A calm lake with several boats anchored, surrounded by hills and a cloudy sky.

Cay Bay Hill Holiday Rentals

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Our top choices for Cay Bay Hill holiday rentals

1. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is NZ$795
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-

2. Modern Indigo Bay Studio – 3 Min Walk To Beach!

Modern Indigo Bay Studio – 3 Min Walk To Beach!
Indigo Bay
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful unit, great view, everything fantastic!"
United States
Joseph K.
The price is NZ$637
includes taxes & fees
6 Oct - 7 Oct
Modern Indigo Bay Studio – 3 Min Walk To Beach!

3. Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
10.0 out of 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
Ms Light T.
The price is NZ$2,206
includes taxes & fees
15 Oct - 16 Oct
Luxury 4BR Villa w/ Private Pool & Ocean Views

4. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Our stay at Villa Solandra was nothing short of amazing. The check in process was seamless, the communication with the host was always smooth and timely, the villa itself was beautiful. It was clean, great location, and the view is insane. This place was part of the reason we had such a memorable time in St. Maarten. "
United States
Olivia G.
The price is NZ$1,602
includes taxes & fees
6 Oct - 7 Oct
Villa Solandra – 3BR Oceanfront Sunset w/ Pool

5. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,310 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is NZ$252
includes taxes & fees
11 Oct - 12 Oct
Hilton Vacation Club Royal Palm St. Maarten

6. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is NZ$173
includes taxes & fees
6 Oct - 7 Oct
July Apartments

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (166 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is NZ$269
includes taxes & fees
6 Oct - 7 Oct
Simpson Bay Suites

8. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (184 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is NZ$585
includes taxes & fees
19 Oct - 20 Oct
Mullet Bay Suites: Your Luxury Stay Awaits

9. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is NZ$144
includes taxes & fees
4 Nov - 5 Nov
MIDTOWN MOTEL SXM

10. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is NZ$507
includes taxes & fees
6 Oct - 7 Oct
The Hills Residence

11. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is NZ$1,344
includes taxes & fees
6 Oct - 7 Oct
Dawn Beach Club Resort Sint Maarten

12. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$266
includes taxes & fees
12 Oct - 13 Oct
The Castle ᴷ

13. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 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
Neil C.
The price is NZ$266
includes taxes & fees
13 Oct - 14 Oct
The Castle ᴶ

14. Modern Cozy Condo - Central Location - Near Shops & Beaches

Modern Cozy Condo - Central Location - Near Shops & Beaches
St Martin
10.0 out of 10, Exceptional, (1 review)
"TOP"
France
BIDET B.
The price is NZ$290
includes taxes & fees
6 Oct - 7 Oct
Modern Cozy Condo - Central Location - Near Shops & Beaches

15. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is NZ$295
includes taxes & fees
6 Oct - 7 Oct
The Castle ᴴ

16. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is NZ$266
includes taxes & fees
6 Oct - 7 Oct
The Castle f

17. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is NZ$266
includes taxes & fees
6 Oct - 7 Oct
The Castle L - Twin Studio

18. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is NZ$266
includes taxes & fees
6 Oct - 7 Oct
The Castle ᴳ

19. Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!

Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!
Maho Bay
10.0 out of 10, Exceptional, (90 reviews)
"Great location!!"
United States
Jill W.
The price is NZ$411
includes taxes & fees
6 Oct - 7 Oct
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!

20. Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food
Maho
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay"
Netherlands
john bracebridge w.
The price is NZ$303
includes taxes & fees
6 Oct - 7 Oct
Convenient studio close to airport, beaches and food
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 Cay Bay Hill Hotel Reviews

Find out more about Cay Bay Hill

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cay Bay Hill holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cay Bay Hill. 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 Cay Bay Hill. 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 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 holiday 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 Cay Bay Hill short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cay Bay Hill?

Yes, there are holiday rentals close to the most popular sights in Cay Bay Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cay Bay Hill has to offer?

Philips Scott House Calinago: This holiday home rental outside Cay Bay Hill is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Cay Bay Hill?

Choose from 3 Expedia holiday rentals in Cay Bay Hill for a memorable holiday.

What can I see and do in Cay Bay Hill?

While you're exploring the area, Maho Beach and Little Bay Beach are a couple of picturesque spots to get outside and enjoy nature. Great Bay Beach and Hollywood Casino are a couple of places you'll find in the wider area.

What are holiday rentals like in Cay Bay Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cay Bay Hill. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.