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House holiday rentals in Cole Bay

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Popular amenities for Cole Bay house rentals

House rentals with a pool

Top Guest favourite
Home in Oyster Pond
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

MichelineRating, 5 stars2 months 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!
Guest favourite
Home in Collectivity of Saint Martin
4.88 out of 5 average rating, 77 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

JoelRating, 5 stars2 months ago
La villa Almond Blue bénéficie d’une vue extraordinaire, sublime face à la baie. Vous apercevez Pinel et Saint Barth depuis la terrasse, installés dans un agréable salon extérieur couvert La maison, très agréable et simple à vivre, offre tout le nécessaire pour passer d’agréables moments de détentes.
Guest favourite
Home in Saint Martin
5 out of 5 average rating, 9 reviews

La maison de l'île

NRating, 5 stars3 weeks ago
House is as shown in photos. Large enough for a group of six or a couples outing. Very secluded, beautiful estate to walk around. House is very secure in addition to a security gate at the entrance. One of the most well stocked Airbnb homes I have ever rented in regard to kitchen utensils/ supplies, toiletries, and linen. The property managers/hosts are very accommodating. I have heat driven migraines and they graciously brought me a fan ASAP. We will return next year and hopefully rent the same property! Thanks again
Guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 11 reviews

Slowlife - Villa Wellness 4 beds

KyleRating, 5 stars1 month ago
Private location with a gorgeous pool that kept shade till 1pm - our kids were in it by 7am every day. Accommodation was pristine with perfect bedrooms. We were able to open the house up all morning then close the doors and turn on AC and control each bedroom for personal preference individually. Our host met us at the house, were very responsive throughout our stay and provided assistance quickly (for example a blender that malfunctioned was quickly replaced). M-F housekeeping was also a very nice touch. Overall very happy with the experience, and would book again.
Top Guest favourite
Home in Philipsburg
5 out of 5 average rating, 14 reviews

3 Bedroom Ocean Front Villa, Private Infinity Pool

AndrewRating, 5 stars4 months ago
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!
Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 9 reviews

Sunrise & OceanView 3 bedroom Villa with Generator

NicolasRating, 5 stars3 months ago
This is a remarkable home and location. We could have stayed all day and soaked up the sun and views on the patio and in the lounge pool. The location is great to explore the island from. It is also quiet and peaceful. We decided to stay in the upper side of the island so getting to Orient Bay and Grand Case was a breeze. The home is within 15-20 minutes by car to some of the best restaurants we’ve ever been to. There’s also a great cafe within 10 minutes for coffee and pastries. Maia was very helpful and also taking advantage of the property concierge was very nice to get our trip started and help line up a few things for us. With two young children this was so perfect and the best vacation we’ve ever had!
Guest favourite
Home in Marigot
4.88 out of 5 average rating, 8 reviews

"Sweet Home on the Beach"

LiseRating, 5 stars2 months ago
Nous adorons le quartier de baie Nettlé. Nous sommes près de tout. La maison de Véronique est bien aménagée et disponible de plusieurs belles et intimes terrasses extérieures. La vue est magnifique.
Top Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 11 reviews

Tropical Oasis/Million $ Views!

RobertRating, 5 stars2 months ago
Villa Victoria was a beautiful choice for our first time on the island! The home sits high in the hills of the Oyster Pond area overlooking the meticulously maintained pool, grounds and sea. The layout of the home was perfection for our party of 6 with 3 en-suite baths, and plenty of spots to take in the views from the top or bottom balconies. The home was very well maintained with 2 housekeeping visits during our stay and comfortable beds and furnishings. To top it off, Jenna is a responsive host who answers all questions within minutes and gave a detailed house and local area guide with excellent recommendations! We could not have picked a more ideal home!

Weekly house rentals

Guest favourite
Home in Oyster Pond
5 out of 5 average rating, 5 reviews

Villa Taïana - Oyster Pond

DarineRating, 5 stars9 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 favourite
Home in Collectivité de Saint-Martin
4.95 out of 5 average rating, 22 reviews

Villa proche de la plage

MeagenRating, 5 stars1 month ago
My family and I have stayed at dozens of rental homes all over the world. This was the absolute best experience we have ever had. First things first, the house is CLEAN. So very clean and modern. The beds are comfortable with lovely linens and good quality pillows. The bathrooms are spa-like with great water pressure and plenty of hot water. The kitchen is a dream! Fully stocked with great quality appliances and tools. The pool was crystal clear the entire week. The backyard is an absolute oasis. There are houses all around, but the backyard is so private. The owners did a wonderful job with trees and flowering bushes. You're just a short stroll from the gorgeous beach. The beach clubs, water sports and restaurants are excellent! My teen daughters loved the pool area, upstairs deck (with charming swing!) and beautiful beach to take all of their hundreds of photos! The best part of renting this house is the wonderful Laurette! She made us all feel like VIP guests! 10 Stars!
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 stars3 months 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 Sandy Ground
4.92 out of 5 average rating, 24 reviews

MoSunTanTan Beach House

AnitaRating, 5 stars2 months ago
Ruim huis met alles wat we nodig hadden. Er was een klein probleempje met het toilet wat onmiddellijk werd opgelost. Op loopafstand veel barretjes en restaurants zodat je ‘s avonds niet meer met de auto weg hoefde. Het huis ligt centraal op het eiland zodat je makkelijk alle prachtige stranden kan ontdekken. Wij zijn al vaker op Anguilla geweest en het voelde weer als thuis komen. We hebben een fantastische tijd gehad!
Guest favourite
Home in Oyster Pond
4.82 out of 5 average rating, 90 reviews

V1 Panorama de rêve à Oyster Pond

GuylaineRating, 5 stars3 months ago
Magnifique, emplacement, très tranquille et paisible. Pour pouvoir regarder l’horizon ensoleillé tous les matins avec une brise, WOW! Bien entretenu, on s’y sentait comme à la maison avec tout l’équipement nécessaire dans une maison fonctionnelle. Le quartier est très propre et sécuritaire. À moins de 400 m, on retrouve de bons restaurants ainsi qu’une petite épicerie. Toutefois, il est fortement conseillé de louer une voiture pour les déplacements. Malgré la proximité des autres habitations, il demeure aisé de garder son intimité. Harold et Amélie , les gardiens, sont vraiment sympathiques et disponibles. Je recommande cet emplacement; Il est certain que nous y reviendrons . Nos vacances ont été formidables!
Superhost
Home in Upper Prince's Quarter
4.63 out of 5 average rating, 57 reviews

Spacious and Elegant 4 Bedroom Defiance SXM House

AbigailRating, 5 stars1 month ago
This was a wonderful stay! We had everything we needed and more! The open floor plan was great with natural light and fresh breeze. The directions definitely made me channel my inner Caribbean workings, but it was smooth sailing once I got it. Everyone loved the stay. No complaints whatsoever.
Guest favourite
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 month 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 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 stars2 months 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!

Private house rentals

Guest favourite
Home in Cole Bay
5 out of 5 average rating, 12 reviews

Pelican key - BEACH FRONT Villa

JohnnyRating, 5 stars2 weeks ago
Alex’s place was great, it had a small private beach albeit a bit rocky. For adults that is good. For kids, there is a pool for them to play in. I would assume when the waves are a bit more calm it would be good for the kids to go in. Her house is also stocked with lots of kids toys so we were able to keep all the kids entertained while the adults lounge around. The one complaint I have is designated parking spots, the area has an abundance of street parking, but a few dedicated spots for the house would be nice. However this is not an issue with the house itself.
Top Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 6 reviews

Vue époustouflante sur St Barth - 8 personnes

DennishaRating, 5 stars6 days ago
Truly a dream stay with an incredible ocean view. We had the most incredible experience staying at this stunning property! From the moment we arrived, we were blown away by the breathtaking panorama, crystal-clear waters. The home itself was spotless, stylishly decorated, and equipped with every comfort we could ask for. Waking up to the sound of the waves each morning was pure magic. The location was also perfect, peaceful and private, yet just a short drive to local shops, restaurants, and coastal attractions. Our hosts went above and beyond, they even helped us book dinner reservations when we didn’t have international phone service, which made a huge difference in our trip. It’s clear they genuinely care about providing a top-tier guest experience. We didn’t want to leave and are already planning our return. If you're looking for a relaxing, scenic getaway by the sea, this is it. Highly, highly recommend!
Home in zagersgut
4.83 out of 5 average rating, 6 reviews

Loma Vista

GabrielleRating, 5 stars1 month ago
We enjoyed staying at Loma Vista. It was a perfect location for travelling around the island. Offers Beautiful views, well-equipped, and modern design. Chantel and Marco are friendly and went above and beyond as our hosts, we would rebook again next time we visit SXM
Home in Cole Bay
5 out of 5 average rating, 3 reviews

Peaceful Paradise

BonnieRating, 5 stars3 months 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!
Superhost
Home in Cole Bay
4.89 out of 5 average rating, 9 reviews

Charming Cottage with large deck in quiet area

KimeiaRating, 5 stars27 months ago
Michael was just fantastic! Such a great host. Very friendly and helpful. Informed us of local spots to pick up a few things. His property is absolutely beautiful, relaxing and comfortable. You feel right at home. Plants on the property are beautiful and landscaping well done. He is creating a nice lily pond which will add to this tranquil little escape. I can’t wait to visit the island again because I will be booking here again. I have already told my colleagues about this booking and they are too looking forward to booking.
Guest favourite
Home in Simpson Bay
4.92 out of 5 average rating, 12 reviews

Coco's Beach House - Simpson Bay Beach

ClydeRating, 5 stars3 months ago
Really enjoyed the stay at this beautiful home. Peaceful love the sound of the ocean at night. Fun to watch the airplanes come by after landing and tiring around. The beach is beautiful and the privacy is second to none.
Home in Indigo Bay
4.77 out of 5 average rating, 157 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars1 week ago
Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.
Top Guest favourite
Home in Cul-de-Sac
4.93 out of 5 average rating, 69 reviews

C’est la Vie! Private pool and amazing views !

PascaleRating, 5 stars1 month ago
Wat een prachtige plek, met een nog mooier uitzicht op het water en Pinel Island. Op deze plek kom je helemaal tot rust, de buitenruimte met genoeg zitplaatsen en het kleine zwembad is echt geweldig, meer heb je niet nodig. Binnen is de ruimte van alle gemakken voorzien, airco, plafondventilatoren, handige keuken, goede bedden en fijne badkamers. Als je een stukje richting de zee loopt kom je ezeltjes en wilde paarden tegen, werkelijk fantastisch! Ze houden erg van wortels. Verder heb je zeker een huurauto nodig om wat van het eiland te zien, boodschappen te doen of naar een restaurant gaan. Deze plek is echt een verborgen parel waar je je heerlijk thuis zult voelen. Bedankt Isabelle !!

Quick stats about house rentals in Cole Bay

  • Total rentals

    40 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    410 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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