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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
Fax machine
Microwave
Toaster
Iron
Hair dryer
Stove
Fridge
Freezer
Linen provided
Video player
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

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Parking
Car not required
Children under 5
Smoking allowed

Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront
Mountain Views

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1,064 Houses

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2BR-Oceanfront-Royal Palm

Simpson Bay condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$456

Le Papillon - Modern Luxurious Beachfront Unit, extra clean, stunning view

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 14 minutes

Price per night from

$367

PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$144

Pearl on the Beach

Simpson Bay condo

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$674

Beachfront Condo

Simpson Bay condo

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$674

Beach Heaven

Simpson Bay penthouse

2 bedrooms / 6 bathrooms / sleeps 4

Price per night from

$393

Vacation Villa at Simpson's bay and Marina

Simpson Bay villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

Price per night from

$163

Great rentals within 20 miles that match your search

Beach view

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$655

Joie de Vivre

Grand Case, French St. Martin villa

3 bedrooms / 11 bathrooms / sleeps 6

Price per night from

$1,813

Tribute Hotel and Residences

Philipsburg apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$200

THE CARAVELLE NBBC

Marigot, Saint Martin apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$272

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$500

Bonne View Villa

South Hill villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$391

Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 49 minutes

Price per night from

$183

Rainbow Beach Club - "Our Rose in Winter"

Cupecoy Bay condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$300

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$235

Sea View condo St Martin -Caribbean

Marigot apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$93

Sunset Studio

Maho apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$247

Paradise Rock

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$271

Bed and Breakfasts Saint-Barthelemy

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$214

OCEAN'S ON GREAT BAY BEach

Philipsburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$392

Dawn Beach Club, Very spacious RE-OPENED

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$504

Poinsettia Villa at Indigo Reef

The Valley villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$503

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$559

LUXURIOUS 2 BEDROOM CONDO ON SIMPSON BAY

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$719

Stefanie's appt near maho village

Maho apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$124

Jacqueline's 3BDR Guest House

Marigot guest house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$194

Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private

Cole Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$177

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$606

Villa Neo, St. Jean, St Barthelemy

St. Jean villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$28,646

Studio private beach in Marigot

Marigot apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 31 minutes

Price per night from

$86

B & B Saint-Barthelemy caraibe

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$214

SUPERB VIEWS OF POOL SEA BEACH AND ISLANDS

Orient Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$714

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$3,788

15 steps away from the beach

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$169

St Martin SXM studio with private beach and pool

Marigot apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 9 minutes

Price per night from

$82

West Indies Luxurious Suite SPA 5* (8 pax) St Maarten front of St Barth island

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$276

Terres Basses Villa with Breathtaking Waterviews!

Terres Basses villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$785

Viewing 38 of 1,064
rentals in Simpson Bay Beach

Also consider

Simpson Bay 80 properties
Cupecoy Bay 70 properties
Oyster Pond 68 properties
Philipsburg 51 properties
Mullet Bay 47 properties
Maho 18 properties
Cole Bay 15 properties
Dawn Beach 6 properties
Sint Maarten 360 properties
Dominican Republic 4,457 properties
Jamaica 1,919 properties
Guadeloupe 1,907 properties
Puerto Rico 1,022 properties
Bahamas 796 properties
St. Martin Sint Maarten 743 properties
Aruba 676 properties
St. Barthelemy 619 properties
US Virgin Isles 522 properties
Curacao 472 properties
Cayman Islands 287 properties
Trinidad and Tobago 277 properties
Antigua and Barbuda 258 properties
Dominica 161 properties
Grenada 168 properties
St. Vincent and the Grenadines 200 properties
St. Kitts and Nevis 104 properties
Anguilla 61 properties
Haiti 49 properties
Bermuda 49 properties
Montserrat 22 properties
Saba 6 properties

COVID-19 Update

Simpson Bay Beach Rentals

Per night

1,064 Houses

Viewing 38 of 1,064rentals in Simpson Bay Beach

Also consider

Viewing 38 of 1,064
rentals in Simpson Bay Beach