Short-Term Rentals in Pelican Key, Simpson Bay: Compare 10+ Sites & Save

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172 Best Short-Term Rentals in Pelican Key (Starting from $100)

Island Bliss Condo
Island Bliss Condo
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.1k from Pelican Key center

Apartments, Accommodations, Parking, Serviced apartments, Lodgings, Places to stay, Condos

1 Bedroom2 Guests
New to Booking
$218
Average price / night
Check Availability
Specious 2 bedroom in Pelican Key near the beach
Specious 2 bedroom in Pelican Key near the beach
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.2k from Pelican Key center

Apartments, Accommodations, Parking, Spa, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

1 reviews

$220
Average price / night
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Newly renovated studio
Newly renovated studio
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.2k from Pelican Key center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$145
Average price / night
Check Availability
Blue Dream Apartments
Blue Dream Apartments
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.2k from Pelican Key center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Self-catering

25 Bedrooms16 Guests
8.3

Very Good

724 reviews

$161
Average price / night
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Villa Cleavage
Villa Cleavage
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.3k from Pelican Key center

Guest Services, Laundry, Ocean View, View, Sports/Activities, Balcony/Terrace, Internet

1 Bedroom3 Guests
8.4

Very Good

16 reviews

$109
Average price / night
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Beach Front Condos
Beach Front Condos
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.4k from Pelican Key center

Security/Safety, Parking, Child Friendly

2 Bedrooms14 Guests
New to Booking
$300
Average price / night
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Puerta al Mar
Puerta al Mar
House
Simpson Bay, Sint Maarten (Dutch part)
0.5k from Pelican Key center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$805
Average price / night
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Pelican Key Hideaway
Pelican Key Hideaway
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.5k from Pelican Key center

Apartments, Accommodations, Parking, Serviced apartments, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$442
Average price / night
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Pelican Pearl
Pelican Pearl
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.5k from Pelican Key center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
8.6

Fabulous

21 reviews

$127
Average price / night
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The Hills Residence
The Hills Residence
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Hot tubs

66 Bedrooms152 Guests
8.8

Fabulous

196 reviews

$226
Average price / night
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3 Bedroom Condo in Simpson Bay
3 Bedroom Condo in Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$320
Average price / night
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The Hills Residence at Simpson Bay
The Hills Residence at Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Hot tubs, Places to stay, Family

43 Bedrooms96 Guests
6.0

Review score

1 reviews

$251
Average price / night
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Blue Sky apartment with lagoon view
Blue Sky apartment with lagoon view
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom2 Guests
7.0

Good

1 reviews

$219
Average price / night
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Luxurious 1 bedroom Apt with pool in Simpson Bay
Luxurious 1 bedroom Apt with pool in Simpson Bay
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom2 Guests
8.6

Fabulous

5 reviews

$127
Average price / night
Check Availability
1 bedroom apt with pool in Simpson Bay
1 bedroom apt with pool in Simpson Bay
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom2 Guests
9.0

Fabulous

8 reviews

$172
Average price / night
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Blue Sky 1 bedroom apartment in Simpson Bay
Blue Sky 1 bedroom apartment in Simpson Bay
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$193
Average price / night
Check Availability
Blue Sky 2 bedr apartment with pool in Simpson bay
Blue Sky 2 bedr apartment with pool in Simpson bay
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms4 Guests
7.5

Good

2 reviews

$219
Average price / night
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The luxe 1 bedroom apartment
The luxe 1 bedroom apartment
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom2 Guests
8.0

Good

3 reviews

$193
Average price / night
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OASIS Penthouse with private garden & shared pool
OASIS Penthouse with private garden & shared pool
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Pet Friendly, Security/Safety, Barbecue/Outdoor Cooking, Internet, Ocean View, Pool, Parking

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$361
Average price / night
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OASIS deluxe 1 bedroom apartment with Pool
OASIS deluxe 1 bedroom apartment with Pool
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.6k from Pelican Key center

Security/Safety, Internet, Ocean View, Pool, Parking, Balcony/Terrace, Air Conditioner

1 Bedroom2 Guests
8.3

Very Good

3 reviews

$240
Average price / night
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Paraiso in St Maarten- Steps away from Bars & Restaurants and Beach!
Paraiso in St Maarten- Steps away from Bars & Restaurants and Beach!
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.7k from Pelican Key center

Parking, Ocean View, Guest Services, Internet, Balcony/Terrace, Barbecue/Outdoor Cooking, Security/Safety

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$369
Average price / night
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Sunny Days at Simpson Bay Yacht Club
Sunny Days at Simpson Bay Yacht Club
House
Simpson Bay, Sint Maarten (Dutch part)
0.7k from Pelican Key center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
8.0

Good

5 reviews

$429
Average price / night
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Simpson Bay Yatch Club 2 Bedrooms
Simpson Bay Yatch Club 2 Bedrooms
Apartment
Simpson Bay, Sint Maarten (Dutch part)
0.7k from Pelican Key center

Transportation/Shuttle, Oceanfront, Air Conditioner, Balcony/Terrace, View, Tv, Bar

2 Bedrooms4 Guests
New to Booking
$300
Average price / night
Check Availability
Cozy & Convenient Stay Near Beach, Airport & More!
Cozy & Convenient Stay Near Beach, Airport & More!
Apartment
Koolbaai, Sint Maarten (Dutch part)
0.8k from Pelican Key center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$100
Average price / night
Check Availability
Boheme
Boheme
Apartment
Koolbaai, Sint Maarten (Dutch part)
1.0k from Pelican Key center

Balcony/Terrace, Air Conditioner, Parking, Internet, Child Friendly

1 Bedroom3 Guests
9.5

Superb

4 reviews

$100
Average price / night
Check Availability
Tradewinds Apartments Simpson Bay
Tradewinds Apartments Simpson Bay
Apartment
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Pelican Key center

Apartments, Cheap, Accommodations, Pools, Lodgings, Vacation rentals, Beach, Places to stay, Family

12 Bedrooms30 Guests
9.3

Superb

168 reviews

$250
Average price / night
Check Availability
Hamaka condo a beachfront retreat on Simpson Bay Beach
Hamaka condo a beachfront retreat on Simpson Bay Beach
House
Simpson Bay, Sint Maarten (Dutch part)
1.1k from Pelican Key center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom3 Guests
9.2

Superb

5 reviews

$210
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Pelican Key.

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Pelican Key Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 172 verified short-term rentals in Pelican Key, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Pelican Key vary depending on location, property size, and travel dates. Rates typically start from around $100 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Pelican Key include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Pelican Key, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Pelican Key often include amenities such as Internet, Security/Safety, and Balcony/Terrace, providing a comfortable and convenient stay.

Short-term rentals in Pelican Key are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.