
Apartment holiday rentals in Simpson Bay Beach
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Top-rated apartment rentals in Simpson Bay Beach
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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!

J-m house 1
Beautiful place! It is a walkable distance to downtown Simpson Bay.

Nouveau un Paradis sur la plage !
This villa we stayed in was very clean and as described. Very peaceful for the most part - we heard the neighbors a few times but not too bad. What we especially liked was the proximity to the beach/water - right outside our door basically. Also within walking distance of a grocery store, great restaurants, and a very good bakery for breakfasts especially! I would recommend this place!

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!

Condo in Simpson Bay
As SXM is my second home and being familiar with the island, Linda’s place thus far is the best we’ve stayed in on the island. Extremely comfortable and a great location with parking. We will definitely stay here again and recommend it to everyone.

Creative Suite: Modern Studio Unit
A truly lovely studio with many wonderful touches and amenities. I especially loved the little balcony and bench to drink my coffee in the morning while enjoying the sunrise and the beautiful view of St. Martin in the distance. Thomas was an excellent host and always very responsive to any questions or requests. The location is absolutely ideal and very convenient to a good grocery store (Best Buy), many fabulous restaurants and some of the most gorgeous beaches, all within easy driving distance. I definitely recommend staying with Thomas in his Creative Studio and I hope to come back again soon!

Exquisite 2 Bed Luxury Apt w Views Walk to Beach
Perfeito! Depois de explorar a ilha vi que estávamos no melhor lugar! Em frente a melhor e mais bonita praia da ilha! Nem 5 minutos de caminhada pelo lindo campo de golfe! Parece estar em um resort! Vista do apartamento para o campo de golfe e a praia espetacular! Tudo novo! Vale muito a pena!

Beautiful Spacious Studio with spectacular view
Had a wonderful time at Rosyenni, the apartment got everything you needed, Eventually you need to rent a car as the location is a little far by walking distance from the village Pelican Bay, and Simpson Bay, plus the view from the balcony is breath taken, you can chill at night watching the boat traffic, will recommend it 100%🙏😃
Private apartment rentals

Loblolly 1, Suite vue mer sur la plage + piscine !
We absolutely loved our stay here! The space was beautiful, clean, and so thoughtfully designed—it felt like a true home away from home. The unit had everything we needed, especially the fully equipped kitchen which made it easy to cook breakfast each morning. We enjoyed relaxing on the patio and loved being able to walk to a different local restaurant each night for dinner. The location was perfect—peaceful, convenient, and surrounded by tropical charm. Highly recommend and would absolutely stay again!

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!

10min walk to Beach/Modern Fully Equipped+Pool/BBQ
My stay was great. Very clean. The place is close to many restaurants and bars (~7 min walk).. I recommend having a car. The host was very responsive. Nice solo trip and worth it :)

Studio moderne à Marigot
Tolles kleines und gut ausgestattetes Apartment. Zentral gelegen, um alle Sehenswürdigkeiten schnell zu erreichen. Supermarkt, Bäckerei und andere Serviceangebote in unmittelbarer Nähe. Preis Leistung top! Danke für den schönen Aufenthalt

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!

Sur la Plage ! Villa Marina piscine vue splendide
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!

Appartement TalyJay
J’ai passé un excellent séjour dans le logement de Daniel à Saint-Martin ! Tout était propre, bien aménagé et parfaitement conforme à l’annonce. L’endroit est calme, bien situé, et idéal pour profiter de l’île. Daniel a été un hôte au top : très réactif, disponible et attentif à chaque détail pour que tout se passe bien. Je recommande les yeux fermés et je n’hésiterai pas à revenir ! Merci encore pour l’accueil !

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!
Apartment rentals with a hot tub

The Rock 1 Duplex Appartement Vue Mer avec Jacuzzi
Un super séjour chez Florence et Nicole, très sympathiques, très accueillantes, réactives et proactives également. Joli duplex, le spa sur la terrasse est un gros plus. Rien à redire, à ne pas hésiter.

A101 - Outstanding Lagoon View & Garden
The place was beautiful especially the view! My only suggestion would be that a tv should be place in the bedroom, instructions on what the occupants need to do before checkout (trash removal, dirty linens, ect) and English instructions on how to use the 2 in 1 washer/dryer. Grounds were absolutely beautiful and the young lady that checked us in was a sweetheart🤎

Grand loft avec vue lagon
We had a lovely time Jerome! Thank you for hosting my family and I during our visit. Your place is very unique and beautifully placed amongst the surrounding area. We could have stayed much longer your place was so well equipped. Thank you again for being a super host during our visit!! We would absolutely come back. My best, Marc

Studio apartment at Sapphire hotel 314
Mariana and Manoj’s place was extremely clean and had all the amenities needed for a great vacation. Sapphire Beach Club staff was extremely helpful and friendly at all times.

The Perch - A unique jungle experience.
This AirBnB is nothing less than perfect. Right in the jungle, with the nature, peaceful and private. Tess and Hugh are extremely responsive, helpful and friendly. The recommendation book is a huge plus. Nobody should ever give anything less than 5 stars of this AirBnB! We truly enjoyed our stay and spending our 1 year wedding anniversary here. We love it! Thank you!!

Gorgeous 2 bedroom beachfront condo
Thank you for incredible stay, we enjoyed not only the apartment itself but also the whole building, pool and area with shop, restaurant and nice walks. Close to the best beach on the island 🏝️

Appartement indépendant bas de villa - Indigo Bay
We had a lovely stay at Lionel’s charming little villa- Luna made us feel right at home- the dryer was not working so we were unable to wash clothes which would have been nice before we headed to Anguilla and back home, the AC in the master closest to pool seemed to struggle to stay cold but not worth complaining about - just to note maybe needing some maintenance- thank you for a lovely time- highly recommend! Beautiful view- private oasis, just lovely, I never saw or met Lionel but my husband did. Thanks again-

The Loft at Simpson Bay Yacht Club
We had an amazing stay at this beautiful and spacious property! The place was not only stunning but also felt very safe. We especially appreciated the thoughtful touches, like the beach chairs provided for our outings. The hosts were incredibly communicative and made sure we had everything we needed for a perfect getaway. Highly recommend this place for anyone looking to relax and enjoy their time!!
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