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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 Indigo Bay
5 out of 5 average rating, 13 reviews

Life's Good

LennyRating, 5 stars1 month ago
"Life is good" is a secluded villa with a very interesting set up. it has two separate bedrooms with in suite bathrooms on the top level with a separate kitchen and living room as well as a reasonable size infinity pool on a lower level. This would work well for either two couples or parents with preteens/teens of the same sex. The view is to die for. Indigo bay is a heavily developing neighborhood but this villa stands on the opposite side of the bay from the new hotel construction so it is not affected by it at all. There is a short drive to Indigo Bay beach (small and feels private) and another 5 min drive to a nearby grocery store. It is only 10min away from Simpson bay and 15 min from Marigot. it was easy to communicate with the owner of this villa and their local management company who gave us a warm welcome. we definitely plan to come back and spend more time in this lovely place.
Guest favorite
Home in Collectivity of Saint Martin
5 out of 5 average rating, 21 reviews

Fantastic 2 bedroom villa, swimming pools, tennis

DanielRating, 5 stars3 weeks ago
The Villa was as described in the add and pictures were the reality. We enjoyed the pool and quietness therefore we relaxed. Our favorite restaurant was the Vietnamese Bistro (Savannah) and the bakery which were in walking distance. Our host Marie was fantastic. She met us upon arrival and gave us valuable information and responded quickly to our inquiries making our stay thoroughly enjoyable. Daniel
Guest favorite
Home in Simpson Bay
4.92 out of 5 average rating, 12 reviews

Townhouse Villa LX

EboneeRating, 5 stars1 month ago
Oliver's place is a gem for its location and amenities. The property was very nice, and the views from the pool were truly great. Its location is excellent - a quick and easy walk to the beach and a variety of restaurants. The convenience of a local market and shopping nearby was also a real bonus. I appreciated how quiet and safe the area felt.
Top guest favorite
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars2 weeks ago
The villa was perfect. Beautiful view, upscale and clean. Joy was easy to communicate with and offered help with logistics such as car service private yachts, groceries and private chef service. The private pool off our deck was clean and refreshing We started planning our next trip before this one ended.
Guest favorite
Home in Les Terres Basses
5 out of 5 average rating, 11 reviews

Slowlife - Villa Wellness 4 beds

KyleRating, 5 stars1 month ago
Private location with a gorgeous pool that kept shade till 1pm - our kids were in it by 7am every day. Accommodation was pristine with perfect bedrooms. We were able to open the house up all morning then close the doors and turn on AC and control each bedroom for personal preference individually. Our host met us at the house, were very responsive throughout our stay and provided assistance quickly (for example a blender that malfunctioned was quickly replaced). M-F housekeeping was also a very nice touch. Overall very happy with the experience, and would book again.
Superhost
Home in Indigo Bay
4.83 out of 5 average rating, 175 reviews

Préstige - Luxurious 3 bedroom by the Beach

TheresaRating, 5 stars1 month ago
The host was very pleasant and made herself available to answer any questions. The home was beautiful, clean and had everything we needed to enjoy our trip. The view was amazing and the pics did it no justice. I will be booking again on my next trip to Saint Marteen♥️
Guest favorite
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 45 reviews

Teresa’s Ocean Paradise

EleishaRating, 5 stars1 week ago
Marcus & Jocelyn’s place was extremely nice. The location is about 30 mins from the airport which allowed us to view more of the island. The place was extremely nice, quiet and the view is beautiful. Irene the host was very friendly and provided treats at check in. The home was stocked with plenty of refreshments which was very thoughtful. I truly enjoyed my stay.
Top guest favorite
Home in Les Terres Basses
4.95 out of 5 average rating, 19 reviews

CoCo Signature Luxurious Villa & Exceptional View

DanapolieRating, 5 stars2 days ago
Our stay at this stunning villa was nothing short of magical. From the moment we arrived, we were in awe of the breathtaking view of Simpson Bay. It’s even more beautiful than the photos! The villa itself was peaceful, beautifully designed, and provided the perfect balance of luxury and privacy. What truly made our experience exceptional was the care and hospitality we received. Penelope, our hostess, was absolutely amazing; so thoughtful, welcoming, and attentive to every detail. Xavier, the 24-hour concierge, was an absolute gem! Always available, incredibly helpful, and made us feel completely taken care of. The daily cleaning service kept everything pristine, allowing us to fully relax and enjoy every moment. My friends and I felt pure joy being there. Whether we were lounging by the pool, or looking at the bay's skyline, every part of the experience was peaceful and unforgettable. If you’re looking for a luxurious, serene getaway look no further. We can’t wait to come back!

Condo rentals with a pool

Guest favorite
Condo in Cupecoy
4.94 out of 5 average rating, 16 reviews

Spacious 2BR in Cupecoy w/ Private Beach

DiahannaRating, 5 stars1 week ago
Had an amazing stay! The location is perfect location, being that it’s near many restaurants and a few beaches. Definitely recommend renting a car. The place had everything we could need. Love the pools and private beach. Some of the furniture and bed sheets could be updated, but otherwise everything was great. Host was very responsive, which was greatly appreciated. I highly recommend this place and will be back!
Top guest favorite
Condo in Marigot
4.96 out of 5 average rating, 116 reviews

"SeaBird" studio, feet in the water on the beach

MorganRating, 5 stars3 days ago
Camille place is prefect ! Walking distance to downtown. close to some of the best beaches on the island , Less than a 5 -10 min drive! You can snorkel right out front! She also thought of everything, beach chairs, towels, snorkel gear, cool, ice packs. The kitchen has everything you need and more. We were able to pack lunches for our beach adventures. A grocery store is right around the corner and a gas station if you need to fill up your rental car. We also had the pleasure of meeting Camille at check in, she was very kind and very informative. We can’t recommend her place enough. We moved to another Airbnb on the other side of the island and we regret it. You can’t beat a morning coffee with that view and sunsets with a drink on the deck
Top guest favorite
Condo in Lowlands
4.88 out of 5 average rating, 41 reviews

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

HenryRating, 5 stars4 months ago
Phil is a fantastic host who communicates proactively, ensuring you have all the information you need for a smooth and hassle-free stay. His well equipped apartment is located in Maho Beach, one of the best spots in St. Maarten. From the balcony, you can enjoy views of the sea, the pool, and the island’s famous attraction—the nearby airport—where you can watch planes land right before your eyes. We'll certainly come back!
Guest favorite
Condo in Lowlands
5 out of 5 average rating, 12 reviews

Beautiful Large 2 Bedrooms apartment in Maho

LiannRating, 5 stars3 months ago
Elettra was who I had communication with and she was awesome, extremely friendly and responsive. The Airbnb was nicer in person than in the photos, the neighbors were friendly and extremely helpful. I would definitely would stay there again and would recommend their place to any of my friends.
Guest favorite
Condo in Simpson Bay
5 out of 5 average rating, 12 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

BiancaRating, 5 stars1 month ago
We spent three amazing days in this beautiful Airbnb! As soon as we arrived, we were amazed by the view of the beach and planes landing. The view is just spectacular. The condo was exactly as pictured, and we really didn’t have any issues during our stay. The condo has a beautiful view of Simpson Bay Beach. The balcony is very large, and we spent a lot of time hanging out there while we were at the unit. Every detail is thoughtfully thought out, making the place special. The pool was perfect for relaxing and the view from the terrace is so beautiful. Perfect for viewing arriving and departing aircraft. It was worth the money spent. It was close to everything including the airport and within walking distance to Maho Beach and the casino and restaurants. We look forward to staying again! I would recommend to anyone who needs a spacious home with great views and relaxing atmosphere. Thank you, Wei and Fritz.
Superhost
Condo in Cupecoy
4.69 out of 5 average rating, 81 reviews

LuxuryOceanfrontClifftop, SuperbView, PrivateBeach

KellyRating, 5 stars2 months ago
Sergei's property was wonderful! every spacious and truly had everything I needed to make my family's stay easy and comfortable.
Guest favorite
Condo in Maho
4.91 out of 5 average rating, 33 reviews

'Emerald Pearl' Studio in Maho with Full Amenities

StephanieRating, 5 stars3 weeks ago
We had the pleasure of staying at the Emerald Pearl Studio in Maho, and it was an absolutely fantastic experience. The studio is well equipped with everything you could possibly need for a comfortable stay-from a functional kitchen to a cozy bed (too soft for us) but that’s our preference. The location is unbeatable, just a short walk to the famous Maho Beach,where you can enjoy beautiful sunsets,watch planes fly overhead, or just relax by the ocean. It’s also conveniently located near some great restaurants, bars, shops and a supermarket. The host was incredibly accommodating and provided excellent communication she even left me a bottle of wine for my birthday which I thought was very nice and she even let us check in early. I recommend renting a car for the whole island experience, but taxis are only a 5 minute walk away. If you’re looking a relaxing, comfortable and stylish place to stay in Maho I recommend Emerald Pearl Studio. I will definitely be returning. 2 ppl only ;)
Top guest favorite
Condo in Lowlands
4.96 out of 5 average rating, 115 reviews

Sint Maarten La Terrasse Maho

TammyRating, 5 stars1 week ago
The location was amazing. The accommodation had a fully stocked kitchen and bathroom... including coffee, spices, creamers, hair products and everything you would have at home. I will definitely stay here again!

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