
Vacation rentals with a pool in Cole Bay
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Top-rated rentals with a pool in Cole Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Life's Good
"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.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
This property was absolutely breathtaking. The home looked better in person. Very clean, accessible to most attractions and a beautiful quiet neighborhood. 10/10 experience we will definitely come back!

Townhouse Villa LX
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.

New-Sunset Place Villa w Stunning Waterfront Views
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.

Luxury Bungalow Sea & Pool View
We loved our stay and can’t wait to return!

5B Oceanview villa near Philipsburg
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.

Teresa’s Ocean Paradise
We had a wonderful stay! The space was absolutely beautiful—clean, stylish, and thoughtfully put together. They were very accommodating when we needed to adjust our guest count, which we really appreciated. Everything we could possibly need was provided, making our stay comfortable and stress-free. The co-host was super responsive and helpful any time we had a question. We would definitely stay here again. Highly recommend!

CoCo Signature Luxurious Villa & Exceptional View
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

Loft Condo - STEPS FROM BEACH!
Awesome place to stay in Cupecoy, SXM with quick access to the French Side, Maho Bay, & Simpson Bay. We have friends that are local on the island and within a 15 to 30 minute drive we could get to where we needed to be each time! Jayne’s team is communicative, friendly, and accommodating! Would love to stay here again in the near future if they would have us!

Oceanfront w Pool | Maho Beach area
It was our second time staying at Jean’s place and it was even better than the last. The location is fantastic, right next to the airport and still very quiet and peaceful. Gorgeous views from the living room, shower & rooftop. Bed was extremely comfortable & the entire place was spotless. We plan on coming back & staying here again whenever we do. You will not regret staying here. Thank you so much Jean — he gave great recommendations for restaurants and activities as well :)

Utopia Condo: Cozy, Quiet & Central with a Pool
we had a great stay in this apartment. Anne Karine is an available and cheerful host. We'll be back. Once again, thank you for everything

Apt3 - 3 bedrooms amazing sea view, terrace, Pool
Gorgeous property. Close to everything. Responsive host. Very spacious! I look forward to staying again soon.

cosy apartment
Loved Yoan! So helpful! Met me to help find the apartment and was a gentleman helping with my bags. Space was clean and spotless. Recommended me so many places to see, do and eat. Definitely would come to him again🥰

Casa Nova, Indigo Bay SXM
My husband and I stayed at this beautiful place for 4 nights and had a wonderful experience. The apartment was very clean, spacious, and located within a gated community, which made us feel safe and secure throughout our stay. It had everything we needed for a comfortable visit. We especially loved the large balcony where we enjoyed breakfast each morning while taking in the breathtaking views of Indigo Bay. Leanne and her team were very responsive and helpful, making everything from check-in to check-out seamless. We enjoyed the Indigo Bay beach club (walking distance or a very short car ride away) - beautiful beach and delicious food. We highly recommend this place and would love to return!

Sint Maarten La Terrasse Maho
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!

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
Jays place is absolutely stunning!! Waking up to that view every day was amazing!! Beautiful beach is steps away and it feels very private, never got crowded. The place is well equipped with everything you need and more and the air conditioning is 10/10! Beds were comfortable with plenty of pillows and everything was so clean. Communication was quick and easy for any questions you may have and the check in process was so smooth. This place is definitely one of the best air bnbs I’ve stayed in and will definitely be back when I return to Saint Martin !!
Quick stats about vacation rentals with a pool in Cole Bay
Total rentals
340 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
160 properties have a dedicated workspace
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