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$753
includes taxes & fees
1 Sept - 2 Sept
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$557
includes taxes & fees
22 Aug - 23 Aug
Modern Indigo Bay Studio – 3 Min Walk To Beach!

3. Cosy (Apt7) - Patio, Sea View and pool

Cosy (Apt7) - Patio, Sea View and pool
Indigo Bay
The price is NZ$616
includes taxes & fees
7 Sept - 8 Sept
Cosy (Apt7) - Patio, Sea View and pool

4. Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
The price is NZ$779
includes taxes & fees
16 Sept - 17 Sept
Delight (Apt4) - Amazing Sea View # 1 bedroom

5. 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$2,242
includes taxes & fees
6 Sept - 7 Sept
Luxury 4BR Villa w/ Private Pool & Ocean Views

6. Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms

Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Perfect home away from home, great hospitality. We stayed in unit 1, we had everything to our comfort. For anyone who gave a negative review is a horrible person."
United States
Kay B.
The price is NZ$977
includes taxes & fees
7 Sept - 8 Sept
Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms

7. 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$1,473
includes taxes & fees
22 Aug - 23 Aug
Villa Solandra – 3BR Oceanfront Sunset w/ Pool

8. Sunrise (Apt2) - Terrace & Sea View -

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
The price is NZ$880
includes taxes & fees
9 Sept - 10 Sept
Sunrise (Apt2) - Terrace & Sea View -

9. Lagoon (Apt1) Sea view, Garden, Terrace

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
The price is NZ$977
includes taxes & fees
7 Sept - 8 Sept
Lagoon (Apt1) Sea view, Garden, Terrace

10. Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Indigo Bay
The price is NZ$1,022
includes taxes & fees
10 Sept - 11 Sept
Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -

11. Your full day cruise with your family and friends

Your full day cruise with your family and friends
Collectivité de Saint-Martin
The price is NZ$4,175
includes taxes & fees
17 Sept - 18 Sept
Your full day cruise with your family and friends

12. 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, (1,270 reviews)
"It was a great stay"
United States
Shawn
The price is NZ$311
includes taxes & fees
27 Aug - 28 Aug
Hilton Vacation Club Royal Palm St. Maarten

13. 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$160
includes taxes & fees
4 Sept - 5 Sept
July Apartments

14. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is NZ$151
includes taxes & fees
29 Aug - 30 Aug
MIDTOWN MOTEL SXM

15. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (164 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is NZ$457
includes taxes & fees
10 Sept - 11 Sept
The Hills Residence

16. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (163 reviews)
"It was good value for money."
United States
Tirichmir
The price is NZ$229
includes taxes & fees
4 Sept - 5 Sept
Simpson Bay Suites

17. 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$252
includes taxes & fees
30 Aug - 31 Aug
The Castle ᴶ

18. 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, (178 reviews)
"All together beautiful will stay again"
United States
Kentorrie
The price is NZ$557
includes taxes & fees
23 Aug - 24 Aug
Mullet Bay Suites: Your Luxury Stay Awaits

19. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is NZ$267
includes taxes & fees
23 Aug - 24 Aug
Beach Front Studio C3

20. 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$252
includes taxes & fees
30 Aug - 31 Aug
The Castle f
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 of Cay Bay Hill is in a shopping district, and equipped with air conditioning and free 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 Port of St. Maarten 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.