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Vacation 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 favorite
The villa features a modern design with two levels, surrounded by lush greenery. An infinity pool is situated in front, with reclining chairs positioned nearby. The outdoor dining area is visible, and the expansive glass windows reflect the vibrant surroundings, inviting natural light into the space.
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 favorite
A modern villa exterior is showcased, featuring a private pool surrounded by a sleek patio. Sun loungers sit near the water, and vibrant greenery adds a touch of natural beauty. The structure's open design connects the indoor living space with the outdoors, framed by clear blue skies.
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 favorite
A modern pool area is positioned by the ocean, featuring a clear blue water pool and two sun loungers. A potted palm adds a tropical touch, with the horizon visible beyond gentle waves and scattered clouds.
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
The villa is presented from an elevated angle, showcasing a private pool surrounded by a sleek patio. Large glass doors provide a view of the inviting interior, while sun loungers are placed alongside the pool, integrating seamlessly with the lush surroundings.
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 favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in SAINT MARTIN
5 out of 5 average rating, 14 reviews

The best view on the island!

LeslieRating, 5 stars1 week 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 favorite
A tranquil infinity pool is visible, its clear blue water reflecting the sky above. The pool's edge borders a serene landscape, with lush greenery and distant ocean views framed under a sky filled with fluffy white clouds.
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 favorite
An inviting infinity pool is framed by natural stone, reflecting the vibrant blue sky. Two loungers and a small wooden chair are positioned on the wooden deck, surrounded by lush greenery. The modern structure in the background features large glass doors leading inside.
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.
Superhost
An inviting terrace features a private swimming pool with clear water, overlooking the shimmering sea and coastline. A barbecue grill is positioned beside the pool, with a view of the lush landscape and azure waters stretching into the horizon.
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♥️

Condo rentals with a pool

Superhost
A modern sleeping area features a spacious bed adorned with decorative pillows. Vibrant wall art with tropical motifs adds character, while a sleek bedside table displays a small vase with flowers and a lamp. A bright yellow wardrobe stands out against the backdrop.
Condo 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
A rectangular pool features clear blue water, reflecting light from the sun. The surrounding walls are painted white, with large windows allowing natural light to enter the space. A metal ladder is positioned at one end of the pool.
Condo in Simpson Bay
4.8 out of 5 average rating, 169 reviews

Oceanfront w Pool | Maho Beach area

JasmineRating, 5 stars1 week ago
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 :)
Guest favorite
A modern building features a pristine swimming pool bordered by lounge chairs. Lush greenery surrounds the area, providing a tranquil atmosphere. The sky is bright with scattered clouds, enhancing the inviting appearance of the outdoor space.
Condo 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.
Top guest favorite
A sparkling blue pool is set against a backdrop of vibrant clouds and clear skies, with the tranquil ocean visible in the distance. Surrounding the pool, a sunbathing area with lounge chairs invites relaxation under the sun.
Condo in Saint Martin,Guadeloupe
5 out of 5 average rating, 48 reviews

Villa Belharra, amazing view

GinaRating, 5 stars1 week 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!
Superhost
The entrance features intricate wooden panels with leaf motifs, leading towards a pathway illuminated by soft lights. A wooden door opens into the interior, with a smooth tile floor reflecting the warm ambiance created by the lighting.
Condo in Philipsburg
4.78 out of 5 average rating, 77 reviews

Apt3 - 3 bedrooms amazing sea view, terrace, Pool

IzzabellaRating, 5 stars1 month ago
Gorgeous property. Close to everything. Responsive host. Very spacious! I look forward to staying again soon.
Guest favorite
A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.
Condo 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!
Guest favorite
A spacious bedroom features a large window offering panoramic views of the ocean and nearby mountains. Two elegant chairs sit beside a small table, with a tray holding beverages and snacks placed on the bed. Natural light fills the room, creating a bright atmosphere.
Condo 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 favorite
A serene beach scene is presented with four lounge chairs under two sun umbrellas, offering shade. Soft sandy ground surrounds the area, with tropical palm trees in the background. The clear blue sky adds to the tranquil atmosphere, inviting relaxation by the beachfront.
Condo 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.

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