
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$12,533 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!

SeaRenity Villa With Private Pool Indigo Bay
Welcome to SeaRenity Villa, your private escape in the exclusive gated community of Indigo Bay. This modern and tastefully decorated villa offers the perfect balance of comfort, style, and Caribbean charm. Wake up to breathtaking ocean views from the airy, light-filled living spaces, and step outside to your own private pool surrounded by lush privacy. Whether you’re lounging with a book, sharing meals on the terrace, or watching the sunset over the bay, every moment here feels effortless.

Villa Tonka
Just a short walk from the sea, in a peaceful setting, Villa Tonka is spacious, bathed in light, and designed with a warm atmosphere, offering an elegant retreat amidst greenery and turquoise water. The villa offers 3 bedrooms with large walk-in closets and their own bathrooms. The kitchen is welcoming, functional, and opens onto a large living room; it has a sea view and is fully equipped. Located in a secure residence currently being renovated, close to a supermarket and restaurants.

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.

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.
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

ALMOND BLUE ...Pinel bay view - caribbean feeling

Luxurious Villa "Sea La Vie"

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

ALOHA penthouse

Beautiful villa with private swimming pool.

"Sweet Home on the Beach"

Villa Leones spectacular view, authentic charm

Villa Kansha | 3BR Wellness Escape & Hot Tub

3 Bed 3 Bath Villa | Private Pool | Pelican | SXM
Private house rentals

Villa Taïana - Oyster Pond

Villa Prospère

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

Villa Mariposa - Terres-Basses - Plum Bay

Coco's Beach House - Simpson Bay Beach

Pelican Paradise

No Name in Paradise, 2 bdr house with private pool

Atypik Villa
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$62,456 GYD | G$48,670 GYD | G$57,443 GYD | G$57,025 GYD | G$56,816 GYD | G$41,777 GYD | G$61,829 GYD | G$62,038 GYD | G$26,110 GYD | G$41,777 GYD | G$41,777 GYD | G$57,443 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 |
Destinations to explore
- San Juan Vacation rentals
- Fajardo Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Sainte-Anne Vacation rentals
- Humacao Vacation rentals
- Les Trois-Îlets Vacation rentals
- Dorado Vacation rentals
- Cabo Rojo Vacation rentals
- Loíza Vacation rentals
- Mayagüez Vacation rentals
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with pools Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Condo rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Simpson Bay
- House rentals Sint Maarten





