Title: Simpson Bay Vacation Rentals from $139: 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

[Mar 27 - Mar 29](https://www.expedia.com/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 two months

[May 8 - May 10](https://www.expedia.com/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 three months

[Jun 5 - Jun 7](https://www.expedia.com/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)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-07-03&endDate=2026-07-05&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)

![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)

![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)

### The Hills Residence

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

Simpson Bay

8.4/10

Very Good

(95 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 24 - Mar 25

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)

![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)

![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

(144 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 1 - Apr 2

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/59adb71c.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)

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

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

$496 nightly

$496 total

Mar 18 - Mar 19

Total with taxes and fees

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

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

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/06b5720a.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)

### Maho Beach House Ocean Front Garden Studio

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

Maho, Sint Maarten

9.0/10

Wonderful

(2 reviews)

"The location was very good. Located right by the Sunset Beach Bar and the arrival of the planes. The unit, itself, was great. Roomy for two. Nice patio area to watch the planes. The people that work in the building were very obliging and hospitable."

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

Robin P.

$306 nightly

$306 total

Mar 17 - Mar 18

Total with taxes and fees

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

![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)

![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)

![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.com/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information)

Simpson Bay

9.0/10

Wonderful

(1,188 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)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124330000/124320500/124320407/54d7d9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124330000/124320500/124320407/e3a74a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124330000/124320500/124320407/290d6417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124330000/124320500/124320407/757eb3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seafront Studio C4

[](https://www.expedia.com/Simpson-Bay-Hotels-Seafront-Studio-C4.h124320407.Hotel-Information)

Simpson Bay

10/10

Exceptional

(3 reviews)

"My stay was amazing. Room was nice and cozy, located on strip near buccaneer beach. Everything was walking distance and the host was very kind and helpful and even gave me a gift. I traveled alone and felt extremely safe at this property. I will be returning!!"

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

sacoya f.

$139 nightly

$139 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Seafront-Studio-C4.h124320407.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.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

$445 nightly

$445 total

Mar 16 - Mar 17

Total with taxes and fees

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

$189 nightly

$189 total

Mar 18 - Mar 19

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/108000000/107890000/107880500/107880482/18b10283.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)

![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.

$286 nightly

$295 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)

![Pool](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/1f7532a8.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)

![TV](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/5f483fc1.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)

### 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

$314 nightly

$324 total

Mar 17 - Mar 18

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216751/b325d30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216751/7efc9b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216751/w1285h960x0y0-742b696d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216751/bb2b90cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 minutes walking from the beach 1-4B

[](https://www.expedia.com/Simpson-Bay-Hotels-5-Minutes-Walking-From-The-Beach-1-4B.h123216751.Hotel-Information)

Simpson Bay

$310 nightly

$319 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-5-Minutes-Walking-From-The-Beach-1-4B.h123216751.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)

![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)

![TV](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/8fef4cb6.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

$419 nightly

$443 total

Mar 16 - Mar 17

Total with taxes and fees

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

![WiFi](https://images.trvl-media.com/lodging/126000000/125340000/125339100/125339054/e62f3d5d.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)

### 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.

$372 nightly

$393 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)

![Interior](https://images.trvl-media.com/lodging/107000000/106450000/106448100/106448085/e5a8080c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106450000/106448100/106448085/af00ae49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106450000/106448100/106448085/12c421b0.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/107000000/106450000/106448100/106448085/0b1e4192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B256 - Amazing Top Floor Apartment With Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-A256-Amazing-Top-Floor-Apartment-With-Balcony.h106448085.Hotel-Information)

Sint Maarten

$419 nightly

$443 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-A256-Amazing-Top-Floor-Apartment-With-Balcony.h106448085.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/98000000/97190000/97182500/97182445/1394c812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/98000000/97190000/97182500/97182445/0f676999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/98000000/97190000/97182500/97182445/1e170305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97182500/97182445/d697d230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A127 - Stunning 2-Bedroom Lagoon View

[](https://www.expedia.com/Cole-Bay-Hotels-A111-Stunning-Lagoon-View.h97182445.Hotel-Information)

Sint Maarten

6.0/10

(1 review)

$521 nightly

$552 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Cole-Bay-Hotels-A111-Stunning-Lagoon-View.h97182445.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/126000000/125360000/125357500/125357480/549a6ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/126000000/125360000/125357500/125357480/1578cad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125360000/125357500/125357480/995d4c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125357500/125357480/06c12b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Sail Apartments - 1 bedroom apartments

[](https://www.expedia.com/Simpson-Bay-Hotels-Vrbo-Property.h125357480.Hotel-Information)

Pelican Key

$190 nightly

$190 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Vrbo-Property.h125357480.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203148/92a8345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203148/7fd512b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203148/26510b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203148/w1440h1076x0y0-0e97a175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C321 - Spectacular Apartment with Lagoon Views

[](https://www.expedia.com/Simpson-Bay-Hotels-C321-Spectacular-Apartment-With-Lagoon-Views.h121203148.Hotel-Information)

Sint Maarten

$401 nightly

$423 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-C321-Spectacular-Apartment-With-Lagoon-Views.h121203148.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)

![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)

![Interior](https://images.trvl-media.com/lodging/121000000/120480000/120477900/120477880/932299d8.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)

### Beach Front Studio C3

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

Simpson Bay

8.8/10

Excellent

(3 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

$159 nightly

$159 total

Mar 18 - Mar 19

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690331/218a4dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690331/1c29c79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690331/7dbc9eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690331/0d1cc363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B236 - Homely Apartment with Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-B236-Homely-Apartment-With-Balcony.h110690331.Hotel-Information)

Sint Maarten

$419 nightly

$443 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-B236-Homely-Apartment-With-Balcony.h110690331.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)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/ee3b8c0d.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)

![Pool](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/4fa14538.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

$423 nightly

$423 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h42270613.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=2026-03-27&endDate=2026-03-28&regionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Villas

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&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=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=HOUSE_BOAT)

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## Top Simpson Bay Hotel Reviews

![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

"Had to request a room change. The picture on your site showed water view but was stuck in a non water room"

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

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

### La Vista Hotel

8/10 Good

"Kitchen - above stove area needs more lighting. Missing sink drain stopper, was a chip in countertop which is too high and stools were too high for short people or old people to get up to AC flap blade needs to be fixed properly not just taped Unit #5, first level Recommend a ramp to roll luggage to and from lobby to first level Comfortable king size bed Bathroom- recommend a vent Area is hilly Avoid talking to morning security guard across the street at bottom of hill going towards the Flamingo Beach Hilton vacation Club. She won’t let you walk pass if you talk to her…I guess just doing her power tripping job…many people said just walk through without talking to her…other security guards just smile..at you."

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

8/10 Good

"clean room, views amazing, food okay, staff can do better by being more helpful/friendly"

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

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg)

### The Villas at Simpson Bay Resort

6/10 Okay

"Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping "

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

"Location is good. We had the view of the road and hills not the ocean despite requesting it. DO NOT PAY for the BREAKFAST!!!! The breakfast is provided by the supermarket downstairs and was not suitable for a western Europe culinary taste!!! They did not even provide tea / coffee as part of the breakfast!! "

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

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

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"Clean room, nicely appointed. Great views of the pool area and ocean. Breakfast out in front of the bay was really an unexpected positive. Family loved that everyday. Great location close to lots of restaurants and activities. Only complaint is the karaoke bar across the street which didn’t bother me so much but the light sleepers were a little impacted. "

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

8/10 Good

"It’s quirky, but a good value. Most of staff seemed unhappy. Food was very good. Construction at a standstill. Bikes were great to have to get some provisions on welfare Ed. $7 for a bottle of water at property, and they advise not to drink the tap water. It’s a 3 star hotel, so don’t expect the Ritz. "

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

![Azure Hotel and Art Studio](https://images.trvl-media.com/lodging/6000000/5230000/5225100/5225071/469711bb_y.jpg)

### Azure Hotel and Art Studio

10/10 Excellent

"We loved the Azure. Mike is an excellent host and the cleaning staff is friendly and efficient. You will get to know everyone before you leave. We enjoyed the Tourtoises in the courtyard, and we especially loved the sun loungers and umbrellas on the beach. We stayed at 3 different places in St. Martin’s and this was our favourite. Our room was not large but it provided everything we needed, and the beds are made up everyday. Great restaurants and a 10 minute walk or way, or just walk up the beach to Mary Boon. We will return! "

[](https://expedia.com/Simpson-Bay-Hotels-Azure-Hotel-And-Art-Studio.h5225071.Hotel-Information)

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

### Baker's Suites

10/10 Excellent

"What a charming property in Simpson Bay. My wife and I stayed for three nights and our room was immaculately cleaned by Christena and fresh towels were offered whenever asked for. Close to restaurants, beaches and the marina you couldn’t ask for a better location. Our terrace room overlooked the town and the ocean and the breezes were beautiful. We had a great lunch on our terrace one sunny day with a bottle of wine and some local food from the market conveniently located nearby. Great island vibes all around. Latoya, the front desk administrator and Alexia, who also worked at the front desk were both incredibly helpful and friendly. We will definitely be back. A true gem in the heart of Simpson Bay. Thank you to the three of you for making our stay so pleasant. Hope to see you soon. "

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

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| October        | January        | $377       | $349       |

| Month     | Price |
| --------- | ----- |
| January   | $465  |
| February  | $388  |
| March     | $377  |
| April     | $349  |
| May       | $304  |
| June      | $289  |
| July      | $307  |
| August    | $261  |
| September | $262  |
| October   | $255  |
| November  | $286  |
| December  | $377  |

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 $139 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)
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- [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?

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### 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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- [Thrifty Car Rental Car Rentals In Princess Juliana Intl](https://expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c45.Car-Rental-Guide-Suppliers)
- [Priceless Car Rental Car Rentals In Princess Juliana Intl](https://expedia.com/Priceless-Car-Rental-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c1060.Car-Rental-Guide-Suppliers)
- [Enterprise Car Rentals In Princess Juliana Intl](https://expedia.com/Enterprise-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c15.Car-Rental-Guide-Suppliers)
- [Right Cars Car Rentals In Philipsburg](https://expedia.com/Right-Cars-Car-Rentals-In-Philipsburg.d3331-c1070.Car-Rental-Guide-Suppliers)
- [Hertz Car Rentals In Princess Juliana Intl](https://expedia.com/Hertz-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c40.Car-Rental-Guide-Suppliers)
- [Fox Rental Cars Car Rentals In Princess Juliana Intl](https://expedia.com/Fox-Rental-Cars-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c19.Car-Rental-Guide-Suppliers)
- [Ace Car Rentals In Princess Juliana Intl](https://expedia.com/Ace-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c2.Car-Rental-Guide-Suppliers)
- [Car rentals in Philipsburg](https://expedia.com/Car-Rentals-In-Philipsburg.d3331.Car-Rental-Guide)
- [Alamo Rent A Car Car Rentals In Princess Juliana Intl](https://expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c6.Car-Rental-Guide-Suppliers)
- [Car rentals in Beacon Hill](https://expedia.com/Car-Rentals-In-Beacon-Hill.d6342098.Car-Rental-Guide)
- [Avis Car Rentals In Princess Juliana Intl](https://expedia.com/Avis-Car-Rentals-In-Princess-Juliana-Intl.d5068883-c41.Car-Rental-Guide-Suppliers)
- [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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