
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 ﺩ.ﺇ 257 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.

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.
FamilyValueComfort

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.
LocationParkingAmenities

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!
LocationFamilyShared spaces

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.
LocationFamilyWifi

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!
FamilyLocationComfort

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!
ValueFamilyPool

ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!
LocationValueCleanliness

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.
FamilyLocationKitchen

Townhouse Villa LX
Beautiful townhouse, part of a small secure condominium in the Beacon Hill neighborhood. Located 5 minutes from the airport, you can admire the unique ballet of planes over Maho Beach, without noise pollution, from the shared rooftop pool. Very spacious with 3 beautiful bedrooms, 2 bathrooms, fully air-conditioned, wooded terrace and equipped kitchen. Located close to restaurants and clubs. Direct beach access in 1 minute.
LocationFamilyGetting around

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.
LocationFamilyKitchen

Villa Calma – Lagoon view, pool & tranquility
Villa Calma is a spacious, fully air-conditioned 3-bedroom, 3-bathroom villa offering breathtaking views of the lagoon, a private pool, multiple terraces, and a private dock with a boat lift. Conveniently located in the ultra-secure and very quiet area of Point Pirouette, right next to Maho and the airport, the villa is appealing thanks to its beautiful layout and abundant natural light.
LocationHospitalityView

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!
LocationValueWifi
Popular amenities for Simpson Bay house rentals
House rentals with a pool

Luxurious villa with magnificent view ALSO 6bedr!
FamilyLocationGetting around

Villa Josefa SXM · Ocean View Above Friar’s Bay
ValueFamilyBeach

Teresa’s Ocean Paradise
FamilyLocationPool

Sweet Home on the Beach rdc
LocationCheck-inAccess

Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views
LocationKitchenNearby

2 Bedroom Ocean Front Villa, Private Infinity Pool
ValueLocationHospitality

SeaRenity Villa With Private Pool Indigo Bay
FamilyLocationBathroom

Villa Pandora
LocationFamilyView
Weekly house rentals

3BR Townhouse in Pelican Key
FamilyLocationCondition

Villa Kansha | 3BR Wellness Escape & Hot Tub
FamilyLocationCondition

Villa Tamarind | Luxury | Spectacular Views | 4BDR
ValueFamilyCondition

Villa.lalabay Mont Vernon 3, Saint-Martin
FamilyLocationView

Villa Amber - Spectacular Sea View - Terres Basses
LocationFamilyNearby

Atypik Villa
FamilyValuePool

New "The Beach House"
LocationFamilyCleanliness

Stunning Ocean View from Balcony & Pool - Sleep 10
FamilyLocationComfort
Private house rentals

3-Bedroom Home In Philipsburg, Near the Beach
FamilyValueCheck-in

Luxurious bungalow with private pool
LocationValueCleanliness

Spacious 3 Bedroom 2 Bathroom Marigot Home
LocationValueIndoor spaces

Cataleya Villa with Jacuzzi & Pool in Orient Bay
LocationBeachHospitality

Villa Kailani 4 bedroom with Stunning Ocean Views
FamilyValueSleep quality

Bahia - Villa 3
FamilyLocationAccuracy

4 Bedroom Luxury Villa, Sea Views, Pelican Key
FamilyValueGetting around

Villa Terres Basses
FamilyLocationAccuracy
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.ﺇ 1,098 | ﺩ.ﺇ 856 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,432 | ﺩ.ﺇ 1,087 | ﺩ.ﺇ 1,091 | ﺩ.ﺇ 459 | ﺩ.ﺇ 735 | ﺩ.ﺇ 735 | ﺩ.ﺇ 1,010 |
| 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
- Loíza Vacation rentals
- Culebra Vacation rentals
- Cabo Rojo 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
- Condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Simpson Bay
- House rentals Sint Maarten





