
Holiday houses in Simpson Bay Beach
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Top-rated holiday rentals in Simpson Bay Beach
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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...
LocationFamilyLaundry
4.84 out of 5 average rating, 105 reviews
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
ValueFamilyLaundry
4.96 out of 5 average rating, 109 reviews
NEW Double S Suite
In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.
LocationValueTV
4.84 out of 5 average rating, 68 reviews
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
The Penthouse is a 3BD, 3BA luxurious beachfront condo in St. Maarten. In addition to deluxe accommodations, guests of La Siesta enjoy exclusive use of the beachfront pool and outdoor stone shower overlooking Simpson Bay. Simpson Bay Beach is a 1+ mile stretch of Caribbean paradise perfect for morning walks & evening sunsets, with calm surf ideal for swimming & snorkeling. Private parking is reserved for each unit. Minutes from Princess Juliana Airport, boutique shopping and fine dining.
LocationAccuracyWalkability
5.0 out of 5 average rating, 14 reviews
Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.
ValueLocationLong stay
4.89 out of 5 average rating, 248 reviews
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Live TV/ movies. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available.
FamilyValueBathroom
4.95 out of 5 average rating, 109 reviews
Lilly's Beach
This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.
ValueFamilyKitchen
4.95 out of 5 average rating, 247 reviews
On the Sea - Beachfront 3 bedroom on Simpson Bay
✨Sur Mer with IRE Vacations ✨ Directly on the beach of Simpson Bay, this spacious 3 bedroom, 3 bathroom apartment is the perfect place for your next Sint Maarten vacation. In a private residence Sur Mer is close to the airport, restaurants, shops and night life. Step out onto the white sandy beach, or catch the sunset on your balcony while listening to the crashing waves below. You can admire planes taking off and landing from your back terrace. Shared pool and gym within the residence.
FamilyLocationBeach
4.92 out of 5 average rating, 26 reviews
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
LocationValueLayout
5.0 out of 5 average rating, 254 reviews
Stunning Boho-Chic Beach Condo with Rooftop
Welcome to Boho Paradise! This oceanfront gem is located in the exclusive Beacon Hill neighborhood, steps from Simpson Bay Beach. The unit boasts a modern boho décor with new furnishings throughout. Unwind and take in the unbeatable ocean, beach and mountain views from the comfortable open-concept indoor space, the large outdoor patio, or the private rooftop! This is the perfect beach vacation destination for guests of all ages to discover what this beautiful island has to offer.
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 17 reviews
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.
FamilyValueTV
4.95 out of 5 average rating, 106 reviews
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.
FamilyValueWi-Fi
4.99 out of 5 average rating, 107 reviewsPopular amenities for Simpson Bay Beach holiday rentals
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Footsteps to the beach.
ValueFamilyBathroom
4.92 out of 5 average rating, 25 reviews
Serenity Seascape | 2BR Retreat, 270° Oceanviews
LocationValueAir conditioning
5.0 out of 5 average rating, 11 reviews
Coco's Beach House - Simpson Bay Beach
ValueLocationDecor
4.88 out of 5 average rating, 16 reviews




