
Beachfront vacation rentals in Simpson Bay
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Simpson Bay

Total vacation rentals
Explore 110 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 6,870 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Simpson Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simpson Bay rentals

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront rentals in Simpson Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

2 BR 2 BA beachfront, amazing view, beach access
Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...
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Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available
WalkabilityBeachQuiet

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings
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The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
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Simpson bay beach, spacious, beautiful views!
Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach, it is not directly on the beach but 25 steps away. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.
BeachWalkabilityIndoor spaces

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.
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Le Petit Paradis - Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie
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"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.
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Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station
BeachViewKitchen

ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!
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Cupecoy Côté Jardin 1
Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.
BeachWalkabilityWifi

Second Home Beach Apartment
Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.
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Popular amenities for Simpson Bay beachfront rentals
Beachfront home rentals with a pool

VILLA I LOVE VIEW – Luxury villa with sea view
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Sint Maarten La Terrasse Maho
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Villa Harmony Haven
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Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
BeachWalkabilityAir conditioning

Villa Ocean - Indulge Yourself in Paradise
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Waterfront "Bonjour" Beacon Hill St Maarten
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Beachfront Paradise with Pool & Stunning Sunsets
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Modern 2 bedroom luxury beachside villa with pool
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Pet-friendly beachfront home rentals

Beachfront Loft in Grand Case - Sea View
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Modern studio apartment in Philipsburg
BeachWalkabilityNearby

2 Bedroom Duplex up to 5 guests right on the beach
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Hillside Beach Townhouse Simpson Bay
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1-BR Beach Front Ocean Condo
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Beachfront Studio in Simpson Bay
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Maho Beach Oceanfront Getaway
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Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay
BeachViewGetting around
Private beachfront home rentals

La Pearle - Luxurious 1 Bedroom Condo By the Beach
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"Blue Horizon" Your balcony on the Caribbean
BeachWalkabilityCondition

Le Papillon -Modern, beachfront, 550sq. ft terrace
WalkabilityBeachCondition

New, a dream on the beach!
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Modern / Cozy Studio in the center of Simpson Bay
BeachWalkabilityDecor

SeaScapes Luxury Condo At Aqualina SXM
BeachWalkabilityComfort

Dolphin - cosy 2BR apt, 50m Simpson Bay beach
WalkabilityBeachHospitality

Five Star Luxury Beachfront Condo Private Hot Tub
WalkabilityBeachLaundry
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 | $331 | $335 | $266 | $222 | $204 | $219 | $205 | $190 | $181 | $201 | $285 |
| Avg. temp | 79°F | 79°F | 79°F | 80°F | 82°F | 84°F | 84°F | 84°F | 84°F | 83°F | 82°F | 80°F |
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