
House vacation 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.

Villa Turquoise Heaven
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.

Townhouse Villa LX
Superbe Maison mitoyenne, faisant partie d’une petite copropriété sécurisée dans le quartier de Beacon Hill. Située à 5 minutes de l’aéroport, vous pourrez admirer le ballet unique des avions au dessus de la plage de Maho, sans nuisances sonores, depuis la piscine partagée installée sur un rooftop. Très spacieuse avec ses 3 belles chambres, 2 salles de bain, entièrement climatisée, terrasse arborée et cuisine équipée. Située à proximité des restaurants et clubs. Accès plage direct en 1 minute.

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!*

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.

The beachcomber
Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

New-Sunset Place Villa w Stunning Waterfront Views
Sunset Place is a lovely waterfront villa located within the exclusive gated beachfront community of Pelican Cove on St. Maarten’s beautiful Coast. The villa is on one level, fully air-conditioned includes a comfortable living/dining room, open kitchen and generator. 3 bedrooms, 3 bathrooms, swimming pool on the sea with spectacular views of the sunset. Quality designer furniture - 10 minutes from the airport - Supermarkets - Casinos - Clubs - Bars - Restaurants 5 minutes away..

Infinite Blue – Elegant Villa & Turquoise Views
Infinite Blue is an elegant 3-bedroom, comfortable villa with the perfect relaxing atmosphere. The kitchen is fully equipped, and all social areas are comfortable spaces, with a nice design and excellent ocean views. The terrace area has a spacious dining room (area), Inf. pool, outside BBQ, outside shower, and a jacuzzi 37 to 39 C degrees depending on the weather. For couples or families. The community location is great and safe! It is close to the main sites of interest.

Aman Oceanview
The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Blu Azur : Your Dream Villa on the Lagoon
Offrez-vous un séjour inoubliable dans une villa d’exception située au cœur de Maho, l’un des endroits les plus prisés de la "Friendly Island". Laissez vous séduire par sa vue exceptionnelle sur le lagon, la mer des Caraibes et l'ile d'Anguilla. Entièrement rénovée et meublée avec goût, cette demeure spacieuse et chaleureuse est parfaite pour accueillir des groupes, que ce soit en famille ou entre amis. Un cadre idyllique qui rendra chacun de vos instants unique !

Life's Good
Located in the only planned community in Sint Maarten in the beautiful and gated “Indigo Bay”. The whole villa to yourself and just 10 minutes from the airport. Villa "Life’s Good" with infinity pool is located on the mountainside with a 180 degree view of the sea and view of the Islands, Saba, St Kitts & Nevis and Sint Eustatius.. A spectacle of breathtaking sunrises and sunsets. Just a 3 minute drive from the villa: are beaches, restaurants and all amenities.

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!

THE HILL HOUSE, 2 Bdr, pool, panoramic view
Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!
Popular amenities for Simpson Bay house rentals
House rentals with a pool

Maison Ti Case, private pool, near Pinel Island

Slowlife! Blooming Villa! Your ideal vacation home

Villa close to the beach

Water access, snorkeling gear & kayaks

"La Vue SXM" Paradise "Villa Rosa" 5 bedroom rate

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Villa Allamanda a Indigo Bay

Kanoa - Luxury 3 bedroom with backup generator
Weekly house rentals

Spacious 3 Bedroom 2 Bathroom Marigot Home

AnnetsBB, ComfyBed, Gated, Garden, Parking, Washer

NEW House 2 bathrooms, 3 terraces and ocean view

Quiet beachfront house

Sea La’Vie — 2mins walk from the beach!

5B Oceanview villa near Philipsburg

MAHI-MAHI Logde, private pool, Orient Bay

Villa Colombe, Orient Bay
Private house rentals

Villa Paradis - The best views of the island!

Sunrise Over St. Barths

Caribbean Style Family Home

3-Bedroom Home In Philipsburg, Near the Beach

C&S Spacious 3 BDR 2.5 BTHR with sea view

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Palm Paradise - Tropical Villa in Oyster Pond

Ocean
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $455 CAD | $436 CAD | $417 CAD | $384 CAD | $382 CAD | $281 CAD | $416 CAD | $417 CAD | $176 CAD | $410 CAD | $346 CAD | $469 CAD |
| 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 |
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 $56 CAD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Wifi availability
20 of Simpson Bay vacation 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!
Destinations to explore
- San Juan Vacation rentals
- Carolina Vacation rentals
- Sainte-Anne Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- St. Croix Vacation rentals
- Fort-de-France Vacation rentals
- Basse-Terre Island Vacation rentals
- Tortola Vacation rentals
- Le Gosier Vacation rentals
- Aguadilla Vacation rentals
- Rincón Vacation rentals
- Apartment rentals Simpson Bay
- Rentals with pools Simpson Bay
- Family-friendly rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with breakfast Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Condo rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Waterfront rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Villa rentals Simpson Bay
- House rentals Sint Maarten




