
Waterfront vacation rentals in Simpson Bay
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Simpson Bay
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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.

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

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.

Waterfront "Bonjour" Beacon Hill St Maarten
This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator

ACQUA 6
Magnifique appartement deux chambres en Rez de chaussée, avec un accès direct à la plage de la baie de Simpson, avec un restaurant juste devant la plage. Situé à 3 minutes de MAHO, où se trouve une grande partie des activités nocturnes , aussi qu' un super marché, un golf. Emplacement non loin, de l'une des plus belles plage de Sint Maarten. Vous pourrez vous rendre sur la plage du sunset, ou vous assisterez au décollage et ainsi qu'a l'atterrissage des gros porteurs.

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.

Simpson bay beach, spacious, beautiful views!
Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

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 Simpson Bay waterfront rentals
Waterfront apartment rentals

"Black Pearl"

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

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

Evasion au bord du Lagon

Luxueux appartement, vue mer

Amazing "Colosseo" duplex ocean view

Sea View Studio with Infinity Pool – Romantic Stay

Seaside : very cosy condo for 4
Waterfront house rentals

Pelican key - BEACH FRONT Villa

Sunset View

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

New-Sunset Place Villa w Stunning Waterfront Views

Slowlife - Villa Wellness 4 beds

La plus belle vue de l'ile !

2 Bedroom Ocean Front Villa, Private Infinity Pool

Teresa’s Ocean Paradise
Waterfront condo rentals

Appartement «Seaduction» 2 chambres Nettle Bay

Villa Belharra, amazing view

2BR Beachfront Bliss in Simpson Bay - Encanto

New "Coco Beach" 2 bedrooms beachfront

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 | $408 CAD | $396 CAD | $408 CAD | $335 CAD | $313 CAD | $291 CAD | $302 CAD | $284 CAD | $273 CAD | $235 CAD | $270 CAD | $342 CAD |
| 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 vacation rentals
Explore 120 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at $55 CAD per night before taxes and fees

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

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Simpson Bay vacation 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!
Destinations to explore
- San Juan Vacation rentals
- Carolina Vacation rentals
- Sainte-Anne Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- Saint Croix Vacation rentals
- Basse-Terre Island Vacation rentals
- Fort-de-France Vacation rentals
- Aguadilla Vacation rentals
- Tortola Vacation rentals
- Le Gosier Vacation rentals
- Rincón Vacation rentals
- Villa rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Condo rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with breakfast Simpson Bay
- House rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a patio Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Waterfront rentals Sint Maarten




