Five Cays Settlement Rentals

Updating...

age 0-16
198 Results

Relevance

Price: low to high

Price: high to low

Reviews

198 Houses

RED CLOVER SPACIOUS CLEAN AND CLOSE TO THE BEACH.

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 51 minutes

Match: Cot available Children under 5

All filters match

Price per night from

$320

Olde Beach House 2 double ensuites close to beach

Providenciales apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just the best vacation ever” We originally rented the 1 bedroom apt but were upgraded by our lovely host to the 2 bedroom. The apt was spacious with 2 baths, all the kitchen equipment you would need, a washer/ dryer and wifi. We were able to walk to the beach within 3 minutes or with our rental car explore all the other glorious beaches on the island. Our first night we walked to the famous "conch shack" for traditional cracked conch-yum. Other nights we cooked in after gathering supplies at the well stocked local IGa or tried a few of the marvelous local restaurants for the rum punches and sunsets. I really appreciated the quiet simplicity of the old beach house which really is a misnomer. Emma,our host, was so helpful with island information and willingly answered so many questions. She treated us to papayas off the trees just outside our room and made us feel welcome and comfortable in so many ways. I can't wait to come back.

Match: Cot available Children under 5

All filters match

Price per night from

$287

Villa Oasis - an incredible hexagon shaped villa on the beach in Grace Bay

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Cot available Children under 5

All filters match

Price per night from

$3,027

Aloe Ville

Providenciales house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 51 minutes

Match: Cot available Children under 5

All filters match

Price per night from

$184

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Cot available Children under 5

All filters match

Price per night from

$11,450

WATERFRONT, Private POOL at HAWKSBILL HOUSE in Safe and Prestigious Leeward

Providenciales house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Cot available Children under 5

All filters match

Price per night from

$659

Stirling House

Grace Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Cot available Children under 5

All filters match

Price per night from

$3,435

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

Turtle Cove villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Cot available Children under 5

All filters match

Price per night from

$1,432

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

Three Cays Villa

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,031

Salt Air Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,201

Peaceful 1BR Private Cottage w/ Hot Tub Beach Front - Chuchubi Cottage

Long Bay Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$438

BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$229

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$795

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,601

Great snorkeling at your doorstep

Grace Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$572

Ideally Located in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

Ideal Location in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

Affordable Studio in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

Affordable in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

Perfect Location! Great Price in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,430

Affordable 2 Bedroom in Grace Bay/A6

Grace Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$343

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,430

The Yacht Club Penthouse (C14)

The Bight Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$972

Villa Viatu - Impressive modern luxury – steps away from Pelican Beach

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$3,431

Ocean Breeze

Venetian Road Settlement apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$275

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$6,298

Villa Serenity- Water View Suite

Cooper Jack Bay Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$240

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$458

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$2,519

Hura Sea Azure - Pristine Long Bay residence for island adventures relaxation

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$3,436

Hura Sea Turquoise - Long Bay hideaway blending location convenience

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,718

Serene Caribbean Deluxe Beach Front Studio w/ Pool - Karana Studio 2 (K2)

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$271

Coral House - T&C

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$9,000

Below Budget Studio in Grace Bay!

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$172

BAREFOOT PALMS, Kick Back and Relax Tiki Style!

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fabulous Villa” I recently spent 4 days in this lovely home and highly recommend it. I have stayed at many villas in the Caribbean and none have been as well maintained or had as much attention to detail shown as Barefoot Palms. The landscaping is gorgeous with lots of palms and flowering trees. The back yard is to die for...nice pool, lounge chairs, sitting area and the best part of all - a great Tiki bar. The outdoor space is great for kids and adults, and is very private. Inside, the first thing you notice is how fresh and clean the house smells. Not musty like some villas. The layout is great and the decorating is perfect..casual and beachy, yet upscale. You can tell the owners take a lot of pride in their home. The kitchen is well stocked, there are TVs and DVD players in every room, there is an alarm system in the house, and beach chairs, coolers and umbrellas are provided. The villa is located in a quiet, gated neighborhood and is a short walk to a great beach or a short drive to the main section of Grace Bay Beach. The owners are great to work with - very responsive and can answer any and all questions about the island. I can't wait to go back!

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$630

Romantic cottage 3 mins from stunning Grace Bay beach.

Providenciales cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“"Total Bliss"” My husband and I had a wonderful, relaxing vacation spent at "Columbus Cottage" The whole experience; the Island, the house/pool, amazing beach, the restaurants and the people really exceeded our expectations! We immediately felt so comfortable and relaxed in your peaceful Island paradise. The location was perfact - even without a car, the taxi works ok- we now know what to expect for next time! It's Island Time... Spent the mornings at the beach, short walk nice way to start the day. The beach is amazing and private... afternoons poolside :), and went into town for dinner usually timing with a sunset view over the water. Many wonderful restaurants to choose from! We didnt feel the need to do any tours, golf or explore as expected since we were perfactly content with the total bliss right there within easy reach! Denise was very warm and welcoming, genuinely concerned for our well being - she thoughtfully had a bouquet of flowers and an anniversary card awaiting us when we arrived! - and was nice enough to make arrangements with a taxi driver for our needs throughout the week. We loved the beautiful furnishings in the 'cottage' - But have to say, the private pool was our favorite perk! The setting is very private even though there are neighbors on both sides -can't see homes from property. Thank you also for providing the Wifi - It was helpful to be able to check in. The home also provided plenty of security if that is a concern - although it's in a quiet neighborhood - we felt fine.. This was our 1st "home" rental so we were initially a bit cautious but Jane was very personable, responsive and provided us with plenty of info in advance to satisfy our concerns...seem like lovely people. Looking forward to a return visit!

Responds fast! avg. 2 hours 52 minutes

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$407

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.

1 of 2 match: Cot available, Children under 5

1 of 2 filters match

Price per night from

$1,088

Viewing 38 of 198
rentals in Five Cays Settlement

×

Also consider