
Waterfront holiday rentals in Simpson Bay
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Top-rated waterfront rentals in Simpson Bay
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Maho Beach: Petite Studio, Ocean View
Unwind in our Cozy Beach Studio, perfectly located next to the Morgan Hotel & Spa with breathtaking views of planes landing at Maho Beach. Just steps from the Caribbean Sea, you'll have access to a secret boardwalk leading to the beach for a peaceful escape. Ideal for couples or solo adventurers, we provide all the comforts of home, a new generator installed in October 2024 to ensure a seamless stay. Enjoy the best of Sint Maarten’s vibrant atmosphere, dining, and beaches right at your doorstep.

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Modern Oceanview 2-Bedroom Condo on Mullet Bay
Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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.

Sint Maarten La Terrasse Maho
It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Condo Flamingo with pool
Discover the charm of St. Martin at Condo Flamingo, located in the vibrant Nettle bay area. This cozy 1-bedroom, 1-bathroom rental offers a serene escape with its inviting residential pool. Enjoy modern comforts like air conditioning, a fully equipped kitchen stove, essentials, and the convenience of a washing machine. Stay connected with wireless internet access. Perfect for couples or solo travelers seeking a blend of relaxation and exploration in this beautiful Caribbean setting.

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

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

Maho Love Nest: 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 for you to indulge.

Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.
Popular amenities for waterfront rentals in Simpson Bay
Waterfront apartment rentals

Nouveau face mer magnifique 2 P rénové

A102 Cozy Apartment with Garden

NEW 1BR apt lagoon & sunset view 2/3p

Les Oiseaux du Pirate

Simpson bay beach, spacious, beautiful views!

El Capitan

Luxury Sea View Apartment Mont Vernon

Luxury 3 bedrooms apartment
Waterfront house rentals

Pelican key - BEACH FRONT Villa

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

Sunset View

New-Sunset Place Villa w Stunning Waterfront Views

Slowlife - Villa Wellness 4 beds

2 Bedroom Ocean Front Villa, Private Infinity Pool

Paradise Keys, Cul-de-sac: Nice equipped studio
Waterfront apartment rentals

2 Bedroom Duplex up to 5 guests right on the beach

Modern Oceanview Apartment

Popular Beachfront Property Barefoot /Simpson bay

Villa Belharra, amazing view

Studio «SeaBird» les pieds dans l’eau sur la plage

Beachfront Condo| Pool View + Private Beach Access

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Sea Lover - Las Brisas
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 252 | € 244 | € 252 | € 207 | € 193 | € 179 | € 186 | € 175 | € 168 | € 144 | € 167 | € 211 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about waterfront rentals in Simpson Bay

Total holiday rentals
Explore 120 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 5,120 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Simpson Bay holiday rentals include wifi access

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

4.8 Average rating
Simpson Bay stays are highly rated by guests – averaging 4.8 out of 5!
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