Villa vacation rentals in Orient Bay

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Top-rated villa rentals in Orient Bay

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Guest favourite

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.

Apr. 27 – May 4

$1,373 CAD per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.96 out of 5 average rating, 99 reviews

The Blue Door Villa - 4 bed ocean view home

Welcome to The Blue Door Villa where we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service to help plan your vacation.

Aug. 18 – 25

$1,284 CAD per night

Guest favourite

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.

May 8 – 15

$861 CAD per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 21 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.

Mar. 1 – 8

$1,174 CAD per night

Guest favourite

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. 12 – 19

$892 CAD per night

Guest favourite

Villa in Orient Bay, St. Martin

4.97 out of 5 average rating, 34 reviews

Villa Palmira, 4 min to Orient Bay Beach

Villa Palmira is elegant and spacious; it can accommodate up to 4 travelers within walking distance of Orient Bay Beach. It offers many assets for a successful vacation for couples, families or groups of friends. * beautiful sea and mountain views * large heated private swimming pool * secure residence with gate and camera * plenty of space * privacy preserved * neat decoration * TV with more than 10,000 channels from all countries * 100 Mbps wifi with office space

Nov. 19 – 26

$490 CAD per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 39 reviews

VILLA I LOVE VIEW - Luxury villa with sea view

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.

Aug. 31 – Sep. 7

$615 CAD per night

Guest favourite

Villa in Oyster Pond , Sint Maarten

5.0 out of 5 average rating, 31 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.

Feb. 7 – 14

$1,449 CAD per night

Guest favourite

Villa in Grand Cayes, St. Martin

4.97 out of 5 average rating, 32 reviews

VILLA "ON THE SEA" , ON THE WATER...

Relax at villa ON THE SEA... Ideally located in the pretty bay of "CUL DE SAC" and its Ilets... Perfect for family holidays or friendly sharing with friends... You have: - 1 wide deck ( living room, table and chairs, BBQ, hammock, deckchairs ) - 1 swimming pool overhanging the sea - 1 access to the private pontoon/ kayaks & paddles to reach Ilet PINEL! - 3 bedrooms / 3 bathrooms - 1 cozy living room ( TV, wifi ) - 1 equipped kitchen/ laundry Join us quickly!!!

Oct. 15 – 22

$738 CAD per night

Superhost

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 16 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. Furniture and lighting are declined in noble and natural materials, wood, linen, concrete... Lovers of design and decor, you will love this house!

Sep. 10 – 17

$626 CAD per night

Superhost

Villa in Orient Bay, St. Martin

4.9 out of 5 average rating, 42 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

Jun. 4 – 11

$306 CAD per night

Guest favourite

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.

Jul. 5 – 12

$902 CAD per night