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Apartment holiday rentals in Simpson Bay

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Popular amenities for Simpson Bay apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in Lowlands
5 out of 5 average rating, 42 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

EricaRating, 5 stars1 month ago
Joe was extremely helpful, with accommodating, recommendations, and very responsive. His place felt like home, location was perfect and fast walk to mullet bay. The room was clean well equipped with all your needs. I would definitely stay here every time I visit. Thank you Joe
Guest favourite
Apartment in Simpson Bay
4.94 out of 5 average rating, 82 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

MarianaRating, 5 stars4 months ago
El departamento de Ian y Megan es mucho más de lo que se ve en las fotos. Todo está impecable y súper limpio, todo funciona perfecto y el deck exterior con la barbacoa que da al mar es un lugar mágico. Usamos los kayak que nos prestaron, la cocina está súper completa. Creo que las fotos no muestran lo bello que es. No duden en ir!! Volveríamos siempre que podamos.
Guest favourite
Apartment in Collectivity of Saint Martin
5 out of 5 average rating, 27 reviews

Les pieds dans l'eau, ELBA magnifique ! 2 à 4 Pers

NikkiRating, 5 stars3 weeks ago
Place was perfect for our trip, nice & clean, and comfortable. Maria was wonderful and helpful! Would stay here again.
Top guest favourite
Apartment in Saint Martin,Guadeloupe
5 out of 5 average rating, 47 reviews

Villa Belharra, amazing view

ChantalRating, 5 stars1 month ago
We were amazed by this rental. We’ve always had great ones in the past but this one is the most beautiful one we’ve had. Rachel and her husband were amazing people and are taking care of your needs as soon as you get there. The views you have from the patio is amazing and relaxing. We will return for sure.
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
Superhost
Apartment in Sint Maarten
4.93 out of 5 average rating, 40 reviews

Apt5 (2 bedrooms, terrace & sea view)

AshkanRating, 5 stars2 months ago
We really enjoyed our stay at Emmanuel’s place , the view was amazing , the pool , the balcony , everything was wonderful , we wish we could stay longer
Guest favourite
Apartment in Simpson Bay
4.95 out of 5 average rating, 56 reviews

Studio on the water in the Simpson Bay Yacht Club

CaitlinRating, 5 stars1 month ago
Absolutely recommend Kim’s place! We had the best time. Area is wonderful and safe - with endless things to do in walking distance. View of the marina was stunning, and Kim was so kind and flexible. Can’t thank you enough for making this trip so memorable!
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

Pet-friendly apartment rentals

Superhost
Apartment in Meads Bay Beach
5 out of 5 average rating, 7 reviews

Premium 1 Bedroom Condominium with Ocean Views, Terrace & Hot Tub

JohnRating, 5 stars22 months ago
My fiancée and I were left speechless by my stay at Tranquility. All of the reviews are true, and it’s even better in person. By far the greatest stay we’ve had on any vacation. The location couldn’t be more beautiful and the people are amazing. Sam, Denise, and Abiel were extremely helpful and kind. Cannot say enough good things about them.
Superhost
Apartment in Marigot
4.71 out of 5 average rating, 84 reviews

♡ Duplex JUNGLE BLEUE Terrasse vue mer incroyable

SéverineRating, 5 stars3 weeks ago
Nous avons passé un très bon moment dans cet appartement qui correspondait à la description. nous étions 6 adultes et le logement est adapté pour 6. Proche de Marigot, et de maho beach côté néerlandais, vu sur le lagon. baignade pas très loin à bay rouge une plage magnifique. merci.
Guest favourite
Apartment in Lowlands
5 out of 5 average rating, 12 reviews

Beautiful Large 2 Bedrooms apartment in Maho

LiannRating, 5 stars3 months ago
Elettra was who I had communication with and she was awesome, extremely friendly and responsive. The Airbnb was nicer in person than in the photos, the neighbors were friendly and extremely helpful. I would definitely would stay there again and would recommend their place to any of my friends.
Guest favourite
Apartment in Saint-Martin
4.95 out of 5 average rating, 21 reviews

Baie Orientale Cosy Duplex 1

AntoninaRating, 5 stars2 days ago
Loved our stay, the house had everything we needed. The pool area is so serene and beautiful and so many places to relax and take in the views. 10 minute walk to the restaurants and beach, and a quick drive to so many island spots and beaches. We loved it here!
Top guest favourite
Apartment in Sint Maarten
4.95 out of 5 average rating, 20 reviews

Casa Nova, Indigo Bay SXM

SheaRating, 5 stars1 week ago
Luc checked us in and was very friendly and helpful. Leanne's place is exactly as pictured and they even granted us access to the community's workout facilities. Luc was very helpful with restaurant recommendations and the driver he recommended (Simon) was prompt, polite, and always available to drop us off and pick us up all over the island. I would highly recommend a stay at Leanne's place. You won't regret it.
Guest favourite
Apartment in Lowlands
4.92 out of 5 average rating, 62 reviews

Modern / cosy Studio next to university / Beach

VerisRating, 5 stars1 month ago
Very peaceful and wonderful stay, host was very helpful and making sure everything was to our liking
Guest favourite
Apartment in Upper Prince's Quarter
4.9 out of 5 average rating, 30 reviews

Amethyst Cove: Serene oceanfront getaway 2BR/2BA

IsabelleRating, 5 stars2 months ago
A very good stay in every way. Thank you for your welcome, Minerva.
Superhost
Apartment in Anse Marcel
4.67 out of 5 average rating, 36 reviews

From Paris to SXM - bord de plage - wifi 200Mbps

LindaRating, 5 stars3 months ago
The apartment is located in an ideal spot especially if you want to feel part of the Anse Marcel vibe. It's steps away from restaurants, shops, grocery store, and the beach. The open air living is especially attractive because you can fully enjoy the outdoors while in the kitchen and living area, but you're nice and cool for sleep in the air-conditioned bedrooms. We loved it!

Apartment rentals with a pool

Superhost
Apartment in Simpson Bay
5 out of 5 average rating, 10 reviews

Blue Sky apt with lagoon view- with Generator

BrettRating, 5 stars16 months ago
Very happy with everything as it is all as described in the listing. Clean, modern, and secure. Short walk to everything. Would stay here again.
Top guest favourite
Apartment in Marigot
4.98 out of 5 average rating, 58 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

Marianne Et CharlesRating, 5 stars1 week ago
nous avons eu un excellent séjour dans cet appartement. Anne Karine est une hôte disponible et joviale. nous reviendrons. Merci encore pour tout
Guest favourite
Apartment in Baie Nettle
5 out of 5 average rating, 9 reviews

WHY NOT Splendid apartment right on the beach

AmeliaRating, 5 stars3 weeks ago
The view from the room is immaculate. You are steps away from the water, sand, beach, and the pool is a 1 minute walk away. We felt very safe in the condo with electronic storm shutters over the windows - we closed every night before bed, gated entrance to property, and an attendant at the gate. Bed is wonderful - nice and firm. Good storage for clothes. The kitchen is fully stocked. Huge fridge. Spacious shower. We rented our car through Elisa (host’s) recommendation a driver escorted us from airport to car rental lot - a two minute drive from the gated beach club. Elisa is a wonderful host very responsive to messages, respectful of privacy.
Guest favourite
Apartment in Marigot
4.93 out of 5 average rating, 46 reviews

Beachfront Condo| Pool View + Private Beach Access

DiegoRating, 5 stars2 weeks ago
Un très beau séjour pour nous. Le logement était propre, sécuritaire et bien situé. Les gens de l’immeuble étaient très sympathique. La piscine et la plage sont un atout essentiel lors des chaudes journées. En plus, Harry était toujours dispo pour nos questions et répondait très rapidement et clairement. En bref, wow.
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 Lowlands
4.94 out of 5 average rating, 33 reviews

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo

EugeneRating, 5 stars1 month ago
My family and I had an amazing time at Kevin’s Airbnb. The unit was clean, well presented and very spacious. The view is amazing as you are essentially right on the beach, steps away from the building. As it is west facing it does get hot but the unit has a centralised air conditioning system that works really well. Checkin process was easy and convenient. Would recommend for any family visiting Sint Maarten.
Guest favourite
Apartment in Cole Bay
5 out of 5 average rating, 25 reviews

Royal Palm-1st floor-walk right out to the beach

WilliamRating, 5 stars1 month ago
Great Condo! Steps from the beach. Within walking distance to many amenities.
Superhost
Apartment in Cupecoy
4.83 out of 5 average rating, 6 reviews

Mullet Bay Suite 704 - Your luxury vacation in SXM

EvaRating, 5 stars2 months ago
Appartement très joli à deux pas de pas mal de restaurant et commerce , facile d’accès , jolie vue , très propre , à deux pas de la plage de mullet bay . La piscine collective ainsi que la salle de sport sont agréable , je reviendrais prochainement dans cet endroit j’ai adorée .

Quick stats about apartment rentals in Simpson Bay

  • Total rentals

    100 properties

  • Nightly prices starting at

    ₹6,005 before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Destinations to explore