Guesthouse holiday rentals in Sint Maarten

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Sint Maarten guesthouses

Family-Friendly guesthouses

Private room in Philipsburg
5 out of 5 average rating, 6 reviews

Alicia's Inn

DanRating, 5 stars3 months ago
I was only there for 1 night while passing through, but it was a great stay. I would stay here again
Guest favourite
Guesthouse in Simpson Bay
4.96 out of 5 average rating, 99 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

MichaelRating, 5 stars5 months ago
Literally Steps away from the beach, great location on one of the best beaches (Simpson bay) in Sint Maarten, location was perfect for us, walking distance to many things but do highly recommend a car rental too explore the many thing the Island has to offer. As for the unit it was perfect for my wife and I for our 4 week stay, everything we needed to make it feel like home. Exactly as described in listing and like the fact it had a bar-b on the rooftop deck which was fantastic for watching the airplanes coming and going as well as the beautiful sunsets. Mark and Roshitha were fantastic to deal with and very responsive when needed with a wealth of info on the Island. Very hard to leave after a 4 week stay and will 100% rent from again. Hope to return soon, Thanks again Mark & Roshitha.
Guest favourite
Guesthouse in Little Bay
4.86 out of 5 average rating, 228 reviews

Your oasis with spectacular views and private pool

CindyRating, 5 stars3 weeks ago
Pelin is an amazing host. Her rental is beautiful and the patio was so relaxing. we watched iguana and even saw one monkey. the pool was gorgeous and the bed so comfortable. we had an amazing time exploring the island and coming back to the rental to relax. thank you

Guesthouses with a patio

Guest favourite
Guesthouse in Simpson Bay
4.9 out of 5 average rating, 105 reviews

White Sands Beach Studio

TaylorRating, 5 stars1 week ago
everything was walking distance the area is beautiful Rosemarina and her husband are great people ! Very welcoming and respectful. Loved staying there will be back !
Guest favourite
Guesthouse in Little Bay
4.93 out of 5 average rating, 40 reviews

Studio near the beach

JasonRating, 5 stars2 months ago
Jisk was absolutely a great host! Such a nice space for single traveler or traveling as a pair. Easy access to grocery stores, different beaches, and restaurants. Highly recommend!
Private room in Waymouth Hill
5 out of 5 average rating, 4 reviews

Oasis One

TommasoRating, 5 stars1 month ago
Great host always smiling and available! Beautiful place, clean, with a great pool with view. Thank you so much again !
Guesthouse in Dutch Cul de Sac
5 out of 5 average rating, 3 reviews

holiday rental cottage

JulienRating, 5 stars2 months ago
Great stay in this familial house that is now proposed as an Airbnb by Helene. Everything matches the description and Helene answers all questions, even during the stay. Really great value for money if you want to have a stay in typical Saint-Martin house. Access is easy and can be autonomous.
Guesthouse in Cole Bay
5 out of 5 average rating, 7 reviews

Private Secluded Room/ Private Bathroom

IngoRating, 5 stars12 months ago
Brianna's flat was great. If you want to experience the real St. Maarten and not the overpriced hotel bubbles, you have to rent from Brianna. The entire flat is very clean. You have a good kitchen, with gas cooker, microwave, fridge ... The toilet and shower are 3 metres from the flat. But it's all yours. Brianna is very accommodating and very helpful. I had forgotten my travel plug. Brianna was able to help immediately. Brianna has a taxi licence and will pick you up from the airport. Two small supermarkets are just a few minutes' walk away. I felt at home from the very first minute. Unfortunately, I was only there for one day.
Guesthouse in Philipsburg
New place to stay

Soulful Sanctuary with community spaces & pool

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Cole Bay
4.97 out of 5 average rating, 32 reviews

New! Apartment with pool and ocean view#4

ErikRating, 5 stars3 weeks ago
The place was exactly as described. It was clean, bright and had the most beautiful views! The location was fairly easy to find once you get used to it, highly recommend you get a car as the constant hills can be an issue if you have problems walking. Location is close to all of the action and very central to some of the best beaches of the island. Isabelle was extremely responsive and helpful with suggestions, I will absolutely be returning back here next time I'm back!
Superhost
Guesthouse in Cole Bay
4.84 out of 5 average rating, 25 reviews

Apartment garden - swimming pool

ShaniceRating, 5 starstoday
I enjoyed my stay so much !! She was so responsive and very much flexible with me in regard to what was going on the day I arrived. The bnb looked just like the picture and was super clean. I would definitely stay again! Not to mention the area was super peaceful !! :)
Superhost
Guesthouse in Cole Bay
4.81 out of 5 average rating, 26 reviews

New! Apartment with pool and ocean view#5

SylvariaRating, 5 stars2 days ago
Beautiful stay , the location is a 10/10 right next to restaurant, supermarket,bars , & clubs , home was clean , the host isabelle was great & gave me a list of recommendations , definitely would book again
Guest favourite
Guesthouse in Sint Maarten
4.91 out of 5 average rating, 32 reviews

New! Apartment with pool and ocean view #2

StephanieRating, 5 stars2 weeks ago
We enjoyed our stay here. It was very quiet, lovely pool and patio to enjoy the sunset, breakfast and the afternoon sun. Recommend a car if you want to explore. You can however taxi there and walk to some restaurants. We explored the island so enjoyed a car. The laundry was useful as we stayed 6 days and then moved to the other side of the island for another 6 days. Everything was very clean and the host is very responsive.
Guest favourite
Guesthouse in Cole Bay
4.8 out of 5 average rating, 25 reviews

New ! Apartment with pool and ocean view #3

PaulRating, 5 stars2 months ago
An absolutely beautiful place to stay. Near restaurant and many attractions. Isabelle took the time to show us around when we arrived and her recommendations were top notch. Sunsets are unbeatable. Would recommend and stay at without any hesitation. LOVE SXM!

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