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House holiday rentals in Simpson Bay

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Popular amenities for Simpson Bay house rentals

House rentals with a pool

Guest favourite
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 5 reviews

Villa TaĂŻana - Oyster Pond

DarineRating, 5 stars7 months ago
We had an amazing weekend Best villa I had ever rented I loved it Will b renting it again. The host was super nice easy to contact VERY VERY nice Everything was just amazing I’m very satisfied đŸ™đŸŸ
Top Guest favourite
Home in saint-martin
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

MichelineRating, 5 stars3 weeks ago
Nous avons adorĂ© la maison et avons passĂ© un sĂ©jour fantastique. La villa est dĂ©corĂ©e avec goĂ»t et trĂšs bien Ă©quipĂ©e et que dire de l’extĂ©rieur
 Ouf! L’espace patio, le mobilier, la piscine sans oublier la vue spectaculaire nous ont comblĂ©! Nous avons adoptĂ© le resto L’Oasis et la petite Ă©picerie Bread&Butter Ă  5 minutes de marche 😉 ainsi que La cabane du pĂȘcheur Ă  15 minutes en voiture oĂč chaque matin, vous pouvez avoir des arrivages de poissons Ă  trĂšs bon prix. Un merci spĂ©cial Ă  Josy qui a facilitĂ© notre sĂ©jour, nous a aidĂ© avec des rĂ©servations et de merveilleuses recommandations. Nous reviendrons assurĂ©ment
 Mille merci!
Superhost
Home in Sint Maarten
4.67 out of 5 average rating, 12 reviews

Villa 2 Chambres Indigo Bay

JefferyRating, 5 stars1 month ago
Phadya and Robert's "Oceans 29 " was everything that was advertised, beautiful, clean, contemporary with a great central location and breath taking views !!! Check-in was easy with Phadya describing all the Villa amenities and some ins and outs of the property. We would definitely stay here again and will recommend to future Sint Maarteen visitors!!!
Superhost
Home in Collectivité de Saint-Martin
4.87 out of 5 average rating, 23 reviews

Villa Louisiana

MatteoRating, 5 stars1 month ago
Nous avons adorĂ© notre sĂ©jour dans la villa Louisiana ! Une semaine de rĂȘve, nous Ă©tions 7 et nous n'avons manquer de rien ! Tout Ă©tait au rendez-vous pour que l'on puisse passer une bonne semaine de vacances afin de visiter cette merveilleuse Ăźle. Virginie est trĂšs rĂ©active aux messages et ne vous laissera jamais sans informations ! La villa est parfaitement Ă©quipĂ©e, la piscine est un rĂ©gal que ce soit le matin ou en fin de soirĂ©e pour se rafraĂźchir et le coin barbecue nous Ă  permis de profiter Ă©galement de l'espace extĂ©rieur avec une belle table pouvant accueillir toute la famille. Nous conseillons ce lieu et reviendrons avec plaisir afin de profiter des coins non explorĂ©s !
Superhost
Home in Mont vernon 3
4.67 out of 5 average rating, 3 reviews

Villa Carib sxm piscine.

AshantiRating, 5 stars10 months ago
First, the pictures really don’t do this place justice. Second, Flo was beyond amazing, I would definitely recommend this place to anyone who’s traveling to St.Maarten! Till next time Flo! <3
Guest favourite
Home in Blowing Point
5 out of 5 average rating, 7 reviews

Newly Renovated 2 Bedroom Villa

MarianneRating, 5 stars2 months ago
Aline and Katie were great to work with leading up to our trip. They looked into finding the best place for us to watch the Super Bowl (Go Birds!) and went on a shopping hunt to look for a thermos for the beach for us. Eli made our trip great!! He met us at the airport, led us to the villa, showed us around and had a welcome snack and beverage awaiting our arrival as well as the shopping list of groceries we asked for. Eli also arranged for us to get a Firestick to watch the Super Bowl in the comfort of our villa to watch the Eagles win! He checked in on us multiple times during our 9 night stay. The pool was the warmest of any we have rented in the Caribbean. The rooms were spacious and clean. Our only critique was that showers needed to be spaced apart for 4 people due to lack of hot water but it was manageable. Great stay!!!
Superhost
Home in Parc de la Baie Orientale
4.83 out of 5 average rating, 12 reviews

Maison les Sucriers, Baie Orientale le Village

RicardoRating, 5 starstoday
Fantastic location for a relaxing stay, within minutes of the beach and excellent restaurants, markets, and local gym.
Top Guest favourite
Home in Philipsburg
5 out of 5 average rating, 14 reviews

3 Bedroom Ocean Front Villa, Private Infinity Pool

AndrewRating, 5 stars2 months ago
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!

Weekly house rentals

Guest favourite
Home in Little Bay
4.95 out of 5 average rating, 81 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

BillRating, 5 stars2 months ago
Awesome home with a relaxing feel, unbelievable views and very comfortable setting for 8 people. This is our second stay and can’t wait to come back again. Every bedroom has a picturesque view and sunrises are beautiful. There is ample room for everyone with multiple outdoor seating areas and a huge pool deck. Maayke is a great host who was super helpful and very quick to respond to questions. Absolutely recommend this place for an unforgettable vacation.
Superhost
Home in Simpson Bay
4.86 out of 5 average rating, 22 reviews

Sea La’Vie — 2mins walk from the beach!

AlrickRating, 5 stars4 weeks ago
The place was beautiful, clean and exactly as described. Walkable distance to popular places like D’s bar, sunset bar and maho beach. Lateefah was very communicative and an amazing host. 10/10 would definitely recommend.
Superhost
Home in Collectivité de Saint-Martin
4.83 out of 5 average rating, 23 reviews

Blue Horizon villa

VanessaRating, 5 stars1 week ago
We had a wonderful time at Olivier’s Blue Horizon Villa. We loved the privacy and views of the outdoor space and the spacious and comfortable interior with cozy bedrooms and a well-appointed kitchen. We had breakfast at home every day and even cooked a couple dinners in. We had one 11 year old boy who used the pool a lot, including night swims! We went without a car the first day and night and were able to easily walk to local beaches and restaurants but our crew included two women over 80 so we decided to rent a car for the remainder of our stay which allowed us to explore some different locations, beaches, sights and restaurants. The home was a little tricky to find in a cab but Olivier was very responsive and helpful from check-in to check-out. Overall it was an excellent and memorable stay at a very special home.
Top Guest favourite
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 15 reviews

Prestigious Villa with Breathtaking Ocean View

DavidRating, 5 stars1 month ago
We had a fantastic time at Marion's house! She was amazing! The location is great - gated community between Grand Case and Marigot and not far from Orient Beach. The house was very clean and had everything we needed. View was amazing, pool and patio were nice (we spent a lot of time on the outdoor furniture), all the beds were super comfortable and the kitchen was very well equipped! Marion had some excellent dinner suggestions (even made our reservation for us at one place that was hard to get in) and she has a hook up with one of the beach restaurants at Orient that got us free chairs for the day. It might be worth noting that the house is a part of a 4-5 unit complex with neighbors on each side and a rental unit down below. However, this was not an issue as we rarely heard any of the neighbors and there is plenty of shrubbery and other elements that give adequate privacy. We even had a couples massage on the patio one day! Overall very pleased and highly recommend!!!
Guest favourite
Home in Cul-de-Sac
4.94 out of 5 average rating, 36 reviews

Villa Zen : confort et luxe vue mer St Martin

BrianRating, 5 stars1 month ago
Great home in a quiet neighborhood with increadible views of the ocean. Home is well-stocked, including fully-stocked kitchen. The outdoor area is amazing and the beds are super comfortable. Very convenient location for our three favorite beaches---Friar's Bay, Anse Marcel, and Orient! Linda and Gilles and their entire team were very responsive when minor issues arose. We enjoyed our trip very much!
Guest favourite
Home in Orient Bay
5 out of 5 average rating, 11 reviews

Villa Caribbean Star, Ă  5 min Ă  pied de la plage

DeniseRating, 5 stars6 days ago
This property is stunning and the property manager Harold went above and beyond. The area was perfect and in walking distance of many restaurants, shops, and the beach.
Superhost
Home in Little Bay
4.71 out of 5 average rating, 7 reviews

Five (5) Bedroom Villa in SXM !

ColbyRating, 5 stars3 months ago
The house was incredibly beautiful with a wonderful location. The host was very helpful and wonderful to work with.
Superhost
Home in Collectivity of Saint Martin
4.91 out of 5 average rating, 95 reviews

Coconut Beach Villa Sxm

MathiasRating, 5 stars2 months ago
Super séjour, maison bien équipée et confortable. Lydia et Esnard ont été trÚs réactifs. Merci a eux. Mathias et Aurélie

Private house rentals

Home in Cole Bay
5 out of 5 average rating, 9 reviews

Pelican key - BEACH FRONT Villa

JeffRating, 5 stars1 week ago
Mia Beach Villa was a fantastic place to retreat and unwind for 8 days. The house was bigger and more spacious than the pictures conveyed. The three bedrooms are huge and spread out, and the kitchen/dining area has soaring ceilings that make it feel very open, even though the only windows are in the front and back. The real star is the long terrace and the steps down to the beach; that's why we booked this - we want to be right on the water. The beach itself is beautiful and quiet, but, it is worth noting, not very walkable or swimmable. That was a mild disappointment. One thing worth noting - while the area of Pelican Key is very developed, the road in and out is atrocious. Get a SUV or something with higher clearance or you'll stress your car bottoming out multiple times on each trip in or out. You can walk to the restaurants at the Simpson Bay Resort. Finally - though we needed little during our stay, Alexandra and Muriel were proactive, responsive and helpful at all times.
Home in Orient Beach
4.75 out of 5 average rating, 12 reviews

Nice Villa for 6 Orient Bay Beach

RosioRating, 5 stars28 months ago
You couldn’t ask for a better location. It’s steps away from some of the best beach bars in Orient Bay. The house has a lovely deck on the 2nd floor with great views of the water and hills. Very peaceful. And there were some very thoughtful welcome amenities provided at checkin. Overall a great stay.
Superhost
Home in Collectivité de Saint-Martin
4.91 out of 5 average rating, 22 reviews

NEW House 2 bathrooms, 3 terraces and ocean view

HeatherRating, 5 stars1 week ago
what an amazing space, location and layout! we couldn’t of asked for a better spot and location. Favorite family vacation!!!
Home in Simpson Bay
4.8 out of 5 average rating, 10 reviews

Casa Coral, Sint Maarten

NancyRating, 5 stars14 months ago
Shelby was very attentive to our needs. Water is not hot but that apparently is what the island has. Water pressure is not the greatest but did the job. Being beside the airport was very convenient but not quiet. We all had a great trip and appreciate Shelby a lot.
Home in MF
5 out of 5 average rating, 4 reviews

Villa Casa Antilla Heated Pool Cistern

MarieRating, 5 stars73 months ago
La maison de Katia est superbe, et Katia est l hote ideal: tout est fait pour que l on se sente comme chez nous. La maison offre bien plus que ce qu il y est indique dans l annonce, l equipement cuisine, le barbecue, les prises anti moustique, des jeux de bains piscine, de la lessive etc..et l attention particuliere de Katia a notre arrivée avec des fruits frais de son jardin, de l eau du the et cafe .. on ne pouvait attendre mieux! La maison est aussi superbement située sur la baie orientale a 10mn a pied de la plage et des commerces. Un super choix de vacances! Merci Katia
Home in Collectivity of Saint Martin
4.79 out of 5 average rating, 39 reviews

Very pleasant ocean view house with swimming pool

RoxaneRating, 5 stars2 months ago
Nous avons eu un merveilleux séjour. La villa est conforme à la description. Nous avons adoré la cours privée et sa piscine. Je recommande à 100%. Merci Thierry pour la communication facile et merci à Colette pour son accueil.
Guest favourite
Home in Grandes Cayes
4.89 out of 5 average rating, 28 reviews

Villa Red Rock : 3 chambres & piscine privée

Peter N.Rating, 5 stars3 weeks ago
Spectacular home. Private, quiet, yet minutes away from beaches and quality restaurants. Checking in and out was well coordinated by the team, as were responses to queries. A wonderful stay, highly recommended.
Guest favourite
Home in Cul-de-Sac
4.89 out of 5 average rating, 38 reviews

C&S ; Spacious 3 BDR 2.5 BTHR with sea view

JuliaRating, 5 stars1 month ago
Our stay at Chrissy's home was a dream! The house is absolutely gorgeous, well designed, clean, spacious, incredible view, fantastic location- it was the best place we've rented on AirBnB. I cannot recommend this stay enough and would gladly return in a heartbeat. Our time in Saint Martin was phenomenal and a huge part of that was due to this amazing house.

Quick stats about house rentals in Simpson Bay

  • Total rentals

    20 properties

  • Nightly prices starting at

    $94 AUD before taxes and fees

  • Total number of reviews

    600 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. Sint Maarten
  3. Simpson Bay
  4. House rentals