House holiday rentals in Simpson Bay

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Top-rated house rentals in Simpson Bay

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Guest favourite

Home in Philipsburg, Sint Maarten

4.96 out of 5 average rating, 27 reviews

3-Bedroom Home In Philipsburg, Near the Beach

VILLA PETERONA, is in the heart of Philipsburg on the Great Bay, right across from the Walter Plantz square. The villa is a 3 bedroom, 2 bathroom home with a living room, dining room, spacious modern kitchen and a large outdoor space with a picnic table. This property easily suits 6 guests! Plus, the entire building is fully air-conditioned with a fast WIFI connection, and convenient private parking for 6-8 vehicles. A few steps away from the Philipsburg beach, restaurants and various stores.

24 June – 1 July

$2,122 AUD total

Guest favourite

Home in Les Terres Basses, St. Martin

5.0 out of 5 average rating, 9 reviews

Luxury Bungalow Sea & Pool View

Come and enjoy our very confortable modern bungalow with his spacious bathroom, fully equipped kitchen, covered terrace and amazing view with gorgeous sunsets everyday. The huge pool and peaceful garden will assure you a perfect relaxing stay. It’s located in a very secure gated community, 5 minutes walking distance from the beautiful plum bay beach. On the French side but still only a few minutes from the Dutch side and all convenient stores, gas station, restaurants, pharmacy, beauty salon…

12 – 19 Nov

$2,569 AUD total

Guest favourite

Home in Simpson Bay, Sint Maarten

4.89 out of 5 average rating, 9 reviews

Coco's Beach House - Simpson Bay Beach

Coco's Beach House is a stunning property just steps away from the Simpson bay beach. It will leave you feeling like you are in paradise, 2 King bedrooms with ensuite, full kitchen, 2 private patios, glittering glimpses of the beautiful turquoise ocean and all the comforts of home, It is the perfect spot for 2 couples of a family with small children. Situated in the heart of the Island, we are walking distance to some of the nicest restaurants on the island, bakery, Restaurants & nightlife.

29 June – 6 July

$4,794 AUD total

Guest favourite

Home in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 68 reviews

Villa Blue View .. stunning views of endless sea!

Newly Renovated "Blue View" Villa needs few words. Spacious and welcoming with stunning views day and night overlooking Simpson Bay and the beautiful Caribbean sea. This private villa with pool was completely refurbished November '18 and ready to welcome you. New appliances, vanities, bedding, gardens, and pool deck furniture were installed. Located cliffside in Beacon Hill, the villa is within walking distance to beaches, restaurants, shopping, a casino and the famous Sunset Beach bar.

19 – 26 Nov

$9,904 AUD total

Guest favourite

Home in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 10 reviews

Beach cottage in Simpson bay

This beautiful and spacious one bedroom apartment is located in the heart of Simpson bay, a small friendly neighborhood, just steps from the beach and in walking distance of a selection of bars, restaurants, a bakery and supermarkets. It is fully furnished with a queen size bed, pull out couch, AC, TV, internet, washing mashine, outdoor shower and BBQ. As your hosts, we look forward to welcoming you to the island and sharing our favourite spots and tips to make it an unforgettable stay.

7 – 14 Oct

$1,652 AUD total

Guest favourite

Home in Collectivity of Saint Martin, St. Martin

4.97 out of 5 average rating, 39 reviews

New! On La Plage Villa 2ch sea view pool

Sur la plage ! Magnifique Villa Emma sur la plage avec piscines tennis parkings ! 2 chambres, 2 salles de bain, terrasses, vue spectaculaire sur la mer, équipements très luxueux, située dans une résidence avec 4 piscines, gardien, parkings, à proximité i des plus belles plages de l'île, restaurants, supermarchés, pharmacie,centre médical, traiteur, sports nautiques. La Villa Emma est équipée pour 5 personnes, venez passer de merveilleuses vacances en amoureux, en famille ou entre amis.

5 – 12 Apr

$4,111 AUD total

Guest favourite

Home in Collectivité de Saint-Martin, St. Martin

4.88 out of 5 average rating, 32 reviews

"Salty Beach" - Amazing 1 bedroom beachfront

Nouveau, entièrement rénové! “Salty Beach” c’est l’idéal pour des vacances les pieds dans le sable. Situé dans la jolie résidence du Nettle Bay Beach Club sur la plage, face à la mer des Caraïbes avec une vue sublime sur les montagnes de Pic Paradis.“Salty Beach” saura vous séduire pour que vous passiez des vacances inoubliables. La résidence possède 4 piscines et 2 courts de tennis. À proximité immédiate vous trouverez une supérette, une boulangerie, des restaurants, pharmacie etc

2 – 9 Oct

$2,130 AUD total

Superhost

Home in Indigo Bay, Sint Maarten

4.77 out of 5 average rating, 117 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

26 Jan – 2 Feb

$2,901 AUD total

Guest favourite

Home in Calabash Rd, Cole Bay, Sint Maarten

4.93 out of 5 average rating, 111 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramique vue

La maison se compose de 2 belles chambres avec piscine dans le quartier residentiel de Almond Grove Estate, sécurisé 24h/24, (résidence de standing), la villa est entièrement privée, vous ne partagerez pas la piscine et ses extérieurs. Vous allez apprécier le charme de cette maison. La vue est juste magnifique, collines verdoyantes et mer de Simpson bay, un endroit à la fois discret et proche de l agitation touristique, des commerces et des plages.

21 – 28 Nov

$3,164 AUD total

Superhost

Home in Cole Bay, Sint Maarten

4.89 out of 5 average rating, 38 reviews

Saint-Tropez With Ocean View - Boat Charter

Located in the sought after area of Pelican Key, next to all the casino bars restaurants of Simpson Bay, the beautiful beach Simpson Bay Beach, the French side is 15 minutes. Luxurious Villa, 3 bedrooms each with its bathroom and dressing room with all the sea view. a large living room with dining room and open kitchen with a bar. A breathtaking view of the blue oceans. SPECIAL PRICE Charter Boat : A day in Anguilla for 12 peoples, (drinks included)

19 – 26 May

$6,962 AUD total

Superhost

Home in Lowlands, Sint Maarten

4.9 out of 5 average rating, 69 reviews

Sapphire Fantasy : Oceanfront paradise

This 2 bedrooms Beachfront Villa is located in Cupecoy, one of the top 3 area of the island. The beach access is a few steps away. This property is really well decorated by the owner itself. When sitting on the high Value Sofa looking at the Sea you feel life in a Boat which is enjoyable. The private pool with lounge long chairs is a must for a great stay. Each of the bedrooms is equipped with a king Bed and with an adjoining design bathroom.

19 – 26 Mar

$7,321 AUD total

Guest favourite

Home in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 13 reviews

Fantastic 2 bedroom villa, pools, tennis

"Blue Paradise" magnificent duplex 2 bedroom 2 bathrooms, located on the beach of the Nettle Bay Beach Club residence, completely renovated and decorated by an architect. The residence is secure it offers 4 swimming pools, 2 tennis courts, located near 4 restaurants, a small supermarket, a bakery, a wine cellar, a pharmacy.. The duplex villa is equipped with a water reserve. Linens, beach towels and welcome products are provided.

7 – 14 Sept

$3,507 AUD total