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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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Rental unit in Simpson Bay

4.86 out of 5 average rating, 190 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.

Villa in Indigo Bay

4.94 out of 5 average rating, 111 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.

Condo in Lowlands

4.95 out of 5 average rating, 101 reviews

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Rental unit in Simpson Bay

5 out of 5 average rating, 185 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

Rental unit in Simpson Bay

4.96 out of 5 average rating, 171 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Loft in Marigot

4.99 out of 5 average rating, 130 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

Villa in Cul-de-Sac

4.99 out of 5 average rating, 129 reviews

VILLA JADE 1: WATERFRONT SUITE/ POOL

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex composed of 3 private villas. VILLA JADE 1 is a suite for 2 people with private pool. The villas are calm and intimate...your unique view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, tourist with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our small typical village with gourmet restaurants by the sea....

Rental unit in Philipsburg

4.98 out of 5 average rating, 130 reviews

Large 1 bed Beachfront apartment -Hibiscus 1st flr

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 123 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and views of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Rental unit in Little Bay

4.98 out of 5 average rating, 122 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 !

Villa in Philipsburg

4.99 out of 5 average rating, 240 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.

Guesthouse in Little Bay

4.85 out of 5 average rating, 220 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos

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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

Rental unit in Dutch Cul de Sac

5 out of 5 average rating, 12 reviews

Villa Leon

Condo in Sint Maarten

4.96 out of 5 average rating, 27 reviews

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Rental unit in Koolbaai

4.89 out of 5 average rating, 27 reviews

1 Bedroom- ocean view - Walk to beach - Generator

Rental unit in Pelican Key

4.9 out of 5 average rating, 70 reviews

LimeTree Studio, Pelican Key

Home in Philipsburg

5 out of 5 average rating, 9 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Villa in Cay Bay

4.99 out of 5 average rating, 67 reviews

Make your dream come true!

Villa in Little Bay

4.96 out of 5 average rating, 27 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Villa in Little Bay

5 out of 5 average rating, 38 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

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Monthly Rentals Cay Bay Hill