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Holiday houses in Guana Bay Beach

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Top-rated holiday rentals in Guana Bay Beach

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Guest favourite
A two-story villa stands adjacent to a large swimming pool, surrounded by lush greenery and palm trees. The structure features outdoor stairs leading to a spacious deck, with large windows allowing natural light to illuminate the interior. The tranquil setting offers scenic views of the surrounding landscape.
Villa in Upper Prince's Quarter
4.79 out of 5 average rating, 67 reviews

Oceanfront Guana Bay Villa with View of St. Barts

This contemporary oceanfront Villa is fully air conditioned and overlooks both Guana Bay & the Atlantic Ocean. Spectacular morning views of the sunrise and panoramic views of St. Barts. Villa Star has been newly renovated in 2022. Luxury 2 BR/2 BA with high tech fixtures. This gorgeous Villa has full cooking facilities, living area, dedicated workspace & wrap-around deck. A 5 minute drive to both Philipsburg and the French side. Tranquil and exclusive neighborhood. This truly is paradise!

Guest favourite
An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 53 reviews

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Top Guest favourite
A serene studio space is featured, with a spacious bed centered against a soft green wall. Rattan light fixtures hang from the ceiling, while decorative wall accents add a natural touch. A cozy seating area includes a woven chair and a small side table.
Tiny home in Philipsburg
5 out of 5 average rating, 11 reviews

Cozy Cabanita, in lush tropical garden with pool

Ontspan en kom tot rust in deze natuurvriendelijke, hippe studio: een boho style 'Cabanita', vlak naast de gemeenschappelijke pool van onze groene 'Xperiment community'. Lees een boek in een hangmat onder een boom, boek een yoga of wellness class of maak een 'magnificent hill &seaside hike'. 5 minuten van Philipsburg en Guana bay; 20 minuten naar Orient Bay, een geweldig strand aan de Franse Kant of door naar Grand case voor foodie's en local bites at "The lolo's". One love, One island❤.

Top Guest favourite
A private pool offers a clear view of the ocean and beach beyond, with gentle waves rolling onto the shore. Lush greenery surrounds the pool area, enhancing the serene outdoor setting under a bright blue sky with a few wispy clouds.
Bungalow in Sint Maarten
5 out of 5 average rating, 18 reviews

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

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. 4 bedrooms with king size beds & 2 bedrooms 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.

Top Guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Apartment in Simpson Bay
5 out of 5 average rating, 220 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite
An open-plan living area features large windows providing views of the ocean. A comfortable sectional sofa is positioned alongside a textured area rug with floral patterns. A dining table for six is nearby, and a wooden TV console holds a flat-screen television.
Apartment in Upper Prince's Quarter
4.95 out of 5 average rating, 19 reviews

Guana Bay Beach Condo

It's all about the views at the Guana Bay Beach Condo! With a wrap around balcony on the second floor, you are sure to enjoy the sunrises and views of St. Bart's and the Atlantic Ocean. Just a 2 minute walk to a very private spectacular beach. The condo is very comfortable with one bedroom, one and a half bathrooms, fully stocked kitchen. It also includes AC and a washer/dryer for your convenience and a fully stocked kitchen. Downtown Philipsburg is just a 5 minute drive away.

Top Guest favourite
A modern kitchen and living area are visible, featuring a large island with bar seating, complemented by pendant lighting. Floor-to-ceiling glass doors provide access to an outdoor terrace with ocean views. Natural light fills the space, enhancing the contemporary decor.
Home in Upper Prince's Quarter
5 out of 5 average rating, 20 reviews

Aman Oceanview

The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Superhost
A spacious studio apartment features a comfortable bed with decorative pillows and a large wall art piece depicting an elephant. A sleek coffee table is positioned in front of a plush sofa, while natural light enters through large windows adorned with patterned curtains.
Apartment in Oyster Pond
4.87 out of 5 average rating, 136 reviews

Lovely Studio Apartment with Pool & Nature Views!

Take a break and unwind at this peaceful studio apartment, perfect for your Caribbean getaway! This fully equipped studio is located just 7-10 minutes away from the capital, Philipsburg, and a few minutes away from several beautiful beaches. It also has gorgeous scenic views and an inviting and relaxing pool! As well as a rooftop terrace with scenic 360 views. Baby crib and grill available upon request for small fee and washer & dryer available on premise for free use.

Guest favourite
A serene outdoor space features an inviting infinity pool surrounded by lush tropical landscaping. Palm trees gently sway, while the ocean can be seen in the background under a clear blue sky.
Home in Upper Prince's Quarter
5 out of 5 average rating, 19 reviews

"La Vue SXM" Paradise "Villa Rosa" 5 bedroom rate

Check LAVUESXM site for more pricing for 3 & 4 bedrooms. Charming 5 bed/ 4.5 bath villa in the gated community of Red Pond Estates. Offering breathtaking 270 degree ocean views and St. Barths. Outdoor area includes a paradise infinity pool and spacious area with gas BBQ grill. Main level offers spacious, open concept living and dining. Fully equipped kitchen boasts modern state-of-the-art deluxe appliances. Inquire about our Private Chef! Villa managed by LaVueSXM.

Guest favourite
A sunlit outdoor area showcases a serene infinity pool bordered by wooden decking. Lounge chairs are situated under a vibrant red umbrella, offering views of the ocean and lush landscape. Potted plants add a touch of greenery, complementing the peaceful atmosphere.
Villa in Upper Prince's Quarter
4.92 out of 5 average rating, 65 reviews

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.

Top Guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 170 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot marina * 5 min walk to Marigot city center with its restaurants, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favourite
A dining area is presented with a modern table surrounded by four black chairs. Above, a colorful artwork adorns the wall, complementing the vibrant decor. Two candles on the table add an elegant touch, while soft lighting from above enhances the welcoming ambiance.
Condo in Cole Bay
4.84 out of 5 average rating, 129 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Popular amenities for Guana Bay Beach holiday rentals