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

Total vacation rentals
Explore 110 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at G$16,737 GYD per night before taxes and fees

Verified guest reviews
Over 6,870 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation 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 vacation 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 rentals in Simpson Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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...
WalkabilityBeachValue

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available
ViewWalkabilityBathroom

Oceanfront w 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
WalkabilityViewBreakfast

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
ViewWalkabilitySolo travel

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.
ViewBeachKitchen

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.
BeachWalkabilityAir conditioning

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
BeachViewWifi

VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.
WalkabilityViewKitchen

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station
ViewBeachCheckout

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.
BeachViewValue

Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
BeachViewLocation

VILLA JADE 2: WATERFRONT SUITE/POOL
VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.
BeachViewLong stay
Popular amenities for Simpson Bay beachfront rentals
Beachfront home rentals with a pool

"SeaBird" studio, feet in the water on the beach
ViewBeachAccess

ALMOND BLUE ...Pinel bay view - caribbean feeling
ViewWalkabilityParking

Villa Harmony Haven
ViewBeachKitchen

Waterfront "Bonjour" Beacon Hill St Maarten
BeachViewWifi

Modern 2 bedroom luxury beachside villa with pool
WalkabilityViewAccuracy

Villa Ocean - Indulge Yourself in Paradise
ViewWalkabilitySleep quality

Deep Blue Sea at LaSiesta - Oceanfront Condo
WalkabilityViewAccess

Beachfront Paradise with Pool & Stunning Sunsets
WalkabilityBeachPool
Pet-friendly beachfront home rentals

Beachfront Loft in Grand Case - Sea View
BeachViewOutdoor spaces

Hillside Beach Townhouse Simpson Bay
BeachViewAmenities

1-BR Beach Front Ocean Condo
BeachWalkabilityFamily

Modern studio apartment in Philipsburg
BeachViewCheckout

Beachfront Studio in Simpson Bay
WalkabilityViewCheckout

Coral Villa- Steps From BEACH!
WalkabilityBeachAccuracy

Maho Beach Oceanfront Getaway
ViewBeachLocation

Seabreeze beachfront 3bedroom on Simpsonbay beach
WalkabilityViewNearby
Private beachfront home rentals

La Pearle - Luxurious 1 Bedroom Condo By the Beach
BeachViewValue

Dolphin - cosy 2BR apt, 50m Simpson Bay beach
BeachWalkabilityAccuracy

Bay View Serenity - Elegant 3-Bedroom Escape
BeachWalkabilityLocation

Beachside Escape
WalkabilityBeachKitchen

Modern / Cozy Studio in the center of Simpson Bay
BeachWalkabilityQuiet

New, a dream on the beach!
ViewWalkabilityAir conditioning

SeaHarmony 3BR Palm Beach Condo in Simpson Bay
ViewBeachOutdoor spaces

Beachcomb Escape
BeachViewIndoor spaces
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$68,830 GYD | G$69,249 GYD | G$70,086 GYD | G$55,650 GYD | G$46,445 GYD | G$42,679 GYD | G$45,817 GYD | G$42,888 GYD | G$39,750 GYD | G$37,867 GYD | G$42,051 GYD | G$59,625 GYD |
| 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 Vacation rentals
- Fajardo Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Sainte-Anne Vacation rentals
- Humacao Vacation rentals
- Les Trois-Îlets Vacation rentals
- Dorado Vacation rentals
- Loíza Vacation rentals
- Cabo Rojo Vacation rentals
- Fort-de-France Vacation rentals
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with pools Simpson Bay
- Beach condo rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Sint Maarten





