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Vacation rentals with a pool in Cupecoy Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cupecoy Beach rentals with a pool

House rentals with a pool

Top guest favorite
Home in Cole Bay
5 out of 5 average rating, 17 reviews

New-Sunset Place Villa w Stunning Waterfront Views

MarcellaRating, 5 stars1 week ago
Had the most amazing stay thanks to Joy. She was very responsive and helpful - providing great suggestions for restaurants and things to do nearby. The villa was beautiful - just as pictured!
Guest favorite
Home in Caribbean
4.89 out of 5 average rating, 53 reviews

Pelican Paradise

PhilippeRating, 5 stars1 month ago
Perfect little villa (actually much bigger than we expected), located in the best neighbourhood of St-Maarten, and managed by a true Superhost!
Superhost
Home in Collectivité de Saint-Martin
4.86 out of 5 average rating, 21 reviews

Villa Louisiana

TeresaRating, 5 stars1 month ago
This place was amazing. It was exactly as it was described. We had anywhere from 2-8 of us at a time and there was plenty of space and bathrooms also worked out great. We would go back here again.
Superhost
Home in Mont vernon 3
4.67 out of 5 average rating, 3 reviews

Villa Carib sxm piscine.

AshantiRating, 5 stars9 months ago
First, the pictures really don’t do this place justice. Second, Flo was beyond amazing, I would definitely recommend this place to anyone who’s traveling to St.Maarten! Till next time Flo! <3
Top guest favorite
Home in Cul-de-Sac
5 out of 5 average rating, 42 reviews

Water access, snorkeling gear & kayaks

MonicaRating, 5 stars1 month ago
Our stay at this Airbnb in St. Martin was incredible! The place was exactly as described and looked just like the photos—beautiful, clean, and well-stocked with everything we needed. The hosts were fantastic—super responsive and even helped us coordinate in-house massages, which was such a treat. One of the highlights was the kayaks, which we highly recommend using to visit Pinel Island—an unforgettable experience! This rental truly exceeded our expectations, and we wouldn’t hesitate to stay here again if we return to the island. Highly recommend!
Superhost
Home in Parc de la Baie Orientale
4.8 out of 5 average rating, 10 reviews

Maison les Sucriers, Baie Orientale, Le Village

ChristineRating, 5 stars4 months ago
We had a very nice stay. The location of the house is fantastic and is close to all restaurants, beach grocery store. The host was very flexible when we arrived and we are very grateful for that . The place was very clean and well maintained. We'll definitely be back! Thank you!
Guest favorite
Home in Cole Bay
4.98 out of 5 average rating, 44 reviews

Modern 3BR with Private Pool

GayonRating, 5 stars2 weeks ago
I stayed there with my family for my birthday and it was great. The location was great had stores near by . The host was great helped with the check-in and instructions. The place was gorgeous and clean. The pool was great. They cleaned it every morning. The personal touches like their welcome board with your name was a great surprise. Thank you for that. Definitely booking them again when I’m going back with my mom. Thank you for the great stay.
Superhost
Home in Cole Bay
4.8 out of 5 average rating, 10 reviews

Sunset Views Designer 3 Bedroom House

J.BrandonRating, 5 stars4 days ago
Dans place was beatiful and perfect for our family of 4. 2 girls, 6 years and 3 years old. The Island is very small and you can drive everywhere in 30 minutes. The house is clean with a great porch for sunsets and pool for the kids. There was fun wildlife (lizards and humming birds) for the kids to see on the property. The property is walking distance for our 3 year old to kimsha beach, restaurants, and a grocery store. We took ferries to st.barts and anguilla during our week at Dan's place which were driveable in 15 min to their respective terminals. Bathrooms were clean, beds were soft and house is fully stocked with all our needs. We could not have imagined a better time or had a better host.

Condo rentals with a pool

Superhost
Condo in Lowlands
4.77 out of 5 average rating, 82 reviews

Loft Condo - STEPS FROM BEACH!

JonRating, 5 stars3 weeks ago
We 100% recommend staying at Jayne's place. She was so helpfully with car rental, changing dates due to flight trouble, and making sure to answer all our questions about SXM. The location worked great for us, our son loved the pool and how close location is to Mullet beach. We had a rental car, but if you do not you have a good selection of food places, grocery stores, beach, casino all within easy walking distance. Location felt very safe, with gated area and night guard on site. Pool and seating area was a great space to spend time and relax. We well for sure be booking with Jayne again when we return to SXM.
Top guest favorite
Condo in Simpson Bay
5 out of 5 average rating, 35 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

HowardRating, 5 stars1 month ago
This was a very safe and secure unit in the heart of Simpson Bay. The unit was perfect for our stay, nicely furnished, had fantastic outdoor space and was quite comfortable. The hosts Mariana and Manoj are great communicators who made us feel very cared for while at the property! Thank you both so much for a great stay!!
Top guest favorite
Condo in Lowlands
5 out of 5 average rating, 38 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

BruceRating, 5 stars2 months ago
The communication with Joe and the stay was excellent. The amenities were great and whoever he has doing the housekeeping, does a great job. The concierge at the front desk is like being at a hotel and there’s a restaurant right on site like staying at a four star hotel with having your complete privacy to yourself
Top guest favorite
Condo in Marigot
4.98 out of 5 average rating, 54 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

SuzanneRating, 5 stars1 week ago
We had a great stay in Anne Karine's apartment! Ideally located just on the edge of Marigot, perfectly quiet and a nice view over the lagune. The apartment is spacious, nicely decorated, has AC in both the living room and the bedroom and it has everything you need. The kitchen is perfect to make dinner, there are extra pooltowels, you can borrow a beach parasol and little chairs and dining outside is very cosy. We absolutely loved our stay and the communication with Anne Karine was excellent. Very higly recommended!
Top guest favorite
Condo in Lowlands
4.88 out of 5 average rating, 40 reviews

Maho 1 Bed Condo with ocean view & Free Wi-Fi

FlorRating, 5 stars2 months ago
From the very beginning Phil was very helpful and personable. Phil was very detailed on the instructions for check-in and the surrounding area. He provided recommendations for things to do and places to eat. He inquired if we had any questions or concerns, making us feel comfortable and at ease with renting from him. He already had pretty much covered 99.9% of the information that would have been needed, therefore we felt pretty much at home being in his place. We loved how well stocked the unit was re: towels, linen, kitchen supplies, the peacefulness of the unit and the cleanliness (which is definitely a plus plus for us) but above all the view from the unit was to die for. We enjoyed our time very much especially when lounging at the pool. We were especially grateful that he accommodated our check-out time. We will definitely be back. Thank you Phil for being a great host.
Condo in Upper Prince's Quarter
4.86 out of 5 average rating, 7 reviews

Beautiful, airy 2BR condo overlooking Dawn Beach

StevenRating, 5 stars15 months ago
All around a great place to stay, one needs a car to get around to beaches and food stores. The views from our balcony was beautiful would recommend.
Top guest favorite
Condo in Simpson Bay
4.98 out of 5 average rating, 62 reviews

The Beach Condo

TonyRating, 5 stars2 months ago
We have been coming to SXM for 15 years and I have stayed all over the island and this is my favorite. The beach, the pool, at your doorstep, it is beautiful! You can't ask for anymore. I have already rebooked for next year!
Guest favorite
Condo in Little Bay
4.95 out of 5 average rating, 19 reviews

Little Bay- Caribbean Blue View, 2 bed, sleeps 6

SammyRating, 5 stars3 months ago
Lovely location! Really enjoyed our stay here and would definitely come back. Felt very homey and comfortable, it was perfect. The view was amazing and made the hill up 100% worth it. You really get used to the drive after the first time. There's an amazing beach called Great Bay Beach right near by and a great on the beach restaurant called Eat Something. Ask for Lenny if you want to eat and rent chairs there, he's the best!

Home rentals with a private pool

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