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House vacation rentals in Little Bay

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Popular amenities for Little Bay house rentals

House rentals with a pool

Guest favorite
A spacious outdoor terrace features a private pool that reflects the sky and surrounding landscape. Lounge chairs are positioned poolside, offering space for relaxation. A distant green hill is visible, complementing the serene atmosphere. The villa is partially visible through large sliding doors.
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.
Guest favorite
A modern villa is depicted with a blue roof and a spacious balcony overlooking a private pool. Surrounding greenery and palm trees complement the serene environment, while a white car is parked nearby on a pathways leading to the villa.
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 5 reviews

Villa Taïana - 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 🙏🏾
Top guest favorite
An outdoor dining area features a large wooden table set for a meal, with comfortable chairs surrounding it. The space is shaded by a wooden roof and white curtains, overlooking a pool surrounded by greenery. Glasses, plates, and a fruit centerpiece are arranged on the table.
Home in saint-martin
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

MichelineRating, 5 stars1 month ago
Nous avons adoré la maison et avons passé un séjour fantastique. La villa est décorée avec goût et très bien équipée et que dire de l’extérieur… Ouf! L’espace patio, le mobilier, la piscine sans oublier la vue spectaculaire nous ont comblé! Nous avons adopté le resto L’Oasis et la petite épicerie Bread&Butter à 5 minutes de marche 😉 ainsi que La cabane du pêcheur à 15 minutes en voiture où chaque matin, vous pouvez avoir des arrivages de poissons à très bon prix. Un merci spécial à Josy qui a facilité notre séjour, nous a aidé avec des réservations et de merveilleuses recommandations. Nous reviendrons assurément… Mille merci!
Superhost
An outdoor area features a tranquil swimming pool illuminated in soft blue light, surrounded by manicured grass. The two-story building is equipped with large glass doors that provide a view into a well-lit interior, creating a harmonious connection between indoor and outdoor spaces.
Home in Sint Maarten
4.62 out of 5 average rating, 13 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!!!
Guest favorite
Home in Les Terres Basses
5 out of 5 average rating, 10 reviews

Slowlife - Villa Wellness 4 beds

JosephRating, 5 stars4 weeks ago
From start to finish, our 7 night stay at the villa was flawless! The villa was spotless, fully stocked, and everything was explained completely when we arrived. The windows on the pool side of the villa can open up almost entirely, which was truly beautiful. We felt very secure and the location was ideal, just a 3 minute drive to Porto Cupecoy and Baie Longue. Our 3 boys really enjoyed the pool and the hot tub was the perfect addition for the parents to relax in while the boys swam. The new pickleball court was a perfect fun addition. Daily housekeeping was such a nice bonus too! We had one minor issue when the power flashed off briefly (common on the French side) and the generator kicked on immediately but one of the breakers didn't fully reset. The host was so quick to respond (we felt bad even bothering her) and the issue was resolved in minutes. We really appreciated how responsive and friendly she was.
Superhost
A private pool is centered in a well-maintained outdoor space surrounded by greenery. The two-story villa, with wooden accents, features large glass doors that open onto the pool area, allowing for natural light to enhance the surroundings.
Home in Collectivité de Saint-Martin
4.88 out of 5 average rating, 24 reviews

Villa Louisiana

BruceRating, 5 stars2 weeks ago
Villa Lousiana was a wonderful place to stay in Orient Beach. The restaurants and stores are a short walk around the corner. The property is private and the pool was great to cool off. Virginie was a gracious host!
Superhost
A modern home exterior is shown with a light-colored facade and expansive windows. A private pool is situated in front, surrounded by a clean patio space. Two lounge chairs are positioned nearby, inviting relaxation under a bright blue sky.
Home in Mont vernon 3
4.67 out of 5 average rating, 3 reviews

Villa Carib sxm piscine.

AshantiRating, 5 stars11 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
Superhost
A private pool is framed by wooden decking, with lounge chairs positioned nearby for relaxation. The surrounding fencing creates a sense of seclusion, while the vibrant buildings of the residence are visible in the background, complemented by palm trees swaying gently in the breeze.
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 stars6 days ago
Fantastic location for a relaxing stay, within minutes of the beach and excellent restaurants, markets, and local gym.

Weekly house rentals

Top guest favorite
Home in Indigo Bay
5 out of 5 average rating, 13 reviews

Life's Good

LennyRating, 5 stars2 weeks 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.
Superhost
A vibrant mural showcases a colorful underwater scene depicting marine life including a turtle, dolphins, and various coral formations. The mural features the text 'St. Maarten' prominently, surrounded by shades of blue and bright colors, highlighting the local coastal theme.
Home in Simpson Bay
4.87 out of 5 average rating, 23 reviews

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

AlrickRating, 5 stars1 month 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
A charming terrace is displayed with comfortable wicker seating arrangement and a small table. A scenic view of the ocean is visible in the background, framed by tropical plants. The space is designed for relaxation with wooden flooring and a covered area providing shade.
Home in Collectivité de Saint-Martin
4.83 out of 5 average rating, 24 reviews

Blue Horizon villa

ShannonRating, 5 stars1 week ago
We had a wonderful week at Oliver’s! The house was lovely and well maintained.
Guest favorite
An aerial view of Villa Tamarind reveals a spacious property with a terracotta-tiled roof surrounded by lush greenery. A rectangular swimming pool is centrally located, complemented by comfortable loungers on the deck, offering a serene retreat in a private setting.
Home in Upper Prince's Quarter
4.97 out of 5 average rating, 70 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

JasonRating, 5 stars1 week ago
Even better the 2nd time around. Vincent and team are great - communication is excellent. Couldn’t ask for a better place to spend a week!
Guest favorite
A shaded terrace features comfortable seating with blue cushions, overlooking a private pool and sea views. A small coffee table sits in the center. Lush greenery and palm trees are visible in the background, enhancing the serene outdoor space.
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 favorite
A private swimming pool is framed by tropical plants and decorative fencing. Several sun loungers with cushions are arranged around the pool area, complemented by an umbrella for shade. The clear blue water reflects the bright sky above.
Home in Orient Bay
5 out of 5 average rating, 11 reviews

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

DeniseRating, 5 stars1 week 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
A spacious dining area is highlighted by a long wooden table surrounded by white chairs. The room features high, vaulted ceilings with exposed beams, and decorative details can be seen in the railings. Large windows allow for ample natural light.
Home in Little Bay
4.75 out of 5 average rating, 8 reviews

Five (5) Bedroom Villa in SXM !

ZoraRating, 5 stars3 days ago
Le logement est idéal pour voyager en famille ou entre amis, nous avons passé un excellent week-end
Guest favorite
A modern villa exterior features a sleek infinity pool surrounded by a tiled terrace. A spacious dining area is set beneath a pergola, complemented by tropical plants and a distant hillside view. Sunlight reflects off the pool's surface, enhancing the inviting atmosphere.
Home in Sint Maarten
5 out of 5 average rating, 10 reviews

Infinite Blue, Oceanview Villa in Sint Maarten

AnthonyRating, 5 stars1 month ago
If there could be 6 stars, I would select it. I visit St. Marteen frequently and often AirBnB, but this spot was one of the nicest I've been to. Let's start with the location. It is right next to Phillipsburg, which is great, but you are also right next to Simpson Bay. Since we came to the island to venture in all directions from Maho to Grande Case, we couldn't have been more happy with where this home was located, basically putting everything within a 15 to 20 minute ride. In addition, this house is located dead center in the U-shaped development, and at night, it looked like we were in Santorini; all the surrounding houses were uniform and all light up, and it was absolutely amazing. In addition, the view you had from the upstairs bedrooms when you woke up looking at the sea was breathtaking, not to mention we spent most of our time outside and in the infinity pool, and that view was even better. Thank you so much for a memorable trip with the family!!!

Private house rentals

Guest favorite
Steps leading down to a sandy beach are framed by a white railing. The clear turquoise water laps gently at the shore, revealing a mix of sand and smooth stones. Bright sunlight illuminates the tranquil scene, highlighting the serene coastal atmosphere.
Home in Cole Bay
5 out of 5 average rating, 10 reviews

Pelican key - BEACH FRONT Villa

JeffRating, 5 stars2 weeks 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.
A private swimming pool is surrounded by palm trees and vibrant greenery. Two red loungers are positioned beside the pool, complemented by beach towels. The serene environment invites relaxation under clear blue skies.
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.
The villa is set amidst lush tropical landscaping, featuring vibrant flowers and palm trees. A spacious balcony offers seating areas with blue cushions, overlooking the vibrant garden. The light yellow exterior of the house complements the bright blue sky above.
Home in Cole Bay
5 out of 5 average rating, 3 reviews

Peaceful Paradise

BonnieRating, 5 stars1 month ago
Clark’s place was beautiful. It was spotless, modern, beautifully decorated, and well stocked with all the extras. There were four of us and we had lots of space. The beds were extremely comfortable and each room had its own bathroom. The grounds were stunning, with a pool and direct access to the ocean. Our favorite place was Clark’s deck that had the most incredible views of the gardens and ocean. We could have stayed there all day and night watching the boats, and the ever changing skyline, and sunsets. The location was very central and in a great area. It was within a few blocks (about 5-15 minute walk) to beaches, fun cafes, restaurants, and shops. It was an easy drive to main attractions on the island (e.g., Maho Beach, Orient Bay). Clark was an excellent host - very responsive and answered any questions that we had. We all loved our stay and would highly recommend it!
Guest favorite
A vibrant view of the coastline and distant hills is framed by the greenery of palm leaves and a tall cactus. The blue rooftops of nearby houses contrast with the clear blue water, creating a serene outdoor setting.
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 stars2 weeks ago
what an amazing space, location and layout! we couldn’t of asked for a better spot and location. Favorite family vacation!!!
The exterior of a single-family home is illuminated under a twilight sky, showcasing a welcoming entrance. Soft lighting highlights the outdoor areas, including a shaded patio. Surrounding greenery adds a touch of nature, contributing to a tranquil evening atmosphere.
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.
A tranquil outdoor space is presented, featuring a heated private pool surrounded by sun loungers. Lush tropical plants and a gazebo provide shade, complementing the wood decking. The villa’s exterior is visible, showcasing modern architecture under a clear blue sky.
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
A private swimming pool is surrounded by lush palm trees and green landscaping, offering an ocean view. Clear blue skies with scattered clouds create a bright atmosphere, enhancing the tranquility of the outdoor space.
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 favorite
A dining area is set with tableware on a wooden table, featuring green placemats and a bottle of wine. A private pool is visible beyond, surrounded by sun loungers and natural stone walls, under a bright blue sky with scattered clouds.
Home in Grandes Cayes
4.89 out of 5 average rating, 28 reviews

Villa Red Rock : 3 chambres & piscine privée

Peter N.Rating, 5 stars1 month 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.

Quick stats about house rentals in Little Bay

  • Total rentals

    30 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    490 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore