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

Cay Bay Hill Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 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, (44 reviews)
"Every thing was perfect, clean , quiet,beautiful views, definitely on my list to revisit.The host was very informative about the whole process he was very polite guy"
United States
Elouise
The price is AU$782
includes taxes & fees
3 Nov - 4 Nov
condostmaarten by the sea -Adults Only-
A coastal view with a clear beach, a rocky shoreline, and a hillside with buildings.

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 AU$512
includes taxes & fees
8 Nov - 9 Nov
Modern Indigo Bay Studio – 3 Min Walk To Beach!
A modern room with a dining area, large windows, and a view of the sea.

3. 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 AU$1,293
includes taxes & fees
16 Nov - 17 Nov
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

4. 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 AU$114
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.

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, (1,326 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is AU$306
includes taxes & fees
5 Nov - 6 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.

6. 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 AU$171
includes taxes & fees
2 Dec - 3 Dec
July Apartments
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 AU$462
includes taxes & fees
4 Nov - 5 Nov
Mullet Bay Suites: Your Luxury Stay Awaits
A high-rise hotel with a view of the sunset over a marina.

8. 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 AU$215
includes taxes & fees
4 Nov - 5 Nov
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.

9. 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 AU$492
includes taxes & fees
3 Nov - 4 Nov
The Hills Residence
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

10. Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Very close to the sunset bar and interesting views of approaching aircraft. Excellent sunset views from the Sunset bar or the Morgan resort on the other side of the unit. Morgan resort also had excellent dining area and bar facilities open to the public."
United States
Roy N.
The price is AU$300
includes taxes & fees
3 Nov - 4 Nov
Maho Beach House - Petit Studio Océanique - Charmante Vue
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

11. 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 AU$206
includes taxes & fees
3 Nov - 4 Nov
Beach Front Studio C3
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

12. Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is AU$219
includes taxes & fees
3 Nov - 4 Nov
Beach Front 1 Bedroom Flat D3
A beach with palm trees and clear turquoise water.

13. Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is AU$276
includes taxes & fees
3 Nov - 4 Nov
Charming studio with the beach at your feet & pool access
A modern kitchen with a dining area, a grey sofa, and a TV.

14. A View of Airplanes, the Beach, and Lolos in Grand-Case

A View of Airplanes, the Beach, and Lolos in Grand-Case
Grand-Case
The price is AU$211
includes taxes & fees
3 Nov - 4 Nov
A View of Airplanes, the Beach, and Lolos in Grand-Case
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

15. Blue Sail Apartments - Two-Bedroom Apartments

Blue Sail Apartments - Two-Bedroom Apartments
Pelican Key
6.0 out of 10, (3 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
The price is AU$178
includes taxes & fees
3 Nov - 4 Nov
Blue Sail Apartments - Two-Bedroom Apartments
A resort with a pool area, sun loungers, and umbrellas.

16. 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 AU$329
includes taxes & fees
16 Nov - 17 Nov
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!
A hallway with a decorative gate, potted plants, and a fire extinguisher.

17. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$226
includes taxes & fees
22 Nov - 23 Nov
The Castle ᴵ
A balcony with white railings, a bench, and two chairs.

18. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is AU$312
includes taxes & fees
3 Nov - 4 Nov
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A wooden deck with a dining table and chairs, a hammock, and a view of greenery.

19. To complete

To complete
Grand Case
The price is AU$86
includes taxes & fees
15 Nov - 16 Nov
To complete
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Perfect location"
Alexis 1-night trip
Posted 2 hours ago
Simpson Bay Resort, Marina & Spa

Find out more about Cay Bay Hill

Everything you need to know about Cay Bay Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cay Bay Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Cay Bay Hill holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cay Bay Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cay Bay Hill. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cay Bay Hill holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cay Bay Hill holiday rentals we have selected for you start as low as AU$114 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cay Bay Hill rentals

At Expedia, we put the best Cay Bay Hill holiday 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 Cay Bay Hill 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 Cay Bay Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cay Bay Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.