How much is a vacation rental for a week in Simpson Bay?

The average price for a weekly Simpson Bay vacation rental found by KAYAK users in the last 2 weeks is $1,507.

How much is a vacation rental for a month in Simpson Bay?

The average price for a monthly Simpson Bay vacation rental found by KAYAK users in the last 2 weeks is $6,461.

What types of vacation rentals are available in Simpson Bay?

There are loads of different property types that you can make your vacation home in Simpson Bay. You’ll find apartments, bungalows, condos, cottages, houses, houseboats and villas.

What are some of the most-loved vacation rentals available in Simpson Bay?

If you’re looking for something special, the vacation rental most loved by KAYAK users is Fourteen at Mullet Bay.

Are there any pet-friendly vacation rentals in Simpson Bay?

There are a number of dog and pet-friendly Simpson Bay vacation rentals, with around 6% allowing you to bring your pet along with you.

How much is a vacation rental in Simpson Bay for tonight?

In the last 72 hours, users have found Simpson Bay vacation rentals for tonight for as low as $176.

How much is a vacation rental in Simpson Bay for this weekend?

In the last 72 hours, users have found Simpson Bay vacation rentals for this weekend for as low as $134 per night.

How can I find vacation rentals near me in Simpson Bay?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Simpson Bay Vacation Rentals from $68/night

Recommended by KAYAK

Best Simpson Bay vacation rentals

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Simpson Bay, St. Maarten

9.2Wonderful(102)

Free Wi-Fi

Pool

$154+

Check availability

Charming 1-Bed Studio in Simpson Bay - Beacon Hill

Simpson Bay, St. Maarten

9.6Wonderful(8)

Parking

Free Wi-Fi

$144+

Check availability

Pelican Pearl

Simpson Bay, St. Maarten

8.8Very good(18)

Parking

Free Wi-Fi

Pool

$119+

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Maho Beach House - Luxe 1-Bedroom - Ocean View

Simpson Bay, St. Maarten

9.5Wonderful(29)

Free Wi-Fi

$246+

Check availability

1 BR-Walk out patio and jump in the pool

Simpson Bay, St. Maarten

Free Wi-Fi

$248+

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Maho Beach House - Petite Studio - Beach Access

Simpson Bay, St. Maarten

8.7Very good(33)

Free Wi-Fi

Pool

Pet friendly

$173+

Check availability

Maho Beach House - Elegant 1 Bedroom - Ocean View

Simpson Bay, St. Maarten

9.7Wonderful(3)

Free Wi-Fi

Pool

Pet friendly

$217+

Check availability

Your apartment awaits

Simpson Bay, St. Maarten

$73+

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Current Discounted Rates! Tropical Gem! Ocean+beach+garden Views + Many Perks!!

Simpson Bay, St. Maarten

Free Wi-Fi

$134+

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Simpson Bay Beach Modern Apartment Roof Deck Ocean Views Wifi Satellite Tv

Simpson Bay, St. Maarten

Free Wi-Fi

Simpson Bay, St. Maarten

Free Wi-Fi

Simpson Bay, St. Maarten

8.4Very good(22)

Parking

Free Wi-Fi

$124+

Check availability

Beautiful Maho Condo Steps from the Beach

Simpson Bay, St. Maarten

7.9Good(24)

$260+

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Maho Beach House - Studio - Beach Access

Simpson Bay, St. Maarten

8.7Very good(25)

Free Wi-Fi

Pool

Pet friendly

$193+

Check availability

Rest, Relax and Renewbrbrbrbr

Simpson Bay, St. Maarten

$110+

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Maho Beach House - Grand Studio - Oceanview Suite

Simpson Bay, St. Maarten

6.7Okay(9)

Free Wi-Fi

Pool

Pet friendly

$236+

Check availability

Useful Info

KAYAK’s insights for vacation rentals in Simpson Bay

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Simpson Bay with confidence.

Which month has the cheapest vacation rental rates in Simpson Bay?

Vacation rentals are cheapest in Simpson Bay in October, with average rates of $211. In comparison, November is the most expensive month, with prices at $2,076.

What is the cheapest day of the week to book a vacation rental in Simpson Bay?

Friday offers the lowest rates in Simpson Bay, with an average nightly price of $260. The highest prices are found on Tuesday, with average rates at $613.

How early should you book a vacation rental in Simpson Bay?

Book at least 74 days before your stay begins to get the best price for your Simpson Bay vacation rental.

Find deals

Low season	High season	Average price (weeknight)	Average price (weekend night)
October	November	$424	$361
Cheapest month to stay with an average 67% drop in price.	Most expensive month to stay with an average 224% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

Beachfront, air-conditioned, pool, and adults only are the most popular vacation rental property amenities in Simpson Bay
Vacation rentals in Simpson Bay are around 84% more expensive than hotels on average. Search here to compare prices for all accommodation types in Simpson Bay.
The best vacation rental properties in Simpson Bay are Simpson Bay Beach Modern Apartment Roof Deck Ocean Views Wifi Satellite Tv (9.6, 25 reviews), Maho Beach House - Luxe 1-Bedroom - Ocean View (9.5, 29), and Tradewinds Apartments Simpson Bay (9.2, 102), based on ratings and reviews from real travelers.
If you’re looking for a cheap vacation rental in Simpson Bay, you should consider visiting during the low season. The cheapest vacation homes in Simpson Bay can be found in October and August.
The cheapest night for renting a vacation home in Simpson Bay is Friday. In contrast, the most expensive is Tuesday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Simpson Bay for 6 days.

How much is a vacation rental for a week in Simpson Bay?
The average price for a weekly Simpson Bay vacation rental found by KAYAK users in the last 2 weeks is $1,507.
How much is a vacation rental for a month in Simpson Bay?
The average price for a monthly Simpson Bay vacation rental found by KAYAK users in the last 2 weeks is $6,461.
What types of vacation rentals are available in Simpson Bay?
There are loads of different property types that you can make your vacation home in Simpson Bay. You’ll find apartments, bungalows, condos, cottages, houses, houseboats and villas.
What are some of the most-loved vacation rentals available in Simpson Bay?
If you’re looking for something special, the vacation rental most loved by KAYAK users is Fourteen at Mullet Bay.
Are there any pet-friendly vacation rentals in Simpson Bay?
There are a number of dog and pet-friendly Simpson Bay vacation rentals, with around 6% allowing you to bring your pet along with you.
How much is a vacation rental in Simpson Bay for tonight?
In the last 72 hours, users have found Simpson Bay vacation rentals for tonight for as low as $176. Search here for similar prices
How much is a vacation rental in Simpson Bay for this weekend?
In the last 72 hours, users have found Simpson Bay vacation rentals for this weekend for as low as $134 per night. Search here for similar prices
How can I find vacation rentals near me in Simpson Bay?
Take a look at our vacation rentals map to find the best vacation rental homes near you.

Simpson Bay vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Simpson Bay. Find cheap vacation homes to rent in Simpson Bay. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Simpson Bay that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

Simpson Bay vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Simpson Bay

Best Simpson Bay vacation rentals

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Most recommended vacation rentals in Simpson Bay

KAYAK’s insights for vacation rentals in Simpson Bay

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Simpson Bay with confidence.

Which month has the cheapest vacation rental rates in Simpson Bay?

Vacation rentals are cheapest in Simpson Bay in October, with average rates of $211. In comparison, November is the most expensive month, with prices at $2,076.

What is the cheapest day of the week to book a vacation rental in Simpson Bay?

Friday offers the lowest rates in Simpson Bay, with an average nightly price of $260. The highest prices are found on Tuesday, with average rates at $613.

How early should you book a vacation rental in Simpson Bay?

Book at least 74 days before your stay begins to get the best price for your Simpson Bay vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

KAYAK's top tips for finding Simpson Bay vacation rental deals

FAQs when booking a vacation home in Simpson Bay

How much is a vacation rental for a week in Simpson Bay?

How much is a vacation rental for a month in Simpson Bay?

What types of vacation rentals are available in Simpson Bay?

What are some of the most-loved vacation rentals available in Simpson Bay?

Are there any pet-friendly vacation rentals in Simpson Bay?

How much is a vacation rental in Simpson Bay for tonight?

How much is a vacation rental in Simpson Bay for this weekend?

How can I find vacation rentals near me in Simpson Bay?

Where to stay in Simpson Bay?

Everything you need to know for your stay in Simpson Bay

Hotels near airports in Simpson Bay

Complete your trip to Simpson Bay

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Stays in Simpson Bay