Guesthouse vacation rentals in Sint Maarten

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Sint Maarten

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

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Guest favourite

Guesthouse in Simpson Bay

4.93 out of 5 average rating, 57 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.

Aug. 15 – 22

$159 CAD per night

Guest favourite

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Simpson Bay Beach Apartment. Topdeck. Ocean View

Modern 1 bedroom luxury apartment detached from the main house. Marble floors throughout. All stainless appliances in a full size kitchen. Granite counter top. 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. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available. Roof deck with grill, fridge and sink

May 21 – 28

$198 CAD per night

Guesthouse in Simpson Bay

New place to stay

Cottage Moon View

The Cottage has been Named check reviews: Lovely Cottage ... Hill Beach Cottage Simpson Bay Hill Stone before the road exist it was the Hill Sand and Ocean and the fishermans we like to preserve this peace that rest as home like before home Stay Caribbean Atmosphere close to the Airport View to Lagon 5mn walking distance from the Beach Yacht Clubs Restaurants, Breakfast,Lunch and Dinner Dive centers Boat ferries Cinema Casino etc.. if you like sports you can just walk +Free massage

Jun. 14 – 21

$154 CAD per night

Guesthouse in Cole Bay

5.0 out of 5 average rating, 5 reviews

Private Secluded Room/ Private Bathroom

24/7 ACCESS TO HOSTS TAXI SERVICE 10 Minute Drive to Airport 5 Minute drive to the Beaches With Room Comes: Free Airport Pickup from Licensed Island Taxi Driver (HOST) Smoking and Drinking 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, Couch, Table, Chair

Apr. 26 – May 3

$146 CAD per night

Guesthouse 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.

May 14 – 21

$448 CAD per night

Guesthouse in Dutch Cul de Sac

holiday rental cottage

The Ever Green Cottage is in a gated community close to the Emilio Wilson Park. It's a pleasant and unique experience to have as you enjoy the breeze trough and fro large Palm trees from the porch with view of Saunder and listing to songs of our Caribbean birds. The 1srt floor is the kitchen dining and sitting erea qnd the second floor is the sleeping quaters . Be it a couple or a family the space is good. Your comfort it assured by the ceiling fan the A.C and the large Smart T.V...

Mar. 18 – 25

$154 CAD per night

Guest favourite

Guesthouse in Cole Bay

5.0 out of 5 average rating, 23 reviews

New! Apartment with ocean view#4

Take it easy at this unique and tranquil getaway.Brand new apartment in complex 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, "Statia" has is own kitchen, and bathroom. It's part of a complex with 5 other independent apartments, with swimming pool, garden, laundry, private and free parking on site. You will enjoy this peaceful place !

Apr. 17 – 24

$236 CAD per night

Guesthouse 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.

Apr. 17 – 24

$138 CAD per night

Superhost

Guesthouse in Little Bay

4.9 out of 5 average rating, 31 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.

Jul. 19 – 26

$85 CAD per night

Guesthouse in Upper Prince's Quarter

4.58 out of 5 average rating, 12 reviews

Studio with privacy & wonderful view

Enjoy your stay in Sint Maarten in this cozy and peaceful studio in a safe gated community in Dawn Beach. There is a wonderful view of the sea with St Barths, St Kitts, St Eustatius on the horizon. The studio is surrounded by lush greenery. You can relax in the swimming pool and under the gazebo. Start your day with breakfast on the balcony with healthy sea breeze. Enjoy the nearby beaches of Dawn Beach and Oyster Pond. The house and studio has a private gate

Sep. 14 – 21

$162 CAD per night

Guesthouse in Little Bay

4.83 out of 5 average rating, 30 reviews

Cozy Seaview Apartment

It is with great pleasure we welcome you to our cozy apartment situated on the hillside of Belair with splendid ocean view. Very quite and calm neighborhood and close to Philipsburg. Just a 10 minutes walk to the Belair beach. This apartment has 2 BR / 2 baths. BR 1 includes one king size bed with full bath and dressing. The second BR 2 has 1 queen size bed with full bath and dressing. Its a pleasure to see you soon!

May 5 – 12

$320 CAD per night

Guesthouse in Upper Prince's Quarter

New place to stay

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.

Jul. 15 – 22

$606 CAD per night