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

Cay Bay Hill Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Cay Bay Hill vacation 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 ￥47,710
￥70,511 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥28,729
￥57,084 total
includes taxes & fees
Oct 5 - Oct 6
Modern Indigo Bay Studio – 3 Min Walk To Beach!
An infinity pool with a clear view of the sea, a wooden table with food and drinks, and a lounge area with a view.

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 ￥91,439
￥203,948 total
includes taxes & fees
Oct 5 - Oct 6
Luxury 4BR Villa w/ Private Pool & Ocean Views
A modern room with a dining area, large windows, and a view of the sea.

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 ￥65,666
￥139,631 total
includes taxes & fees
Oct 5 - Oct 6
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
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, (1,310 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is ￥17,308
￥22,317 total
includes taxes & fees
Oct 11 - Oct 12
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, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is ￥14,633
￥15,365 total
includes taxes & fees
Oct 5 - Oct 6
July Apartments
A high-rise hotel with a view of the sunset over a marina.

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 ￥21,310
￥23,867 total
includes taxes & fees
Oct 5 - Oct 6
Simpson Bay Suites
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

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 ￥40,410
￥56,674 total
includes taxes & fees
Oct 5 - Oct 6
Mullet Bay Suites: Your Luxury Stay Awaits
A bedroom with a bed, a nightstand, a bedside table, a door, and a wall-mounted picture.

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 ￥10,817
￥13,118 total
includes taxes & fees
Oct 14 - Oct 15
MIDTOWN MOTEL SXM
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

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 ￥26,738
￥44,920 total
includes taxes & fees
Oct 5 - Oct 6
The Hills Residence
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

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 ￥99,303
￥119,164 total
includes taxes & fees
Oct 5 - Oct 6
Dawn Beach Club Resort Sint Maarten
A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

12. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 12 - Oct 13
The Castle ᴷ
A bedroom with a bed, bedside table, chair, and artwork on the walls.

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 ￥18,942
￥23,614 total
includes taxes & fees
Oct 15 - Oct 16
The Castle ᴶ
A bedroom with a bed, two wall-mounted mirrors, a ceiling fan, and a bedside table.

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 ￥15,359
￥25,663 total
includes taxes & fees
Oct 6 - Oct 7
Modern Cozy Condo - Central Location - Near Shops & Beaches
A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

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 ￥21,310
￥26,172 total
includes taxes & fees
Oct 6 - Oct 7
The Castle ᴴ
A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

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 ￥18,942
￥23,614 total
includes taxes & fees
Oct 6 - Oct 7
The Castle f
A compact living space with a bed, a dining area, and a kitchenette.

17. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 17 - Oct 18
The Castle L - Twin Studio
A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

18. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 6 - Oct 7
The Castle ᴳ
A resort with a pool area, sun loungers, and umbrellas.

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 ￥20,363
￥36,779 total
includes taxes & fees
Oct 5 - Oct 6
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!
A balcony with a view of residential buildings and palm trees.

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 ￥15,627
￥26,834 total
includes taxes & fees
Oct 5 - Oct 6
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good
"Every staff member that I came across was friendly and helpful that really made the staff more enjoyable."
Shaquanna 6-night trip
Posted 2 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Find out more about Cay Bay Hill

Search for holiday rentals in Cay Bay Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Cay Bay Hill using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cay Bay Hill!

Frequently asked questions

Can I find a vacation rental in Cay Bay Hill?

Yes, we offer vacation rentals close to top points of interest in Cay Bay Hill, or you can select a more remote option if you're looking for relaxation.

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

Philips Scott House Calinago: You might want to consider this vacation home rental near Cay Bay Hill, which is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Cay Bay Hill?

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

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 larger area.

What are vacation rentals like in Cay Bay Hill?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Cay Bay Hill. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for families.