Vacation rentals with a patio in Simpson Bay

Guesthouse in Simpson Bay

A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.

4.87 out of 5 average rating, 123 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

4.67 out of 5 average rating, 12 reviews

The private patio features a saltwater pool with ocean views, complemented by lounge chairs and tropical plants. Soft clouds drift overhead, enhancing the serene atmosphere. Nearby, a dining area offers an inviting space for meals while overlooking the lush garden and the expansive sea.

Home in Cole Bay

Villa Turquoise Heaven

Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.

5 out of 5 average rating, 58 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.

4.91 out of 5 average rating, 127 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Place to stay in Simpson Bay

A compact living area features a wall-mounted Murphy Bed that converts to a sofa, offering flexible space. A kitchenette with a refrigerator and sink is included. Natural light enters through an arched window, complementing the light-colored wood flooring and neutral furnishings.

4.95 out of 5 average rating, 22 reviews

The Hideaway

A quaint and cosy well thought out room that is attached to a townhouse with a private entrance that is locked off from the rest of the unit. This tranquil getaway is in a residential area that is complimented by many amenities such as two large pools, hot tub and tennis courts. It's located in the heart of the Simpson Bay area with the Lagoon on one side and the strip on the other with many restaurants, bars, convenience stores, pharmacy and marina all within a few minutes walking distance.

A private outdoor area features a crystal-clear pool surrounded by sun loungers. A gazebo is visible to one side, providing shaded space. The vibrant yellow and natural stone walls enhance the inviting atmosphere, while palm trees contribute to the tropical feel, all under a clear blue sky.

4.95 out of 5 average rating, 42 reviews

Private Pool- 5 min DRIVE to Maho Beach & Airport

OUTDOOR AREA (NOT shared with other guests) - Automatic Generator - Private Pool - Private Gazebo - chairs and table - Beach Towels - Grill ONE BEDROOM - Queen Size Bed - Smart Samsung TV - High speed WIFI - Storage spaces - Air conditioning LIVING ROOM - Dinning table for two - A Sofa BATHROOM - Walk-In Shower with HOT water - Essential Toiletries provided KITCHEN - Coffee Maker - Stove/ Oven (Gas) - Fridge/ Freezer - Washer/Dryer - kitchen appliances - Coffee and tea

A well-maintained outdoor pool is surrounded by lounge chairs, offering a relaxing space for guests. Shade is provided by large umbrellas, and tropical palm trees are visible in the background. The pool area is complemented by modern residential buildings, enhancing the serene environment.

4.98 out of 5 average rating, 81 reviews

Brand New- Maho Condo Studio with Seaview and Pool

Brand new studio, centrally located in Maho, with 24/7 security, amenity filled and a short distance to beaches, shopping and nightlife. The studio is a 5 minute walk to Maho Village and an 8 minute walk to the famous Maho Beach where you will find a multitude of restaurants, duty-free shopping and Casino Royale. It's also an 10 minute walk to Mullet Bay, one of the most beautiful and popular local beaches on the island. The location is a convenient 5 minute drive to the airport.

An aerial view captures the vibrant landscape of Simpson Bay Yacht Club, revealing the layout of the community, including palm trees, two swimming pools, and tennis courts. The calm turquoise waters border the marina, and the lush green hills rise in the background, complementing the scene.

4.96 out of 5 average rating, 28 reviews

The Pineapple Suite

Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines of Simpson Bay Yacht Club's gated community. Unwind in modern luxury, relish on-site amenities like the two swimming pools, tennis courts, bbq area and soak in breathtaking views of the yachts, lagoon, hills and sunset from your balcony. Conveniently located near the airport in Simpson Bay within walking distance from restaurants, the beach, bars and supermarkets.

A bright living area is visible, featuring a comfortable couch and an armchair. The large glass doors showcase stunning ocean views and a spacious balcony, while soft drapes frame the opening, adding to the serene atmosphere.

4.94 out of 5 average rating, 32 reviews

Maho Beach House: Deluxe 1-Bedroom, Oceanview Luxe

Discover our premier corner unit in Maho Beach House, where breathtaking, unobstructed sunset views over iconic Maho Beach await. Step onto the wrap-around balcony for a stunning vantage point over the ocean and watch the planes soar overhead. Inside, you’ll find elegant interiors crafted for relaxation and style. Located in the heart of Maho, everything you need is a short stroll away - Perfect for those seeking a memorable Sint Maarten experience in the heart of the action.

4.91 out of 5 average rating, 66 reviews

A modern villa exterior is displayed under a clear blue sky. Sleek white walls are complemented by well-maintained landscaping and palm trees. An outdoor lounge area is visible, featuring comfortable seating and a shaded area for relaxation.

Villa in Simpson Bay

Modern 2 bedroom luxury beachside villa with pool

Your own private paradise. Modern 2 bedroom luxury villa in safe gated community with security. New appliances with air conditioning, WIFI, security cameras, and secured free parking including Smart TV with free NetFlix, HBO Max, and Prime access. Private pool with adjacent outdoor dining/lounge area. Perfect for families or couples. Maid and private chef service available if needed. Walking distance from dining, night clubs, and shopping. Steps away from the beach.

A serene view of the Caribbean Sea is captured, displaying vivid turquoise waters under a bright blue sky with fluffy white clouds. Palm trees are positioned on the left, gently swaying in the ocean breeze, complementing the tranquil beachfront setting.

4.92 out of 5 average rating, 26 reviews

SeaWaves Beachfront 1 Brm Apt with Generator

Escape to paradise in this charming 1-bedroom beachfront apartment located in the heart of Simpson Bay, Sint Maarten. Wake up to the soothing sounds of the ocean and step out onto your private balcony to enjoy stunning views of the turquoise Caribbean Sea. This bright and airy apartment features a spacious bedroom with a comfortable queen-sized bed, a fully equipped kitchen, and a cozy living area perfect for relaxing after a day of island adventures.

Villa in Indigo bay, Sint Maarten

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.

5 out of 5 average rating, 34 reviews

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.

Popular amenities for Simpson Bay patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.87 out of 5 average rating, 46 reviews

A serene view of the Caribbean Sea at twilight, featuring soft clouds and gentle waves. The horizon exhibits a gradient of colors transitioning from deep blue to soft purple, with a small crescent moon visible in the evening sky.

Apartment in Philipsburg

Ocean view rental - Sint Maarten

Apartment in Maho Village

4.85 out of 5 average rating, 53 reviews

Perched Maho Retreat: Scenic Golf-Course&Pool View

4.87 out of 5 average rating, 139 reviews

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

Lovely Studio Apartment with Pool & Nature Views!

4.84 out of 5 average rating, 37 reviews

An outdoor terrace is presented with lush green grass, featuring modern seating arranged around a wooden table. Soft furnishings and decorative pillows are positioned for comfort, while stunning views of the water and surrounding hills create a serene backdrop.

Apartment in Cole Bay

A101 - Outstanding Lagoon View & Garden

5 out of 5 average rating, 4 reviews

A bright bedroom features a spacious bed with soft bedding and decorative pillows. Two framed images of beach scenes adorn the walls. Large glass doors open to a balcony with outdoor seating, allowing natural light to fill the room, while a minimalist wooden bench sits at the foot of the bed.

Apartment in Grand Case

New Archipel Suite Sea View & Rare Luxury, 2 Beds

4.96 out of 5 average rating, 27 reviews

The infinity pool is visibly stretching towards the horizon, blending with the calm turquoise waters of the Caribbean Sea. Palm trees frame the scene, while a cruise ship can be seen cruising in the distance under a clear blue sky.

Apartment in Philipsburg

Studio Ocean Front, Infinity Pool

4.86 out of 5 average rating, 21 reviews

A spacious living area showcases neutral-toned walls and tiled flooring. Modern furnishings include a wooden coffee table, open shelving, and a large wall-mounted television. A dining space with high-backed wicker chairs is visible, alongside a well-equipped kitchen area with green cabinetry.

Apartment in Cole Bay

Villa Nautica

4.78 out of 5 average rating, 45 reviews

A private terrace is featured, showcasing a seating area with two armchairs and two poufs arranged around a coffee table. The view overlooks the sea and surrounding landscape, enhanced by natural light. A bottle and glass sit on the table, inviting relaxation.

Apartment in Oyster Pond

The View, piscine, vue mer, balcons d'Oyster Pond

House rentals with a patio

5 out of 5 average rating, 21 reviews

An infinity pool reflects the bright blue sky and shimmering sea, creating a tranquil contrast. The edges of the pool are lined with clear glass panels, providing unobstructed views of the horizon. The sunlight sparkles on the water's surface, emphasizing the serene setting.

Home in Indigo Bay

Life's Good

4.79 out of 5 average rating, 47 reviews

Home in Cole Bay

AnnetsBB, ComfyBed, Gated, Garden, Parking, Washer

4.91 out of 5 average rating, 11 reviews

The living room features a comfortable sectional sofa with throw pillows, situated in front of a mounted television. Natural light filters through modern shutters, and a ceiling fan adds ventilation. A circular area rug is centered on stylish tile flooring, creating a cozy gathering space.

Home in zagersgut

Modern 2-Bed Hilltop Apartment- Loma Vista

Home in Collectivité de Saint-Martin

A vibrant view of the coastline and distant hills is framed by the greenery of palm leaves and a tall cactus. The blue rooftops of nearby houses contrast with the clear blue water, creating a serene outdoor setting.

4.94 out of 5 average rating, 31 reviews

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

4.94 out of 5 average rating, 16 reviews

A serene coastal view is captured, showcasing the shimmering blue ocean under a clear sky. Lush greenery and well-maintained gardens are visible in the foreground, while white buildings with decorative elements rest subtly along the coastline.

Home in Cole Bay

Blue Palm Estate Townhouse w/ Ocean View

Home in Les Terres Basses

An open-air lounge area features comfortable seating with accent cushions in red. A coffee table is placed in the center, surrounded by tropical greenery. Large sliding doors lead to a view of the lagoon and ocean, with an infinity pool visible in the background.

5 out of 5 average rating, 12 reviews

Slowlife - Villa Wellness 4 beds

Home in Upper Prince's Quarter

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.

4.96 out of 5 average rating, 55 reviews

Teresa’s Ocean Paradise

4.69 out of 5 average rating, 16 reviews

The upper-level house is framed by palm trees and surrounded by a spacious, paved area. A staircase leads to the entrance, while multiple seating arrangements are positioned on the balcony. The blue sky and ample sunlight create a vibrant setting.

Home in Simpson Bay

“Les Medes” 3 bedroom in Beautiful Beacon Hill

Condo rentals with a patio

5 out of 5 average rating, 43 reviews

A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.

Condo in Simpson Bay

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious bedroom showcases a comfortable bed with neutral linens and several decorative pillows. Floor-to-ceiling glass doors open to a private balcony with seating, offering views of the ocean and the surrounding landscape. Soft lighting is provided by two bedside lamps.

4.93 out of 5 average rating, 14 reviews

Modern Oceanview Apartment

5 out of 5 average rating, 7 reviews

Condo in Indigo Bay

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

A large pool is surrounded by palm trees and lounge chairs, with clear blue skies overhead. The modern building is visible in the background, showcasing a mix of balconies and spacious exteriors. The inviting water reflects the bright surroundings, ideal for relaxation.

4.94 out of 5 average rating, 16 reviews

Beautiful Large 2 Bedrooms apartment in Maho

A modern living area features a sleek black cabinet and a comfortable armchair. Natural light floods through a sliding glass door, revealing a balcony with a small table and chairs. Lush green palm leaves are visible through the glass, enhancing the serene atmosphere.

4.82 out of 5 average rating, 33 reviews

Bright studio next to the beach

5 out of 5 average rating, 31 reviews

A balcony is presented with two yellow chairs and a small table, set against a backdrop of a sparkling blue sea dotted with sailboats. Lush green plants add a touch of nature, and a clear blue sky creates a bright and open atmosphere.

Condo in Marigot

New studio with superb view of the Caribbean Sea

4.92 out of 5 average rating, 37 reviews

The image captures the building's facade, featuring a modern design with multiple balconies. Sun loungers are arranged by a serene pool, complemented by palm trees and a large umbrella. The blue sky enhances the inviting atmosphere of the outdoor space.

Condo in Maho

'Emerald Pearl' Studio in Maho with Full Amenities