Vacation rentals in North Side

4.79 out of 5 average rating, 164 reviews

Condo in Simpson Bay

Oceanfront w private Pool | Beach 1 street away

CindyRating, 5 stars1 day ago

We loved Jean’s place. I hated leaving. The serenity, views and comfort were wonderful. The sound of the waves crashing on the cliffs so calming, we slept to the sound every night. We loved seeing various iguanas out the window every day. Jean informed us of some good restaurants. I just can’t see staying on a mountain or back from the beach. The water views are astounding. You will never want to get out of the shower, lol

5 out of 5 average rating, 24 reviews

Home in Sint Maarten

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

JenniferRating, 5 stars1 month ago

This was my second time staying at Matthew’s place, and it was just as wonderful as the first! The home is always spotless, beautifully decorated, and exactly as described. The location is perfect—close to all the main attractions and within walking distance to an amazing restaurant right by the beach. Matthew is an excellent host, super responsive and accommodating, making sure I had everything I needed for a comfortable stay. I will definitely be back again and highly recommend this place to anyone visiting the area!

Condo in Meads Bay Beach

MarioRating, 5 stars34 months ago

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

When visiting Anguilla, look no further than Tranquility Beach! These beachfront condo was everything we imagined. Pictures/videos does this beauty no justice. Perfect ambience as the decor is modern while still having the touch of the Caribbean. Enjoyed waking up in the mornings to a pristine light blue water beach before ever lifting my head from my pillow. Steps from the quiet beach. The staff are all amazing and treat you like family instead of tourists. All your needs, reservations, bookings, etc are taken care of as soon as you inquire within the staff. You’re placed in a WhatsApp group chat and whatever you need is provided literally in minutes! Overall, this is the best stay we have ever had anywhere in the world, including your major top rated resorts. Mario & Marquita Houston, TX USA

4.86 out of 5 average rating, 7 reviews

Home in Marigot

Sweet Home on the Beach.

ObengRating, 5 stars7 months ago

Absolutely stunning place! This stay offered so much! Great location and beautiful ocean view just off the living room. Sunrises and sunsets were absolutely beautiful. The place looks exactly as advertised. Gated beach house complex, clean, access to a tennis court and pool. The pool is literally next door and was clean and usually quiet. Couple minutes away from downtown Marigot (great restaurants and shops) and the ferry! Highly recommend booking a ferry to Anguilla or St. Barths! Also about 10-15 min drive away from the infamous Maho beach and Mullet Bay beach - my absolute favourite💖 Overall we couldn’t have been happier. Thanks again Veronique!☺️

Top guest favorite

Condo in Simpson Bay

5 out of 5 average rating, 26 reviews

Beachfront Caribbean Breeze in Paradise, SXM

RobinRating, 5 stars2 weeks ago

This is a fabulous condo with beautiful pool area and beach! Everything within the condo was perfect and Sylvia went above and beyond assuring everything needed was there. She also provided beach chairs, umbrella and cooler which made our beach days amazing! The balcony on lower level has a daybed which I used to curl up and read while my husband preferred using it for napping 😴! Sylvia was very responsive with any questions we had before and during our stay. Absolutely perfect! We would definitely reserve again and if you are looking for a wonderful place in Simpson Bay you should too!

Apartment in Upper Prince's Quarter

4.81 out of 5 average rating, 16 reviews

The Tree House SXM

RafaelRating, 5 stars3 weeks ago

The pictures on the listing do not do justice on how beautiful the view you have from the balcony is. One day I even changed my plans to go to the beach to read cause I saw no point. The balcony has the best setup for a nice relaxing reading session on a sunny day with a cozy pouf like seat. On top of that, the host is kind and caring and made me feel at home. She even pointed out when I was about to go biking under the hot Sun to bring some water, which I thought I was, but indeed was forgetting. Thank you for making my stay in Sint Maarten a really great one!

4.92 out of 5 average rating, 83 reviews

Apartment in West end

James Hughes nice place 2 bedroom upstairs

RosannaRating, 5 stars2 weeks ago

Sherman was very nice and very accommodating, sweet spirited and flexible, He will rent you a car right off his property, very convenient, at very reasonable prices .. we definitely will be returning.. Looking so forward to the next time we spend our days in Anguilla at Sherman's place

Apartment in Cupecoy Beach

SylvieRating, 5 stars1 week ago

Exquisite 2 Bed Luxury Apt w Views Walk to Beach

Le logement est situé au sein d’un complexe offrant des prestations de qualité (salle de sport, piscine, restaurant, conciergerie…) à proximité de la belle plage de Mullet Bay, d’un parcours de golf et de zones commerciales (restaurants, etc). Situé au 12etage, il offre une belle vue panoramique. L’intérieur est spacieux avec tous les équipements nécessaires. Je recommande.

4.66 out of 5 average rating, 64 reviews

Condo in Pelican

SeaLaVie Apartment with Private Pool

MatthewRating, 5 stars3 months ago

We loved our stay at sea la vie. The place was just as described and in the perfect location. After looking at many different places and knowing the area better now, I think we picked the best place! The pool and view are incredible and it had everything we needed to escape the harsh northern winter. We wish we could have stayed longer and hope to be back.

Apartment in Sint Maarten

5 out of 5 average rating, 6 reviews

Pelican Key 1BR Townhouse

MikeRating, 5 stars97 months ago

Jackie and Carlos are very accommodating and were really helpful when we extended our stay. The place is in a great location, it is a quick walk to the beach, numerous delicious restaurants and grocery stores. It was great to have the pool to ourselves most days. I would absolutely stay here again the next time I visit the island!

4.88 out of 5 average rating, 16 reviews

Villa in Lowlands

Reflection Y 5 Star Villa

SamanthaRating, 5 stars1 month ago

Had a beautiful stay at this villa. Very clean, beautiful view, perfect location. We had everything needed provided, fully equipped villa. Nice big bedrooms, with very comfortable beds. I’ve been to a few villas/ condos in st-marteen, I always find issue with their mattresses and bedding, this villa here did not cheap out on their bedding; great restful sleep. Jamila was readily available throughout the stay, always communicating quickly with me, and welcomed us as well to show us around on the first day; greatly appreciated. Would highly recommend this villa to anyone for an enjoyable stay on beautiful st-marteen

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Other great vacation rentals in North Side

Top guest favorite

Villa in Cul-de-Sac

5 out of 5 average rating, 16 reviews

Villa Pure - 3 BR waterfront with kayaks, wifi, AC

TaylorRating, 5 stars3 days ago

Best Air B&B hosts we have ever experienced! So warm, welcoming, and responsive! The place was perfect for our family of four—we spent a lot of time just enjoying the view and pool instead of going anywhere else! The kayaks were a fun addition, as well. The place is beautiful and clean (and stocked with welcome drinks and snacks!) and has these amazing blackout storm shutters for excellent sleep and relaxation. If we come back to SXM we will DEFINITELY stay here again. Very convenient to get to lots of places (grocery, beaches, restaurants, etc.)

4.67 out of 5 average rating, 12 reviews

Home in Sint Maarten

Villa 2 Chambres Indigo Bay

JefferyRating, 5 stars4 weeks ago

Phadya and Robert's "Oceans 29 " was everything that was advertised, beautiful, clean, contemporary with a great central location and breath taking views !!! Check-in was easy with Phadya describing all the Villa amenities and some ins and outs of the property. We would definitely stay here again and will recommend to future Sint Maarteen visitors!!!

Apartment in DUTCH CUL DE SAC

ShadyraRating, 5 stars1 month ago

Tropical Getaway Sxm!

We had a very pleasant stay. The place is spacious and had everything we needed. The environment is great if you come as a group, where you can entertain together but also everyone has their private space. Brandon was a very accessible host. the place was well situated and next time if I am coming with a group I would definitely stay at his place.

Villa in Saint-Martin

JaniqueRating, 5 stars13 months ago

Villa vue mer et Piscine Chauffée

We absolutely loved staying at this villa for many reasons. First, its location and three features we appreciated: it is on the west side of the island which means we saw beautiful sunsets every night; it is near Friar’s Bay Beach that we enjoyed a lot, including delicious food and great music at the Friar Bay Beach Café (quick note: you can walk to Friar’s Bay through the road - probably a 10 mins walk - but with the heat, we preferred to drive); and finally, it is secure and very private - we did not see nor hear neighbours. Second, its comfort. We spent most of our time outside, either in the pool or the covered patio. We also made friends with the turtles! The villa is well equipped with all we needed. And I would be remiss not to mention Julia’s quality service. She welcomed us at the villa and was very efficient to explain all its features. It was easy to communicate with her. Merci Julia!

4.81 out of 5 average rating, 48 reviews

Villa in Indigo Bay

Infinity Views Indigo Bay SXM

SamanthaRating, 5 stars1 month ago

We loved our stay. A quick taxi to most places, beautiful view and friendly hosts. Would 100% stay here again ❤️

4.96 out of 5 average rating, 45 reviews

Villa in Little Bay

Sugarbird Nest: Sunrise Ocean Views | Great Bay

BrendaRating, 5 stars1 month ago

Sugarbird Nest was an absolutely wonderful place to stay. During our 2 week holiday Ariana was always available to offer suggestions on places to visit on the island, and restaurants to eat. We really enjoyed walking into Philipsburg and watching the cruise ships come and go. Our view of Great Bay and Divi Little Bay was wonderful. Fiona and Bobby were great animals “hosts” as well. The pictures shown are exactly like it is, and the space was bigger than we expected. There were so many great amenities. We highly recommend this Airbnb. We will be back.

Top guest favorite

Villa in Lower Prince's Quarter

5 out of 5 average rating, 22 reviews

Mountain View

MadichiaRating, 5 stars1 week ago

Everything was on point from start to finnish, home away from home. Very clean and modern and also safe. Nicks a great guy, checks in with you and always responsive. A perfect ideal place to stay if your visiting the island.