Title: Simpson Bay Vacation Rentals from $105: 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)

![](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 24 - Apr 26](https://www.expedia.com/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 two 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 three 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)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-07-31&endDate=2026-08-02&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)

![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)

![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)

### The Hills Residence

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

Simpson Bay

8.6/10

Excellent

(110 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

$266 nightly

$278 total

Apr 22 - Apr 23

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ce7eaf7e.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

(1,205 reviews)

"rooms were spacious and very nice staff"

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

Morgan

$404 nightly

$425 total

May 3 - May 4

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.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)

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

### Simpson Bay Suites

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

Simpson Bay

7.0/10

Good

(151 reviews)

"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."

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

Michael

$144 nightly

$151 total

May 4 - May 5

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.

$357 nightly

$357 total

Apr 26 - Apr 27

Total with taxes and fees

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

![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)

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

![TV](https://images.trvl-media.com/lodging/34000000/33500000/33499500/33499497/f192a49e.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

$415 nightly

$415 total

Apr 21 - Apr 22

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/123000000/122380000/122376900/122376898/35850876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122380000/122376900/122376898/79349b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122380000/122376900/122376898/7dcbc5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/123000000/122380000/122376900/122376898/a7cf8254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D416 – Relaxing apartment with Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-D416-Relaxing-Apartment-With-Balcony.h122376898.Hotel-Information)

Sint Maarten

$347 nightly

$366 total

May 2 - May 3

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-D416-Relaxing-Apartment-With-Balcony.h122376898.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)

![1 bedroom, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/0eff2b98.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)

### 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.

$247 nightly

$247 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)

![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.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.

$269 nightly

$269 total

Apr 14 - Apr 15

Total with taxes and fees

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

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

$473 nightly

$473 total

May 5 - May 6

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/121000000/120480000/120475500/120475469/8bb469f2.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)

### 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

Apr 10 - Apr 11

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/20000000/19890000/19882600/19882516/1168416f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19882600/19882516/b9d3faa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19890000/19882600/19882516/45bfb4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19890000/19882600/19882516/dd5ae42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Turquoise paradise, directly ON beach, gated w underground parking!

[](https://www.expedia.com/Simpson-Bay-Hotels-Turquoise-Paradise.h19882516.Hotel-Information)

Simpson Bay

9.8/10

Exceptional

(22 reviews)

"This is the perfect place to stay location wise and with the beach views! Also there is a/c in each room which is super nice! "

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

Rachel S.

$754 nightly

$754 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Turquoise-Paradise.h19882516.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)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125360000/125357600/125357539/a8c9d4b1.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)

![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)

### 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

$159 nightly

$159 total

May 6 - May 7

Total with taxes and fees

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

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

![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.com/Simpson-Bay-Hotels-Beach-Front-Studio-C3.h120477880.Hotel-Information)

Simpson Bay

8.8/10

Excellent

(5 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

Apr 30 - May 1

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/123000000/122880000/122872000/122871937/91e49854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/123000000/122880000/122872000/122871937/ece55b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122880000/122872000/122871937/e2055d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/123000000/122880000/122872000/122871937/0f952e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C301 – Beautiful Lagoon View Apartment

[](https://www.expedia.com/Simpson-Bay-Hotels-C301-Beautiful-Lagoon-View-Apartment.h122871937.Hotel-Information)

Cole Bay

$356 nightly

$376 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-C301-Beautiful-Lagoon-View-Apartment.h122871937.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/6bd8bc32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/bc6a9ed6.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/98000000/97190000/97185600/97185525/8e5f43ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/5a727d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A101 - Outstanding Lagoon View & Garden

[](https://www.expedia.com/Simpson-Bay-Hotels-A101-Outstanding-Lagoon-View-Garden.h97185525.Hotel-Information)

Sint Maarten

$379 nightly

$399 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-A101-Outstanding-Lagoon-View-Garden.h97185525.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185523/87566891.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

$358 nightly

$377 total

Apr 9 - Apr 10

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/98000000/97190000/97185600/97185513/bc29508e.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)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185513/747efedf.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)

### A134 - Panoramic View of the Lagoon

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

Sint Maarten

$356 nightly

$375 total

Apr 13 - Apr 14

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762140/81437dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762140/65b0f050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762140/4796954c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762140/28c5fc36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C347 – Stylish 2 Bedroom

[](https://www.expedia.com/Simpson-Bay-Hotels-C347-Stylish-2-Bedroom.h116762140.Hotel-Information)

Sint Maarten

$444 nightly

$469 total

Apr 28 - Apr 29

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-C347-Stylish-2-Bedroom.h116762140.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)

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

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113198200/113198101/c41d9992.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)

### B204 - Amazing 1 Bedroom with terrace

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

Sint Maarten

$365 nightly

$385 total

Apr 16 - Apr 17

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/117000000/116770000/116762200/116762119/3ec97bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762119/0227ab11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762119/35270c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116770000/116762200/116762119/d025d0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C352 - Top view with balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-C352-Top-View-With-Balcony.h116762119.Hotel-Information)

Simpson Bay

$358 nightly

$377 total

Apr 23 - Apr 24

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-C352-Top-View-With-Balcony.h116762119.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=2026-04-21&endDate=2026-04-22&regionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## 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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Simpson+Bay%2C+Sint+Maarten&regionId=8941&latLong=18.037479%2C-63.096519&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=HOUSE_BOAT)

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## Top Simpson Bay Hotel Reviews

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"Excellent services "

[](https://expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.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

"Amazing resort. So big and so many things to do! Highly recommend!! Best beach!"

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

"Great location close to many restaurants and bars, ferries to St. Barths and catamaran tours. Friendly staff, great food and drinks at Salt. Pool, cabanas, hot tub and amazing sunset views. Nice rooftop planes landing viewing lounge. Have to press the clean button or they don’t clean the room which was surprising. "

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

"Extremely helpful front desk staff—Jessica, Santa and Jamiro to name a few. spacious rooms with balcony and great views. Plenty of beach chairs and umbrellas. Highly recommend "

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

10/10 Excellent

"We loved it and will def be going back "

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

![Cocovaa](https://images.trvl-media.com/lodging/94000000/93840000/93830300/93830243/0c22cc35_y.jpg)

### Cocovaa

8/10 Good

"We had a nice stay. The soaps in the shower were watery and the toilet paper was single ply. It was clean and did the job for our one night stay. "

[](https://expedia.com/Simpson-Bay-Hotels-Cocovaa.h93830243.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

10/10 Excellent

"Pool, Beach , restaurants , shops , coffee / snack bar , what’s there not to love! We used the very nice gym daily although an extra charge of 5/6$ per visit . Bartender at the main pool bar was fabulous ! Rolls weee comfortable , my boys loved the Murphy beds . Market close by , can walk to all the restaurants . Booked a second floor villa and it was perfect ! Loved this resort for our family spring break ! "

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

![The Hills Residence](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/cc64909a_y.jpg)

### The Hills Residence

8/10 Good

"Unit was great. Very clean and look exactly like pictures. "

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

10/10 Excellent

"Perfect location to night life, casino, restaurants etc. Beautiful place and nice clean rooms. View on point but unfortunately no microwave to hot some food i had in the refrigerator. Besides its perfect 👌 "

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

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | This month | Next month |
| -------------- | -------------- | ---------- | ---------- |
| September      | January        | $327       | $274       |

| Month     | Price |
| --------- | ----- |
| January   | $528  |
| February  | $410  |
| March     | $368  |
| April     | $327  |
| May       | $274  |
| June      | $260  |
| July      | $273  |
| August    | $283  |
| September | $230  |
| October   | $243  |
| November  | $307  |
| December  | $479  |

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 $105 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

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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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