Vacation rentals with beach access in Simpson Bay

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Top-rated beach access rentals in Simpson Bay

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Townhouse in Orient Bay

5 out of 5 average rating, 14 reviews

Villa Carpe Diem front de mer, Orient Bay, piscine

Villa Carpe Diem est une très spacieuse et très confortable maison les pieds dans l'eau, sur la plage d'Orient Bay. Vous profiterez de nombreux atouts pour des vacances réussies en famille ou entre amis. * à 50 mètres de la mer et des restaurants de plage * 4 chambres, 4 sdb * terrasse vue mer à l'étage * 225m2 habitables dont 45 m² de terrasse * piscine sécurisée pour les enfants * climatisation salon et chambres * wifi dans toutes les pièces * 10000 chaines TV * conciergerie * jardin privé

Guest favorite

Condo in Simpson Bay

4.83 out of 5 average rating, 41 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...

Superhost

Condo in Simpson Bay

4.78 out of 5 average rating, 153 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

Superhost

Condo in Meads Bay Beach

5 out of 5 average rating, 3 reviews

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Guest favorite

Condo in Simpson Bay

5 out of 5 average rating, 19 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 favorite

Home in Marigot

5 out of 5 average rating, 5 reviews

Sweet Home on the Beach.

SITUATION Exceptionnelle. Vue sur la baie de Marigot Pieds dans l’eau Face à la Mer des Caraïbes Superbe plage de sable blanc, cocotiers, mer turquoise ATOUTS Maison duplex sur la plage Situation idéale pour visiter 4 Piscines 1 tennis Un beau jardin Résidence sécurisée 24H/24H Parking gratuit A côté : supermarché, boulangerie, restaurants Idéal pour Couple Famille ou Amis BON A SAVOIR A 2 kms de Marigot Voiture location conseillée Wifi, forfait ménage, serviettes, draps inclus dans le prix.

Superhost

Rental unit in Simpson Bay

4.86 out of 5 average rating, 193 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.

Guest favorite

Condo in Simpson Bay

5 out of 5 average rating, 20 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.

Superhost

Rental unit in Simpson Bay

4.85 out of 5 average rating, 13 reviews

At the Beach: Beachfront Oasis

Dive into St. Maarten's charm from our chic 1st-floor beachfront apartment. Direct ocean views await from the porch in a secure gated community. Features Modern amenities include Full Size Sleeper Sofa, AC, smart TV, WiFi, full kitchen, & washer/dryer. Located just 15 mins to the airport, near the Causeway, and close to casinos & eateries. Enjoy our private pool, direct beach access, free private parking & nightly security. Discover the perfect blend of location & beachfront luxury.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 191 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

Superhost

Rental unit in Simpson Bay

4.94 out of 5 average rating, 110 reviews

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

Guest favorite

Condo in Lowlands

4.92 out of 5 average rating, 24 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.