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Guest house holiday rentals in Sint Maarten

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Sint Maarten

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest favourite
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.
Guest house in Simpson Bay
4.9 out of 5 average rating, 115 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.

A spacious sleeping area features two beds and a seating area. The room is illuminated by natural light from large windows with blue curtains. A vaulted ceiling with white beams enhances the airy atmosphere, while soft-colored walls complete the inviting setting.
Guest house in Dutch Cul de Sac
5 out of 5 average rating, 3 reviews

holiday rental cottage

This Cottage is a peaceful retreat just 15 minutes by car from Philipsburg, with easy access to shopping, dining, and the waterfront. After a day of exploring, relax in your private space surrounded by palm trees and Caribbean birds. The cottage has a fully equipped kitchen, cozy living areas, and comfortable sleeping quarters on the second floor. Perfect for couples or families, with air conditioning, a ceiling fan, and a smart TV. Book now for the perfect mix of convenience and tranquility!

Top guest favourite
A modern two-story apartment structure features a covered balcony with seating for two. The exterior includes colorful accents and is surrounded by lush greenery. The parking area is enclosed by a wooden fence, accommodating multiple vehicles beneath the home.
Guest house in Simpson Bay
4.96 out of 5 average rating, 100 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

The modern guest house is framed by lush greenery, showcasing its three-story structure with white walls and large glass balconies. Natural stone pathways lead up to the residence, providing access to the outdoor spaces and surrounding foliage.
Guest house in Upper Prince's Quarter

Awesome 2 Bedroom Guesthouse with pool and views

This is a stylish, modern place to stay and is perfect for group trips, especially for events. Its located in the quiet area of Point Blanche, which is about 10 minutes from the capitol, Philipsburg. It's a fully furnished, 2 Bedrooms,2 Baths guest house, with Pool and spectacular ocean views, outdoor pool bar and grill. There is private secure parking for 2 cars, and 24/7 security monitoring. Very spacious unit with each bedroom having a king size bed, LED TV and its own private balcony.

Guest house in St. Peters
New place to stay

Hilltop Retreat

"Hilltop Retreat" is a cozy bachelor-style guesthouse perched on a hillside in Sint Maarten with Caribbean vibes surrounded by plants and fruit trees. The suite has a private entry and street parking. Nearby there's the popular St. Peters Hike and the Marigot (French Capital) hike, where wild goats, cows, monkeys, and iguanas are often seen. A vehicle is recommended—supermarket 10 min, Philipsburg and beach 15 min, airport 30 min via scenic touristic route. Budget-friendly and relaxing.

A balcony view showcases tranquil waters filled with moored boats. Lush greenery frames the scene under a clear blue sky, with distant hills visible along the horizon. The balcony railing features a simple white design, enhancing the open and airy feeling of the outdoor space.
Guest house in Upper Prince's Quarter

Cathy’s Ocean View Corner Guesthouse

This lovely guesthouse is in the heart of the residential section of St. Maarten called Oyster Pond. It is one of the best neighborhoods on the island because of the peaceful, serene, and stunning views of the pond and ocean. The neighborhood is unique because of its location on the border between the French and formerly Dutch, now Country St. Maarten, side of the island. Two beaches are within a 5-minute walk from the bungalow. The bungalow is located inside a safe gated community.

Guest favourite
A private swimming pool with a clear blue surface is visible on a spacious terrace. Lush palm trees and ocean views create a vibrant backdrop, while lounge chairs are placed on the deck. The surrounding area is well-maintained and features a bright, sunny atmosphere.
Guest house in Cole Bay
4.94 out of 5 average rating, 34 reviews

New ! Apartment with pool and ocean view #1

Newly renovated apartment with swimming pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, next to Simpson Bay and close to the airport. This apartment, "Aruba", is part of Ruby Blue Residence with 5 other independent apartments, swimming pool, garden, laundry with washer and dryer, private free parking. Enjoy your vacation in our peaceful place ! Sint Maarten is currently experiencing some daily power outages

Superhost
A scenic view showcases lush greenery, with a body of water reflecting the sky and distant hills. The ocean is visible on the horizon, framed by clouds and bright blue sky, creating a serene natural landscape.
Guest house in Little Bay
4.91 out of 5 average rating, 46 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Superhost
The villa features a modern architectural design with a green sloped roof and a spacious deck surrounding a turquoise swimming pool. Lush greenery from the mountain can be seen in the background, enhancing the serene environment. Multiple outdoor lounge chairs are arranged near the pool, inviting relaxation.
Guest house in Little Bay
4.75 out of 5 average rating, 8 reviews

Belair Villa Sea Breeze

Ocean view watch the cruise ship arrival morning and its departures at night house is located in the top hill in Belair Salt water swimming with a great view of ocean and nature .Guests house consists of 3 bedrooms and House taker lives in the first floor apartment totally independent. Centrally located few minutes to Philipsburg town , Simpson bay Maho and to the french side . Few minutes walk to little bay beach and great bay beach ..

Superhost
Guest house in Simpson Bay
4.83 out of 5 average rating, 80 reviews

KEVIN—Perfect location/Beach/Nightlife—1 Bed

You couldn't ask for a better location for this romantic Caribbean-style 1-bed. 7mn walk from the best nightlife, restaurants, spas, and casinos the island has to offer. The room is furnished with a King size bed. A few steps from Simpson Bay beach and Maho Beach with beach bars serving breakfast, lunch & dinner. Enjoy the HOT TUB in the backyard. Or use our observation deck to watch planes from the world-famous Juliana airport!

A compact kitchenette features yellow walls and a white cabinet with pots stacked above. A small sink and countertop host dishware, while a gas stove sits adjacent to a wooden cutting board. Natural light brightens the space, creating a functional cooking area.
Guest house in Cole Bay
5 out of 5 average rating, 7 reviews

Private Secluded Room/ Private Bathroom

10 Minute Drive to Airport 5 Minute Drive to the Beaches 15 Minute Drive to Downtown Smoking and Drinking (No Smoking in Room) is allowed on property but no partying. Patio Connected To Room. * Rooftop Access on Property for Spectacular views * Space is Private but is connected to Hosts Home (Island Style Apartment Home) Still very private and behind gated fence for safety! Room has TV, Kitchenette, Bed, Chair

A spacious bedroom features a light-colored bed with neutral bedding, situated under a ceiling fan. Large windows on two walls frame views of the surrounding hillside and ocean, allowing natural light to fill the room. A bedside table accompanies the bed.
Guest house in Upper Prince's Quarter

Oyster Sunrise 3BR Condo

Forget your worries in this spacious and serene space. Enjoy our beautiful and spacious condo, has a fully-equipped kitchen, exceptional views, a large patio, spacious living room to rest. We are located on a hillside overlooking peaceful Oyster Pond area. You’ll have free wifi and easy parking, and laundry facilities.

Popular amenities for guest house rentals in Sint Maarten