Guesthouse vacation rentals in Sint Maarten

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!

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

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.

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.

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

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.

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!

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

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.