
Waterfront vacation rentals in Simpson Bay Beach
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Top-rated waterfront rentals in Simpson Bay Beach
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Waterfront apartment rentals

Designers Delight-3 BR, Pool, Gym, Tennis Courts
We were warmly greeted at the entrance by the amazing Enzo from The Lux Villa Concierge. He gave us a thorough and welcoming tour of the apartment, which was not only spotless and spacious but also beautifully designed with a fresh, contemporary feel. The entire space smelled fantastic and felt like home from the very first moment. The apartment was fully stocked with everything you could possibly need for day-to-day living — from kitchen essentials to thoughtful touches throughout. Enzo went above and beyond, ensuring we had everything we needed and even sent us curated links to local restaurants and entertainment options around the island. He checked in with us throughout our stay to make sure everything was perfect — and it was. This place truly exceeded all expectations. It was a 10 out of 10 experience and we highly recommend it to anyone visiting the area. We can’t wait to return!

B243 - Deluxe 1 Bedroom
I definitely would stay here again. See you soon.

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay
Tamara was such a sweet and responsive host, she made everything seamless from start to finish. The unit was even better in person: super spacious, spotless, and the view was absolutely incredible. We felt right at home with how well-stocked everything was, from toiletries to detergent to coffee. The building amenities were clean and easy to access, and we especially loved the restaurant by the pool, perfect for lazy breakfasts without leaving the property. The staff onsite were warm and welcoming, and we felt completely safe the entire time. I would 100% stay here again. Thank you for an amazing stay, Tamara!

On the beach! Villa Marina pool splendid view
Laure’s villa was a perfect place for a relaxing vacation for me and my boyfriend. The villa is very private and offers amazing views of the water. Every morning we walked to the local bakery where they offer amazing pastries and sandwiches. There is also an Italian restaurant that is in walking distance from the villa that we went to twice. I recommend renting a car and exploring the island and the different beaches. Our favorite was mullet bay! Also, we spent a day at Loterie Farm and it did not disappoint! We rented a cabana at the pool and even saw some monkeys! Finally, we rented a private boat through captain Jo and it was the highlight of our trip! We got to explore several small islands off of st Martin and learn history about the island and went to three great snorkeling spots. We will definitely be back to stay at Laure’s villa again. It was exactly how it looks in pictures and Laure was a great host. If you’re looking for a private, beautiful villa this is your spot!

Charming apartment on the beach, 1 or 2 bedrooms
My friends and I had such an amazing stay here. I can’t say enough about this air bnb! Tibo and his father were extremely accommodating about arrival and check out times. The place is even more beautiful than the photos and simultaneously private and peaceful but in the middle of town. Grand Case is a really vibrant and welcoming area with a great food and dance/music culture. We hope to stay here in the future!

Enclave Penthouse Unit 3
Wow, just wow! Could not have asked for better accommodations for our stay in Anguilla. This is a top notch condo with high end amenities. To make it even better the property managers Ortisha and Norbert are extremely attentive and helpful. We loved the chairs and umbrellas out in front of the condo as well as the floats for in the ocean. The location of the condo is central on the island and so easy to access many great things on Anguilla. An added bonus are all of the phenomenal restaurants within walking distance. If you’re looking for a fantastic place to stay on Anguilla you won’t be disappointed staying at Enclave!

New, a dream on the beach!
We had a very nice stay! The cottage is functional and fully furnished – everything you need is present. The view is truly stunning. Marie is super friendly, approachable and very sweet – we felt welcome right away. The only minor drawback is the patio furniture; it could be a little more comfortable. But otherwise nothing but praise – highly recommended!

Sea breeze apartment
We had a wonderful stay at this apartment! It was just as described and perfect for a couple. Spent most evenings watching the sailboats in the harbor from our balcony. Very walkable to shops, restaurants and things to do. My only complaint is that i wasnt made aware that i needed to provide my own toliet paper (only 2 were provided for 8 nights). We were lucky to have a car and be able to run back to store again, but most airbnbs either provide enough or tell you prior to bring your own. The pool was nice, and i enjoyed it daily. We did have A LOT of difficulty finding the building, but that is our fault for not being able to read french LOL. Downloads those maps before you get there! Thanks for a great experience!
Waterfront house rentals

Peaceful secluded 2BR apt w. sunrise & ocean views
Adventurous and romantic! Exactly what we are looking for! It felt private despite the convenience of having the host nearby. Melissa was wonderful and very helpful. We sat on the patio and watched boats and cars and birds galore! There are some critters on the cliffs, like iguanas, but they won’t bother you. The breeze and air felt wonderful and I loved listening to the waves at night. I am very happy to chose to rent a Suzuki Jimny, as we observed other vehicles without 4x4 getting stuck on some nearby roads. It was exciting to see our cliff AirBnB from the catamaran tour we took. A lot of excursions go out of Bobby’s Marina, which is conveniently nearby and has secure parking for day trips. Trust the journey, the destination is beyond worth it!

NEW House 2 bathrooms, 3 terraces and ocean view
Laurent was very helpful and friendly. The property was very nice and secure .

Water access, heated pool, kayaks & snorkeling
We just got back from an incredible trip in SXM celebrating a milestone birthday with friends at this absolutely amazing villa! The villa is designed beautifully and so very comfortable. We were a group of three couples and it was the perfect amount of space. Melissa was an excellent host! We have traveled extensively and she was truly the best. She went above and beyond to make our stay memorable. We hired the chef she recommended and enjoyed delicious gourmet meals! All of her restaurant recommendations were top notch. We also went on a magical boat ride with a captain she recommended. Lastly, the location is so perfect! It was easy to get to many of the main beaches and super close to shopping. The short kayak ride to Pinel Island was a highlight of our trip, not to be missed!! We loved the option for easy, quick kayak adventures to explore the beautiful surroundings. St. Martin was extra wonderful thanks to Melissa and this fabulous villa! We hope to return someday!

New-Sunset Place Villa w Stunning Waterfront Views
The villa was perfect. Beautiful view, upscale and clean. Joy was easy to communicate with and offered help with logistics such as car service private yachts, groceries and private chef service. The private pool off our deck was clean and refreshing We started planning our next trip before this one ended.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Great place !! Loved the location and the villa was beautiful

Newly Renovated 2 Bedroom Villa
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!!!

The best view on the island!
Casa Victoire is one of the best rentals we have ever used for vacation- the pictures do not do it justice and Maly was an amazing host! If you are thinking about staying here just go ahead and click that button and you will not be disappointed. The pool was fabulous overlooking the bay and Pinel Island. Within a few minutes drive of Grand Case and Orient Bay- both with plenty of activities and food. Maly provided so much useful information before arrival and during our stay. The layout worked great for myself and 4 adult children- plenty of space for all. If you rent a car I highly recommend Nono car rental recommended by Maly- car will be waiting on you at the house and they will pick you up at the airport so you can get right to your vacation without worrying about driving as soon as you arrive Thank you Maly- we look forward to our next trip to St Martin!

3 Bedroom Ocean Front Villa, Private Infinity Pool
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!
Waterfront condo rentals

Comfort & Charm – Premium Studio
Thank you Aurelien. We really were so comfortable at your place and admired the cute and clean style! We will recommend your place to friends snd family

Modern Oceanview Apartment
Incredible location, clean unit and building, literally a 5min walk to mullet bay beach, 5min walk to Cupecoy beach, and two grocery stores one right next door to the building the other just a 3min walk away and two good cafes. Host was available and quick to respond to any needs, i will definitely be booking this unit again! Thank you

Villa Belharra, amazing view
A very modern, beautiful, air bnb. The hosts are very responsive! I could not find the plug adapters, and she was there to help, within a couple of minutes! I asked about a float for the BEAUTIFUL pool; She brought them right over!! The views are breathtaking. It's a perfect spot, VERY reasonably priced! We had a car rental, so we visited so many different beaches, and ate at many wonderful restaurants. Our favorite being Grand Case Beach and eating breakfast AND dinner at Rainbow Cafe. Everything around the island is fairly close and convenient. If we visit St Martin again, we will definitely choose this air bnb! Thank you!

New "Coco Beach" 2 bedrooms beachfront
An exceptional stay!! We spent 3 nights at Coco Beach and we really enjoyed our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very beautiful and clean. Coco Beach has nice amenities and is close to a lot of things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.

Beachfront Condo| Pool View + Private Beach Access
We loved everything about our stay! Beach is right in your backyard and Marigot is within walking distance. Will definitely be staying here again in the future!

New studio with superb view of the Caribbean Sea
Georgi was an amazing host, she was very communicative, helpful, and very accommodating . Her place was clean, modern, and has a great view of the beach. I would highly recommend booking her for your trips to the island.

*NEW* Coco's 15 Modern beachfront Retreat
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.

Bora Bora, on the beach, sea view 2 to 4 people
Rachel is so sweet! Place was amazing and so peaceful! I will definitely recommend her place! I would love to live here lol her place so cozy and nice, everything is perfect!
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- Kid-friendly rentals Simpson Bay Beach
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- Rentals with pools Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
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