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Holiday rentals with a pool in Simpson Bay Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Simpson Bay Beach rentals with a pool

House rentals with a pool

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 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 favourite
Home in Collectivity of Saint Martin
5 out of 5 average rating, 21 reviews

Fantastic 2 bedroom villa, swimming pools, tennis

DanielRating, 5 stars4 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 favourite
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 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.
Superhost
Home in Lowlands
4.72 out of 5 average rating, 114 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

RenayRating, 5 stars1 week ago
Great place !! Loved the location and the villa was beautiful
Top guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 32 reviews

Luxury Bungalow Sea & Pool View

AnnaRating, 5 stars2 months ago
We loved our stay and can’t wait to return!
Guest favourite
Home in Les Terres Basses
4.95 out of 5 average rating, 63 reviews

Luxurious bungalow with private pool

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.

Apartment rentals with a pool

Top guest favourite
Apartment in Saint Martin,Guadeloupe
5 out of 5 average rating, 48 reviews

Villa Belharra, amazing view

GinaRating, 5 stars5 days ago
A very modern, beautiful, air bnb. The hosts are very responsive! I could not find the plug adapters, and she was there to help, within a couple of minutes! I asked about a float for the BEAUTIFUL pool; She brought them right over!! The views are breathtaking. It's a perfect spot, VERY reasonably priced! We had a car rental, so we visited so many different beaches, and ate at many wonderful restaurants. Our favorite being Grand Case Beach and eating breakfast AND dinner at Rainbow Cafe. Everything around the island is fairly close and convenient. If we visit St Martin again, we will definitely choose this air bnb! Thank you!
Guest favourite
Apartment in Marigot
4.94 out of 5 average rating, 47 reviews

Beachfront Condo| Pool View + Private Beach Access

SarahRating, 5 stars2 weeks ago
We loved everything about our stay! Beach is right in your backyard and Marigot is within walking distance. Will definitely be staying here again in the future!
Top guest favourite
Apartment in Sint Maarten
4.96 out of 5 average rating, 80 reviews

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

DennisRating, 5 stars1 month ago
This location is excellent ..everything is near by ..the host is amazing ...thank you for everything its definitely worth it...I wiill be back again and again
Guest favourite
Apartment 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.
Guest favourite
Apartment in Simpson Bay
4.89 out of 5 average rating, 9 reviews

*NEW* Coco's 15 Modern beachfront Retreat

KatrinaRating, 5 stars1 month ago
The place was steps from the beach! Beautiful and clean. Host very helpful. We loved st. Martin and this family friendly beach next to Mary Boons! We ate lunch there and cooked in dinner at home. Great appliances And every cooking tool you could need. Andrea was very helpful. The only thing I was a little worried about was the airplanes noise and honestly you forget they are even there after first day.
Guest favourite
Apartment in Maho
4.91 out of 5 average rating, 33 reviews

'Emerald Pearl' Studio in Maho with Full Amenities

StephanieRating, 5 stars4 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 favourite
Apartment in Lowlands
4.96 out of 5 average rating, 116 reviews

Sint Maarten La Terrasse Maho

TammyRating, 5 stars2 weeks 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!
Superhost
Apartment in Lowlands
4.81 out of 5 average rating, 36 reviews

Sublime Stay - Royal Retreats at Maho Beach

MichaelRating, 5 stars1 month ago
The best feature of this place is the location! You can walk to a small grocery store, multiple beaches, many restaurants and shops, etc. We loved watching the planes take off and land and the resort pool was very peaceful. The apartment itself was perfect for what our family needed to be comfortable. Small issues to note: -the music from nightclubs can definitely be heard throughout the night, so light sleepers beware -the kiddie pool at the resort was closed as of April 2025, and looked like it had been closed for quite awhile with no signs of repair

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