
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$12,551 GYD per night before taxes and fees

Verified guest reviews
Over 710 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

4.8 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.8 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.

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!

Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

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!

New "The Beach House"
By the Caribbean Sea, come spend your next vacation with your feet in the water in this wonderful air-conditioned duplex villa, 2 bedrooms, 2 bathrooms, 2 toilets, swimming pool, tennis, parking. "La maison sur la plage" renovated, decorated, and perfectly furnished, is located in the very beautiful secure residence: Le Nettlé Bay Beach Club, within immediate walking distance of a small supermarket, 5 good restaurants, a deli, a bakery, a wine cellar, and a delicatessen.

3 Bed 3 Bath Villa | Private Pool | Pelican | SXM
(Formerly Villa Domila) This stylish Caribbean villa is perfect for group or family trips. Horizon View Villa is spacious and modern with ocean views, set in the exclusive community of Pelican Key. Just minutes from lively Simpson Bay, it still feels like a secluded escape. Enjoy your own pool, all-day sun, and unforgettable sunsets over the sea. The villa is completely private, no shared spaces, just your own peaceful slice of paradise.

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.

Slowlife! Blooming Villa! Freshly Renovated
Located in Terres Basses, near Baie Rouge beach, and with a magnificent view of the ocean, you will find a fully private 2 bedrooms, 2 bathrooms villa, ideal place for a family, couples or friends. With a large covered terrace, a pretty salt water swimming pool in the middle of a deck, all in the heart of a tropical garden, where you will definitely enjoy the wonderful ocean view that will allow you to relax.

Modern 3BR with Private Pool
Escape to this modern 3-bedroom, 2.5 bath retreat with own private pool on a tropical island paradise. Each bedroom features comfortable beds and quality linens. The open-concept living area includes a fully equipped kitchen, comfortable living room, and dining area. Just a short drive from the beach, restaurants, and shops. Special long term rates available. Just send an inquiry to discuss further!

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!

CoCo Signature Luxurious Villa & Exceptional View
Renovated in 2022 and located in Terres Basses (French side), Villa CoCo Signature features 4 spacious bedrooms and offers breathtaking 180˚ views of the lagoon and the island of Saint-Martin. The warm Mediterranean-style ambiance and the outdoor kitchen the opens onto a private infinity-pool are perfect for enjoying the stunning scenery while relaxing, swimming or cooking.
Popular amenities for Simpson Bay house rentals
House rentals with a pool

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

Simpson Bay Yacht Club condo

Townhouse Villa LX

Slowlife - Villa Wellness 4 beds

Prestigious Villa with Breathtaking Ocean View

Miracle on the Bay

Luxurious bungalow with private pool

SeaSun New Home with Private Pool and Generator
Weekly house rentals

Comfortable beach house

Villa Coral | Collection Villas Saint-Martin

Villa Blue Lagoon SXM

Luxurious Villa "Sea La Vie"

Atypik Villa

2 Bedroom Ocean Front Villa, Private Infinity Pool

Villa Kansha | 3BR Wellness Escape & Hot Tub

La Villa du Lagon : cosy villa for 8 people
Private house rentals

Stunning Ocean View from Balcony & Pool - Sleep 10

Villa Paradis - The best views of the island!

ALOHA penthouse

Villa close to the beach

Villa Allamanda a Indigo Bay

"Sweet Home on the Beach"

Villa Leones spectacular view, authentic charm

Fun times ahead! Devine in You Cupecoy is calling.
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$62,544 GYD | G$48,738 GYD | G$57,523 GYD | G$57,105 GYD | G$56,896 GYD | G$41,835 GYD | G$61,916 GYD | G$62,125 GYD | G$26,147 GYD | G$41,835 GYD | G$41,835 GYD | G$57,523 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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