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

Search Holiday Rentals in Cay Bay Hill

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cay Bay Hill holiday rentals

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

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 10.036.509 ₫
14.214.125 ₫ total
includes taxes & fees
1 Nov - 2 Nov
condostmaarten by the sea -Adults Only-
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

2. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (75 reviews)
"The place was amazing"
United States
brenton
The price is 1.883.299 ₫
2.259.959 ₫ total
includes taxes & fees
3 Nov - 4 Nov
MIDTOWN MOTEL SXM
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

3. 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, (1,323 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is 3.711.054 ₫
4.542.457 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Hilton Vacation Club Royal Palm St. Maarten
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

4. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is 3.138.831 ₫
3.295.773 ₫ total
includes taxes & fees
30 Oct - 31 Oct
July Apartments
A high-rise hotel with a view of the sunset over a marina.

5. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (169 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is 3.487.590 ₫
3.906.101 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Simpson Bay Suites
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

6. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (173 reviews)
"My next stay I’ll be a returning guest at the hills …"
United States
Harold
The price is 4.940.752 ₫
8.942.439 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Hills Residence
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

7. 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, (185 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is 6.613.504 ₫
9.275.439 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cay Bay Hill Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Beach was great,"
Joshua 7-night trip
Posted 4 hours ago
Simpson Bay Resort, Marina & Spa

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.

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.