What are the top rated Summer Rentals in Simpson Bay?

There are a lot of options in Simpson Bay. If you plan on staying in the Simpson Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Simpson Bay: SIMPSON BAY on beach 2 BR, 2.5 bath, panoramic ocean view, pool, GENERATOR Newly Renovated apartment with swimming pool and ocean view #3 Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath New! Apartment with swimming pool and ocean view #2 Renovated Apartment with pool and ocean view#4 New ! Apartment with swimming pool and ocean view #1 Renovated Apartment with pool at the garden #6 Anchor House - Direct Oceanfront - Luxury & Modern Style 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt! Amazing Beachfront Condo in Simpson Bay -Walk Out Beach/Pool

How many summer rentals are available around Simpson Bay?

In 2025, PickleTrip offers 581 summer rentals in or around Simpson Bay. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Simpson Bay?

The average price per night for a summer rental in Simpson Bay is $505 . Check the full list of summer accommodations in Simpson Bay.

How many summer rentals are available to book in Simpson Bay?

There are 581 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Do any summer rentals in Simpson Bay have a private pool?

Yes, here are some popular summer holiday rentals in Simpson Bay that have a private or indoor pool: SIMPSON BAY on beach 2 BR, 2.5 bath, panoramic ocean view, pool, GENERATOR Puerta al Mar The Horny Toad Guesthouse Newly Renovated apartment with swimming pool and ocean view #3 Check all holiday rentals with a pool in Simpson Bay on PickleTrip.

Can I rent pet-friendly summer rentals in Simpson Bay?

Yes, We have 581 summer rental homes in Simpson Bay and types of place to stay in Simpson Bay include: Vacation Homes: 581 available for rent Villas: 581 Rentals available for rent Holiday Apartments: 581 Rentals available for rent Hotels with Suites: 581 Rentals available for book

Do you have a luxury summer rental with a pool in Simpson Bay?

Yes, of course! There are many luxury summer rental properties in Simpson Bay. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Simpson Bay.