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Holiday rentals with a pool in Cole Bay

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cole Bay rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Indigo Bay
5 out of 5 average rating, 13 reviews

Life's Good

LennyRating, 5 stars2 months 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.
Top Guest favourite
Home in Sint Maarten
5 out of 5 average rating, 31 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

KirstenRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars3 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.
Top Guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 32 reviews

Luxury Bungalow Sea & Pool View

AlfredricRating, 5 stars2 months ago
Palmyre a été top. Endroit paisible, vue incroyable. À refaire.
Guest favourite
Home in Les Terres Basses
4.95 out of 5 average rating, 63 reviews

Bungalow luxueux avec piscine privée

OmarRating, 5 stars1 month ago
I had an amazing stay in Saint Martin. The property was spotless, well-maintained, and exactly as described. The view from the pool was absolutely perfect for relaxing and soaking in the beauty of the island. Jerome was incredibly responsive and helpful throughout the entire stay, making everything smooth and stress-free. I couldn’t have asked for a better experience and will definitely be booking again.
Top Guest favourite
Home in Little Bay
5 out of 5 average rating, 13 reviews

5B Oceanview villa near Philipsburg

SafiyaRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Philipsburg
5 out of 5 average rating, 14 reviews

3 Bedroom Ocean Front Villa, Private Infinity Pool

AndrewRating, 5 stars4 months ago
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!
Guest favourite
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 47 reviews

Teresa’s Ocean Paradise

NayaRating, 5 stars1 week ago
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!

Condo rentals with a pool

Guest favourite
Condo in Simpson Bay
4.9 out of 5 average rating, 48 reviews

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!

TinaRating, 5 stars1 month ago
We enjoyed our stay at Encanto. Rakhi was a very informative and she responded quickly to any questions we had. Gordon, the property manager, gave us instructions on the unit when we arrived. Rakhi provided recommendations which were helpful. The condo was very spacious and the balcony was large with a beautiful view. Our favorite restaurant was Palapa which was within walking distance (we ate there twice). The breakfast at the Yellow Sub in Orient Beach was delicious - best croissants. Carrefour was a great place to get provisions for the week and were reasonably priced. Every place took American dollars but only a few took American Express. We highly recommend spending a day at Pinel Island - Karibuni has chairs, umbrellas and cold beer!! The UnderSXM snorkel tour was really interesting. We rented a car to explore the island and the drivers are crazy so be careful - lol.
Top Guest favourite
Condo in Collectivité de Saint-Martin
5 out of 5 average rating, 19 reviews

New "Coco Beach" 2 bedrooms beachfront

Marie-ClaudeRating, 5 stars3 weeks ago
Un séjour exceptionnel!! Nous avons passé 3 nuits au Coco Beach et nous avons vraiment aimé notre expérience. L'endroit était parfait pour 2 couples. Le Coco Beach était a proximité de la plage et la piscine était très belle et propre. Le Coco Beach a de belles commodités et à proximité de beaucoup de choses. Nous avons cuisiné, nous sommes allé chercher du resto. Honnêtement, nous pourrions y retourner sans hésiter.
Top Guest favourite
Condo in Marigot
4.98 out of 5 average rating, 58 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

Marianne Et CharlesRating, 5 stars3 weeks ago
nous avons eu un excellent séjour dans cet appartement. Anne Karine est une hôte disponible et joviale. nous reviendrons. Merci encore pour tout
Top Guest favourite
Condo in Marigot
4.98 out of 5 average rating, 84 reviews

cosy apartment

IfyRating, 5 stars4 weeks ago
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🥰
Top Guest favourite
Condo in Simpson Bay
4.98 out of 5 average rating, 66 reviews

The Beach Condo

TrayRating, 5 stars2 weeks ago
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!!
Superhost
Condo in Sint Maarten
4.93 out of 5 average rating, 41 reviews

Apt5 (2 bedrooms, terrace & sea view)

CassidyRating, 5 stars2 weeks ago
Had an amazing time celebrating my birthday here with friends. Everything is exactly as described. This property is truly beautiful and located in a convenient and VERY safe area. Our host was very helpful and gave plenty of recommendations. The place could use a full length mirror, but other than that…literally nothing negative to say. Would recommend to anyone and would definitely stay here again.
Top Guest favourite
Condo in Sint Maarten
4.95 out of 5 average rating, 21 reviews

Casa Nova, Indigo Bay SXM

JuliaRating, 5 stars1 week ago
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!
Top Guest favourite
Condo in Lowlands
4.96 out of 5 average rating, 116 reviews

Sint Maarten La Terrasse Maho

AntoineRating, 5 stars2 weeks ago
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.

Quick stats about holiday rentals with a pool in Cole Bay

  • Total rentals

    340 properties

  • Nightly prices starting at

    $50 NZD 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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