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Villa vacation rentals in Guana Bay Beach

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Top-rated villa rentals in Guana Bay Beach

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Superhost
A modern pool area features lounge chairs with bright orange cushions beside a shimmering blue swimming pool. The expansive view over the ocean showcases gentle waves under a partly cloudy sky, creating an inviting outdoor space for relaxation.
Villa in Upper Prince's Quarter

"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.

4.7 out of 5 average rating, 66 reviews
Guest favorite
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

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 2025. 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!

4.83 out of 5 average rating, 92 reviews
Guest favorite
A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.
Villa

VILLA I LOVE VIEW - villa luxe avec vue mer

Villa I LOVE VIEW est une oasis de tranquillité – avec sa piscine privative (naturisme possible), sa grande terrasse et son espace de cuisine luxueux. Venez découvrir sa vue aux multiples nuances de bleues en vous relaxant sur les transats au bord de la piscine aux reflets pierres naturelles zen Située à Cul de Sac, face à Saint Barth , l'ilet Pinel et la Baie Orientale. A proximité des plus belles plages de l'ile, restaurants, divertissements nautiques, c'est le lieu idéal pour vos vacances.

5.0 out of 5 average rating, 110 reviews
Superhost
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac

Villa Bella vue mer piscine et jacuzzi 3 chambres

Réveillez-vous chaque matin face à l’île Pinel, dans une villa moderne baignée de lumière, avec piscine privée et un environnement calme et verdoyant. La Villa est située dans la residence Horizon Pinel vue sur îlet Pinel, petite Clef, Orient Bay, Tintamarre et Saint Barthélemy. Elle donne vue sur l'incroyable et célèbre réserve naturelle de la baie de Cul de Sac, connue pour sa population de tortues, raies et pélicans. La baie peu profonde et toujours calme est idéale pour le snorkeling

4.85 out of 5 average rating, 158 reviews
Top guest favorite
Villa in Philipsburg

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.

5.0 out of 5 average rating, 19 reviews
Guest favorite
A private pool is visible in the foreground, surrounded by lounge chairs. In the background, the ocean stretches towards the horizon under a clear blue sky, complemented by lush greenery framing the scene.
Villa in Upper Prince's Quarter

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

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.

5.0 out of 5 average rating, 16 reviews
Top guest favorite
Villa in Oyster Pond

Villa Kyanéa | Vue océan St Barth · Piscine privée

Face à l’océan et sans aucun vis-à-vis, Villa Kyanéa offre l’impression rare de vivre entre ciel et mer. Vue panoramique sur St-Barth, piscine privée, terrasse avec transats et table face à l’horizon. Idéal pour un séjour à 4 personnes : deux chambres, deux salles de bain, cuisine équipée, salon lumineux, climatisation dans chaque pièce, TV 65’’ et wifi haut débit. Résidence calme et sécurisée, parking privé, proche de la Baie Orientale. Restaurants et commerces à proximité immédiate.

4.94 out of 5 average rating, 32 reviews
Top guest favorite
Villa in Upper Prince's Quarter

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.

4.94 out of 5 average rating, 88 reviews
Guest favorite
An infinity edge pool reflects the clear blue sky, surrounded by a spacious stone patio. Comfortable lounge chairs are positioned nearby, under an umbrella. The ocean view extends along the horizon, with gentle waves visible in the distance.
Villa in Upper Prince's Quarter

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.

4.99 out of 5 average rating, 94 reviews
Guest favorite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten

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.

4.93 out of 5 average rating, 73 reviews
Top guest favorite
A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.
Villa in Cul-de-Sac

VILLA JADE 2 : SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est un complexe de 3 villas situé dans la baie de CUL DE SAC et ses îlets ... VILLA JADE 2 est une suite spacieuse / vue mer pour 2 personnes les pieds dans l'eau, avec piscine privée. Les 3 villas sont mitoyennes mais très calmes et intimes. Votre unique vue est la mer... Accès direct à la mer par un ponton, et kayaks à votre disposition.

4.99 out of 5 average rating, 160 reviews
Top guest favorite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

4.99 out of 5 average rating, 105 reviews

Popular amenities for Guana Bay Beach villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favorite
A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.
Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

4.95 out of 5 average rating, 81 reviews
Superhost
Villa in Indigo Bay

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

4.83 out of 5 average rating, 18 reviews
Top guest favorite
The villa features a modern design with two levels, surrounded by lush greenery. An infinity pool is situated in front, with reclining chairs positioned nearby. The outdoor dining area is visible, and the expansive glass windows reflect the vibrant surroundings, inviting natural light into the space.
Villa in Indigo Bay

Life's Good

5.0 out of 5 average rating, 35 reviews
Superhost
A serene outdoor area features a private pool beside a wooden table and chairs. The view encompasses the ocean and a clear sky, with clouds creating depth. A sunbed is positioned for relaxation near the pool, enhancing the tranquil setting.
Villa in Oyster Pond

Séjour idyllique entre mer-ciel-réserve naturelle

4.69 out of 5 average rating, 16 reviews
Guest favorite
An outdoor dining area is displayed, featuring a white table set with blue glassware. Purple chairs provide seating, while panoramic views of the Caribbean Sea and rolling green hills are visible beyond the patio, showcasing the tranquility of the surrounding landscape.
Villa in Indigo Bay

Villa Elysian in Indigo Bay

4.91 out of 5 average rating, 55 reviews
Guest favorite
An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.
Villa in Les Terres Basses

Brand new! - Slowlife - Enjoy Villa

4.98 out of 5 average rating, 47 reviews
Top guest favorite
Villa in Les Terrasses de Cul de Sac

Water access, heated pool, kayaks & snorkeling

4.98 out of 5 average rating, 46 reviews
Superhost
A serene pathway leads towards the entrance of the villa, flanked by vibrant tropical plants and palm trees. The sunlight filters through the foliage, illuminating the inviting walkway that connects nature to the welcoming doorway.
Villa in Indigo Bay

SeaDream Luxury Villa With Private Pool Indigo Bay

4.84 out of 5 average rating, 73 reviews

Luxury villa rentals

Superhost
Villa in Saint Martin

Villa Sunset View – Steps from Friar’s & Happy Bay

4.84 out of 5 average rating, 19 reviews
Top guest favorite
A heated pool is surrounded by a bright tiled patio, featuring two people on colorful chicken floaties. The backdrop offers expansive ocean views under a clear blue sky, with scattered clouds enhancing the tranquil atmosphere.
Villa

Beach-Private Pool-2 Master King Bedrooms

4.97 out of 5 average rating, 38 reviews
Guest favorite
Villa in Oyster Pond

Villa Opale, Luxury Living by the Sea

5.0 out of 5 average rating, 8 reviews
Top guest favorite
Villa in Cul-de-Sac

Belle Lurette • 3BR waterfront with kayaks, pool

5.0 out of 5 average rating, 16 reviews
Superhost
An aerial view showcases the modern villa's sleek white exterior and expansive terraces. Two shimmering pools are highlighted, with stylish loungers arranged for relaxation. The open-plan layout invites outdoor living, seamlessly connecting the indoor and outdoor spaces.
Villa in Grand-Case

Marewa - Villa de luxe vue mer époustouflante 4 ch

5.0 out of 5 average rating, 8 reviews
Top guest favorite
A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.
Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

4.97 out of 5 average rating, 93 reviews
Top guest favorite
Villa in Cul-de-Sac

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

5.0 out of 5 average rating, 37 reviews
Top guest favorite
A spacious wooden deck surrounds an inviting pool, offering views of shallow turquoise waters and nearby islands. Several lounge chairs are arranged for relaxation, while tropical palm trees gently sway in the breeze, enhancing the serene outdoor setting.
Villa in Cul-de-Sac

Villa Ti Case • Waterfront, water access & kayaks

5.0 out of 5 average rating, 42 reviews

Villa rentals with a pool

Superhost
Villa in Cul-de-Sac

Little Paradise 2, piscine privée, vue magnifique

4.9 out of 5 average rating, 41 reviews
Superhost
An aerial view showcases the villa surrounded by lush greenery and vibrant tropical flowers. The private pool, with a curved shape, is bordered by lounge chairs. The sloped roof of the main house and separate structure add architectural interest.
Villa in Oyster Pond

Palm Paradise - Tropical Villa in Oyster Pond

4.75 out of 5 average rating, 12 reviews
Superhost
A sleek, reflective pool extends towards the horizon, capturing the vibrant sunset. Lush greenery frames the view, adding a natural element to the scene. The setting creates a peaceful ambiance, inviting relaxation amidst the beauty of the surrounding landscape.
Villa in Cole Bay

A heavenly Sint Maarten's retreat

4.7 out of 5 average rating, 46 reviews
Top guest favorite
An outdoor area features a private pool surrounded by a spacious patio. Lush greenery and palm trees complement the landscape, while a covered seating area provides shade. The villa's contemporary architecture harmonizes with the scenic mountain backdrop and bright blue sky.
Villa in Cul-de-Sac

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

4.97 out of 5 average rating, 66 reviews
Guest favorite
A serene cocktail pool is positioned on a deck, surrounded by lush greenery. The clear water reflects the blue sky and ocean view, with distant waves gently crashing on the shore. Natural elements evoke a feeling of tranquility and connection to the environment.
Villa in Upper Prince's Quarter

Maison moderne, piscine cocktail, vue sur l’océan

4.95 out of 5 average rating, 39 reviews
Superhost
Villa in Orient Bay

NEW Villa Joséphine, a few steps from Orient Beach

5.0 out of 5 average rating, 3 reviews
Top guest favorite
An infinity pool extends toward the horizon, creating a seamless view of Orient Bay and its surrounding islands. Comfortable lounge chairs with orange accents are positioned nearby, offering relaxation against a backdrop of vibrant greenery and a clear blue sky.
Villa

Private Orient Bay Villa with Spectacular Views

4.97 out of 5 average rating, 71 reviews
Guest favorite
A private pool is framed by a spacious wooden deck, featuring several lounge chairs and umbrellas for shade. Lush palm trees surround the area, with a clear view of the ocean in the background, complemented by a bright blue sky and gentle clouds.
Villa in Marigot

NEW Les Terres Basses- Villa Coco Paillette- Sxm

4.91 out of 5 average rating, 11 reviews