Some info has been automatically translated. Show original language

Holiday rentals with a pool in Simpson Bay

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Simpson 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!
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 stars2 weeks ago
Great place !! Loved the location and the villa was beautiful
Top guest favourite
Home in SAINT MARTIN
5 out of 5 average rating, 14 reviews

The best view on the island!

LeslieRating, 5 stars2 weeks ago
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!
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!
Superhost
Home in Indigo Bay
4.83 out of 5 average rating, 175 reviews

Préstige - Luxurious 3 bedroom by the Beach

TheresaRating, 5 stars1 month ago
The host was very pleasant and made herself available to answer any questions. The home was beautiful, clean and had everything we needed to enjoy our trip. The view was amazing and the pics did it no justice. I will be booking again on my next trip to Saint Marteen♥️

Apartment rentals with a pool

Superhost
Apartment in Lowlands
4.84 out of 5 average rating, 92 reviews

Amenity-Filled Maho Studio, 5Mins to Airport/Beach

ChinelleRating, 5 stars1 month ago
I loved the location! You can walk to restaurants, shops, Maho beach, Mullet Bay, even a pharmacy. Room was comfy and felt like home. Environment was safe as well. Perfect.
Superhost
Apartment in Simpson Bay
5 out of 5 average rating, 35 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

HowardRating, 5 stars3 months ago
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!!
Superhost
Apartment in Simpson Bay
4.94 out of 5 average rating, 82 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

JesseRating, 5 stars5 months ago
Amazing view and perfect location for a week on the beach and within walking distance of plenty of things to do, places to eat, etc.
Superhost
Apartment 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
An exceptional stay!! We spent 3 nights at Coco Beach and we really liked our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very nice and clean. Coco Beach has beautiful amenities and is close to many things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.
Superhost
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!
Superhost
Apartment in Lowlands
4.88 out of 5 average rating, 42 reviews

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

TheresaRating, 5 stars1 month ago
We thoroughly enjoyed our stay! It is in a great location and has a fantastic pool with plane observation deck. Phil is a very responsive and considerate host and we would totally recommend this listing to anyone!
Superhost
Apartment in Cole Bay
5 out of 5 average rating, 15 reviews

Sea Lover - Las Brisas (Sea Lover)

MarkoRating, 5 stars4 months ago
Thank you so much. We enjoyed it.very comfortable to stay with kids.
Superhost
Apartment in Lowlands
4.97 out of 5 average rating, 68 reviews

Brand New- Maho Condo Studio with Seaview and Pool

De'AnnaRating, 5 stars3 weeks ago
Our short 3 night stay at Maho Condo was excellent. The space is very clean and small but functional. There are two large closets with plenty of hangers and four drawers of under bed storage. Kitchen: Stocked with glasses, dishes and cutlery as well as appliances like a ninja blender, air fryer and toaster. Bathroom: Rainfall shower with nice pressure, hot water and plenty of towels. They even have darker makeup towels. Misc. Robot vacuum, ironing board, smart tv. Amenities: Fully equipped gym and although we never used the pool it’s a nice size and has plenty of chairs. The onsite security made us feel safe coming and going at night. Location: close to the airport with about a 10 min walk to Maho beach. 5 min drive to Mullet Bay beach. In walking distance to bars/restaurants and the Maho market. We had a car and parked often in the gravel lot across the street. Communication: Great. We got a nice welcome and had an open communication with the hosts should we need anything.

Quick stats about holiday rentals with a pool in Simpson Bay

  • Total rentals

    230 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

Destinations to explore