
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$12,555 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!

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.

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.

Villa Kansha | 3BR Wellness Escape & Hot Tub
Villa Kansha Wellness is a locally owned and operated 3-bedroom, 4-bath retreat nestled in Cole Bay, St. Maarten, where island warmth meets minimalist calm. Just minutes from beaches, dining, and top attractions, this home invites you to slow down. "Kansha" means gratitude in Japanese, and it's the feeling we hope stays with you long after you leave.

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

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

Simpson Bay Yacht Club condo

Townhouse Villa LX

Prestigious Villa with Breathtaking Ocean View

Luxurious Villa "Sea La Vie"

Miracle on the Bay

SeaSun New Home with Private Pool and Generator

Teresa’s Ocean Paradise
Weekly house rentals

Villa Paradis - The best views of the island!

Spacious 3 Bedroom 2 Bathroom Marigot Home

Comfortable beach house

Villa close to the beach

2 Bedroom Ocean Front Villa, Private Infinity Pool

"Sweet Home on the Beach"

Villa Leones spectacular view, authentic charm

House - Private Pool & Sea View – Anse Marcel
Private house rentals

Cataleya Villa with Jacuzzi & Pool in Orient Bay

Stunning Ocean View from Balcony & Pool - Sleep 10

Villa Prospère

ALOHA penthouse

The beachcomber

Villa Louisiana, Orient Bay

No Name in Paradise, 2 bdr house with private pool

LODGE Elegant Cocoon, Tropical Terrace, Sea View
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$62,566 GYD | G$48,755 GYD | G$57,544 GYD | G$57,125 GYD | G$56,916 GYD | G$41,850 GYD | G$61,938 GYD | G$62,147 GYD | G$26,156 GYD | G$41,850 GYD | G$41,850 GYD | G$57,544 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
- Loíza Vacation rentals
- Cabo Rojo Vacation rentals
- Fort-de-France Vacation rentals
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Condo rentals Simpson Bay
- Waterfront rentals 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
- Family-friendly 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 outdoor seating Simpson Bay
- Rentals with a patio Simpson Bay
- House rentals Sint Maarten





