Guesthouse holiday rentals in Sint Maarten

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Top-rated Guesthouses in Sint Maarten

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Superhost

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.

Guesthouse in Simpson Bay

4.84 out of 5 average rating, 160 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.

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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.

Guesthouse in Simpson Bay

4.95 out of 5 average rating, 108 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. Live TV/ movies. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. 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.

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Guesthouse in Upper Prince's Quarter

Oyster Sunrise 3BR Condo

Forget your worries in this spacious, serene condo overlooking beautiful Oyster Pond. Located on the sought-after hillside of Oyster Pond, each sunrise brings breathtaking views. Enjoy a bright and comfortable living area, fully equipped kitchen, large private patio, free Wi-Fi, easy parking, and an in-unit washing machine. Perfect for relaxing after the beach, explore the island, or enjoying the peaceful surroundings. Guests may use the owner's pool. Owner most likely off-property.

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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.

Guesthouse in Cole Bay

5 out of 5 average rating, 9 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! Please note: we are in the heart of the island and there is clubs nearby that may play music. It is an island!

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Guest favourite

Guesthouse in Little Bay

4.88 out of 5 average rating, 16 reviews

Brise de la mer Belair villa

Enjoy breathtaking ocean views from this hilltop home in Belair, perfectly positioned to watch cruise ships arrive in the morning and depart beautifully lit at night. The property offers a saltwater swimming pool. The guest house features three comfortable bedrooms and three bathrooms. A house caretaker resides in a separate, fully independent first-floor apartment. Centrally located, the home is just few minutes from drive to explore to all areas of St. Maarten’s popular spots.

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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.

Guesthouse in Upper Prince's Quarter

4.67 out of 5 average rating, 3 reviews

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.

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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.

Guesthouse in Little Bay

4.84 out of 5 average rating, 56 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.

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Guest favourite

A serene swimming pool is depicted, showcasing clear blue water and a surrounding deck with vibrant turquoise railing. Palm trees and buildings with coastal views are visible in the background, framed against a bright sky.

Guesthouse in Sint Maarten

4.9 out of 5 average rating, 50 reviews

New! Apartment with pool and ocean view #2

Newly renovated apartment in complex with pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, Simpson Bay and close to the airport. This apartment, "Curacao" is part of a complex with 5 other independent apartments, with pool, garden, laundry with washer and dryer, private and free parking. You will enjoy this peaceful place ! Adults only ! Sint Maarten is currently experiencing some daily power outages

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Guest favourite

Guesthouse in St. Peters

4.97 out of 5 average rating, 35 reviews

Hilltop Retreat

Experience authentic Sint Maarten in our cozy hilltop suite! Nestled in the local St. Peters neighborhood, you’ll enjoy fruit trees, hillside breezes, and nearby hiking trails. Note: This is a vibrant residential area, so expect occasional morning roosters, neighborhood dogs, and local street activity. A car is essential. Please follow our photo-guided check-in instructions for a smooth arrival, as island addresses can be tricky for GPS!

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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.

Guesthouse in Cole Bay

4.91 out of 5 average rating, 53 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 ! Adults only

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Superhost

Guesthouse in Simpson Bay

4.85 out of 5 average rating, 91 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!

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A serene pool area is surrounded by vibrant plants, with multicolored lights illuminating the space during nighttime. A spacious patio is visible, featuring outdoor furniture for relaxation. The calm water reflects the surrounding decorations, creating a peaceful and inviting environment.

Guesthouse in Cole Bay

Pete's Poolside Studio #1

Pete's place is close to everything, making it easy to plan your visit. 10 minutes to and from airport, best beaches, fine restaurants, casinos and exciting nightlife. 10 minutes drive to the French side capital of Marigot and 15 minutes to the Dutch city of Philipsburg. property is located just off the main roads and there could be occasional sound of traffic

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