Vacation rentals in Cay Bay Hill

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Top-rated vacation rentals in Cay Bay Hill

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Guest favorite

Villa in Cole Bay

5.0 out of 5 average rating, 11 reviews

*NEW* Indigo Bliss Villa

Welcome to the Indigo Bliss, your luxurious retreat in the heart of St. Maarten! Nestled in the exclusive community of Indigo Bay, this property promises an unforgettable Caribbean escape with breathtaking views and unparalleled comfort. Dip into the private infinity pool and feel the stress of everyday life melt away. Surrounded by tropical landscaping, the pool area is your own private oasis, perfect for basking in the sun, taking refreshing swims, or enjoying a cocktail at the poolside bar.

Oct 2 – 9

G$77,224 GYD per night

Superhost

Apartment in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 177 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Nov 7 – 14

G$33,170 GYD per night

Guest favorite

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

May 11 – 18

G$125,950 GYD per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 171 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Sep 28 – Oct 5

G$61,150 GYD per night

Guest favorite

Guesthouse in Little Bay

4.9 out of 5 average rating, 31 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Jul 29 – Aug 5

G$12,872 GYD per night

Superhost

Villa in Sint Maarten

4.84 out of 5 average rating, 50 reviews

Villa Indigo Dream, Indigo Bay SXM

Prepare to de-stress and to be mesmerized by the continuous influence of the sunlight and the sea throughout the villa. The villa offers a spectacular indoor-outdoor living experience which opens onto the infinity pool deck and boasts breathtaking views of the islands Saba, St. Eustatius and St.Kitts. The home defines true tranquility. Listen to the surf as sip your coffee in the morning or make a sunset toast watching nature's greatest light show over the sea.

Jun 18 – 25

G$143,506 GYD per night

Guest favorite

Home in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 6 reviews

2 Bedroom Ocean Front Villa

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; beaches, restaurants, grocery stores, downtown shopping, bars and entertainment.

Sep 22 – 29

G$107,903 GYD per night

Guest favorite

Apartment in Little Bay

4.98 out of 5 average rating, 113 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Sep 8 – 15

G$72,357 GYD per night

Guest favorite

Villa in Philipsburg

4.99 out of 5 average rating, 222 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Nov 1 – 8

G$95,746 GYD per night

Guest favorite

Apartment in Indigo bay

4.94 out of 5 average rating, 64 reviews

Sea, Sun & Dream in Indigo bay - villa Stella

La villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des caraibes. Située dans une résidence sécurisée, la tranquillité est au rendez-vous. Composée de 2 chambres et de 2 sdb, vous pourrez vous détendre dans le grand Jacuzzi surplombant la baie .

Oct 3 – 10

G$58,456 GYD per night

Guest favorite

Apartment in Simpson Bay

4.93 out of 5 average rating, 271 reviews

Fig Paradis ocean front pool & jacuzzi

We offer romantic gastronomic dinners by a private chef on site. Elegant and Chic Apartment with Terrace opening into your private tropical Garden. The pool and Jacuzzi are a short path from the garden to the ocean view side of our home.

Jun 26 – Jul 3

G$32,181 GYD per night