Villa vacation rentals in Happy Bay

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Top-rated villa rentals in Happy 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.

Sep 10 – 17

R17,115 ZAR per night

Guest favorite

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 19 – 26

R17,138 ZAR 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.

Apr 17 – 24

R11,339 ZAR per night

Guest favorite

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.

Dec 9 – 16

R10,308 ZAR 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.

Nov 6 – 13

R8,076 ZAR per night

Guest favorite

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.

Mar 9 – 16

R19,299 ZAR per night

Superhost

Villa in Cul-de-Sac, St. Martin

4.94 out of 5 average rating, 82 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE is located in the quiet bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ with family or friends... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

Apr 17 – 24

R9,643 ZAR per night

Guest favorite

Villa in Cul-de-Sac, St. Martin

4.97 out of 5 average rating, 33 reviews

Villa Be, 180° view on Orient bay ans Islands

Nestled on the heights, in a quiet, secure residence between the Baie de cul de sac and La Baie Orientale. Villa Be boasts 250 m2 of living space on an 880 m2 plot, overlooking the sea and surrounding islands. It comprises 3 master bedrooms, living room, kitchen, deck and pool on the same level. Ideally located, 5 minutes from the finest beaches, restaurants and all amenities. Also a stone's throw from the shuttle to the famous Pinel island.

May 9 – 16

R10,683 ZAR 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. 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 10 – 17

R8,116 ZAR per night

Superhost

Villa in La Savane, St. Martin

5.0 out of 5 average rating, 4 reviews

Villa Grand Horizon, extraordinary 180° sea view

* Spectacular 180° sea view with sunset * Close to Grand Case beach with its French and Creole restaurants, and day and night activities. * Secure accommodation * Private heated pool, infinity with shaded terrace * 3 air-conditioned bedrooms * 10 Mbps WiFi * Refurbished to 2023 with modern and neat decor * Plenty of privacy, quiet and no shared ownership * Optional Clothing possible * Cleaning included every 7 days

Dec 1 – 8

R7,122 ZAR 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.

May 30 – Jun 6

R11,880 ZAR per night

Guest favorite

Villa in Collectivité de Saint-Martin, St. Martin

4.94 out of 5 average rating, 51 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Harmony is your perfect vacation home, will give you the feeling of being at home in the Caribbean, this spacious 3-bedroom Caribbean style villa, we can accommodate a family, couples and friends. Harmony will be your home away from home, and at the same time you will have a personalized service for requests and to guide you with information about all the activities and places that you must experience on our island.

Nov 21 – 28

R11,434 ZAR per night