Some info has been automatically translated. Show original language

Holiday houses in North Side

Find and book unique accommodation on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated holiday rentals in North Side

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Condo in Simpson Bay

4.78 out of 5 average rating, 156 reviews

Oceanfront w private Pool | Beach 1 street away

CrystalRating, 5 stars2 weeks ago
Jean’s place was amazing. The picture really didn’t do it justice. Literally stood by the window taking the view in before leaving because I couldn’t get enough. I recommend staying here and would come back
Guest favourite

Home in Sint Maarten

5 out of 5 average rating, 21 reviews

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

RtRating, 5 stars2 weeks ago
We stayed for a girl's trip and had a WONDERFUL trip!!! The hosts were very accommodating and Danielle, the house manager, was so helpful. The decor is beautiful and well stocked for all of our needs. We retained the services of Chef Phillip on the first night so we didn't have to worry about dinner. Chef made a FANTASTIC dinner. ..we highly recommend. The house is in a more private/quiet area of the island, but it was so easy to get transportation to and from the more lively areas. We would absolutely stay again.
Superhost

Condo in Meads Bay Beach

5 out of 5 average rating, 3 reviews

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

MarioRating, 5 stars31 months ago
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
Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 24 reviews

Beachfront Caribbean Breeze in Paradise, SXM

JamieRating, 5 stars1 week ago
Highly recommend staying here! The condo is exactly as pictured. We loved being able to cook breakfast each day before we headed out and also grilled fresh fish one night that we picked up from the Simpson Bay fish market. We visited with several of the other guests at the pool and loved floating on the pool noodles at the beach. Mary’s Boon is a quick walk to the right and to the left down by sail boat on the beach was good snorkeling. We rented a Jeep and explored the whole island and were happy we chose this location. Sylvia also responded quickly to a couple questions we had which was much appreciated!
Guest favourite

Home in Marigot

5 out of 5 average rating, 6 reviews

Sweet Home on the Beach.

ObengRating, 5 stars5 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!☺️
Superhost

Apartment in Upper Prince's Quarter

4.75 out of 5 average rating, 12 reviews

The Tree House SXM

StevenRating, 5 stars1 week ago
The apartment was as listed - clean, safe and comfortable with basic kitchen supplies. There’s a nice patio area overlooking the hill side with great views of the area and the ocean. We really enjoyed seeing the monkeys, iguanas, chickens and other wildlife around the area. It was a quick and easy drive into Philipsburg for dinner and supplies and although there were two flights of stairs to the apartment, we didn’t mind and the view was well worth it. It was just what we were looking for!
Superhost

Home in Les Terres Basses

5 out of 5 average rating, 5 reviews

Villa Ellia - Modern luxury in St Martin FWI

FabriceRating, 5 stars8 months ago
Great place , great host 10/10 experience definitely recommend
Superhost

Apartment in Collectivity of Saint Martin

4.91 out of 5 average rating, 11 reviews

Just in paradise with lagoon's view

RemiRating, 5 stars10 months ago
Thanks for your availability
Guest favourite

Apartment in West end

4.91 out of 5 average rating, 77 reviews

James Hughes nice place 2 bedroom upstairs

IoanaRating, 5 stars1 month ago
We stayed for two weeks and absolutely adored it! Everything was nice and clean, and the West End, where the Airbnb is located, is close (5-10 min by car) to some of Anguilla’s most stunning beaches, including Meads Bay, Maundays Bay, and Rendezvous Bay. The apartment was clean, nice, and had everything we needed for a comfortable stay. From the rooms, we could see beautiful trees, and in the mornings, we were delighted by the sight of hummingbirds. The place was very quiet, perfect for a relaxing getaway with cozy evenings on the patio watching over Saint-Martin island.James and Teres were incredibly nice and helpful throughout our stay. The nearby beach bars and restaurants offered delicious food and a vibrant atmosphere, making our stay truly memorable. The natural beauty of Anguilla, combined with the warm hospitality of our hosts, made this trip unforgettable. Overall, it was a fantastic experience and we definitely recommed this Airbnb!
Superhost

Condo in Pelican

4.68 out of 5 average rating, 62 reviews

SeaLaVie Apartment with Private Pool

MatthewRating, 5 stars1 month 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.
Superhost

Apartment in Sint Maarten

5 out of 5 average rating, 6 reviews

Pelican Key 1BR Townhouse

MikeRating, 5 stars95 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!
Superhost

Villa in Lowlands

4.87 out of 5 average rating, 15 reviews

Reflection Y 5 Star Villa

PaulRating, 5 stars35 months ago
What a great Villa. I think The place is quite new. All three bedrooms are spacious w/en suite. The place has great views of the bay, ocean, and airport. You’re a 3 minute drive to Mullet Bay - nice bay with chairs and food/drink options. If you want to stay in and cook, place has new gas grille by pool and high end appliances in kitchen. Large flat screen tv and good internet. Full size washer & dryer. Pool is large. Communication with Jamila was a breeze. Highly recommend.

Popular amenities for North Side holiday rentals

Other great holiday rentals in North Side

Superhost

Townhouse in Cul-de-Sac

4.89 out of 5 average rating, 9 reviews

Villa Essentielle, 3 bedrooms and pool!

SylvieRating, 5 stars2 weeks ago
Such an amazing property, clean, cozy, beautiful pool!! Worth every penny!
Superhost

Townhouse in Koolbaai

5 out of 5 average rating, 5 reviews

Casalinda Amazing Sunsets Pelican Key SXM

SherryRating, 5 stars3 weeks ago
Gwen the property manager was key to making our trip successful. Antonio house was exactly what we needed for our family of 4. We have traveled a lot and this Island was one of our favorites. Highly recommend this house and Island.
Superhost

Apartment in Lowlands

5 out of 5 average rating, 3 reviews

Magnificent spacious ocean-view luxury condo

JoanneRating, 5 stars6 months ago
My friends and I had an amazing stay in Maia’s apartment. The views were immaculate. The pictures don’t do it justice. It was so peaceful that some of us often fell asleep on the balcony. Maia and her team were very responsive when we had questions. The desk attendants at the property were so kind and helpful. I would absolutely stay here again and am already planning my next trip.
Superhost

Villa in Indigo Bay

4.82 out of 5 average rating, 44 reviews

Infinity Views SXM

KimberlyRating, 5 stars1 week ago
I love this property. Everything was perfect about my stay; it’s a developing city so it’s pretty quiet and out the way. Only complaint was that the beach wasn’t right in front of the property but I stayed at another on of Yulia/Nicols properties and the view was immaculate so my opinion is a little biased lol. Anyway best hosts, beautiful property; very private. The driveway is a little annoying sometimes especially at night but manageable. Already planning my next trip. Thanks again guys!
Guest favourite

Villa in Little Bay

5 out of 5 average rating, 41 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

EmmaRating, 5 stars1 month ago
We really enjoyed our short stay at Ariana's place. The house is beautiful and overlooks the bay. Everything you need for a short or long stay is in the apartment. Everything was very clean and tidy and Ariana was very welcoming. It is on a main road, but one can easily walk to beaches or shopping. A good place to end our trip to this beautiful island!
Superhost

Villa in Collectivity of Saint Martin

5 out of 5 average rating, 3 reviews

New! Wonderful 5 Bedrooms, Beach, Pools

BharatRating, 5 stars29 months ago
Prior to our arrival Marie had texted me with complete instructions for our arrival to the Nettle Bay Beach Club location. Marie took time in showing us around the 2 homes. Both homes were completely updated and very nicely furnished. Very clean, bright and airy. Modern appliances fully stocked kitchen cabinets with crockery and all. Marie was very thorough in also sharing local dining options and local vendors. Our family stayed here very comfortably here for 1 week. The Nettle Bay Beach Club is a clean and modern private (gated) community with private pools. A beautiful resort that is 15 minutes from SXM airport. Close to grocery and convenience stores. Thank you Marie so much for being such a wonderful host.
Superhost

Villa in Island Harbour

5 out of 5 average rating, 3 reviews

Villa Grande (Up) Overlooking the Ocean

GeorgeRating, 5 stars60 months ago
Beautiful villa with a beautiful ocean view . Very spacious and clean
Guest favourite

Condo in Lowlands

4.94 out of 5 average rating, 16 reviews

Cupecoy ocean view 2BR condo - pools/private beach

YasirRating, 5 stars5 months ago
The place has an amazing private beech that few people know about it.

Destinations to explore

  1. Airbnb
  2. Anguilla
  3. North Side