Villa vacation rentals in Orient Bay

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Top-rated villa rentals in Orient Bay

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Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 36 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

SPECIAL: MARCH 18-30 @ $800/NIGHT Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

Aug 24 – 31

G$209,711 GYD per night

Guest favorite

Villa in Indigo Bay, Sint Maarten

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

G$125,912 GYD per night

Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 22 reviews

Villa Blue Roc

Cette villa luxueuse , est situee dans une residence securisee avec une vue epoustouflante , face a l ocean et l ile de St Barthelemy, Perchee sur les hauteurs de Dawn Beach, a 15 minutes des fameuses plages/restaurants d Orient Bay et Grand Case en partie francaise. La villa est egalement a 5 minutes de la capital hollandaise , Philipsburg, un incontournable du shopping. Grace aux grands espaces exterieurs et a la piscine a debordement , cette villa vous offrira un sejour inoubliable.

Feb 27 – Mar 6

G$170,462 GYD per night

Guest favorite

Villa in Marigot, St. Martin

4.96 out of 5 average rating, 26 reviews

ORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚

* Sur la plage de la Baie Orientale, une des plus belle des Caraïbes * Villa d'exception de 350 m² terrasses comprises sur un terrain de 2500 m² * Accès direct à pied à la mer * Vue mer 180° * Piscine privée et sécurisée de 13mx7m * Accès gratuit aux transats du restaurant de plage voisin * 3 grandes chambres avec sdb privatives, dont 2 avec vue mer * Wifi 100Mbps dans toutes les chambres et le salon * TV avec 10K chaines, dont US et Françaises * Décoration soignée

Nov 9 – 16

G$149,380 GYD per night

Guest favorite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 39 reviews

VILLA I LOVE View-villa luxe avec vue mer

Villa I LOVE VIEW is an oasis of tranquility – with its private swimming pool (naturism possible), large terrace and luxurious kitchen space. Come and discover its view of multiple shades of blue while relaxing on the deckchairs by the pool with Zen natural stone glare Located in Cul de Sac, facing Saint Barth , Pinel Island and Baie Orientale. Close to the most beautiful beaches of the island, restaurants, water entertainment, it is the perfect place for your vacation.

Apr 18 – 25

G$90,186 GYD per night

Guest favorite

Villa in Oyster Pond , Sint Maarten

5.0 out of 5 average rating, 32 reviews

Ultra Modern Tropical Villa w. stunning sea views

Villa Helios overlooks the Ocean with 210 degree views, including St. Barts. Views from every room. Private and secure, the villa is suitable for an extended family or three/four couples - rooms are well separated. The wind provides a steady cooling breeze on the Atlantic side of the island. Open the sliding door in the morning and enjoy the topical breeze all day. Located on the prestigious quiet and peaceful Plateau, a small gated community of only 6 homes.

Apr 22 – 29

G$166,631 GYD per night

Guest favorite

Villa in Cul-de-Sac, St. Martin

4.99 out of 5 average rating, 116 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....

Aug 13 – 20

G$61,531 GYD per night

Guest favorite

Villa in Orient Bay, St. Martin

5.0 out of 5 average rating, 15 reviews

Villa Bleu Horizon, Private Pool, Orient Bay

Villa Bleu Horizon is located in the Parc de la Baie Orientale with spectacular 180° sea views of Orient Bay and its surrounding islands. This holiday home offers many assets for a successful holiday for families or groups of up to 6 people. * private pool * close to Orient Bay beach, its shops and beach activities * Air conditioning bedrooms and living room * Free parking in front of the villa * tank * secure residence * refurbished in 2023

Jul 6 – 13

G$66,276 GYD per night

Superhost

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 17 reviews

OOF architect villa sea view facing Pinel Island

A singular and minimalist allure built into lush vegetation, the OOF villa reveals its elephant gray facade and exotic wooden walkways to distribute the different living spaces on beautiful openings and wooden terraces plunging over the bay of Cul de Sac. The view is magical. The furniture as well as the lighting are available in refined and natural materials, wood, linen, concrete... Lovers of design and decor, you'll love this house!

Sep 18 – 25

G$90,624 GYD per night

Superhost

Villa in Orient Bay, St. Martin

4.91 out of 5 average rating, 43 reviews

Villa Ti Bo Beach, 250m beach, private pool

Charming 3 bedroom house located in the heart of Orient Bay 250 m from the beach, restaurants, shops and beach activities. No need to rent cars, it's all on foot. Environment super quiet for relaxing holidays. Plenty of space with fully equipped American kitchen and a large air-conditioned living / dining room extending onto a green terrace Terrace and private pool Wifi 100 Mbps 10 000 chaines TV internationales

Sep 7 – 14

G$40,439 GYD per night

Guest favorite

Villa in MF, St. Martin

4.96 out of 5 average rating, 51 reviews

Private Orient Bay Villa with Spectacular Views

Villa La Sarabande can be your perfect Caribbean getaway! This villa offers a stylish setting and fabulous 180° panoramic views of Orient Bay. A wonderfully secluded hillside location within the upscale villa neighborhood of the Orient Bay gated community, paired with many luxury amenities and services, make this fine property the perfect place to enjoy your Caribbean vacation in elegance, style and total relaxation.

Jun 27 – Jul 4

G$131,912 GYD per night

Guest favorite

Villa in Orient Bay, St. Martin

4.92 out of 5 average rating, 25 reviews

** New ** VILLA ZAMI, magnificent villa of 1500 sq ft on the second line of Orient Bay beach !

Imagine a dream come true… get up early and go for a walk on the beach .. admire the turquoise waters of the Caribbean .. feel the sun on your skin .. lie on a deckchair .. on the beach or by the pool private .. take a bath to cool off .. dine on its terrace or go out on foot to have a drink, enjoy a concert or discover the excellent reputation of the restaurants, recognized as the best in the Caribbean !

Aug 3 – 10

G$72,989 GYD per night