Title: Cay Bay Hill Vacation Rentals from CA $115: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Cay Bay Hill](https://expedia.ca/Cay-Bay-Hill-Hotels.d553248635976196227.Travel-Guide-Hotels)[Cay Bay Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Cay-Bay-Hill.d553248635976196227.Car-Rental-Guide)[Cay Bay Hill Vacation Packages](https://expedia.ca/Cay-Bay-Hill.d553248635976196227.Destination-Travel-Guides)

![Drone view of boats at Caye Chateau Saint Martin Sint Maarten at sunset](https://images.trvl-media.com/place/553248635976196227/869a0d46-64d8-4d4a-95be-8426c6d2097d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635976196227/869a0d46-64d8-4d4a-95be-8426c6d2097d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976196227&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976196227&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976196227&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976196227&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cay Bay Hill vacation rentals

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/442f221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/4341e097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/d754b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Indigo Bay

[](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information)

9.2/10

Wonderful

(32 reviews)

"I would absolutely stay there again. This was the best condo I have ever stayed at. My husband and I had a blast. The view was to die for. Location is top tier. Private beach and restaurants nearby. "

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

Marley

[](https://www.expedia.ca/Cay-Bay-Hill-Hotels-Condostmaarten.h93310925.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598334/1ed68e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598334/bb9b51c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598334/44505bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114600000/114598400/114598334/008ec852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Indigo Bay

[](https://www.expedia.ca/Cole-Bay-Hotels-Modern-Indigo-Bay-Studio-3-Min-Walk-To-Beach.h114598334.Hotel-Information)

CA $230

CA $469 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Cole-Bay-Hotels-Modern-Indigo-Bay-Studio-3-Min-Walk-To-Beach.h114598334.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6d4e23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/b041040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/2b6a1091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6673ddfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Indigo Bay

[](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information)

10/10

Exceptional

(1 review)

"This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this...

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

Ms Light T.

CA $992

CA $1,998 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/94cf7bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/ad1e298c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/2f8bd667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/0507207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Indigo Bay

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information)

CA $908

CA $2,121 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/78000000/77880000/77873800/77873725/24f38784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/78000000/77880000/77873800/77873725/07def48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/78000000/77880000/77873800/77873725/fafaa8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/78000000/77880000/77873800/77873725/6105f0e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Indigo Bay

[](https://www.expedia.ca/Philipsburg-Hotels-Apt1.h77873725.Hotel-Information)

CA $529

CA $895 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Philipsburg-Hotels-Apt1.h77873725.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/d71c7292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/5ce29989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/bc362754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/02272588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Grand-Case

[](https://www.expedia.ca/Grand-Case-Hotels-Unique-Experience-Overnight-On-A-Catamaran-Cruise-With-Dinner-And-Breakfast.h112710908.Hotel-Information)

CA $1,387

CA $1,640 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Grand-Case-Hotels-Unique-Experience-Overnight-On-A-Catamaran-Cruise-With-Dinner-And-Breakfast.h112710908.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/60ab3508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/8a9112cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/ecef1c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/3ee35220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Collectivité de Saint-Martin

[](https://www.expedia.ca/Grand-Case-Hotels-Your-Half-Day-Cruise-With-Scenic-Zephyr-And-Water-Activities.h101543997.Hotel-Information)

CA $2,266

CA $2,266 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Grand-Case-Hotels-Your-Half-Day-Cruise-With-Scenic-Zephyr-And-Water-Activities.h101543997.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/3751d8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/55a1f511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/6ec6a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, cookware/dishes/utensils](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/fd2c1d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Grand-Case

[](https://www.expedia.ca/Grand-Case-Hotels-Unusual-Night-In-Catamaran-With-Dinner.h106372666.Hotel-Information)

CA $1,590

CA $1,590 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Grand-Case-Hotels-Unusual-Night-In-Catamaran-With-Dinner.h106372666.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/bbf8e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/7d85c2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/d29fdc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/a5df549b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Philipsburg

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121340035.Hotel-Information)

10/10

Exceptional

(1 review)

CA $163

CA $203 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121340035.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/7153b056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/659f226a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/e43a02af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/d9517569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Philipsburg

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-J.h121340008.Hotel-Information)

10/10

Exceptional

(1 review)

"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "

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

Neil C.

CA $163

CA $203 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-J.h121340008.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122390000/122388800/122388730/40353c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122390000/122388800/122388730/1b87c951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122390000/122388800/122388730/4a7c6db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122390000/122388800/122388730/7b223f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Indigo Bay

[](https://www.expedia.ca/Cole-Bay-Hotels-Luxury-2BDR-Indigo-Bay-Beach-Condo-With-Private-Pool.h122388730.Hotel-Information)

10/10

Exceptional

(1 review)

"This property was the perfect stay! There is a beautiful beach and restaurant that is walking distance from the villa. The home and pool was clean and Chad was a great host! Danielle the house manager was also great on ground help she was there when we arrived and was available for any questions, she also helped us find a great reliable taxi service. Overall this was great stay to experience this beautiful island and we will definitely be back!! "

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

Captain D.

CA $427

CA $714 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Cole-Bay-Hotels-Luxury-2BDR-Indigo-Bay-Beach-Condo-With-Private-Pool.h122388730.Hotel-Information)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/799a8d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View | Bathroom](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/78908937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View | Bathroom](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/2783b5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/4a7f45bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Downtown Philipsburg

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information)

CA $231

CA $345 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 King Bed, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/ede3d6b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking, Beach View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6bacd041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/844d9b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Philipsburg

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

6.8/10

(31 reviews)

"I had an absolutely wonderful stay,the room was spotless, comfortable,for the price that we pay was very good we planing to go back and staying at same place ."

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

Ana

CA $120

CA $146 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/396a0e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/2d70ac82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/456bc93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/ed07c974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Madame's Estate

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

9.2/10

Wonderful

(203 reviews)

"Clean rooms and very friendly staff!"

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

Christina

CA $110

CA $115 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/dc851ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b17cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![802:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/e7c79f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![804:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b210000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Maho

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

9.8/10

Exceptional

(133 reviews)

"It was excellent! Wonderful stay!!"

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

Anthony

CA $370

CA $513 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1545df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Caribéenne with View #9 | Living area](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/633d66a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, MP3 dock](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/137e71e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105490000/105487200/105487109/1779d038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Anse Marcel

[](https://www.expedia.ca/Anse-Marcel-Hotels-The-Forest.h105487109.Hotel-Information)

10/10

Exceptional

(20 reviews)

"This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on "

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

Mitchel

CA $484

CA $505 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Anse-Marcel-Hotels-The-Forest.h105487109.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)

![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)

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

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/ac0c02f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Simpson Bay

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

7.0/10

Good

(140 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

CA $229

CA $257 total

includes taxes & fees

Mar 29 - Mar 30

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123640000/123631300/123631240/w906h683x59y0-4f0b4000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123640000/123631300/123631240/fc02d217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123640000/123631300/123631240/2a04abaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/124000000/123640000/123631300/123631240/w905h683x60y0-aa3a6f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Marigot

[](https://www.expedia.ca/Marigot-Hotels-Charming-Studio-With-The-Beach-At-Your-Feet-Pool-Access.h123631240.Hotel-Information)

CA $192

CA $228 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Marigot-Hotels-Charming-Studio-With-The-Beach-At-Your-Feet-Pool-Access.h123631240.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)

![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/3b4d9d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Exterior](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/64aa839e.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)

### Aparthotel in Simpson Bay

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

8.6/10

Excellent

(93 reviews)

"Great staff, would stay again!"

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

Maimuna

CA $362

CA $435 total

includes taxes & fees

Mar 19 - Mar 20

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

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/ff3c051d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/919c3a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/404bd561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/5347fbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Oyster Pond

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information)

8.6/10

Excellent

(28 reviews)

"Beautiful condo with large balcony"

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

Mary Colleen

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.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.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&regionId=553248635976196227&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Cay+Bay+Hill%2C+Philipsburg%2C+Sint+Maarten&regionId=553248635976196227&latLong=18.02111%2C-63.070118&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=HOUSE_BOAT)

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## Top Cay Bay Hill Hotel Reviews

![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/584363fa_y.jpg)

### Divi Little Bay Beach Resort

10/10 Excellent

"Lovely place. Definitely coming back "

[](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information)

![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/bf08a04e_y.jpg)

### Fourteen at Mullet Bay

10/10 Excellent

"Stay was great only issue was limited hot water"

[](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information)

![Hommage Hotel & Residences](https://images.trvl-media.com/lodging/36000000/35380000/35372900/35372844/8caed14c_y.jpg)

### Hommage Hotel & Residences

6/10 Okay

"Great site, good staff, cheap on amenities ... oay for water in the room, pay for power adapter for the room. Not extravagant costs so even more annoying that basics weren't provided. Add $2 to each days stay and save customer from having to leave the room to buy water!"

[](https://expedia.ca/Nettle-Bay-Hotels-Hommage-Hotel-Residences.h35372844.Hotel-Information)

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"Amazing staff and amazing complex. Prices are on the higher side for drinks and food but honestly I would go back in a heart beat! Pool is amazing and rooms and view incredible! "

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

![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg)

### Oyster Bay Beach Resort

10/10 Excellent

"Very nice "

[](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information)

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

### Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"I don’t know why anyone would ever want to stay anywhere else! This place is the absolute best, nice beach, amazing staff, best location! "

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

![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e_y.jpg)

### Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent

"Always a great experience at this property. Has all the stuff you need and more. "

[](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information)

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

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"We had an ocean view room that was fantastic with a large balcony, and the room was extremely clean. The room was large with plenty of storage and had all the basics that one would need."

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

![Sapphire Beach Club Resort](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/87840615_y.jpg)

### Sapphire Beach Club Resort

8/10 Good

"We stayed for 5 weeks and really enjoyed the area The hotel was a little dated but was very clean , the staff were all great Marsha was helpful in pointing out great restaurants and local establishments Ramona and Veronic and Josephine worked very hard in the bar restaurant area the pool was well taken care of. Our balcony views were of the beautiful water. "

[](https://expedia.ca/Lowlands-Hotels-Sapphire-Beach-Club-Resort.h860944.Hotel-Information)

## Find out more about Cay Bay Hill

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cay Bay Hill. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

## Frequently asked questions

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