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

Tonight

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-10&endDate=2025-11-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-11&endDate=2025-11-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-21&endDate=2025-11-23&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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/7c6ac7fe.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)

![Sport court](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ace5cf51.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)

![Premium Apartment | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/5be85f4c.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/49000000/48300000/48291900/48291846/f3cadb3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48300000/48291900/48291846/4b94f9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![UNIT 7 | Living area](https://images.trvl-media.com/lodging/49000000/48300000/48291900/48291846/17cce459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![UNIT 4](https://images.trvl-media.com/lodging/49000000/48300000/48291900/48291846/e2e9ee7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tradewinds at Simpson Bay

Simpson Bay

9.4/10

Exceptional

(28)

"We enjoyed the stay to the fullest"

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

Andreas

[](https://www.expedia.ca/Simpson-Bay-Hotels-Tradewinds-At-Simpson-Bay.h48291846.Hotel-Information)

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

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

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/edee56dd.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

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)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/11658d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/76db7929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/w2032h1190x0y0-99b29968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33240000/33232700/33232623/cde3d624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront amazing 2 BR Villa - 2 min from the beach

Beacon Hill

9.4/10

Exceptional

(96)

"Good stay nice place property is comfortable, quiet, private, easily accessible, amenities worked well, kitchen very well equipment. Enjoyed my stay so did my group."

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

Nicolas C.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanfront-Amazing-2-Bedrooms-Condo.h33232623.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42253400/42253370/3f018b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/43000000/42260000/42253400/42253370/254268e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42260000/42253400/42253370/f44f9430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42253400/42253370/d191c2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maho Beach House - Spacious 1 Bedroom Suite

Maho, Sint Maarten

10/10

Exceptional

(3)

"I recently had the pleasure of staying at a rental in Sint Maarten, and it was an unforgettable experience. The property was stunning, offering breathtaking views and a peaceful atmosphere that made me feel completely at home. The location was ideal—close to beautiful beaches, great restaurants, and all the attractions I wanted to explore on the island.What truly made my trip exceptional, however, was the outstanding help I received from Kaya. As a solo traveler, I really appreciated how...

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

Toralei H.

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42253370.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/109000000/108780000/108773000/108772966/ccff8650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108780000/108773000/108772966/b1e9b320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108780000/108773000/108772966/56776d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108780000/108773000/108772966/7efa4810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

Simpson Bay

9.6/10

Exceptional

(14)

"Bery nice facility and kitchen and kitchen accessories arebGreat..Check-in was a good process"

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

Valencia F.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Amazing-Waterfront-Views-New-2-Bed3-Bath.h108772966.Hotel-Information)

![Orchid | View from room](https://images.trvl-media.com/lodging/7000000/6560000/6558800/6558748/94627531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jasmine | Living area](https://images.trvl-media.com/lodging/7000000/6560000/6558800/6558748/9edc444a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jasmine | Private kitchen](https://images.trvl-media.com/lodging/7000000/6560000/6558800/6558748/8c8aaa87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hibiscus | Private kitchen](https://images.trvl-media.com/lodging/7000000/6560000/6558800/6558748/49f5c22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Horny Toad Guesthouse

Simpson Bay

9.4/10

Exceptional

(53)

"We like it being beachfront, wide verandas, spacious unit, host and staff were excellent!"

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

Melanie Pacoli

[](https://www.expedia.ca/Simpson-Bay-Hotels-The-Horny-Toad-Guesthouse.h6558748.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!

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)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33655700/33655695/aab3065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33660000/33655700/33655695/12d0f116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33660000/33655700/33655695/w768h1004x0y0-7638c95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33655700/33655695/dc758a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront amazing 2 bedrooms Condo

Beacon Hill

9.6/10

Exceptional

(60)

"the condo is fantastic. It was clean had everything you need. Large outdoor patio over looking the ocean, roof top infinity pool was a fantastic place to go and relax. The location is walking distance to restaurants and bars. over all it is a great place to stay. The only con is the beds are very hard. I would definitely go back."

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

Richard I.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanfront-Amazing-2-Bedrooms-Condo.h33655695.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33490000/33488800/33488728/453dc401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33488800/33488728/be807c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33490000/33488800/33488728/50831b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33488800/33488728/898b2d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea

Pelican Key

9.6/10

Exceptional

(49)

"Location of property is great close to restaurants and shopping. Great sunsets and ocean views of ships and islands. We had a great time with two other couples."

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

Murray M.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Pelican-Key-Private-Luxury-Villa-With-Panoramic-View-Of-The-Caribbean-Sea.h33488728.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/494af61a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/24107f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42277500/42277435/e43c39c3.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/43000000/42280000/42277500/42277435/59949753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribbean Sea Studio next to The Morgan Resort

Maho, Sint Maarten

8.0/10

Very good

(1)

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/cc92cc12.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)

![Pool](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/18b10283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/5632da1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Exterior](https://images.trvl-media.com/lodging/108000000/107890000/107880500/107880482/86847ce7.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)

![Pool](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/35609a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/6e8be12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/3cf60927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120100000/120095400/120095399/b1673d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

Simpson Bay

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

![On the beach, beach towels](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/7a28a1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/d6ad3632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/bc10fa9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/21000000/20350000/20347800/20347774/c83df0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean

Pelican Key

9.8/10

Exceptional

(77)

"Over all the stay was wonderful Great location great place. We had a few small issues but was handled very quickly and professionally Thank you for every thing we would definitely book again. "

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

Brandon C.

[](https://www.expedia.ca/Simpson-Bay-Hotels-One-Hundred-Million-Dollar-Yacht-On-Land-5-Star-Villa-With-Backup-Generator.h20347774.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100810000/100806800/100806785/w1663h1080x259y0-fbada392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/101000000/100810000/100806800/100806785/w1639h1080x271y0-47a7a4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100806800/100806785/w1673h1080x254y0-7f83d8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100806800/100806785/w1015h1358x32y479-d0783ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large WATERFRONT 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay

Simpson Bay

10/10

Exceptional

(11)

"Great place. Will definitely stay here again."

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

Karl B.

[](https://www.expedia.ca/Simpson-Bay-Hotels-St-Martin-Atrium-1BR-Apartment.h100806785.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/c847d8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/0277ef92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/w1024h583x0y58-0d821cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/89000000/88930000/88927000/88926902/b4593366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pirates Booty - Beach Bar Studio next to The Morgan Resort

Simpson Bay

8.6/10

Excellent

(4)

"This property is old and musty smelling. Some outlets were halfway falling out, no hot water in shower, bugs crawling around, old hodge podge of items for use. Front door is difficult to shut...otherwise a great location."

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

Janet T.

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

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89650000/89641300/89641287/75cebea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89650000/89641300/89641287/e14090f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89650000/89641300/89641287/7cd065ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89650000/89641300/89641287/8d4544f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Simpson Bay

10/10

Exceptional

(3)

"This was an excellent place to bring our family to ! The beautiful house was spacious with multiple bedrooms and a large living area. The outside space was also great with a really nice pool for adults and kids and lots of outdoor seating . There is also access to the beach! We really enjoyed our stay and the view was spectacular !! Eli was always available to answer questions and help to make our stay memorable !"

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

Janet M.

[](https://www.expedia.ca/Simpson-Bay-Hotels-Amazing-7-Bedroom-5-Bath-Villa-Beachfront-Private-Pool.h89641287.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/54000000/53840000/53831900/53831894/df52fafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53840000/53831900/53831894/43029fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/54000000/53840000/53831900/53831894/8b11430f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/54000000/53840000/53831900/53831894/b104ba52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliff House

Simpson Bay

8.8/10

Excellent

(3)

"Muna, housekeeper, was lovely. Warm and friendly. Stacey, the manager, also warm and friendly and very responsive. The owner, John, was just the same too. Property could use some sprucing, mainly water pressure and pool pump, however we learned it was an area outage. Overall, we loved the privacy and all the birds and iguanas and the setting is BEYOND beautiful!!"

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

Shawn

[](https://www.expedia.ca/Simpson-Bay-Hotels-Cliff-House.h53831894.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.

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![QR code to download the app](data:image/png;base64,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)