
Villa holiday rentals in Simpson Bay
Find and book unique villas on Airbnb
Quick stats about villa rentals in Simpson Bay

Total holiday rentals
Explore 30 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $343 AUD per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Wi-Fi availability
30 of Simpson Bay holiday 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 villa rentals in Simpson Bay
Guests agree: These villas are highly rated for location, cleanliness and more.

Villa Ocean - Indulge Yourself in Paradise
A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.
LocationFamilyCheckout

VILLA I LOVE VIEW - villa luxe avec vue mer
Villa I LOVE VIEW est une oasis de tranquillité – avec sa piscine privative (naturisme possible), sa grande terrasse et son espace de cuisine luxueux. Venez découvrir sa vue aux multiples nuances de bleues en vous relaxant sur les transats au bord de la piscine aux reflets pierres naturelles zen Située à Cul de Sac, face à Saint Barth , l'ilet Pinel et la Baie Orientale. A proximité des plus belles plages de l'ile, restaurants, divertissements nautiques, c'est le lieu idéal pour vos vacances.
LocationValueLaundry

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.
LocationFamilyOutdoor spaces

Villa Bella vue mer piscine et jacuzzi 3 chambres
Réveillez-vous chaque matin face à l’île Pinel, dans une villa moderne baignée de lumière, avec piscine privée et un environnement calme et verdoyant. La Villa est située dans la residence Horizon Pinel vue sur îlet Pinel, petite Clef, Orient Bay, Tintamarre et Saint Barthélemy. Elle donne vue sur l'incroyable et célèbre réserve naturelle de la baie de Cul de Sac, connue pour sa population de tortues, raies et pélicans. La baie peu profonde et toujours calme est idéale pour le snorkeling
FamilyLocationQuiet

Tropical Flamboyant Villa with Jacuzzi & Seaview
Relax in your calm, elegant Kombawa Tropical House set in a garden with a splendid sea view. Enjoy the large covered terrace with the comfortable hot tub or swim in the huge pool with its breathtaking view. Relax in the waxed concrete bathtub with its view of the sea and the island of Saba. Prepare your meal in the fully equipped open kitchen. The rooms are comfortable and restful for a rejuvenating stay. Come and recharge your batteries in this unique place in the heart of Terres Basses
FamilyLocationNearby

Waterfront "Bonjour" Beacon Hill St Maarten
This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator
FamilyLocationAmenities

Modern 2 bedroom luxury beachside villa with pool
Your own private paradise. Modern 2 bedroom luxury villa in safe gated community with security. New appliances with air conditioning, WIFI, security cameras, and secured free parking including Smart TV with free NetFlix, HBO Max, and Prime access. Private pool with adjacent outdoor dining/lounge area. Perfect for families or couples. Maid and private chef service available if needed. Walking distance from dining, night clubs, and shopping. Steps away from the beach.
ValueFamilyOutdoor spaces

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.
FamilyValueComfort

Beach-Private Pool-2 Master King Bedrooms
Get away from your everyday stress and let the breathtaking views of the Caribbean Sea wash it all away as you enjoy the incomparable blue hues of the sea. Unwind in two sublime master suites, each boasting an inviting king-size bed and private bathrooms where you can melt away your worries like never before. Slip into total relaxation with every dip in a heated pool within a breathtaking courtyard—all at your own leisure!
LocationBathroomAccess

Ocean Dream Villa
Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.
ValueLocationQuiet

Infinity Ocean Edge - Luxury Oceanfront Penthouse
✨ Infinity at Ocean Edge with IRE Vacations✨ Come take advantage of this luxury property located on the end of the Beacon Hill peninsula, ensconced on all sides by the inviting Caribbean Sea! This spectacular waterfront property is one of a kind. Located just minutes from several of St. Maarten’s most popular beaches and beach bar hangouts, a great day is always guaranteed. This property is not kid friendly.
FamilyLocationGetting around

Brand new! - Slowlife - Enjoy Villa
Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.
ValueLocationLaundry
Popular amenities for Simpson Bay villa rentals
Private villa rentals

Seabreeze beachfront house on Simspon bay beach
LocationBathroomOutdoor spaces

SeaSoleil LuxuryVilla With Private Pool IndigoBay
LocationFamilyCheckout

Villa Zircon in Pelican Key awaits you - Generator
FamilyValueHospitality

Villa Kyanéa | Vue océan St Barth · Piscine privée
FamilyLocationQuiet

Villa Marant - Elegant Luxury Caribbean Escape
LocationValueNearby

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
LocationFamilyCleanliness

Caribbean View Villa - Sea - Sunset - Location#1
LocationFamilyAir conditioning

Villa Litchi | Collection Villas Saint-Martin
FamilyLocationSleep quality
Luxury villa rentals

NEW Les Terres Basses- Villa Coco Paillette- Sxm
LocationValueCleanliness

Slowlife Harmony - Caribbean Villa Three Bedrooms!
FamilyValueQuiet

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC
FamilyLocationGetting around

Secret Harbor Villa, private escape in Anse Marcel
FamilyLocationPool

Ultra Modern Tropical Villa with stunning sea view
LocationFamilyBathroom

Water access, heated pool, kayaks & snorkeling
LocationValueNearby

Sea Haven Villa - Breathtaking Views of Dawn Beach
LocationValueCondition

Bella Vista-Piscine & vue mer a 5' de Grand Case
LocationFamilyGetting around
Villa rentals with a pool

Villa Paradis - Unbeatable views!
LocationQuietComfort

Villa Sea Forever @ Pelican Key - Paradise Awaits!
LocationValueDecor

[Sunset Place] 3BR Oceanfront Villa, Private Pool
LocationHospitalityCleanliness

Villa Solana in Upscale Indigo Bay w/Private Pool
FamilyLocationKitchen

Modern Bungalow With Pool - 3 Min Walk To Beach
ValueLocationDecor

Charming 3-Bed Villa in Maho
LocationFamilyBeach

Reflection Z 5 Star Villa
LocationFamilyCondition

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
ValueFamilyLong stay
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $2,865 AUD | $2,207 AUD | $2,207 AUD | $1,921 AUD | $1,742 AUD | $1,742 AUD | $1,742 AUD | $1,625 AUD | $1,625 AUD | $1,625 AUD | $1,625 AUD | $2,314 AUD |
| 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
- 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
- Rentals with a washing machine and dryer Simpson Bay
- Condo rentals Simpson Bay
- House rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Villa rentals Sint Maarten





