Some info has been automatically translated. Show original language

House holiday rentals in Simpson Bay

Find and book unique houses on Airbnb

Top-rated house rentals in Simpson Bay

Guests agree: these houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 34 reviews

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.

Guest favourite
A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.
Home in Upper Prince's Quarter
4.99 out of 5 average rating, 96 reviews

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!

Guest favourite
An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 70 reviews

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Top guest favourite
Home in Philipsburg
5 out of 5 average rating, 32 reviews

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.

Top guest favourite
A serene coastal view is captured, showcasing the shimmering blue ocean under a clear sky. Lush greenery and well-maintained gardens are visible in the foreground, while white buildings with decorative elements rest subtly along the coastline.
Home in Cole Bay
4.95 out of 5 average rating, 20 reviews

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!

Guest favourite
Home in Simpson Bay
5 out of 5 average rating, 8 reviews

Simpson Bay Yacht Club condo

This beautiful 2 bed - 2 bath luxurious condo in Simpson Bay Yacht club (SBYC) is located in the best spot of the island. 2 bedrooms with king size beds, we can also add a crib. SBYC has 3 pools and 2 tennis courts for you to use. The Beach is at 5 min walking and so are supermarkets, restaurants, bakeries, bars, casinos etc. This is the perfect 2bdr house if you want to enjoy all of SXM. This condo has everything you need.

Top guest favourite
Steps leading down to a sandy beach are framed by a white railing. The clear turquoise water laps gently at the shore, revealing a mix of sand and smooth stones. Bright sunlight illuminates the tranquil scene, highlighting the serene coastal atmosphere.
Home in Cole Bay
5 out of 5 average rating, 39 reviews

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.

Top guest favourite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home
5 out of 5 average rating, 27 reviews

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!

Superhost
An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.
Home in Indigo Bay
4.84 out of 5 average rating, 207 reviews

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!

Guest favourite
A bright living area features a spacious sofa with light-colored pillows, positioned opposite a wall-mounted television. Two circular coffee tables are placed on a natural fiber rug. A modern lamp and wooden chair add texture, while indoor plants bring a touch of greenery.
Home in Cole Bay
4.91 out of 5 average rating, 33 reviews

Designer 3BR House w Pool, Sunsets & Ocean Views

Designer 3 bedroom home in Pelican Key. Pelican Key is the best location in Sint Maarten on a hill above Simpson Bay. Walk to restaurants, bars, and beaches. Spend time by the large communal pool and garden. And sunsets every day from the terrace!

Guest favourite
A private terrace is framed by lush greenery, showcasing a sleek infinity pool with a stone edge. Two lounge chairs are positioned nearby, complemented by a small seating area. A modern entrance leads to the interior space, under a bright blue sky with scattered clouds.
Home in Les Terres Basses
4.96 out of 5 average rating, 80 reviews

Luxurious bungalow with private pool

Casa Pampa will offer you a unique experience. This very high-end accommodation is ideally located a few minutes from the beaches of Baie Longue and Baie aux Prunes in a quiet and private environment surrounded by lush vegetation.

Guest favourite
Home in Cole Bay
5 out of 5 average rating, 53 reviews

Spacious 3BR with Private Cozy Pool

This modern 3-bedroom, 2.5-bathroom home with its own private pool is the perfect retreat for those seeking a luxurious yet cozy getaway. Special long-term rates are available. Just send an inquiry to discuss further!

Popular amenities for house rentals in Simpson Bay

When is the best time to visit Simpson Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£222£173£204£203£202£149£220£221£93£149£149£204
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about house rentals in Simpson Bay

  • Total holiday rentals

    Explore 20 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Wifi availability

    20 of Simpson Bay holiday rentals include wifi 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!