
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.

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.

Slowlife - Villa Wellness 4 beds
Wellness Villa is a luxury vacation home, this villa will be your majestic vacation home in the Caribbean. Since the moment you step into the elegant entrance surrounded by a beautiful tropical garden. This elegant villa was designed for our guest’s greatest comfort and relaxation, located in Terres Basses with spectacular lagoon and ocean view from our large terrace with an infinity pool and a jacuzzi, just 5 minutes from the exclusive and gorgeous Long Bay, you will experience a unique holiday

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!

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!*

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!

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!

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!

Villa Josefa SXM · Ocean View Above Friar’s Bay
✨ Located in the secure Mont Choisy residence, one of Saint Martin’s most peaceful and sought-after residential areas, Villa Josefa offers breathtaking panoramic views of Friar’s Bay, Terres Basses, Anguilla and the Caribbean Sea. 🏡 3 master suites with private bathrooms, fully equipped kitchen, pool, spacious deck, pergola and covered sea-view terrace. 🌴 5 minutes from Grand Case, 5-minute walk to Friar’s Bay and 10-minute walk to Happy Bay.

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.

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.

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.
Popular amenities for Simpson Bay house rentals
House rentals with a pool

Luxurious villa with magnificent view ALSO 6bedr!

Sweet Home on the Beach rdc

Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views

Teresa’s Ocean Paradise

2 Bedroom Ocean Front Villa, Private Infinity Pool

Villa Pandora

SeaRenity Villa With Private Pool Indigo Bay

Fun times ahead! Devine in You Cupecoy is calling.
Weekly house rentals

Villa Kansha | 3BR Wellness Escape & Hot Tub

3BR Townhouse in Pelican Key

ALOHA penthouse

3-Bedroom Home In Philipsburg, Near the Beach

New "The Beach House"

Villa Leones spectacular view, authentic charm

Villa Tamarind | Luxury | Spectacular Views | 4BDR

Atypik Villa
Private house rentals

Villa Areca • 3BR waterfront with kayaks, WiFi, AC

Spacious 3 Bedroom 2 Bathroom Marigot Home

Bahia - Villa 3

Villa Taïana - Oyster Pond

4 Bedroom Luxury Villa, Sea Views, Pelican Key

Villa Soualiga 3, Orient Bay

Villa Terres Basses

Villa Kailani 4 bedroom with Stunning 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 | 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 |
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