
Vacation rentals with a pool in Orient Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orient Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Orient Bay rentals with a pool
House rentals with a pool

Villa Taïana - Oyster Pond
We had an amazing weekend Best villa I had ever rented I loved it Will b renting it again. The host was super nice easy to contact VERY VERY nice Everything was just amazing I’m very satisfied 🙏🏾

Spacious villa 8 people swimming pool sea view
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!

New-Sunset Place Villa w Stunning Waterfront Views
My best friend and I enjoyed the house. It was the perfect home base for our island adventures peaceful, private, and just as described. The views were beautiful, and we loved having our morning coffee outside while listening to the water. The location made it easy to get around the island, and everything felt safe and convenient. The house was clean, cozy, and had everything we needed, from a well-equipped kitchen to comfortable beds. The host was friendly, responsive, and made sure we had everything we needed before and during our stay. We had such a great time and would absolutely stay here again the next time we visit St. Maarten. Can’t wait to return!

Villa Louisiana
Great location in Orient Bay! The home was perfect for our group with two toddlers. The hosts were very responsive and helpful…no complaints from us!

Villa Carib sxm piscine.
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

Water access, snorkeling gear & kayaks
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!

Maison les Sucriers, Baie Orientale, Le Village
We enjoyed our stay at Orient Beach. It was a perfect location.

Préstige - Luxurious 3 bedroom by the Beach
The best thing about the place is the stunning views. I loved staring out of the big windows and from the expansive patio. It’s in a new development so there is a bit of construction going on, but I really didn’t hear it very much. We did have to drive to get to restaurants, local spots but we enjoyed the privacy, away from the crowds and hustle of the touristy areas. Sharina, Biona, and Elizabeth were very helpful and responsive. Very easy to communicate with. Overall, it was an excellent stay.
Condo rentals with a pool

Loft Condo - STEPS FROM BEACH!
Just want to say thank you and how grateful I’m am to have found Jayne and her lovely apartment. Lovely person, quick to respond and always free to give you tips and more! I highly recommend her and her apartment!

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
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!!

The Cliff in Cupecoy Beach HEAVEN!!!
The condo was beautiful and clean. The kitchen was well stocked for cooking. Beach chairs and toys were available, which was great for the kids. The pool was beautiful and clean and there is also a kiddie pool that the kids loved. There is a little market about 100 yards from the condo which was super convenient, they have most everything you would need. Joe was great. He had us call him a few days before the trip and gave us a run down of the place. Priscilla, the housekeeper, was also great. She had already had the master bedroom cleaned when we arrived around 1, so she let us go in and change for the pool while she finished cleaning the rest of the condo. You will have no regrets renting this place. 5 stars!

Utopia Condo: Cozy, Quiet & Central with a Pool
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!

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

MAYA, Elegant Condo T2, Swimming Pool - Pinel
My husband, two year old daughter and I had the best time at Severine’s place. The home is beautiful and Séverine is an extremely responsive and communicative host. The outdoor terrace was used a ton. The pool is okay- we only used it once, we were mostly at the ocean. Who goes all that way to use the pool anyway?! Great quiet little neighborhood and close to orient bay. Amazing boulangerie up the street! The only thing I’ll mention is that to get into the apartment for the first time I had to message Séverine so she could let me in remotely, so I had to keep my phone on. I was hoping to avoid having my phone on data for the entire vacation. Not a big deal but something to note! Overall would highly recommend!

The Beach Condo
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!

Luxury Little Bay- Caribbean Blue
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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