Title: Simpson Bay Vacation Rentals from CA $170: Short-Term Rentals for 2025 | Expedia.ca

 

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# Simpson Bay Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Simpson Bay

![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)

![Sport court](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ace5cf51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

9.0/10

Wonderful

(1145)

"Clean room and staff very friendly "

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

William

CA $255

CA $304 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/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/e557289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/c9f7d443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 outdoor pools](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/ae36c6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/9021be44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hills Residence

Simpson Bay

9.0/10

Wonderful

(47)

"Love the view first of all. Property was in a great location. "

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

Kevin

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

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/53104e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Suites

Simpson Bay

6.8/10

(124)

"Highly recommended and friendly staff…"

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

ARMANDO

CA $152

CA $170 total

includes taxes & fees

Nov 11 - Nov 12

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

![Exterior](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/86847ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/70f06043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### 1 bedroom with pool in Simpson Bay - GENERATOR

Simpson Bay

10/10

Exceptional

(1)

"Communication with the host was very easy. The location is outstanding and the facility has every amenity. You can imagine. I highly recommend this property and can’t wait to visit again."

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

Richard S.

CA $153

CA $304 total

includes taxes & fees

Nov 11 - Nov 12

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

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

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/04d0782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/94c252a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/4dd7624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Views in the Heart of Simpson Bay

Simpson Bay

10/10

Exceptional

(1)

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

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

Trish S.

CA $209

CA $459 total

includes taxes & fees

Nov 11 - Nov 12

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

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/722e1259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/dd84e471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/e48fbef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42260000/42251600/42251511/05be0e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Best Little Beach Bar Condo in Maho - next to The Morgan Resort

Maho

9.0/10

Wonderful

(6)

"I've been to St Maarten many times but have never stayed in Maho, so it was nice to see a different part of the island. The room was clean and simple and near many bars, restaurants, and of course Maho Beach. We'll be sure to consider again next visit!!"

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

Roberto M.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Cozy-Maho-Beach-Studio.h42251511.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/e8a6f575.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

Maho, Sint Maarten

10/10

Exceptional

(2)

"It was perfect! The crashing waves from the beach front just below our deck was just incredible! The condo description is accurate. We would definitely want to return."

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

Vincent P.

CA $278

CA $399 total

includes taxes & fees

Nov 11 - Nov 12

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/ba7e411f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/c37a97bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/3d2780e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/4817c594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanview Escape in Sint Maarten

Pelican Key

CA $225

CA $682 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanview-Escape-In-Sint-Maarten.h119939847.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203256/030dcfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203256/0d478a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203256/784b9d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/122000000/121210000/121203300/121203256/b4770a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### C337 - Charming 2-Bedroom Lagoon View

Sint Maarten

CA $294

CA $491 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Simpson-Bay-Hotels-C337-Charming-2-Bedroom-Lagoon-View.h121203256.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/8b88d0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/c5f09369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/f614e6cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/159c0da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Simpson Bay

CA $324

CA $680 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Simpson-Bay-Hotels-Beacon-Hill-Hideaway-Luxury-Condo-In-Simpson-Bay.h112876519.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/2e970242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/a305cc4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/98000000/97190000/97185600/97185525/9f6ac48b.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

Sint Maarten

CA $275

CA $458 total

includes taxes & fees

Dec 2 - Dec 3

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

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112240000/112239400/112239398/f93f6961.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)

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

Simpson Bay

CA $265

CA $376 total

includes taxes & fees

Nov 13 - Nov 14

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

![Pool](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/1b19fc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/77bf992b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/w1815h2420x0y0-d7ab5765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/18507f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Days at Simpson Bay Yacht Club

Simpson Bay

10/10

Exceptional

(2)

"Hope u guys keep up the good work loved it"

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

Larssrisa A.

CA $416

CA $759 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Simpson-Bay-Hotels-Sunny-Days-At-Simpson-Bay-Yacht-Club.h114177922.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)

![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)

![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/20000000/19890000/19882600/19882516/105770b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Simpson Bay

9.8/10

Exceptional

(20)

"Its was absolutely perfert for our family needs. The owner easyr eTe erweeu easy to work with. So cute !lwwaudlrsrlf"

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

Debra C.

CA $555

CA $729 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Simpson-Bay-Hotels-Sleeps-4-Ppl-Directly-ON-Beach.h19882516.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)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/8d0394a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/43000000/42200000/42193500/42193443/0eff2b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Maho Oceanfront Luxe: Modern and Spacious Condo

Maho

9.4/10

Exceptional

(3)

"The kitchen and LR area so large, just for the 2 of us- huge bathroom with 2 sinks and large stall shower. The best part was the deck/patio- we spend all of our time out there when "home" You can see the sea, the Sandbar at happy hour with music, and saw the nicest sunsets and rainbows. The little secret beach is an added bonus too"

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

Donna K.

CA $281

CA $321 total

includes taxes & fees

Nov 11 - Nov 12

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

![Pool](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/a76595e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/328ffe43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, offices, printers](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/a0715f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, offices, printers](https://images.trvl-media.com/lodging/114000000/113250000/113245500/113245474/c52cbfb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3BR Villa w Private Pool in Pelican Key

Pelican Key

CA $472

CA $995 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Simpson-Bay-Hotels-Charming-3BR-Villa-W-Private-Pool-In-Pelican-Key.h113245474.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88750000/88740800/88740786/872a24da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88750000/88740800/88740786/aee2ad1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88750000/88740800/88740786/bece85a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/89000000/88750000/88740800/88740786/d89eb242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Maho Reef 1BR Suite - Brand New - Best Location!

Simpson Bay

10/10

Exceptional

(2)

CA $293

CA $410 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Simpson-Bay-Hotels-Lux-Maho-Reef-1BR-Suite-Brand-New-Best-Location.h88740786.Hotel-Information)

![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)

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

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

### Maho Beach Escape; Sunset Ocean View

Maho, Sint Maarten

10/10

Exceptional

(4)

"The property is in a great location. Within walking distance to alot of restaurants and shopping. We also walked to Maho Beach and Mullet Bay Beach, both breathtaking! Kaya shared fresh fruit and juice with us and was very welcoming. We enjoyed the sunset over the ocean from our back patio each night. We will definitely be back. "

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

Heather B.

CA $254

CA $363 total

includes taxes & fees

Nov 11 - Nov 12

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

![TV](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203153/4ef158e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203153/37bf9376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203153/5087040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121210000/121203200/121203153/7d9de472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A117 - Lovely 2 Bedroom with Lagoon View

Sint Maarten

CA $315

CA $478 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Simpson-Bay-Hotels-A117-Lovely-2-Bedroom-With-Lagoon-View.h121203153.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)

![Interior](https://images.trvl-media.com/lodging/98000000/97190000/97182500/97182445/d697d230.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/bd0fc446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A127 - Stunning 2-Bedroom Lagoon View

Sint Maarten

CA $307

CA $506 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Cole-Bay-Hotels-A111-Stunning-Lagoon-View.h97182445.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.

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## Top Simpson Bay Hotel Reviews

![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"Everything was perfect! "

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

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

### The Morgan Resort Spa Village

10/10 Excellent

"Everyone was so nice and welcoming. It’s very clean and quiet. Very chill vibe i will be back"

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

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

### Mary's Boon Beach Resort & Spa

10/10 Excellent

" favorite locations on the island! Staff is so friendly. they have a few dogs living there that are just a pleasure to watch run on the beach .and the location is fabulous right. You are just a few minutes from Maho and a few minutes from Simpsons Bay. Of all the hotels I've stayed at on the island Mary Boons has the number one beach!"

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

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

### The Villas at Simpson Bay Resort

10/10 Excellent

"Safe is amazing and so is happy hour!!"

[](https://expedia.ca/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](//images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/0308f8df_y.jpg)

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

10/10 Excellent

"HOTEL GREAT LOCATION OWN BEACH GREAT RESTRAUNTS"

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

![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg)

### Simpson Bay Resort, Marina & Spa

10/10 Excellent

"Air conditioning was good and the room was clean and spacious."

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

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

### Baker's Suites

10/10 Excellent

"No breakfast so not sure why hey say breakfast is included"

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

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

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"Room was clean and comfy. Staff very friendly. Only complaint is Nothing Special actoss streetinback was very loud music."

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

![Travel Inn Hotel](//images.trvl-media.com/lodging/1000000/800000/794400/794333/4ea4d6f2_y.jpg)

### Travel Inn Hotel

10/10 Excellent

"Peaceful and quiet very comfortable am right in the midst of everything including local transportation. Hotel staff is always helpful and ready to please Thank you Ms Kindia for all your help🍒"

[](https://expedia.ca/Simpson-Bay-Hotels-Travel-Inn-Hotel.h794333.Hotel-Information)

## 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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpson Bay vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpson Bay vacation rentals we have selected for you start as low as CA $170 per night. Entering your travel dates in the search wizard 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. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Simpson Bay

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-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Resorts in Simpson Bay](https://expedia.ca/Simpson-Bay-Resort-Hotels.d8941-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Simpson Bay?

> Yes, we give you a choice of vacation rentals near top attractions in Simpson Bay, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and popular beaches in Simpson Bay. While you're here, grab a bite or have a drink at the top-notch restaurants and lively bars.

### What are some of the best vacation home rentals that Simpson Bay has to offer?

> [Caribbean Sea Studio next to The Morgan Resort](https://www.expedia.ca/Simpson-Bay-Hotels-Caribbean-Sea-Studio-Next-To-The-Morgan-Resort.h42277435.Hotel-Information): Visitors like this Simpson Bay vacation home rental. It is located on the beach and has an outdoor pool, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a hot tub. Other favorite homes for rent in Simpson Bay are [Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool](https://www.expedia.ca/Simpson-Bay-Hotels-Amazing-7-Bedroom-5-Bath-Villa-Beachfront-Private-Pool.h89641287.Hotel-Information) and [White Sands Retreat - Beachside at Beacon Hill](https://www.expedia.ca/Simpson-Bay-Hotels-White-Sands-Retreat-Beachside-At-Beacon-Hill.h34334529.Hotel-Information).

### How many vacation rentals are there in Simpson Bay?

> With 40 Expedia vacation rentals, you're sure to find just the right place for your Simpson Bay stay.

### What’s there to see and do in Simpson Bay?

> Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. Kim Sha Beach and Hollywood Casino are other places to visit while you're in town.

### What’s a vacation rental in Simpson Bay like?

> A vacation rental is a private property where you can stay for a few weeks or just a few days in Simpson Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.

### Expedia's Latest Trends

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Cars

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Activities

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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFTElEQVR4Xu3bMbLjNgyAYb5x4TJH8FF0NOpoPoqPsKWLN2YMEAQoWW8TzGRT2P/fxIZIfuq08m5K+x8q+8GfCCQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpJuS77LqM0Vdr13J+Ln6OtF8yXdq9PLff5HPto7kaJ4MUkP0ykF6Nk0EKyH4ZSK/Gye+K1PimJ4a79OGtb58R2/hLbsXbngUCAgIigWggGohna7WzI7VfvMrUFq7FHvs6usl/DNHRdqMEAgIi/wEBKSAg1u8RzbaffeHa1yzyuX8EAZFAQDSQAgJS/iuktbudJ/3Vr9jo5KuufQACooFoICAgIP+MRLZWUsRG1sOe8Z7digViIwsEpAcC0vZngYDYiZEitW+/lrO7P4x21TgZ5GC0q8bJIAejXTVOBjkY7apxMsjBaFeNk0EORrtqnAxyMNpV4+QJOUhde5/e9vDDDPldICAHgewCATkIZNf7IvaoPrfx9LYWXdyrzZCzDG/yC/d6vMoCAdFAjldZICAayPEq612R9flAf9ha2R7pyLfrK/b275ztd/D79C+uPRCQBmKBRDqyzyAWiPZhSDzQ/RnfxI3t9tgXZKzyjXF38u3Ur1ggY5VvBLnIdC0gEchY5RtBLjJdC0j0voj9nH3vj+qTIPMv3Ld+up2oqzRfpbcCYoF4IBIICEgE4n33p/fX9C+3mmzXllino/HYt1uRHrJOH/s+skBAQEBAQEDmJmROt2t2ornlxxP17jS5O71hDwRkDkQCARmT+DgHIn0Isr0w1s5v3Y7oieZe+mX70bvI3ZnrgYCA9MsgICANRNsicuLD36d17dp36shOlNGXfFDXbsVWzbfigYCAgPQBSAHREciEaIdP792JdYy2Pdy67K6AgGggDeQyjUA0EJC2faBL3/JtfsV2RFfd+/t0eXV1lQcC0kBALBAQEGlC7ER9VJ+fV3q1X7zKZzlRX571RBtpq60eG398xQaRVlsN0i9e5TMICAiItNrqz0Lq2H72kbjNTizl0uf6jNfELdtb8VUeyAgE5GWVBzICAXlZ5b0l0uRRrc94fXm2atPfrpe+wE+MkWYbNfmuN+yBgDSQBgICAhJXJ8QuDMTn2wd6vGK33SodWSAgDQQEJFaBaCDxbY/EdnlTfhlZ9icB2T9W2d3pqPRb8UBAXk4EARkjEO/lRJBPQ/wX7iYvz/q/MtnoNpBmP2fbqDZD5rvzQBoICAgICIiMrD1ia+VKX2snNtkuJ57E1We8ZauiybVAQEBA9AoIiAQiR8XHg8xt9oyXvSe/aCNF5lVSjCSQGIF4ICAgEkiMPhX5ljPmLjJdy/YVWxF9Eddsqb+bW3Eruig+gkggIBoIiCyKjyDSZyI1vjVH7BU7Roa4q4jmSIwkEBAQEAkEZDcCkRSxf0t97id+929fcvm++YVbu8tFXzU2bl0JRAMBGYGA+MEgfQfIAaJ/m7zo4menvnj8BfPWvU4b6zgXBAQEBAQEJI1oiy5+jjRdtbR7v6ZI/EnAV3kgOgIBKSAgICC9PRLZWtk+nxgt0+J1jEDm7XPLtHgdI5B5+9wyLV7HCGTePrdMi9cxApm3zy3T4nWMQObtc8u0eB0jkHn73DItXsfoXyDbLjKVl+d4xfZRs/fp1m6yVP5wMJ7xMjrJZw+kgewMEBAQC6R9PPLnAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUiq90H+BufnSfSstwR0AAAAAElFTkSuQmCC)