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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, 178 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 25 – Sep 1

R2,986 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.

Apr 17 – 24

R11,339 ZAR per night

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

Oct 6 – 13

R5,705 ZAR per night

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 116 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 16 – 23

R8,097 ZAR per night

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.

Sep 29 – Oct 6

R1,076 ZAR 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.

Sep 23 – 30

R12,920 ZAR per night

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; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment.

Aug 29 – Sep 5

R9,715 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 !

Nov 5 – 12

R7,373 ZAR per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 28 reviews

Ocean's Edge

Pure white sand and turquoise waters are steps from this beautiful Ocean's Edge apartment with extraordinary views of the Caribbean sea. Located on Simpson Bay beach - one of the longest and most private beaches on the island, your seaside oasis has been refurbished throughout to provide comfort and privacy for the ultimate vacation experience.

Oct 8 – 15

R3,376 ZAR per night

Villa in Philipsburg

4.99 out of 5 average rating, 224 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 15 – 22

R8,620 ZAR per night

Apartment in Indigo bay

4.94 out of 5 average rating, 66 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 .

Sep 25 – Oct 2

R6,366 ZAR per night

Townhouse in Billy Folly Hill

4.96 out of 5 average rating, 69 reviews

Pelican Sea View 1bdrm Maison Mazu

Beautiful large 1 bedroom with amazing views, quiet area of Pelican. Walking distance to beach with vaulted ceiling, romantic hand carved king size bed, cooling bamboo sheets with AC and ceiling fans and 1.5 bathroom. Community pool. Heart of Simpson Bay beaches and nightlife.

Jul 5 – 12

R2,891 ZAR 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

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 17 reviews

Barefoot Villas

Aug 6 – 13

R3,462 ZAR per night

Home in Sint Maarten

5.0 out of 5 average rating, 10 reviews

*New* The Beach House at Indigo Bay

Sep 26 – Oct 3

R15,068 ZAR per night

Villa in Indigo Bay

5.0 out of 5 average rating, 13 reviews

Indigo Bliss Villa SXM

Aug 13 – 20

R10,233 ZAR per night

Villa in Indigo Bay

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Dec 1 – 8

R14,077 ZAR per night

Villa in Cay Bay

4.98 out of 5 average rating, 65 reviews

Make your dream come true!

Nov 12 – 19

R9,050 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! 😍🤩😍

Aug 23 – 30

R12,955 ZAR per night

Villa in Indigo Bay

4.94 out of 5 average rating, 54 reviews

Villa Ocean - Indulge Yourself in Paradise

Apr 19 – 26

R10,444 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

R14,239 ZAR per night

Destinations to explore