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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 🙏🏾
Superhost
Home in Cul-de-Sac
4.86 out of 5 average rating, 14 reviews

Maison Ti Case, private pool, near Pinel Island

AudreyRating, 5 stars8 months ago
Had a great week in this home. The location was great for me as I was looking for rest. We were able to take advantage of the swimming pool as a family. The property is removed while being close to a shopping area and Grand Case Airport.
Top guest favorite
A private pool is framed by wooden decking, with sun loungers positioned nearby under a large umbrella. The villa's exterior features light-colored walls and large windows that invite natural light, while lush greenery and a clear blue sky complement the tranquil setting.
Home in saint-martin
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

ShaylaRating, 5 stars1 month ago
Hidden gem! Such a beautiful home and thoughtfully put together. We had a child and the house felt so safe even the pool had an alarm if a child fell in. The house has everything you need and more. We will be back again!
Guest favorite
An infinity pool stretches across the terrace, reflecting the blue sky above. Comfortable lounge chairs are positioned around the pool, accompanied by a shaded seating area featuring a bright red chair. Lush greenery surrounds the villa, enhancing the serene ambiance.
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 surrounded by lush greenery and colorful flowers, providing a serene outdoor retreat. Reclining lounge chairs are positioned along the poolside, inviting relaxation in the sunlit space. The clear blue sky complements the tranquil atmosphere of the garden.
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 stars1 week 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
An infinity pool reflects the bright blue sky and shimmering sea, creating a tranquil contrast. The edges of the pool are lined with clear glass panels, providing unobstructed views of the horizon. The sunlight sparkles on the water's surface, emphasizing the serene setting.
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.
Top guest favorite
An outdoor seating area features modern white furniture and blue accent pillows, positioned near a sparkling infinity pool. The panoramic view showcases lush green hills and the expansive Caribbean Sea under a bright blue sky dotted with clouds.
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 favorite
A crystal-clear swimming pool is set against a backdrop of the Caribbean Sea and distant hills. Blue lounge chairs are positioned along the pool deck, inviting relaxation. The vibrant blue sky above complements the serene landscape, enhancing the tranquil environment of the villa.
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: comfort and luxury, sea view, 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!
Superhost
An infinity pool stretches alongside a spacious balcony, offering unobstructed views of the blue ocean and distant coastline. Lush greenery surrounds the area, enhancing the serene landscape under a clear sky with scattered clouds.
Home in Little Bay
4.75 out of 5 average rating, 8 reviews

Five (5) Bedroom Villa in SXM !

MasseeRating, 5 stars1 month ago
Beautiful house with beautiful views, well-equipped, which allowed us to have a pleasant stay.
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

BrentRating, 5 stars37 months ago
This home is amazing! Can’t wait to come back next year! Everything you need for an amazingly relaxing stay. Highly recommend!! Very clean, comfortable and walking distance to Orient Beach restaurants, shopping and grocery! Katia is a fantastic host!!
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
We had a wonderful stay. The villa is as described. We loved the private courtyard and the pool. I would recommend it 100%. Thank you Thierry for the easy communication and thank you to Colette for hosting us.
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

Red Rock Villa: 3 bedrooms & private pool

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

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