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Villa vacation rentals in Upper Prince's Quarter

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Top-rated villa rentals in Upper Prince's Quarter

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Villa in Upper Prince's Quarter, Sint Maarten

4.78 out of 5 average rating, 40 reviews

"Villa Le Point" Design/Heated Pool/ view St Barth

Récente et Belle villa contemporaine de 4 chambres à Sint Maarten (côté Hollandais) situé sur la pittoresque côte EST de Sint Maarten Bienvenue à la "Villa Le Point" avec une vue sur l'océan spectaculaire et en ayant le point le plus proche face à l'île de Saint-Barthelemy. 580 m2 d'espace de vie, 580 m2 de bonheur! Dorlotez vos sens dans la sérénité de cette prestigieuse propriété - sans doute l’une des villas les plus luxueuses et ultra-privées de Sint Maarten, nichée au sommet du Red Pond’s.

Jan. 23 – 30

$1,412 CAD per night

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.

Sep. 26 – Oct. 3

$1,249 CAD per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.9 out of 5 average rating, 10 reviews

Villa Seascapes, Stunning 180° Ocean view

Villa Seascapes is a fully renovated luxury 4 bedroom villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. (3 bedroom option available for booking - it is a different listing) 7min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. EACH of our 4rooms have private bathroom, walk in closet and magnificent ocean view. Bedroom 4 is fully private with own entrance, kitchen and living room. Instagr@m: @Seascapes_sxm

Aug. 4 – 11

$1,085 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. 8 – 15

$1,290 CAD per night

Villa in Upper Prince's Quarter, Sint Maarten

4.89 out of 5 average rating, 27 reviews

Villa Mila | The Pearl of Oyster Bay | St. Maarten

Experience refined luxury at the newly transformed Villa Mila Estate – an avant-garde masterpiece with 5 lavish beds and 5.5 baths. Overlooking serene Oyster Pond in Sint Maarten, it invites with breathtaking ocean panoramas. Relax by the hillside infinity pool, where sailboats and St. Barths grace the backdrop. Elevate at Villa Mila Estate – where opulence and sophistication intertwine. Each corner exudes indulgence. Your desires become reality, etching every moment into exquisite memory.

Oct. 15 – 22

$1,670 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 12 – 19

$865 CAD per night

Guest favourite

Villa in Sint Maarten, Sint Maarten

5.0 out of 5 average rating, 15 reviews

Beachfront/6 bdrs en-suite/Maid included (J)

This impressive beachfront luxurious villa, direct private access to the beach, is located in Guana Bay, offering large & spacious living space, with terrace, patio & pool. There are 6 bedrooms, each with en-suite bathrooms. 5 bedrooms with king size beds & 1 bedroom with 2 twin beds. Daily maid service (max 4h) is included. Secure area, quiet place, the villa offers BBQ & games. Ideal for friends & families. COVID Thermometer. 24/7 Maintenance & service. Meeting at car rentals possible.

Aug. 9 – 16

$1,427 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.

Feb. 16 – 23

$1,179 CAD per night

Guest favourite

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.

Dec. 4 – 11

$1,455 CAD per night

Guest favourite

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....

Sep. 2 – 9

$373 CAD per night

Guest favourite

Villa in Saint Barthélemy, St. Barthélemy

4.98 out of 5 average rating, 127 reviews

Villa RIDE

RIDE is a 2017 VILLA located on hilltop of anse des cayes offering a beautiful seaview. 5 min driving from the beach , gustavia ( main city ) , and a delicious bakery store. It offers quiet and privacy while remaining close to everything. The villa can welcome 4 PEOPLE in 2 BEDROOMS, each one having their own private massive wood bathroom . The villa is also accessible to people with REDUCED MOBILITY thanks to its one level access.

Nov. 20 – 27

$1,074 CAD per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.98 out of 5 average rating, 43 reviews

Sea Haven Villa - Breathtaking Views of Dawn Beach

Sea Haven is a 3 bedroom, 3 1/2 bath villa overlooking Dawn Beach on beautiful St. Maarten. Every room and patio in the villa has an ocean view except the bathrooms. The main floor is an open concept living area with the living room, kitchen, dining area and half bath. There are 3 outdoor patios on the main floor. The large patio off of the living room is furnished with lounge chairs and also leads to the infinity edge pool.

Feb. 16 – 23

$984 CAD per night

Vacation rentals for every style

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Popular amenities for Upper Prince's Quarter villa rentals

Free parking on premises

Air conditioning

Private villa rentals

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

Aug. 25 – Sep. 1

$618 CAD per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Jun. 14 – 21

$1,056 CAD per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

5.0 out of 5 average rating, 14 reviews

Indigo Bliss Villa SXM

Sep. 13 – 20

$700 CAD per night

Guest favourite

Villa in Little Bay, Sint Maarten

4.93 out of 5 average rating, 46 reviews

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

Sep. 5 – 12

$217 CAD per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 49 reviews

Villa Tibo

Sep. 23 – 30

$485 CAD per night

Guest favourite

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 34 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Jan. 20 – 27

$199 CAD per night

Villa in Sint Maarten, Sint Maarten

4.84 out of 5 average rating, 51 reviews

Villa Indigo Dream, Indigo Bay SXM

Oct. 18 – 25

$976 CAD per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

4.96 out of 5 average rating, 27 reviews

Villa KALYA - Orient Bay - 3 bedrooms

Oct. 2 – 9

$632 CAD per night

Luxury villa rentals

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 🌴🌸🐚

Oct. 17 – 24

$896 CAD per night

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.95 out of 5 average rating, 41 reviews

AquaZen... 3 bedrooms, pool, private sea access

Jan. 11 – 18

$854 CAD per night

Guest favourite

Villa in Les Terres Basses, St. Martin

5.0 out of 5 average rating, 18 reviews

Brand new! - Slowlife - Enjoy Villa

Mar. 12 – 19

$1,050 CAD per night

Guest favourite

Villa in Pelican Key, Sint Maarten

5.0 out of 5 average rating, 20 reviews

Villa Zircon in Pelican Key awaits you

Jun. 22 – 29

$992 CAD per night

Villa in Cul-de-Sac, St. Martin

4.86 out of 5 average rating, 21 reviews

Villa Chloé SXM - Beachfront & Pinel view 🌴☀️🐬

Nov. 5 – 12

$891 CAD per night

Villa in Plage d'Anse des Cayes, St. Barthélemy

5.0 out of 5 average rating, 11 reviews

Villa Eranos

Jun. 30 – Jul. 7

$1,406 CAD per night

Villa in Sint Maarten, Sint Maarten

4.93 out of 5 average rating, 15 reviews

VILLA MUMBAI - Beach Access - 3 bedrooms

Sep. 8 – 15

$1,196 CAD per night

Guest favourite

Villa in MF, St. Martin

4.99 out of 5 average rating, 76 reviews

Your Paradise Villa

Aug. 22 – 29

$735 CAD per night

Villa rentals with a pool

Guest favourite

Villa in Saint Martin, St. Martin

5.0 out of 5 average rating, 11 reviews

Villa Véronica - Orient Bay

Sep. 1 – 8

$691 CAD per night

Guest favourite

Villa in Les Terres Basses, St. Martin

4.99 out of 5 average rating, 77 reviews

"La Maison de Vacances", Nearby Baie Longue

Nov. 16 – 23

$575 CAD per night

Guest favourite

Villa in Sint Maarten, Sint Maarten

4.88 out of 5 average rating, 8 reviews

La Casa al Mare: cheerful 2 bedroom villa

May 17 – 24

$303 CAD per night

Guest favourite

Villa in Pelican Key, Sint Maarten

5.0 out of 5 average rating, 16 reviews

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Aug. 22 – 29

$252 CAD per night

Guest favourite

Villa in Koolbaai, Sint Maarten

5.0 out of 5 average rating, 20 reviews

3 Bed & 3 Bath Villa Domila with Private Pool SXM

Sep. 10 – 17

$531 CAD per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

4.95 out of 5 average rating, 55 reviews

Villa Ocean - Indulge Yourself in Paradise

Oct. 29 – Nov. 5

$792 CAD per night

Villa in Collectivity of Saint Martin, St. Martin

4.93 out of 5 average rating, 15 reviews

Villa Paradis - Unbeatable views of the island.

May 5 – 12

$546 CAD per night

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.97 out of 5 average rating, 34 reviews

Spacious Villa - Saint Martin - Pool/4 Bedrooms

Oct. 1 – 8

$682 CAD per night

Quick stats about villa rentals in Upper Prince's Quarter

Total rentals
60 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
660 reviews
Nightly prices starting at
$220 CAD before taxes and fees

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