Title: Simpson Bay Vacation Rentals from $85: 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 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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 three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=8941&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Simpson Bay vacation rentals

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

![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)

![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

(1,184 reviews)

"Great staff, location and amenities."

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

Deon Oliver

$456 nightly

$479 total

Mar 15 - Mar 16

Total with taxes and fees

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

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

![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

8.6/10

Excellent

(91 reviews)

"Great staff, would stay again!"

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

Maimuna

$368 nightly

$384 total

Mar 19 - Mar 20

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/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

(138 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

Mar 29 - Mar 30

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)

![Dining](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/8dc3f236.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)

### 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

9.4/10

Exceptional

(3 reviews)

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

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

David V.

$332 nightly

$332 total

Mar 2 - Mar 3

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/43000000/42270000/42270000/42269914/bf5161cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42270000/42270000/42269914/0243f87b.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.

$486 nightly

$486 total

Mar 18 - Mar 19

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216760/f0530b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216760/1b686d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216760/c02dd542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216760/w1288h955x0y5-74ba239c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oasis Apartment in Simpson bay (2-3)

[](https://www.expedia.com/Simpson-Bay-Hotels-Oasis-Apartment-In-Simpson-Bay.h123216760.Hotel-Information)

Simpson Bay

$372 nightly

$384 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Oasis-Apartment-In-Simpson-Bay.h123216760.Hotel-Information)

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

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

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

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

### Blue Sail Apartments - Double room

[](https://www.expedia.com/Simpson-Bay-Hotels-Blue-Sail-Apartments-Double-Room.h125358727.Hotel-Information)

Pelican Key

$153 nightly

$153 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Blue-Sail-Apartments-Double-Room.h125358727.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

8.4/10

Very Good

(5 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

$490 nightly

$490 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Beach-Front-2-Bed-Condon-With-Sea-View.h120095399.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 2 - Mar 3

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/113000000/112240000/112239400/112239398/193c03ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112240000/112239400/112239398/d59b43c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112240000/112239400/112239398/c1f266d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/113000000/112240000/112239400/112239398/be63cb19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach House: Elegant 1-Bedroom, Beach Level

[](https://www.expedia.com/Simpson-Bay-Hotels-Maho-Beach-House-Elegant-1-Bedroom.h112239398.Hotel-Information)

Simpson Bay

$423 nightly

$423 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Maho-Beach-House-Elegant-1-Bedroom.h112239398.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

(1 review)

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

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

Jill

$188 nightly

$188 total

Mar 12 - Mar 13

Total with taxes and fees

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

![A heated pool](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690375/d2cd6fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690375/e6594070.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/111000000/110700000/110690400/110690375/ea7d52a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110700000/110690400/110690375/8f4f58b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B242 - Glorious Lagoon View Apartment with Balcony

[](https://www.expedia.com/Simpson-Bay-Hotels-B242-Glorious-Lagoon-View-Apartment-With-Balcony.h110690375.Hotel-Information)

Sint Maarten

$374 nightly

$397 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-B242-Glorious-Lagoon-View-Apartment-With-Balcony.h110690375.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)

![Exterior](https://images.trvl-media.com/lodging/124000000/123220000/123216800/123216753/464b751d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

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

Simpson Bay

$316 nightly

$326 total

Mar 9 - Mar 10

Total with taxes and fees

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

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

![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

$356 nightly

$356 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120110000/120103800/120103732/22e43192.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

$535 nightly

$535 total

Mar 14 - Mar 15

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)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/db26c85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/3bf818d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/f71aeb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/13b1c9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach House: Sand Bar Suite, 2-Bedroom

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h42254359.Hotel-Information)

Maho, Sint Maarten

$610 nightly

$610 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h42254359.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/43000000/42340000/42335500/42335434/562def8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/43000000/42340000/42335500/42335434/7881ca7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42340000/42335500/42335434/f7629c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/43000000/42340000/42335500/42335434/f8e9341b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach Suite

[](https://www.expedia.com/Simpson-Bay-Hotels-Maho-Beach-Suite.h42335434.Hotel-Information)

Simpson Bay

$777 nightly

$777 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Maho-Beach-Suite.h42335434.Hotel-Information)

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

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

![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)

![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 9 - Mar 10

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/126000000/125360000/125357500/125357480/549a6ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125360000/125357500/125357480/707df316.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)

### Blue Sail Apartments - 1 bedroom apartments

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

Pelican Key

$216 nightly

$216 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/121000000/120140000/120136300/120136233/49ee33d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop](https://images.trvl-media.com/lodging/121000000/120140000/120136300/120136233/066313f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120140000/120136300/120136233/81ce5fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120140000/120136300/120136233/449d029f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!

[](https://www.expedia.com/Simpson-Bay-Hotels-Beach-Front-4-Bed-Condon-C21-With-Sea-View-And-Private-Pool.h120136233.Hotel-Information)

Simpson Bay

10/10

Exceptional

(3 reviews)

"Great location! a two minute walk to the beach. The host was very responsive and Lisa the caretaker was great! Property was like new very clean and well equipped"

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

Janice A.

$1,070 nightly

$1,070 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Simpson-Bay-Hotels-Beach-Front-4-Bed-Condon-C21-With-Sea-View-And-Private-Pool.h120136233.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=2026-03-14&endDate=2026-03-15&regionId=8941&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_8941)

## 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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/1000000/800000/796500/796441/67b50717_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"The room was spotless and I do mean spotless, We had three full sets of towels and bathroom supplies were generos. Staff couldn't do enough to assist us with whatever we needed. We had breakfast on the premises where the staff, Nina, Devon and another young man were wonderful. The cook was great and all the meals were well above average. All were so friendly and very invested in pleasing their patrons!"

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

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

### La Vista Hotel

10/10 Excellent

"First time visiting SXM and it did not disappoint! La Vista was beautiful. Our room was on the upper level and we had an amazing view of the bay. We spent our time at the lower pool by the beach. Great sunsets. The location was excellent, we walked most places and took the bus when needed. Highly recommend staying here! "

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

![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg)

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"Room was spotless. The staff were extremely helpful and very friendly. Loved this resort and St Maarten"

[](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/fc70b386_y.jpg)

### Mary's Boon Beach Resort & Spa

10/10 Excellent

"Great location. Staff very helpful. Rooms are very clean. "

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

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"The room was great, beautiful view of the pool and ocean. Everything we the ate at the resort was great, the staff were also great. Would definitely stay here again :) Loved the little touches, like a rum punch and a hand/face towel when you check in."

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

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

### The Hills Residence

10/10 Excellent

"A clean, spacious apartment in a new building in one of the best areas on the Dutch side of the island. We had an amazing view of the Simspon Bay Lagoon from our 2br unit."

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

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg)

### The Villas at Simpson Bay Resort

10/10 Excellent

"\*Modern clean rooms. \*Having a few dishes, microwave, mini-fridge turned out to be handy. \*Staff was very friendly. \*Breakfast buffet was excellent. \*Onsite restaurants and many nearby was nice. \*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice. "

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

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

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

10/10 Excellent

"Room was spotless and huge, the king bed along with the pillows were very comfortable. Hotel staff remembered my name immediately after checking in which was very impressive, they also suggested great restaurants to go to in the area. "

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

"Friendly staff, all inclusive resort, decent restaurants, beach and ocean swimming. "

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

## Price trends for vacation rentals in Simpson Bay

| Less expensive | More expensive | Next month |
| -------------- | -------------- | ---------- |
| September      | February       | $337       |

| Month     | Price |
| --------- | ----- |
| January   | $455  |
| February  | $477  |
| March     | $337  |
| April     | $362  |
| May       | $296  |
| June      | $299  |
| July      | $285  |
| August    | $299  |
| September | $242  |
| October   | $280  |
| November  | $306  |
| December  | $414  |

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 $85 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

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- [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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