Hotel deals Simpson Bay Vacation Rentals in Simpson Bay

Simpson Bay Vacation Rentals

Find the best deals on 215 vacation rentals in Simpson Bay

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Top rentals in Simpson Bay

Find the perfect Simpson Bay vacation rental for your needs
The Art House Villa
The Art House Villa
8.0
$126
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Simpson Bay Suites
Simpson Bay Suites
6.6
$114
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Stunning Luxury Apartment with Private Pool in the Porto Cupecoy Marina
Stunning Luxury Apartment with Private Pool in the Porto Cupecoy Marina
9.5
$375
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Stunning Penthouse on Mullet Bay beach
Stunning Penthouse on Mullet Bay beach
10.0
$479
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Villa Little Private cove
Villa Little Private cove
6.6
$537
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Myriam and Frank Residence
Myriam and Frank Residence
7.4
$120
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Blue Pelican Luxury Villas - Featured On Hgtv!
Blue Pelican Luxury Villas - Featured On Hgtv!
9.4
$157
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On The Beach! Dream Vacation And Pool Access! N29
On The Beach! Dream Vacation And Pool Access! N29
10.0
$159
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Palm Apartment 1 - Nettle Bay
Palm Apartment 1 - Nettle Bay
$128
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New Renovated Apartment In Secured Area Of Friendly Island Sint Maarten
New Renovated Apartment In Secured Area Of Friendly Island Sint Maarten
8.8
$88
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Cosy Studio 'tiare' 48m2 At 50m From The Beach For 2 People
Cosy Studio 'tiare' 48m2 At 50m From The Beach For 2 People
10.0
$120
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Luxurious large sea view studio - Cupecoy
Luxurious large sea view studio - Cupecoy
2.0
$227
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Fantastic 3 bedroom condo for the entire family sleeps 10
Fantastic 3 bedroom condo for the entire family sleeps 10
$531
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Apartment on the beach
Apartment on the beach
9.2
$168
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Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv
Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv
9.8
$150
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Sleeps 5 Ppl. Directly On Beach, No Walk Necessary; Gated W Underground Parking!
Sleeps 5 Ppl. Directly On Beach, No Walk Necessary; Gated W Underground Parking!
10.0
$351
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1 Bedroom Apartment In Royal Islander La Terrasse, Maho Beach
1 Bedroom Apartment In Royal Islander La Terrasse, Maho Beach
8.0
$178
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Villa Oyster Pearl, Room To Breath And Relax With Family And Friends
Villa Oyster Pearl, Room To Breath And Relax With Family And Friends
9.4
$794
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Orient Bay Beach Studio, Oceanfront, Patio
Orient Bay Beach Studio, Oceanfront, Patio
9.0
$106
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Orient Beach Oceanfront Mount Vernon Studio
Orient Beach Oceanfront Mount Vernon Studio
9.3
$105
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Beautifull Studio near the beach in heart of Orient Bay
Beautifull Studio near the beach in heart of Orient Bay
9.8
$149
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When to book a vacation apartment in Simpson Bay

Check out the tips below to find the best deal on a Simpson Bay vacation rental property
Low Season
November
High Season
October

cheapest month to stay

47%

expected price decrease

most expensive time to stay

33%

expected price increase

Price
$123 - $338
Highest day of week
Saturday
Cheapest day of week
Thursday

av. price over the last two weeks

Average price (weeknight)

$305

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

$568

av. price over the last two weeks


Cheapest vacation rentals in Simpson Bay

Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Simpson Bay
Simpson Bay Suites
Simpson Bay Suites
6.6
$114
Myriam and Frank Residence
Myriam and Frank Residence
7.4
$120
The Art House Villa
The Art House Villa
8.0
$126

Simpson Bay vacation apartments & rental properties FAQ

How long do people typically book vacation apartments for in Simpson Bay?

The average length of a vacation rental booking in Simpson Bay is 4 nights.

How much does a vacation rental apartment in Simpson Bay cost?

On average, vacation apartments in Simpson Bay typically cost around $243 per night. Search to see the apartments that we have in Simpson Bay and the prices for your selected dates.

When is the best time to book a vacation rental in Simpson Bay?

Simpson Bay vacation rentals are at their cheapest in November. Rental prices can be around 47% lower per night than in the high season.


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