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

Total vacation rentals
Explore 30 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at ﺩ.ﺇ 881 per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

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

Seabreeze beachfront house on Simspon bay beach
Wake up to the sound of waves and step straight onto Simpson Bay Beach located in the heart of St Maarten. Perfect for families, couples, or friends traveling together. The villa features 3 bedrooms, an open-concept with a private outdoor patio where you can enjoy sunset cocktails or al fresco meals. The villa is fully equipped includes a kitchen, laundry area, wifi, air conditioning & all the essentials for a beach getaway. You’re minutes from restaurants, beach bars, nightlife and the beach

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.

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.

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

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

Villa Blue Roc
Cette villa luxueuse , est situee dans une residence securisee avec une vue epoustouflante , face a l ocean et l ile de St Barthelemy, Perchee sur les hauteurs de Dawn Beach, a 15 minutes des fameuses plages/restaurants d Orient Bay et Grand Case en partie francaise. La villa est egalement a 5 minutes de la capital hollandaise , Philipsburg, un incontournable du shopping. Grace aux grands espaces exterieurs et a la piscine a debordement , cette villa vous offrira un sejour inoubliable.

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

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.

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!

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.

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.

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.
Popular amenities for Simpson Bay villa rentals
Private villa rentals

Life's Good

Villa Kyanéa | Vue océan St Barth · Piscine privée

Villa Marant - Elegant Luxury Caribbean Escape

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

EXQUISITE 5-STAR BEACHFRONT VILLA

Caribbean View Villa - Sea - Sunset - Location#1

Villa Litchi | Collection Villas Saint-Martin

Ocean View Villa Little Bay
Luxury villa rentals

Slowlife Harmony - Caribbean Villa Three Bedrooms!

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

Marewa - Villa de luxe vue mer époustouflante 4 ch

Villa Solana in Upscale Indigo Bay w/Private Pool

Sea Haven Villa - Breathtaking Views of Dawn Beach

Bella Vista-Piscine & vue mer a 5' de Grand Case

Reflection Z 5 Star Villa

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
Villa rentals with a pool

Villa Paradis - Unbeatable views!

Villa Sea Forever @ Pelican Key - Paradise Awaits!

[Sunset Place] 3BR Oceanfront Villa, Private Pool

Modern Bungalow With Pool - 3 Min Walk To Beach

Charming 3-Bed Villa in Maho

Villa KALYA -3 br - Orient Bay - SXM

Little Paradise 2, piscine privée, vue magnifique

Villa Sunset : very close to two beaches !
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 7,367 | ﺩ.ﺇ 5,674 | ﺩ.ﺇ 5,674 | ﺩ.ﺇ 4,940 | ﺩ.ﺇ 4,480 | ﺩ.ﺇ 4,480 | ﺩ.ﺇ 4,480 | ﺩ.ﺇ 4,179 | ﺩ.ﺇ 4,179 | ﺩ.ﺇ 4,179 | ﺩ.ﺇ 4,179 | ﺩ.ﺇ 5,949 |
| 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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