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House holiday rentals in Cupecoy Beach

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Cupecoy Beach

House rentals with a pool

Guest favourite
Home in Little Bay
4.95 out of 5 average rating, 81 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

BillRating, 5 stars3 months ago
Awesome home with a relaxing feel, unbelievable views and very comfortable setting for 8 people. This is our second stay and can’t wait to come back again. Every bedroom has a picturesque view and sunrises are beautiful. There is ample room for everyone with multiple outdoor seating areas and a huge pool deck. Maayke is a great host who was super helpful and very quick to respond to questions. Absolutely recommend this place for an unforgettable vacation.
Top guest favourite
Home in Collectivité de Saint-Martin
4.95 out of 5 average rating, 22 reviews

Villa close to the beach

MeagenRating, 5 stars1 month ago
My family and I have stayed at dozens of rental homes all over the world. This was the absolute best experience we have ever had. First things first, the house is CLEAN. So very clean and modern. The beds are comfortable with lovely linens and good quality pillows. The bathrooms are spa-like with great water pressure and plenty of hot water. The kitchen is a dream! Fully stocked with great quality appliances and tools. The pool was crystal clear the entire week. The backyard is an absolute oasis. There are houses all around, but the backyard is so private. The owners did a wonderful job with trees and flowering bushes. You're just a short stroll from the gorgeous beach. The beach clubs, water sports and restaurants are excellent! My teen daughters loved the pool area, upstairs deck (with charming swing!) and beautiful beach to take all of their hundreds of photos! The best part of renting this house is the wonderful Laurette! She made us all feel like VIP guests! 10 Stars!
Guest favourite
Home in Collectivity of Saint Martin
4.88 out of 5 average rating, 77 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

JoelRating, 5 stars2 months ago
Villa Almond Blue enjoys an extraordinary view, sublime facing the bay. You can see Pinel and Saint Barth from the terrace, installed in a pleasant covered outdoor lounge The house, very nice and simple to live in, offers all the essentials to spend pleasant moments of relaxation.
Guest favourite
Home in MF
4.92 out of 5 average rating, 37 reviews

Villa Tukan, Baie Orientale Village

MitchellRating, 5 stars3 months ago
Beautiful location walk to lots of restaurants seconds from the beach walking. Private yard great pool quiet. Couldn’t have been happier.
Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 17 reviews

"La Vue SXM" Paradise "Villa Rosa" 5 bedroom rate

ThomasRating, 5 stars3 weeks ago
Our stay for 8 people was wonderful. The area is more beautiful than imagined, and the pictures surely do not do it justice. The house is very private, and you need to traverse a couple large hills in order to get there. We had to swap out our first rental car because the tread felt very unsafe and struggled on some of the hills, but otherwise we really appreciated the privacy and sweeping views of the water from the villa.
Top guest favourite
Home in Little Bay
5 out of 5 average rating, 13 reviews

5B Oceanview villa near Philipsburg

SafiyaRating, 5 stars1 month ago
This home was absolutely lovely. The place was very clean and spacious. The view on the hill is beautiful. In addition the manager of the property, Anil helped us out a couple times. He was never more than 10 min away and was very friendly/ informative. I would stay here again on my return.
Guest favourite
Home in Pelican Key
5 out of 5 average rating, 14 reviews

Pelican Pearl Villa with Pool and Generator

EllyRating, 5 stars4 months ago
My family and I had an amazing week at this property. The pool was small but nice and deep and the kids had a great time in it. The kitchen was well equipped and the beds were incredibly comfy. We were missing a few minor items but they were quickly delivered when we asked about them. I can't imagine staying here without access to a car - it's really a must. The drive up is steep and windy and the roads are narrow so be prepared - but that really is island life! The view from this place is unbeatable. I made sure to be home every night for sunset just so I could sit and watch the sun go down. So peaceful. One thing I would note to anyone going soon - the property across the street is being renovated and there is quite a bit of trades noise first thing in the morning. It didn't affect our stay at all other than may be not having our morning coffee outside. I'd love to come back to SM and wouldn't hesitate to stay here again.
Guest favourite
Home in Cul-de-Sac
4.94 out of 5 average rating, 36 reviews

Villa Zen: comfort and luxury, sea view, St Martin

BrianRating, 5 stars2 months ago
Great home in a quiet neighborhood with increadible views of the ocean. Home is well-stocked, including fully-stocked kitchen. The outdoor area is amazing and the beds are super comfortable. Very convenient location for our three favorite beaches---Friar's Bay, Anse Marcel, and Orient! Linda and Gilles and their entire team were very responsive when minor issues arose. We enjoyed our trip very much!

Weekly house rentals

Superhost
Home in Oyster Pond
5 out of 5 average rating, 4 reviews

Le Spot - Unique house with view

SaskiaRating, 5 stars3 months ago
Apartment with fantastic views. You look all around over St Maarten and the sea. Apartment was very fully equipped, dishwasher and washing machine available. There were also new bath towels ready. Everything looked taken care of. Definitely recommended!
Superhost
Home in Cole Bay
4.78 out of 5 average rating, 36 reviews

Annettes B&B - Private | Wasmachine | Kingsize bed

BrigitteRating, 5 stars1 month ago
We had an absolutely wonderful stay at this property. The place is warm, tastefully decorated, and it immediately feels like home. Everything is perfectly equipped, nothing is missing to ensure optimal comfort. The neighborhood is quiet and secure, which allowed us to fully and serenely enjoy our stay. We recommend this place without a second thought, and for sure, we'll be happy to come back!
Guest favourite
Home in Upper Prince's Quarter
4.86 out of 5 average rating, 35 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

KimberlyRating, 5 stars1 month ago
Adventurous and romantic! Exactly what we are looking for! It felt private despite the convenience of having the host nearby. Melissa was wonderful and very helpful. We sat on the patio and watched boats and cars and birds galore! There are some critters on the cliffs, like iguanas, but they won’t bother you. The breeze and air felt wonderful and I loved listening to the waves at night. I am very happy to chose to rent a Suzuki Jimny, as we observed other vehicles without 4x4 getting stuck on some nearby roads. It was exciting to see our cliff AirBnB from the catamaran tour we took. A lot of excursions go out of Bobby’s Marina, which is conveniently nearby and has secure parking for day trips. Trust the journey, the destination is beyond worth it!
Top guest favourite
Home in saint-martin
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

ShaylaRating, 5 stars2 months ago
Hidden gem! Such a beautiful home and thoughtfully put together. We had a child and the house felt so safe even the pool had an alarm if a child fell in. The house has everything you need and more. We will be back again!
Top guest favourite
Home in Cul-de-Sac
4.93 out of 5 average rating, 69 reviews

C’est la Vie! Private pool and amazing views !

BenjaminRating, 5 stars1 month ago
Isabelle’s property came even better than advertised and Isabelle was a very gracious hostess from pre-arrival throughout our stay. Incredible views of the bay in the evening, and can even see St Barth in the distance when clear. The property had all the comforts of home (US) with the charm of St. Martin. I sent Isabelle a couple of messages for local recommendations during our visit and she was quick and helpful with her responses. Merci beaucoup for a wonderful stay!!
Guest favourite
Home in Saint Martin
5 out of 5 average rating, 9 reviews

The Island House

NRating, 5 stars3 weeks ago
House is as shown in photos. Large enough for a group of six or a couples outing. Very secluded, beautiful estate to walk around. House is very secure in addition to a security gate at the entrance. One of the most well stocked Airbnb homes I have ever rented in regard to kitchen utensils/ supplies, toiletries, and linen. The property managers/hosts are very accommodating. I have heat driven migraines and they graciously brought me a fan ASAP. We will return next year and hopefully rent the same property! Thanks again
Top guest favourite
Home in Philipsburg
4.98 out of 5 average rating, 51 reviews

3-Bedroom Home In Philipsburg, Near the Beach

Fiona AmpongRating, 5 stars1 week ago
Our stay at Cheryl's spacious Airbnb was an excellent experience. The house and its amenities exceeded our expectations. Especially the kitchen was equipped with everything needed and more. We traveled with children and Cheryl's house had some toys and children's beach equipment. The house is located very central in Philipsburg, in one of its busier areas. The beach was right across the street from the house. Cheryl was very attentive and responsive at all times and made us feel very welcomed and safe in her house. We would choose to stay at her house again without a doubt.
Guest favourite
Home in Grandes Cayes
4.89 out of 5 average rating, 28 reviews

Red Rock Villa: 3 bedrooms & private pool

Peter N.Rating, 5 stars2 months ago
Spectacular home. Private, quiet, yet minutes away from beaches and quality restaurants. Checking in and out was well coordinated by the team, as were responses to queries. A wonderful stay, highly recommended.

Private house rentals

Home in Lowlands
4.86 out of 5 average rating, 77 reviews

Sapphire Fantasy : Oceanfront paradise

ShavonaRating, 5 stars2 months ago
My stay at Smaart Vacation exceeded my expectations. Everything was as it was described on the booking site. The view was breathtaking! The property was in the perfect location. It was a lot to do in the area. I will book with them again in the near future. Look no further for a perfect stay in SXM.
Top guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 6 reviews

Breathtaking views of St Barth - 8 people

DennishaRating, 5 stars5 days ago
Truly a dream stay with an incredible ocean view. We had the most incredible experience staying at this stunning property! From the moment we arrived, we were blown away by the breathtaking panorama, crystal-clear waters. The home itself was spotless, stylishly decorated, and equipped with every comfort we could ask for. Waking up to the sound of the waves each morning was pure magic. The location was also perfect, peaceful and private, yet just a short drive to local shops, restaurants, and coastal attractions. Our hosts went above and beyond, they even helped us book dinner reservations when we didn’t have international phone service, which made a huge difference in our trip. It’s clear they genuinely care about providing a top-tier guest experience. We didn’t want to leave and are already planning our return. If you're looking for a relaxing, scenic getaway by the sea, this is it. Highly, highly recommend!
Guest favourite
Home in Simpson Bay
4.92 out of 5 average rating, 12 reviews

Coco's Beach House - Simpson Bay Beach

ClydeRating, 5 stars3 months ago
Really enjoyed the stay at this beautiful home. Peaceful love the sound of the ocean at night. Fun to watch the airplanes come by after landing and tiring around. The beach is beautiful and the privacy is second to none.
Home in Indigo Bay
4.77 out of 5 average rating, 156 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars1 week ago
Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.
Guest favourite
Home in SAINT-MARTIN
5 out of 5 average rating, 8 reviews

Sunset View

KatellRating, 5 stars2 months ago
This is a very comfortable apartment with a breathtaking view. Waking up each morning to enjoy breakfast on the beautiful terrace overlooking the sea, and watching the sunset every evening, truly felt like paradise. The apartment is clean, modern, and tastefully decorated. The kitchen is well-equipped with everything you need if you prefer to cook and dine in. Maryse was incredibly responsive and helpful—we asked for recommendations for local pastry shops, and she gave us plenty of great options! We also appreciated the thoughtful touches, like the bottles of water waiting for us in the fridge and the warm welcome sign when we arrived. The apartment is perfectly located just above the beach at Friar’s Bay—don’t miss the beachside restaurants, they’re fantastic! There’s also a Super U supermarket nearby for all your essentials. We had an amazing stay and can’t wait to come back!
Home in Les Terres Basses
4.8 out of 5 average rating, 5 reviews

2BR Villa w/ Lagoon View, Pool & Jacuzzi

HelenRating, 5 stars1 month ago
Pauline was a superb host giving great recommendations for our time on the island from car, kayak and atv rentals to local tours and food places. She helped arrange and coordinated everything seamlessly. She also accommodated our request for a late check out. The villa itself is quite peaceful with spectacular views. There are 2 other villas on the property but that didn’t take away from its privacy and we always felt secure. There are several supermarkets, beaches and restaurants close by. Its worth having a car to go about and see the island. Pinel island, the lolos (try getting the crab dumplings)and market in Marigot are worth visiting. Gutside restaurant husband and wife team Richard and Lourdes were simply the best, friendly service great food. Ask about their Tea punch. They can be found on the way to Friars Beach. La Cigale, for a nice romantic dinner is also nearby. Thank you Pauline we had a great time enjoying the island, the villa and its views! Would book again!
Top guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 6 reviews

Aman Oceanview

KeeshaRating, 5 stars3 weeks ago
Irene was such a great host, she was very helpful and friendly. Greeted us with champagne and made us feel at home in the luxurious property. She had a handful of resources for our stay and was readily available for questions. I plan on coming back to the property. The views were absolutely stunning.
Home in Lowlands
5 out of 5 average rating, 4 reviews

La Maison Bleue: Villa on the lagoon

DerrisonRating, 5 stars1 month ago
This place is top class man private, quiet ; I’ll definitely come back and stay there

Destinations to explore