
House vacation rentals in Simpson Bay
Find and book unique houses on Airbnb
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 G$14,639 GYD per night before taxes and fees

Verified guest reviews
Over 620 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!
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.

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!

Blue Palm Estate Townhouse w/ Ocean View
Welcome to Blue Palm Estate! Sint Maarten/Saint Martin is a very small island owned by the Netherlands and France. This 2 bedroom 3 bathroom is located in Pelican Key. It is a beautiful, safe and private area in a gated 4 unit villa. It is walking distance to many restaurants on the main street which is a very popular area with tons of delicious restaurants and wonderful shops to peruse. You will also see a beautiful sandy beach within 5 minute walking distance to the unit!

Blu Azur : Your Dream Villa on the Lagoon
Offrez-vous un séjour inoubliable dans une villa d’exception située au cœur de Maho, l’un des endroits les plus prisés de la "Friendly Island". Laissez vous séduire par sa vue exceptionnelle sur le lagon, la mer des Caraibes et l'ile d'Anguilla. Entièrement rénovée et meublée avec goût, cette demeure spacieuse et chaleureuse est parfaite pour accueillir des groupes, que ce soit en famille ou entre amis. Un cadre idyllique qui rendra chacun de vos instants unique !

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!

The best view on the island!
Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!

Bahia - Villa 1
The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want to be on walking distance to our beautiful beaches and bars and restaurants this is just the place to stay. With 3 bedrooms and 2.5 bath you can either share the villa with family or friends up to 6 guests per Villa. Or decide to have a romantic getaway.

Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

Villa Pandora
Charming House with Sea View and Pool in Cul-de-Sac for 4 People Welcome to our large two bedroom house located in the Cul-de-Sac district close to Pinel Island and a few minutes from Anse Marcel, Orient Bay or Grand Case beach on the French part of the island. Ideal for a relaxing holiday, our house offers all the comforts for a memorable stay.

Miracle on the Bay
This new to Airbnb Villa with a rooftop terrace and private splash pools is centrally located in Indigo Bay, just 5 minutes to the largest Carrefour market, restaurants and nightlife and only 15 minutes to the airport, Philipsburg or Marigot is ideal. Just up from the beach and the Indigo Bay Restaurant/Beach Club.
Popular amenities for Simpson Bay house rentals
House rentals with a pool

Villa Paradis - The best views of the island!

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Slowlife! Blooming Villa! Freshly Renovated

The Beach House

SeaRenity Villa With Private Pool Indigo Bay

Private 3bdr ocean view villa in Almond Grove

2 Bedroom Ocean Front Villa, Private Infinity Pool

Teresa’s Ocean Paradise
Weekly house rentals

Stunning Ocean View from Balcony & Pool - Sleep 10

Comfortable beach house

No Name in Paradise, 2 bdr house with private pool

Beautiful villa with private swimming pool.

Luxurious Villa "Sea La Vie"

"Sweet Home on the Beach"

Villa Leones spectacular view, authentic charm

Villa Kansha | 3BR Wellness Escape & Hot Tub
Private house rentals

Villa Prospère

Sea view house, 3 bedrooms, beach access and swimming pool

ALOHA penthouse

Coco's Beach House - Simpson Bay Beach

Pelican Paradise

Victoria Villa with private pool

Prestigious Villa with Breathtaking Ocean View

Villa M: Brand-new with breathtaking ocean views
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,530 GYD | G$48,728 GYD | G$57,511 GYD | G$57,093 GYD | G$56,884 GYD | G$41,826 GYD | G$61,903 GYD | G$62,112 GYD | G$26,142 GYD | G$41,826 GYD | G$41,826 GYD | G$57,511 GYD |
| 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 |
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