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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, Sint Maarten

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.

Aug 20 – 27

R3,013 ZAR 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 20 – 27

R11,436 ZAR 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

Sep 30 – Oct 7

R5,835 ZAR per night

Guesthouse in Little Bay, Sint Maarten

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.

Sep 25 – Oct 2

R1,084 ZAR per night

Villa in Sint Maarten, 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.

Dec 5 – 12

R14,131 ZAR per night

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 118 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

Jan 1 – 8

R10,861 ZAR 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.

Nov 18 – 25

R14,122 ZAR 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 !

Aug 2 – 9

R6,575 ZAR per night

Villa in Philipsburg, Sint Maarten

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.

Oct 19 – 26

R8,694 ZAR per night

Apartment in Indigo bay, Sint Maarten

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 1 – 8

R6,661 ZAR per night

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 18 reviews

Barefoot Villas

Wake up to panoramic views overlooking Philipsburg and Great Bay. Watch the cruise ships dock while enjoying a coffee and the ocean breeze. This property is centrally located, minutes from philipsburg, supermarkets, restaurants and beaches.

Nov 3 – 10

R3,802 ZAR per night

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Popular amenities for Cay Bay Hill vacation rentals

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Air conditioning

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

Oct 3 – 10

R15,193 ZAR per night

Villa in Indigo Bay

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Oct 17 – 24

R14,176 ZAR per night

Villa in Indigo Bay, Sint Maarten

5.0 out of 5 average rating, 6 reviews

*New* SeaBreeze Luxury Villa Indigo Bay St Maarten

Nov 4 – 11

R11,201 ZAR 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

R14,067 ZAR 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! 😍🤩😍

Nov 29 – Dec 6

R16,789 ZAR per night

Villa in Cay Bay, Sint Maarten

4.98 out of 5 average rating, 65 reviews

Make your dream come true!

Nov 23 – 30

R9,808 ZAR per night

Villa in Indigo Bay

4.95 out of 5 average rating, 55 reviews

Villa Ocean - Indulge Yourself in Paradise

Apr 29 – May 6

R10,532 ZAR per night

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 35 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Dec 27 – Jan 3

R2,552 ZAR per night

Destinations to explore