Five Cays Settlement Rentals

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119 Houses

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Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$270

Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$223

Heavenly 1BR Ocean View w/ Private Hot Tub Pool SUV - Wyakha 2

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$594

Ocean Dream - Studio Blue

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$516

Amazing Secluded 1BR Garden Vw BeachFront w/ Outdoor Pool and Jacuzzi - Wyakha 1

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$367

Amazing Modern Beach Front Studio w/ Pool and Jacuzzi - Karana Studio One

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$353

Tropical Paradise Beach Front Penthouse with Pool and SUV - Penthouse (K4)

Long Bay Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$633

Stunning 1BR Ocean View and Jacuzzi SUV Kite Boarding - Wyakha 4

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$594

Bright 2BR Ocean View Villa w/ Private Hot Tub and SUV - Duplex 1 and 2

Long Bay Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$961

Relaxing Modern 1BR Garden Vw Beach Front w/ Outdoor Pool and Jacuzzi - Wyakah 3

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$367

Carpe Diem 3 BR Condo (201G)

Grace Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$803

Peaceful 2BR Ocean View Duplex n Private Jacuzzi SUV Kite Boarding - Wyakha 3n4

Long Bay Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$960

Windhaven 2 Bedroom Villas on Long Bay Beach

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional!” Loved our time at windhaven! There are so many amazing things about this place, I hope I will not forget any in my review. The villas are extremely well equipped and decorated simply and tastefully. They have state of the art appliances (including a washer, dryer and Weber BBQ), surround sound with multiple docking stations, large storage facilities on the deck for outdoor equipment like kites and boards, great amenities, a cooler for day trips, beautiful and comfortable furniture, emergency kits, kayaks, there is a shared pool and the grounds are kept beautifully. The manager is fantastic and always makes sure that all your needs are met. The location is fantastic! The beach is extremely safe and quiet. The water is calm and even on windier days, very safe for children. Never any undertow. The clarity is unmatched. There is a grocery store located 5 min away by car. It has everything you can imagine. Great vegan selection with amazing produce and beautiful fish and meat options. The prices are reasonable (we spend Christmas in Barbados, so the pricing TCI are much cheaper!)The shopping is right around the corner from the gourmet grocery store. Windhaven is amazing for kiters but is also perfect for non-kiters. It would be an ideal place for an intimate wedding. The grounds are beautiful and the beach, in my opinion, much nicer and appropriate for a wedding than Garce Bay. We have already booked for the next few years!!! It is that amazing.

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$1,089

La Vista Azul Junior Suite Apartment

Turtle Cove apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$287

Modern Beach Villa | 250 yards from Grace Bay Beach | Sleeps 4 | Private pool

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$568

Villa Serenity-Water View Suite

Turtle Cove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$230

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$796

Beachside 3bdr Villa with Pool,Resort Amenities,500 ft from Long Bay Beach - v4

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$1,548

3BR Hidden Gem Villa at Long Bay Beach w/ Pool and SUV - Karana 3BR

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$1,254

2 Minute Walk to Grace Bay Beach , Small Boutique Condo Enclave

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$430

150 Steps to Grace Bay Beach! Efficiency

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$172

Match: Shared outdoor pool (unheated) Golf within 30mins drive

All filters match

Price per night from

$353

These homes match some but not all of your filters. Clear all filters

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$2,289

SunSea houses (Sea house)

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$287

Salty Air, Ocean Breezes, Ospreys, Herons, Kayaks & a Pool plus More-MIZO VILLA

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,065

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$2,006

Ocean Dream 2 BR Villa Blue

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,032

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,433

The Yacht Club Penthouse (C14)

The Bight Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$975

Stunning 4bedroom, 4 bath Lakeside Villa, infinity pool, incredible lake views

Turtle Cove villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,433

Paradise Villas (Studio Villa) #4

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$212

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$184

Paradise Villas (1 Bd) #3

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$287

The Sapphire Villa - 3 - Bedroom Luxury Villa , Long Bay Beach , private pool

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$780

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$10,310

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$2,863

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$6,298

Villa Renaissance 501 Pool/Garden View

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$630

Viewing 38 of 119
rentals in Five Cays Settlement

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