
Holiday rentals with a pool in Cole Bay
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Top-rated rentals with a pool in Cole Bay
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Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

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!

Life's Good
This place completely exceeded our expectations — the pictures honestly don’t do it justice! It’s tucked away in a peaceful, gated community with 24/7 security, a private beach, and an incredible on-site restaurant with delicious food and top-notch service. We stayed here for 7 nights for our honeymoon, and it was perfect from the moment we arrived. The hosts welcomed us with a charcuterie board and champagne — such a thoughtful touch! The villa itself is beautifully maintained and packed with amenities: beach towels, laundry detergent, a fully stocked kitchen, and more. The pool and the view from the villa were absolutely my favorite parts — truly breathtaking. Our host was incredibly responsive and even helped me find someone to fix my phone after I dropped it in the water. That level of hospitality made all the difference. If you’re thinking of booking, don’t hesitate — this place is a gem. We would come back in a heartbeat!

Water access, heated pool, kayaks & snorkeling
The stay was amazing. There was plenty to keep us entertained and rested within the listed property and villa. There was a nice pool (beware of the drop off after the last step…found out once I was unexpectedly under the water 🤣). The beach access had quite a bit of seaweed when we went due to the time of year but we could still use it for kayak access. The beach access at the villa is not the type of beach access you can swim at. But, no worries because there are plenty of beaches around. Melissa had amazing recommendations and was very prompt in her responses. If you get a rental vehicle on the island make sure you take DETAILED video and photos while the agent is present and can be seen in the video also. The island roads are crazy and you will want to make sure any damages on the vehicle are captured before you take responsibility for it. Overall the stay and host were top notch and I would have no problem staying here again. We loved it!!!!

Luxury, Villa Panoramic Sea Views, Pelican Key
We had an amazing time staying in Mike's home. The house itself is clean, safe, and a perfect place to relax in the pool with a view. Michael was a great communicator leading up to the trip and gave us fantastic recommendations. Once we arrived, Peaches was there for us in everyway, constantly responsive to our questions and even picked up a lost item from a taxi for us! My biggest recommendation if you stay here is to rent a car, the house is a bit further back in a neighborhood ( makes for a nice and quiet area) but pretty difficult if you would like to walk anywhere. There are restaurants and bars just a few minutes away a long with a number of grocery stores. Driving to both Marigot and Phillipsburg only took around 15-20 minutes depending on traffic, so the house was in a great location to get around the island. Would absolutely stay there again.

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.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Great place !! Loved the location and the villa was beautiful

Luxury Bungalow Sea & Pool View
Palmyre a été top. Endroit paisible, vue incroyable. À refaire.

La plus belle vue de l'ile !
Casa Victoire is one of the best rentals we have ever used for vacation- the pictures do not do it justice and Maly was an amazing host! If you are thinking about staying here just go ahead and click that button and you will not be disappointed. The pool was fabulous overlooking the bay and Pinel Island. Within a few minutes drive of Grand Case and Orient Bay- both with plenty of activities and food. Maly provided so much useful information before arrival and during our stay. The layout worked great for myself and 4 adult children- plenty of space for all. If you rent a car I highly recommend Nono car rental recommended by Maly- car will be waiting on you at the house and they will pick you up at the airport so you can get right to your vacation without worrying about driving as soon as you arrive Thank you Maly- we look forward to our next trip to St Martin!
Apartment 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!

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!!

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom
Merci jackie pour votre chaleureux accueil. Au plaisir. Brahim

Les pieds dans l'eau, ELBA magnifique ! 2 à 4 Pers
Marie’s place was a great place to stay. The view of the beaches was beautiful. The sound of the waves was great to wake up to. It was close to shopping and other activities on the French side of the island I would stay again.

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

The Beach Condo
Stayed 5 nights at The Beach Condo and my family had a fantastic time. Roel was without a doubt the best host of any Air BnB I’ve stayed at. He was quick to respond any time I had a question or needed a recommendation. The condo was beautifully decorated and had everything we needed. Just steps away is an essentially private beach. We loved being able to take a short walk down the beach to grab lunch at Mary’s Boon. This was a great vacation and a lot of that is due to Roel and his beach condo. Thanks!!

Sint Maarten La Terrasse Maho
Hébergement très confortable et bien situé, proche de Maho Beach et dans un établissement qui possède piscine, jacuzzi et vue sur les pistes de l’aéroport Juliana ! Anchise est très réactif et flexible. Je ne peux que recommander ce grand studio avec terrasse tant pour son prix que pour son confort. Mention spéciale pour la literie qui est top.

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 holiday rentals with a pool in Cole Bay
Total rentals
340 properties
Nightly prices starting at
₹2,591 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
Destinations to explore
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