
Vacation rentals in North Side
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Top-rated vacation rentals in North Side
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in North Side
Top guest favorite

Apartment in Island Harbour
5 out of 5 average rating, 11 reviewsOcean Cave is the Best.
KalaRating, 5 stars1 month ago
Maggie was a wonderful host. Very sweet and helpful. We enjoyed our stay very much.
Guest favorite

Apartment in Cul-de-Sac
4.96 out of 5 average rating, 24 reviewsSunrise Apartment 1
ChristineRating, 5 stars1 month ago
Julie's place was exactly as shown on the listing. It is in a quiet neighborhood with wonderful views from the balcony. The parking was a little challenging at first because it is a one way and you have to back into the spots but I eventually got the hang of it. There is a beautiful pool on site that was never too crowded and a few local restaurants and small grocery market within walking distance. A car is definitely recommended though to explore the island. Julie was always prompt in responding and we felt very comfortable in the apartment.
Guest favorite

Home in Upper Prince's Quarter
5 out of 5 average rating, 51 reviewsEndless Views @ Acqua Bleu
JaredRating, 5 stars1 month ago
I was completely blown away by this property—it exceeded all of my expectations! The views were absolutely breathtaking; relaxing on the patio while overlooking Saint Bartholomew was a dream. The home itself was exactly as described: spacious, modern, and beautifully maintained. The kitchen was fully equipped with high-end appliances, and the bedrooms were comfortable and stylish, each with large, luxurious bathrooms. While it’s about a 25-minute drive from the downtown area, the peace, privacy, and stunning scenery more than made up for the distance. One of the best surprises was the fully stocked refrigerator provided at no extra cost—a thoughtful and much-appreciated touch. And then there’s Irene—she was simply incredible. From greeting us with champagne to helping us plan our outings and even assisting with a small issue at the residence, her hospitality made our trip unforgettable. Irene went above and beyond, and we are so grateful. Thank you for making our stay truly special!
Top guest favorite

Villa in Indigo bay, Sint Maarten
5 out of 5 average rating, 23 reviewsOcean Dream Villa
JadaRating, 5 stars1 week ago
Oh my goodness, I don't even know where to start!!! This place was absolutely beautiful even better than the photos! Our host gave us a ride as soon as we got there to lunch and even connected us with a private driver! Can't wait to return! Thank you so much!!!!!
Guest favorite

Guest suite in West End
4.94 out of 5 average rating, 71 reviewsHummingbird, Charming Garden Studio, West End
RobRating, 5 stars1 month ago
I enjoyed all of my time at Trudy's Studio. It is a great place for a solo traveler or couple, and I will definitely stay there again! It was tough to leave yesterday!!!
Guest favorite

Condo in Anse Marcel
5 out of 5 average rating, 15 reviewsRare gem, breathtaking sea views
NancyRating, 5 stars1 month ago
Lovely accommodations. It was clean and well equipped.
Superhost

Condo in Shoal Bay
5 out of 5 average rating, 7 reviewsOcean View 1 Bedroom Condo on Shoal Bay Beach!
RolfRating, 5 stars3 weeks ago
We absolutely loved our stay at this place! The location is perfect, just a quick 1-minute walk to one of the most beautiful beaches we've ever seen. The unit was exactly as pictured and described: clean, comfortable, and well-equipped. Prudence was attentive and brought a great sense of humor during check-in, and Denise was incredibly kind and thoughtful throughout our stay. This was the perfect spot for a relaxing getaway, highly recommend!
Guest favorite

Apartment in North Side
5 out of 5 average rating, 7 reviewsBreakfast Package | Concierge | 10mins to Beach
AbigaelRating, 5 stars2 weeks ago
Javan was a great host. The place was spotless and comfortable. Thank you so much for your hospitality.
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