
House vacation rentals in Simpson Bay
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Top-rated house rentals in Simpson Bay
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sunrise Over St. Barths
BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Luxury Villa Turquoise Heaven in Pelican Key
Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

Townhouse Villa LX
Superbe Maison mitoyenne, faisant partie d’une petite copropriété sécurisée dans le quartier de Beacon Hill. Située à 5 minutes de l’aéroport, vous pourrez admirer le ballet unique des avions au dessus de la plage de Maho, sans nuisances sonores, depuis la piscine partagée installée sur un rooftop. Très spacieuse avec ses 3 belles chambres, 2 salles de bain, entièrement climatisée, terrasse arborée et cuisine équipée. Située à proximité des restaurants et clubs. Accès plage direct en 1 minute.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

Teresa’s Ocean Paradise
St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Luxury Bungalow with Amazing Seaview & Pool
Come and enjoy our very comfortable modern Kombawa Bungalow with his spacious bathroom, fully equipped kitchen, covered terrace and amazing view with gorgeous sunsets. 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…

"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

The beachcomber
Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

New-Sunset Place Villa w Stunning Waterfront Views
Sunset Place is a lovely waterfront villa located within the exclusive gated beachfront community of Pelican Cove on St. Maarten’s beautiful Coast. The villa is on one level, fully air-conditioned includes a comfortable living/dining room, open kitchen and generator. 3 bedrooms, 3 bathrooms, swimming pool on the sea with spectacular views of the sunset. Quality designer furniture - 10 minutes from the airport - Supermarkets - Casinos - Clubs - Bars - Restaurants 5 minutes away..

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!

Pelican key - BEACH FRONT Villa
Stunning beachfront villa of 200 sqm, 6 steps away to the beach with private pool! It features 3 spacious, AC bedrooms, each with a smart TV and bathroom. Large living room opens onto the Caribbean Sea, whith fully equipped kitchen, dining area that seats 8 and a bar area to enjoy. The terrace is for outdoor living, with bbq, shaded dining area comfortable sofas and sun loungers directly to the beach & swimming pool.
Popular amenities for Simpson Bay house rentals
House rentals with a pool

Oceanview Paradise - Villa Del Sol w/ Generator

Fantastique villa 2chambres, piscines, tennis

Key West - Élégante maison avec piscine privée

Blue Palm Estate Townhouse w/ Ocean View

ALMOND BLUE ...Pinel bay view - caribbean feeling

Luxurious Villa "Sea La Vie"

5B Oceanview villa near Philipsburg

Ocean view villa at Dawn beach
Weekly house rentals

Villa Paradis - The best views of the island!

Spacious 3 Bedroom 2 Bathroom Marigot Home

Modern 2-Bed Hilltop Apartment- Loma Vista

3-Bedroom Home In Philipsburg, Near the Beach

Prestigious Villa with Breathtaking Ocean View

Atypik Villa

Bungalow en pleine nature

3BR Townhouse in Pelican Key w/ Pool & Beach Acess
Private house rentals

Villa Princess vue mer piscine privée Anse Marcel

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

Stunning Panoramic Views Of The Ocean & St Barth!

Luxury & charming Duplex 2 bedr Pool, Orient Beach

Maison sur Orient Baie, idéalement placée

Villa Colombe, Orient Bay

Tropicale Cottage
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,190 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,091 | ﺩ.ﺇ1,003 | ﺩ.ﺇ999 | ﺩ.ﺇ735 | ﺩ.ﺇ1,087 | ﺩ.ﺇ1,091 | ﺩ.ﺇ459 | ﺩ.ﺇ1,072 | ﺩ.ﺇ903 | ﺩ.ﺇ1,227 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about house rentals in Simpson Bay

Total vacation rentals
Explore 20 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Wi-Fi availability
20 of Simpson Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simpson Bay rentals

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
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