
Beachfront holiday rental in Simpson Bay
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Simpson Bay

Total holiday rentals
Explore 110 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $187 NZD per night before taxes and fees

Verified guest reviews
Over 6,490 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Simpson Bay holiday rentals include Wi-Fi access

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

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront accommodation in Simpson Bay
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

Studio «SeaBird» les pieds dans l’eau sur la plage
Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

VILLA JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU
VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

Soleil & Sage Haven,2BR 2.5BH Townhouse in Cupecoy
Located in one of SXM's upscale neighborhoods, Cupecoy, this rental is an absolute treat for any vacationer! Having two of the most beautiful beaches on the island, Mullet Bay & Cupecoy Beach few minutes away, excellent location for snorkeling. Private Plunge Pool, Rooftop Terrace & Bbq grill for personal use. This amazing town house is also located within a short distance of the popular Maho Beach where you can watch the planes land over the beach. It is truly a vacationer's paradise!

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

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

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, it is not directly on the beach but 25 steps away. 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.

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

La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Cupecoy Côté Jardin 1
Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Second Home Beach Apartment
Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

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 beachfront rentals
Pet-friendly beachfront home rentals

Seabreeze beachfront house on Simspon bay beach

2 Bedroom Duplex up to 5 guests right on the beach

Villa Blue Lagoon SXM

1-BR Beach Front Ocean Condo

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Hillside Beach Townhouse Simpson Bay

Modern studio apartment in Philipsburg

Spectacular sea view, direct access to the beach
Beachfront home rentals with a pool

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

Oceanfront w Pool | Maho Beach area

The Cliff in Cupecoy Beach HEAVEN!!!

Villa Belharra, amazing view

ALMOND BLUE ...Pinel bay view - caribbean feeling

Beachfront Paradise with Pool & Stunning Sunsets

Penthouse Dominick

A-1101 2 bedroom corner balcony ocean view
Private beachfront home rentals

Nouveau face mer magnifique 2 P rénové

Modern / Cozy Studio in the center of Simpson Bay

"Black Pearl"

Villa SEA VIEW, 5' from Grand Case beach, privacy

Villa proche de la plage

Ocean Pearl – Cocon moderne à deux pas de la plage

Mullet Bay Suite 802 - Your luxury vacation in SXM

Dolphin - cosy 2BR apt, 50m Simpson Bay beach
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $560 NZD | $564 NZD | $571 NZD | $399 NZD | $382 NZD | $359 NZD | $373 NZD | $349 NZD | $324 NZD | $308 NZD | $342 NZD | $485 NZD |
| 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 |
Destinations to explore
- San Juan Holiday rentals
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- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
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- Rentals with beach access Simpson Bay
- Apartment rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Pet-friendly rentals Simpson Bay
- Beachfront rentals Sint Maarten





