviews)

"Awsome location "

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

todd

[](https://www.expedia.com/Simpson-Bay-Hotels-Cozy-Maho-Beach-Studio.h42251511.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/121000000/120110000/120103800/120103732/9b9de3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120110000/120103800/120103732/28859fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120110000/120103800/120103732/0858da12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120110000/120103800/120103732/28f49c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!

[](https://www.expedia.com/Simpson-Bay-Hotels-Sea-Front-2-Bed-Condon-D11-With-Sea-View-And-Private-Pool.h120103732.Hotel-Information)

Simpson Bay

10/10

Exceptional

(1 review)

"Incredible property. Views for days, great location. Had a wonderful stay and Lisa was great also. Very secure condo and clean. Loved the pool and so many dining options close by. "

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

Camelo

$537 nightly

$537 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Sea-Front-2-Bed-Condon-D11-With-Sea-View-And-Private-Pool.h120103732.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/89000000/88700000/88698400/88698384/4e407200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88700000/88698400/88698384/25e6971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88700000/88698400/88698384/5af078ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/89000000/88700000/88698400/88698384/2c859849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort

[](https://www.expedia.com/Simpson-Bay-Hotels-Sunset-Beach-Suite-2BR-Luxury-Condo-At-Morgan-Resort.h88698384.Hotel-Information)

Simpson Bay

$941 nightly

$941 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Sunset-Beach-Suite-2BR-Luxury-Condo-At-Morgan-Resort.h88698384.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.com/Hotel-Search?startDate=2026-04-03&endDate=2026-04-04&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.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&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/cc64909a_y.jpg)

### The Hills Residence

10/10 Excellent

"Very Modern design. Clean facility. Check in was easy with helpful staff"

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

![La Vista Hotel](https://images.trvl-media.com/lodging/114000000/113160000/113158300/113158235/22839897_y.jpg)

### La Vista Hotel

10/10 Excellent

"This gem of a getaway from your home is well worth heading. The staff is friendly and helpful. The property is clean and inviting. Our room was clean and comfortable. Waking up to the sights and sounds of the ocean breathtaking. The pool, the food and drinks at the restaurant....can't wait to visit again "

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

![Simpson Bay Suites](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9_y.jpg)

### Simpson Bay Suites

10/10 Excellent

"Nice (though just a little dated) accommodations. Very large living-dining-kitchen area, with good appliances, dishes, and utensils. Large bedroom. Lots of storage space. Friendly staff. Very enjoyable."

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

![Commodore Suites, SureStay Collection by Best Western](https://images.trvl-media.com/lodging/16000000/15090000/15082100/15082011/c9785dba_y.jpg)

### Commodore Suites, SureStay Collection by Best Western

8/10 Good

"Hot tubs cloudy and murky. Needing chlorine shock to make sanitary "

[](https://expedia.com/Simpson-Bay-Hotels-Commodore-Suites.h15082011.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

"Omg! Sint Marteen was AMAZING the resort, PERFECT! Staff were so nice & friendly! They kept me laughing. The stay was so comfortable. I would stay here EVERY TIME! I absolutely loved it! 10/10 HIGHLY RECOMMEND! "

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

![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd_y.jpg)

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"The rooms are big and spacious with plenty of room for families. "

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

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"The people were friendly and nice, the grounds well kept and clean. The rooms were large, clean and comfortable. Stayed twice in six weeks for work and enjoyed both stays."

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

![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/f7975166_y.jpg)

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

8/10 Good

"Great location. Little dated"

[](https://expedia.com/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten.h1746391.Hotel-Information)

![Mary's Boon Beach Resort & Spa](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/05c464a8_y.jpg)

### Mary's Boon Beach Resort & Spa

10/10 Excellent

"Perfect"

[](https://expedia.com/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information)

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| September      | February       | $345       |

| Month     | Price |
| --------- | ----- |
| January   | $502  |
| February  | $503  |
| March     | $414  |
| April     | $345  |
| May       | $307  |
| June      | $302  |
| July      | $312  |
| August    | $297  |
| September | $270  |
| October   | $282  |
| November  | $315  |
| December  | $495  |

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

**Everything you need to know about Simpson Bay vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simpson Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpson Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Simpson Bay vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Simpson Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Simpson Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Simpson Bay rentals**

At Expedia, we put the best Simpson Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Simpson Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpson Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpson Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Apartments in Simpson Bay ](https://expedia.com/Simpson-Bay-Apartments.d8941-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Simpson Bay ](https://expedia.com/Simpson-Bay-Condos.d8941-aaCondos.Travel-Guide-Accommodation)
- [Villas in Simpson Bay ](https://expedia.com/Simpson-Bay-Villas.d8941-aaVillas.Travel-Guide-Accommodation)
- [Vacation Homes in Simpson Bay ](https://expedia.com/Simpson-Bay-Private-Vacation-Homes.d8941-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Resorts in Simpson Bay ](https://expedia.com/Simpson-Bay-Resorts.d8941-aaResorts.Travel-Guide-Accommodation)
- [Guest Houses in Simpson Bay ](https://expedia.com/Simpson-Bay-Guest-Houses.d8941-aaGuestHouses.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

Hotels

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Flights

- [Flights to Philipsburg](https://expedia.com/Cheap-Flights-To-Philipsburg.d3331.Travel-Guide-Flights)
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Cars

- [Car rental Simpson Bay Airport (SXM)](https://expedia.com/Car-Rentals-In-Princess-Juliana-Intl.d5068883.Car-Rental-Guide)
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- [KK Leisure Car Rentals In Princess Juliana Intl](https://expedia.com/KK-Leisure-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c1133.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in Philipsburg](https://expedia.com/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)
- [Things to do in Oyster Pond](https://expedia.com/Things-To-Do-In-Oyster-Pond.d6025558.Travel-Guide-Activities)

Packages

- [Lay Bay Beach](https://expedia.com/Lay-Bay-Beach-Pelican-Key.d553248635977104874.Vacation-Attraction)
- [Kim Sha Beach](https://expedia.com/Kim-Sha-Beach-Simpson-Bay.d6079645.Vacation-Attraction)
- [Hollywood Casino](https://expedia.com/Hollywood-Casino-Pelican-Key.d6079643.Vacation-Attraction)

Vacation Rentals

- [Cole Bay Rentals](https://expedia.com/Cole-Bay-Vacation-Rentals.d602866.Travel-Guide-VacationRentals)

General

- [Visit Lowlands](https://expedia.com/Lowlands.dx6338924)
- [Visit Cole Bay](https://expedia.com/Cole-Bay.dx602866)
- [Visit Philipsburg](https://expedia.com/Philipsburg.dx3331)

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