Beachfront holiday rentals in Simpson Bay
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Simpson Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Simpson Bay
Pet-friendly beachfront home rentals
Apartment in Saint Martin
2 Bedroom Duplex up to 5 guests right on the beach
Rental unit in Lowlands
Cupecoy Garden Side
Rental unit in Simpson Bay
The Loft at Simpson Bay Yacht Club
Serviced apartment in Simpson Bay
Simpson Bay apartment-free parking, great location
Villa in Simpson Bay
Waterfront "BONJOUR" Beacon Hill St Maarten
Rental unit in Collectivité de Saint-Martin
New "White Sand" - Splendid 1 bedroom beachfront
Rental unit in Sint Maarten
COndostmaarten panoramic
Rental unit in Lowlands
Emerald Gem Maho Studio Prime spot
Beachfront home rentals with a pool
Apartment in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
Apartment in Simpson Bay
Beachfront Caribbean Breeze in Paradise, SXM
Apartment in Simpson Bay
Encanto -2BR beachfront w/pool & gorgeous sunsets!
Apartment in Lowlands
Havya Cozy Stays
Apartment in Saint Martin,Guadeloupe
Villa Belharra, amazing view
Apartment in Simpson Bay
Five Star Luxury Beachfront Condo Private Hot Tub
Rental unit in Lowlands
Rock Star Gem in Maho
Rental unit in Simpson Bay
HARMONY HAVEN on Simpson Bay Beach Beacon Hill
Private beachfront home rentals
Rental unit in Simpson Bay
Top of the art penthouse
Apartment in Simpson Bay
OCEAN FRONT Steps From BEACH!
Apartment in Simpson Bay
Hamaka condo, a beachfront retreat on Simpson Bay
Apartment in Simpson Bay
Beachside Escape
Place to stay in Sint Maarten
Current Discount for this Tropical Gem+MANY Perks!
Apartment in Simpson Bay
Beachfront 2 BDR modern condo
Rental unit in Lowlands
A Maho Studio
Rental unit in Simpson Bay
Maho Beach Studio Apartment Sunset
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5K reviews
Nightly prices starting at
€ 73 before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Mont Vernon Holiday rentals
- Anse Marcel Holiday rentals
- San Juan Holiday rentals
- Beachfront rentals Saint Martin
- Beachfront rentals Sint Maarten
- Beachfront rentals Sint Maarten
- Beachfront rentals Saint Barthélemy
- Rentals with a washing machine and dryer Simpson Bay
- Villa rentals Simpson Bay
- Rentals with pools Simpson Bay
- Family-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Flat rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with beach access Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Apartment rentals Simpson Bay
- House rentals Simpson Bay
- Beach apartment rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom