Beachfront vacation rentals in Simpson Bay

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Top-rated beachfront rentals in Simpson Bay

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Top guest favorite

A serene bedroom space features a spacious bed adorned with a floral-patterned comforter and accent pillows. A full-length mirror is positioned against one wall, while a small chair adds functionality. Natural light filters through sheer curtains, creating a soft ambiance.

Apartment in Philipsburg

5 out of 5 average rating, 12 reviews

Cozy flat on the boardwalk!

Beachfront Bliss: Your Perfect Ocean Escape Welcome to our spacious 1-bedroom apartment on the boardwalk with direct beach access. Enjoy stunning ocean views from the balcony and every room. Features a full kitchen, cozy living area, and dedicated workspace with high-speed Wi-Fi. Perfectly located near shops and restaurants. Relax, work, or explore with ease. Includes beach essentials. Book your beachfront retreat today and experience Caribbean beach front living! Scan pic QR for live streaming

Superhost

A set of white stairs leads down to a sandy beach, framed by lush green foliage. The shoreline is visible, with gentle turquoise waves lapping against the shore. Pebbles and scattered rocks are present along the water's edge.

Condo in Simpson Bay

4.8 out of 5 average rating, 166 reviews

Oceanfront w private 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

Superhost

An outdoor terrace showcases a private hot/cold tub framed by wooden decking. Lounge chairs are positioned nearby, with expansive ocean views of turquoise waters and sandy beach. The bright sky is dotted with clouds, enhancing the serene coastal atmosphere.

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

An outdoor terrace is presented with white loungers and a table, overlooking the sandy beach and turquoise water. Sailboats can be seen in the distance against a clear blue sky. The setting offers a tranquil and relaxing atmosphere near the sea.

Home in Marigot

4.88 out of 5 average rating, 8 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

Lush palm leaves frame a serene beachfront scene featuring soft white sand and calm turquoise waters. Chaise lounges are positioned for relaxation under the sun, creating an inviting space for beachgoers to enjoy the picturesque coastal landscape.

Apartment in Simpson Bay

4.87 out of 5 average rating, 205 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.

Top guest favorite

A stunning ocean view displays crystal blue waters under a clear sky, framed by palm trees. Lush green landscaping and a pool are visible in the foreground, while the beachfront offers a sense of tranquility just beyond the property.

Condo in Simpson Bay

5 out of 5 average rating, 26 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 , bathrooms, dinning area,etc. An 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.

Superhost

A terrace is presented with a table set for two, featuring drinks and a tropical view. The ocean sparkles under a clear sky, with soft white sand and palm trees in the foreground, creating an inviting space for relaxation.

Apartment in Simpson Bay

5 out of 5 average rating, 3 reviews

Ocean Edge Blue Water Beach condo. Newly renovated

Absolutely gorgeous condo with a spacious bedroom and bathroom on the 2nd floor of a luxury building in the heart of Simpson Bay. Which is one of the best beaches on the island. Enjoy the pristine white beach and 50 shades of Blue right in front of you (direct beach access). The large open concept floor plan area features a dining area and a living room with a beach overlooking terrace. Additional features include a full kitchen, a TV in living room, in unit washer and dryer, and WiFi.

Guest favorite

A view from the terrace showcases a stunning ocean landscape, with turquoise water gently meeting a white sandy beach. A few boats are anchored in the distance, and palm trees provide a tropical touch to the green lawn below.

Condo in Simpson Bay

5 out of 5 average rating, 22 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 favorite

A dining area features a modern table with four chairs, positioned near large windows showcasing panoramic views of the turquoise sea and sandy beach. A wall mirror reflects the inviting atmosphere, while lush greenery can be seen outside, enhancing the coastal ambiance.

Apartment in Simpson Bay

4.96 out of 5 average rating, 193 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.

Top guest favorite

A vibrant view of the outdoor sitting area is framed by tropical plants. Lounge chairs are positioned on a wooden deck, with the beach and ocean visible in the background. Bright blue skies enhance the coastal atmosphere.

Apartment in Simpson Bay

5 out of 5 average rating, 202 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

A modern living area features a comfortable gray sofa and unique wooden coffee table. Natural light filters through the open shutters, revealing views of the turquoise water outside. A ceiling fan enhances airflow, and decorative elements add a touch of charm.

Apartment in Simpson Bay

4.93 out of 5 average rating, 120 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

A bright living area is presented with large floor-to-ceiling windows offering panoramic views of the Caribbean landscape. A comfortable beige sofa is paired with two wooden tables on a patterned rug. Lush greenery enhances the inviting atmosphere.

Apartment in Cupecoy Beach

5 out of 5 average rating, 5 reviews

Exquisite 2 Bed Luxury Apt w Views Walk to Beach

Make your escape a luxury experience in paradise at this unique and tranquil getaway. Prepare to de-stress and to be mesmerized by the continuous influence of the sunlight and the sea. Enjoy panoramic turquoise views and a Caribbean Sea breeze that will bring you complete comfort. This coastal sanctuary beckons with unforgettable moments of tranquility. Professionally designed and managed to make sure that no detail was over looked. Rated one of the best says in Saint Maarten!