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Condo holiday rentals in Simpson Bay

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Top-rated condo rentals in Simpson Bay

Guests agree: These condos are highly rated for location, cleanliness and more.

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Condo in Lowlands

4.85 out of 5 average rating, 13 reviews

The Cliff,Ocean View Luxury units

Oceanfront Luxurious and Modern Condo with Breathtaking Caribbean Views on a private beach. Treat yourself and relax while creating a memorable vacation that offers clean, modern living This condo is Oversized, with 3 Bedrooms, and 3,5 bathrooms This condo consists of a Large Living Room, coriander Kitchen, large Laundry Room, and balconies on both sides with spectacular ocean views. INDOOR & OUTDOOR AMENITIES AT THE CLIFF: Most amenities are available free of charge for guests of The Cl

Condo in Simpson Bay

4.84 out of 5 average rating, 43 reviews

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...

Condo in Simpson Bay

4.78 out of 5 average rating, 154 reviews

Oceanfront w private Pool | Beach 1 street away

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

Guest favourite

Condo in Simpson Bay

4.98 out of 5 average rating, 60 reviews

The Beach Condo

The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 21 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to main stream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room area, bathrooms, dinning area with a Caribbean feel. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters. Amenities enclosed & Wi-Fi included.

Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 21 reviews

Beach front Condo Simpson Bay beach

Most beautiful beach on the Island (hands down!). Great 3 bedrooms, 2.5 bath condo. Located directly on Simpson Bay beach. You will enjoy amazing views of the ocean, and sunsets from the private patios. This beach condo, equipped with all amenities is the perfect location for your dream vacation with just a few steps away from the beach. Within walking distance from many restaurants, grocery stores and nightclubs. Every second you will enjoy, inside the condo or outside. Simply amazing.

Guest favourite

Condo in Maho

4.9 out of 5 average rating, 191 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Guest favourite

Condo in Lowlands

4.89 out of 5 average rating, 19 reviews

Rendez-vous à St-Martin - Tropical Waves

Superb and very large condo with sea view and marina front located in a prestigious and perfectly secure real estate complex. Freshly decorated and renovated by a team of renowned designers, you will appreciate the seaside atmosphere conducive to relaxation! Come and relax in this heavenly setting and take advantage of all the facilities at your disposal: huge swimming pool, fitness center, tennis, spa, shops and restaurants. And the beach a three-minute walk away!

Guest favourite

Condo in Philipsburg

4.82 out of 5 average rating, 17 reviews

1BR @ Sea Palace - Sint Maarten

Walk out directly into the sands kissed golden by the sun and watch sapphires glitter in the waves. This renovated 1 bedroom and 2 full bathrooms condominium sleeps six (6) guests with one queen bed, two deluxe queen Cozy Sleeper™ sofa beds. The accommodations are perfect for a family looking for a spacious place to rest after a day on the beach! The unit has a well equipped kitchen and exquisite details such as a private balcony, Wi-Fi and granite countertops.

Guest favourite

Condo in Lowlands

4.92 out of 5 average rating, 26 reviews

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo

Rainbows away! If you're looking for a getaway close to the turquoise blue water beaches of Cupecoy that is perfect for families, then this condo at Rainbow Beach Club is ideal. Your unique balcony view from the condo is one of a kind. The picture below is one of three community pools sitting directly above an ocean cliff, an extensive private beach, and a secret cave accessible by a famed spiral staircase. This place has EVERYTHING you could need or want.

Condo in Lowlands

4.6 out of 5 average rating, 65 reviews

Beachfront Two Bedroom Condo, Sapphire Resort

Oceanfront two bedroom condo, located at the Sapphire Beach Resort. Located on the 7th floor, over looking the ocean as well as the bay. A small beach is located at the resort for a quick dip or a walk. Sapphire is located in Cupecoy, one of most beautiful parts of the island. Located about 10 minutes from Princess Juliana Airport. And a 5 minute drive to the best beach on the island Mullet Bay beach.

Condo in Lowlands

4.8 out of 5 average rating, 70 reviews

Loft Condo - STEPS FROM BEACH!

Experience tropical luxury at our Mullet Bay vacation rental in Sint Maarten. Our 1BR loft boasts a queen bed, full kitchen, laundry facilities and a gated community complete with pool and barbecue area. Perfect for families or couples seeking a tranquil escape. Enjoy the comfort of spacious bedrooms and the convenience of on-site amenities. Book now for the ultimate island getaway!

Holiday rentals for every style

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Luxurious estates for the ultimate escape

Popular amenities for Simpson Bay condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Guest favourite

Condo in Estate

4.85 out of 5 average rating, 34 reviews

Janel's Gem - Lovely 2- bdr condo in Weymouth Hill

Guest favourite

Condo in Sint Maarten

4.96 out of 5 average rating, 72 reviews

Discount Offer Ocean & Tropical Garden Views+PERKS

Condo in Marigot

4.8 out of 5 average rating, 10 reviews

On the beach beautiful one bedroom 2 baths

Condo in Lowlands

4.79 out of 5 average rating, 24 reviews

Heavenly Haven Royal Retreats at Maho Beach

Condo in Grand-Case

4.89 out of 5 average rating, 36 reviews

Paradis Caraibes 2BR * On the Beach!

Guest favourite

Condo in Simpson Bay

4.86 out of 5 average rating, 7 reviews

Beachfront 3 bedroom apartment on Simpson Bay

Guest favourite

Condo in Lowlands

4.97 out of 5 average rating, 29 reviews

Porto Cupecoy 4 BR PH OceanView Pool Tennis Gym

Condo in Saint Martin

4.82 out of 5 average rating, 67 reviews

Happy Residence - Orient Beach 11

Pet-friendly condo rentals

Guest favourite

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 55 reviews

Feet in the ocean, Orient Bay, Beach apartment

Condo in Collectivity of Saint Martin

4.89 out of 5 average rating, 19 reviews

Charm and tranquility at Cul de Sac

Guest favourite

Condo in Marigot

5 out of 5 average rating, 5 reviews

Luxury apt, direct access to the beach

Condo in Saint Martin

4.71 out of 5 average rating, 31 reviews

Caribbean Dream, Orient Beach. Mont Vernon.

Condo in Lowlands

4.93 out of 5 average rating, 27 reviews

Apartment 517 Aventura Residence SXM

Guest favourite

Condo in Saint Martin

5 out of 5 average rating, 12 reviews

Duplex Cosy 5 Résidence le Shamrock Orient Bay

Condo in Lowlands

4.88 out of 5 average rating, 57 reviews

Modern / cosy Studio next to university / Beach

Condo in Route de Sandy Ground

4.82 out of 5 average rating, 11 reviews

Large studio between the sea and the lagoon

Condo rentals with a pool

Guest favourite

Condo in Marigot

4.98 out of 5 average rating, 47 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

Guest favourite

Condo in Marigot

4.94 out of 5 average rating, 33 reviews

Beachfront property with pool view

Guest favourite

Condo in Lowlands

4.86 out of 5 average rating, 36 reviews

Maho 1 Bed Condo w/ocean view & Free Wi-fi

Guest favourite

Condo in Marigot

5 out of 5 average rating, 37 reviews

Sunset Lodge: sunny cozy, lagoon view & tips

Condo in Lowlands

4.85 out of 5 average rating, 27 reviews

Studio 113E Emerald

Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 11 reviews

Sbyc 3bdr with private jacuzzi and 3 shared pools

Condo in Orient Bay

5 out of 5 average rating, 12 reviews

New Duplex Fidji

Condo in Marigot

4.87 out of 5 average rating, 38 reviews

LA VIDA - Duplex on the beach

Quick stats about condo rentals in Simpson Bay

Total rentals
90 properties
Nightly prices starting at
$96 AUD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
80 properties have a pool

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