Windwardside Rentals

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60 Houses

EXCLUSIVE Beach FRONT 1 BEDROOM GROUND FLOOR BEACH APARTMENT

Black Rock apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

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Price per night from

$717

Exclusive three bedroom beachfront villa Sea Turtle

Black Rock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$646

St James holiday rental villa near beach Holetown

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Wonderful Barbados villa” For the past 5 years we have spent the winter months of January, February & March here in Sunset Crest, Holetown, Barbados. The last 2 years here at Mangoes, which meets our every need. Close to beach, beach house, shopping and many restaurants all within easy walking distance. With 3 bedrooms it easily accommodates us and our adult children when they come for a visit. This is our second year here and have already booked for next year.

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Price per night from

$287

Fairway Crossings- Luxury Townhouse with ocean views

Speightstown townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$287

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Price per night from

$240

Tara, Sunset Crest, St. James, Barbados

Sunset Crest villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$652

Ceiba, Sandy Lane Estate

Sunset Crest villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$977

Haven House Studio Apartment

Oistins apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$81

212 Golden View

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$150

Peaceful Wotton residential area 15 mins to beach

Oistins apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$92

Dene Court, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,279

Craggy Nook Villas "Hawksbill"

Hastings villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$982

Coco, Mullins Bay, St. Peter, Barbados

Mullins house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$777

Mirador, Fitts Village, St. James, Barbados

Fitts villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,904

Fosters House, Lower Carlton, St. James, Barbados - Beachfront

Lower Carlton villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$3,660

Sugar Cane Ridge #12, Royal Westmoreland, St. James, Barbados

Holetown villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$551

Craggy Nook Villas "Flying Fish"

Hastings villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$972

Wonderful 4 bedroom holiday house with private pool near the beach

Gibbes house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$775

Innisfree, Sandy Lane Estate, St. James, Barbados

Sunset Crest villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$877

Elegant Villa in Exclusive Sugar Hill Estate - Illusion

Mount Standfast villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,800

Solandra, Sandy Lane, St. James, Barbados

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$602

Anchorage, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$952

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Price per night from

$861

Point of View, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$5,114

Two bed Apt nr Dover Beach- Apt 4 Balcony Rock

Dover apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$92

TRANQUILITY at GRAEME HALL

Maxwell apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$92

Seawards, Fitts Village, St. James, Barbados - Beachfront

Fitts villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$627

La Maison Michelle, Lancaster Ridge, St. James, Barbados

Holetown villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$3,213

Craggy Nook Villas "Green Monkey"

Hastings villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$954

Banyan Beach House Studio

Bridgetown studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

Saramanda, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,205

Happy Trees, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$3,407

Heronetta, Sandy Lane, St. James, Barbados - Beachfront

Paynes Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,738

Ancient Grove One- Incredible jungle and ocean views

Speightstown house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$516

Sundown Villa, Mullins, St. Peter, Barbados

Mullins villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$702

Cottage on the Beach! Your Home Away From Home. Family Neighborhood!

Black Rock cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

Grendon House, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,881

Atelier House 4 bed luxury vila Barbados

Lower Carlton villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,793

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rentals in Windwardside

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