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Vacation rentals in Cay Bay Hill

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Top-rated vacation rentals in Cay Bay Hill

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Apartment in Simpson Bay

4.87 out of 5 average rating, 179 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.

Sep 27 – Oct 4

ﺩ.ﺇ583 per night

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.

Nov 5 – 12

ﺩ.ﺇ2,214 per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 172 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

Oct 13 – 20

ﺩ.ﺇ1,143 per night

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 118 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Jan 1 – 8

ﺩ.ﺇ2,105 per night

Villa in Little Bay, Sint Maarten

4.93 out of 5 average rating, 46 reviews

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

Villa Kimon is the largest and most spectacular villa overlooking Great Bay harbor. Your beautiful 1 bedroom apartment with all the amenities of home awaits your arrival. A fully equipped kitchen, laundry room and beautiful large deck where you will have unrestricted panoramic views of Philipsburg, Great Bay Harbor, the Cruise terminal are all part of this property. Shopping, beaches, restaurants, water sports and other activities are within walking distance.

Sep 12 – 19

ﺩ.ﺇ527 per night

Villa in Sint Maarten

4.84 out of 5 average rating, 51 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.

Apr 18 – 25

ﺩ.ﺇ3,009 per night

Villa in Indigo Bay

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Villa Elysian is a very well appointed 3 Bedroom Villa with spectacular views of the Caribbean Sea nestled in the highly sought-after neighborhood of Indigo Bay. It is very centrally located close to all SXM has to offer. A definite top-tier choice for the savvy Sint Maarten traveller. We also include a nice starter kit of Soap, Shampoo & Body Lotion in each bathroom and basics like Toilet Paper, Paper Towels, Laundry Pods and Dishwasher Detergent.

Jan 19 – 26

ﺩ.ﺇ2,746 per night

Home in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 7 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; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment.

Oct 19 – 26

ﺩ.ﺇ1,897 per night

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 14 – 21

ﺩ.ﺇ1,272 per night

Villa in Philipsburg

4.99 out of 5 average rating, 226 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.

Apr 28 – May 5

ﺩ.ﺇ1,683 per night

Apartment in Indigo bay

4.94 out of 5 average rating, 67 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 .

Aug 22 – 29

ﺩ.ﺇ1,243 per night

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Popular amenities for Cay Bay Hill vacation rentals

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Other great vacation rentals in Cay Bay Hill

Home in Sint Maarten

5.0 out of 5 average rating, 10 reviews

*New* The Beach House at Indigo Bay

Dec 3 – 10

ﺩ.ﺇ3,571 per night

Cottage in Sint Maarten, Sint Maarten

4.99 out of 5 average rating, 71 reviews

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Dec 10 – 17

ﺩ.ﺇ2,781 per night

Villa in Indigo Bay, Sint Maarten

5.0 out of 5 average rating, 5 reviews

*New* SeaBreeze Luxury Villa Indigo Bay St Maarten

Dec 5 – 12

ﺩ.ﺇ2,703 per night

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Jan 17 – 24

ﺩ.ﺇ2,953 per night

Guesthouse in Little Bay

4.9 out of 5 average rating, 31 reviews

Studio near the beach

Aug 6 – 13

ﺩ.ﺇ210 per night

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 35 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Oct 12 – 19

ﺩ.ﺇ491 per night

Villa in Indigo Bay

4.95 out of 5 average rating, 55 reviews

Villa Ocean - Indulge Yourself in Paradise

Nov 2 – 9

ﺩ.ﺇ2,040 per night

Villa in Cay Bay

4.98 out of 5 average rating, 65 reviews

Make your dream come true!

May 10 – 17

ﺩ.ﺇ1,794 per night

Destinations to explore