
Villa holiday rentals in Upper Prince's Quarter
Find and book unique villas on Airbnb
Quick stats about villa rentals in Upper Prince's Quarter

Total holiday rentals
Explore 50 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at £111 per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Upper Prince's Quarter holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Upper Prince's Quarter rentals

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated villa rentals in Upper Prince's Quarter
Guests agree: these villas are highly rated for location, cleanliness and more.

Villa Ocean - Indulge Yourself in Paradise
A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

Villa Mango SXM 5BD • Ocean View • Modern • Pool
Perched high above the Caribbean Sea, Villa Mango SXM offers stunning 180° ocean views of vast turquoise waters with St. Barts and Anguilla visible on the horizon Offering five king-suites designed as a personal retreats. Featuring private en-suite baths and individually controlled air conditioning. Perfect for relaxed mornings, mid-day naps and cozy nights in. Villa Mango SXM offers a balance of together time and personal space Ideal for girls' getaways, romantic escapes & milestone moments

Ocean View Villa Little Bay
🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

Villa Kyanéa | Ocean View, St Barth · Private Pool
Facing the ocean and without any neighbours, Villa Kyanéa offers the rare impression of living between sky and sea. Panoramic view of St-Barth, private pool, terrace with deckchairs and table facing the horizon. Ideal for a stay of 4 people: two bedrooms, two bathrooms, fitted kitchen, bright living room, air conditioning in each room, 65'' TV and high-speed Wi-Fi. Quiet and secure residence, private parking, close to the Eastern Bay. Nearby restaurants and shops.

VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

EXQUISITE 5-STAR BEACHFRONT VILLA
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.

Villa Blue Roc
This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

Villa Bella sea view pool and jacuzzi 3 bedrooms
Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

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.

Ocean Dream Villa
Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Modern house, cocktail pool, ocean view
Stay at a beautiful duplex home in Oyster Pond. With a cocktail pool, a breathtaking ocean view and a modern interior design, this spacious and fully equipped home is ideal for a couple. Enjoy the peace of the neighborhood and also benefit from a 24/7 gated security. This home will offer everything you need for an amazing stay in Sint Maarten / Saint Martin.

Villa Marant - Elegant Luxury Caribbean Escape
Experience the perfect blend of elegance and comfort at Villa Marant, where modern design meets tranquil relaxation. Nestled in a prime location, our villa offers a stylish retreat for travelers seeking the ultimate escape. Plus, with a backup generator in place, you’ll never have to worry about power outages—your comfort is always ensured.
Popular amenities for villa rentals in Upper Prince's Quarter
Private villa rentals

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Life's Good

Villa Paradis - Unbeatable views!

Oceanfront Guana Bay Villa with View of St. Barts

Marewa - Breathtaking sea view luxury villa 4hp

Brand new! - Slowlife - Enjoy Villa

Bella Vista – Swimming pool & sea view, 5 minutes from Grand Case

Villa Posidonie — Luxury Living by the Sea
Luxury villa rentals

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

Luxury villa, swimming pool and panoramic sea view

Secret Harbor Villa, private escape in Anse Marcel

Esprit St Barth. Sea view, private pool, 2 suites

Water access, heated pool, kayaks & snorkeling

Villa Oceans One

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Villa rentals with a pool

Villa with Exceptional View of Terres Basses

[Sunset Place] 3BR Oceanfront Villa, Private Pool

15% off* until Agust 31, 2026: Villa Kiwi

Villa Pineapple - Grand Case Area -5mn Orient Bay

Villa Suzanne with sea view 4 bedrooms - 8 beds

Beach House: beach villa in the Eastern Bay

Villa Ancre Bleue, beautiful view of Ilet Pinel

Villa Sonrisa, Beachfront and stunning ocean view
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £728 | £594 | £639 | £569 | £521 | £568 | £578 | £518 | £487 | £524 | £524 | £744 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Rentals with a hot tub Upper Prince's Quarter
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- Family-friendly rentals Upper Prince's Quarter
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- Smoking-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
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- Rentals with a washing machine and dryer Upper Prince's Quarter
- Villa rentals Sint Maarten





