Guesthouse vacation rentals in Sint Maarten

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Sint Maarten guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Simpson Bay
4.96 out of 5 average rating, 99 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

MichaelRating, 5 stars4 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 favorite
Guesthouse in Little Bay
4.86 out of 5 average rating, 228 reviews

Your oasis with spectacular views and private pool

CindyRating, 5 stars2 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
Private room in Philipsburg
5 out of 5 average rating, 6 reviews

Alicia's Inn

Guest house rentals with a patio

Guest favorite
Guesthouse in Simpson Bay
4.9 out of 5 average rating, 103 reviews

White Sands Beach Studio

JohnRating, 5 stars5 days ago
We had a wonderful host Rosemarina and her family. We enjoyed the airplanes, walks on the beach, D’s beach bar which had chairs/ umbrellas. Maho beach is walking distance. We will definitely come back to stay.
Guest favorite
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!
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 stars11 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 Cole Bay
New place to stay

Pete's Poolside Studio #2

Private room in Waymouth Hill
5 out of 5 average rating, 4 reviews

Oasis One

Guesthouse in Philipsburg
New place to stay

Soulful Sanctuary with community spaces & pool

Guest house rentals with a washer and dryer

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

New! Apartment with pool and ocean view#4

ErikRating, 5 stars2 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
4.83 out of 5 average rating, 24 reviews

Apartment garden - swimming pool

ShajuanaRating, 5 stars2 weeks ago
I recently completed a lovely trip in Sint Maarten for 6 days! Isa was incredibly helpful and responsive throughout my entire stay. She provided me with recommendations for activities and reliable forms of transportation. She is kind and really wants her guests to have a great time on the island which I most certainly did. The apartment was just as described and shown in the pictures. I had no complaints. Definitely consider booking a stay with Isa. You will have a splendid, stress-free time!
Superhost
Guesthouse in Cole Bay
4.8 out of 5 average rating, 25 reviews

New! Apartment with pool and ocean view#5

KarriemRating, 5 stars1 month ago
Very responsive and flexible. 5 stars across the board. Isabelle was wonderful.
Guest favorite
Guesthouse in Sint Maarten
4.91 out of 5 average rating, 32 reviews

New! Apartment with pool and ocean view #2

StephanieRating, 5 stars1 week 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 favorite
Guesthouse in Cole Bay
4.8 out of 5 average rating, 25 reviews

New ! Apartment with pool and ocean view #3

PaulRating, 5 stars1 month 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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