Five Cays Settlement Rentals

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246 Houses

TC Villas -Beach Villa Shambhala -High End Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

Price per night from

$2,906

The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$915

Luxurious Stay at Oceanfront Resort

Five Cays Settlement condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 26 minutes

Price per night from

$896

Lap of Luxury, Astonishing Ocean Views & Free Breakfast now 'til end June

Five Cays Settlement apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 26 minutes

Price per night from

$891

Stay in #1 LifeStyle Resort in TCI w/Free Breakfast now 'til end June

Five Cays Settlement condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Responds fast! avg. 26 minutes

Price per night from

$628

Oceanfront Resort w/2 Pools & Free Breakfast now 'til end June

Five Cays Settlement condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 26 minutes

Price per night from

$1,005

BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

Price per night from

$229

Impressive Oceanfront Condo w/Breakfast Daily now 'til end June

Five Cays Settlement condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 26 minutes

Price per night from

$1,028

Long Bay Stay w/Pools, Kitesurfing & Free Breakfast now 'til end June

Five Cays Settlement apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 26 minutes

Price per night from

$891

Oceanfront & Infinity Pool View! Free Breakfast now 'til end June!

Five Cays Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 26 minutes

Price per night from

$1,484

Partial Oceanview Plus Watersports & Free Breakfast now 'til end June

Five Cays Settlement studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 26 minutes

Price per night from

$503

Great rentals within 20 miles that match your search

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.

Responds fast! avg. 3 hours 26 minutes

Price per night from

$286

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!

Price per night from

$629

Casa de Isle right off Taylor Bay

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$442

BEST OF ROYAL WEST .... OCEAN FRONT Premium Suite on Grace Bay

Grace Bay hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise Found” Just returned from 6 nights at the Calabash Suite and would like to add my enthusiastic and positive comments to those of previous renters. The suite is wonderful, as nice and reasonably priced an accommodation as I think you could find on Provo. The furnishings are comfortable and tasteful, the kitchen well-equipped, the sheets and towels all of high quality and in great condition. The fact that the cleaning crew came in and performed a mid-stay cleaning helped to maintain its neat and clean condition so it always seemed fresh. The media center set-up includes a large flat screen to use in the event you wish to watch TV or a video. There's even an extra phone for free calls to the states. Andrew has gone to great lengths to make his guests feel comfortable and his gestures of providing detailed written information/instructions as well as a card and other amenities are welcome touches. We loved the location, virtually across the street from Coco Bistro and a short drive from other restaurants, the Bakery, food store and other shopping. As the resort is located near the eastern end of the beach, there isn't ever a lot of beach traffic so you never feel as though you're competing for space with others or part of a bustling resort. The resort's pool, bar and restaurant, beach facilities, towels and chairs are all available for use so you get to enjoy those resort amenities as well. As others have pointed out, the best feature of the Suite might be the veranda, which directly overlooks the beach and affords spectacular sunset photo ops. I must have taken the same photos every day our entire stay - they were just too beautiful to pass up. Andrew was a pleasure to work with, well-organized in his rental process and quick to follow-up whenever I had questions. I will - or have - made arrangements to return. Thanks, Andrew, for sharing this little part of Paradise.

Price per night from

$743

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$1,429

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

Price per night from

$5,491

Oceanfront Guest House

Providenciales guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Price per night from

$343

SunSea houses (Sea house)

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Turk and Caicos Island” The property is wonderful, it is away from the beaten path, but yet with in 5 mintnutes of most things. The kitchen is very well equipped and any issue a addressed immediately. To clarify, we broke a shower head, within an hour it was repaired. No muss non fuss. The owners and the property management team were great to deal with.

Price per night from

$286

SunSea houses (Sun house)

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$400

Villa Wyakha - 1 BR On Beach - Ocean view - Pool - Tiki Huts (Unit # 2)

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$479

The Breeze House , 3bedroom canal front with pool

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Stimulating and relaxing; it washed all the stresses away” The house is modern with clean lines, built on top of a hill. The views from the infinity pool and deck look over the wild salina with the sea in the background whose everchanging colours we tried unsuccessfully to photograph. No-one overlooks the property, and yet it is within 5-10mins drive of the famous Grace Bay beach and all the restaurants and bars. There is an even shorter 2min drive to another long empty beach. The agent was extremely good giving us all the information and help we needed to make our stay a delight. We took the ferry to another island and explored. We had a snorkelling trip. We thought about fishing or horse riding or cycle riding or playing golf but were quite happy just exploring the local culture and relaxing in the wonderful clear blue water of the sea or our pool.

Responds fast! avg. 3 hours 26 minutes

Price per night from

$456

The Old Beach House, 1 Bed Apartment

Providenciales apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Total comfort and very enjoyable, beach paradise.” We had visited Turks several years ago for our 25th anniversary and found the island a beautiful beach lover's paradise. We returned for a week recently and chose The Old Beach House for our accommodations. We where not disappointed at all, in fact staying here was head over heels better than staying in a resort with the crowds. The residence shared by Emma and Roger was extremely comfortable, clean and spacious. Past experience had taught us that a car was definitely a luxury if you wanted to see other parts of the island and venture out for dinner or groceries. The home owners definitely made sure you where comfortable and provided guidance to some of the lesser seen adventures on the island. Although there was a beach within a couple minute walk from your door we also took full advantage of the plentiful and extremely beautiful public access spots all along Grace Bay. While having a place to prepare meals came in handy we also enjoyed some local fare on numerous occasions. One of our fondest memories and special treat where the fresh eggs supplied by Emma's chickens. We hope to be returning asap and this is going to be our first choice of accommodations.

Responds fast! avg. 3 hours 26 minutes

Price per night from

$200

Affordable Vacation in Turks and Caicos

Providenciales cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Relaxing stay” Gilles and Genevieve work very hard to make their guest feel comfortable and at home here! My boyfriend and I visited for a week and had a wonderful time. It is in a residential area close enough to the town center to bike, drive or take a long walk. A stunningly beautiful and private beach is just a short walk away. The whole property is only 2 years old, so everything is new and well maintained. Our hosts lived right next door and were always available to help w/questions and bookings (which was great because we didn't turn on our cell phones while traveling abroad). The wifi connection was great for us too. We rented a car for part of the week, but Gilles and Genevieve drove us a few places for incredibly reasonable rates while we were car-less. This is an incredible value overall! Having such gracious hosts made our stay that much more pleasant and special too. I would highly recommend staying here for your next trip to the island.

Responds fast! avg. 3 hours 29 minutes

Price per night from

$229

Esencia Cottage - Private Pool - On the Beach - Intimate, Natural & Serene

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$519

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“A wonderful relaxing experience!” My stay here was wonderful. The house is located in a picturesque and quiet setting. I enjoyed walking to the beach each morning; stopping at the bakery for coffee on the way back. Afternoons were spent doing a little swimming in the blue ocean and lounging on the beach. Shops were close by and evenings were spent dining at gourmet restaurants that are within walking distance.

Price per night from

$515

Hollywood Beach Suites

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$339

Whitby Paradise Beachfront accommodation

Whitby villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$1,115

2 Bedroom Villa with sweeping views

Turtle Cove house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 42 minutes

Price per night from

$445

Sunset One Beach Villa

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$1,828

La Vista Azul Pool side Studio Ocean Views

Turtle Cove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

Price per night from

$246

La Vista Azul Grace Bay Ocean View One bedroom suite

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 29 minutes

Price per night from

$315

Affiniti Villa

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,258

Colibri Gardens Villa - Excellent Value in the Heart of Grace Bay

Grace Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$372

Second Chances 5 Bed Villa in Grace Bay

Grace Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$2,229

Milestone Grace Bay Beach Luxury Villa

Grace Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$3,715

Princess Villas Grace Bay

Grace Bay condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 51 minutes

Price per night from

$400

Modern Boutique Style Condo at La Vista Azul

Long Bay Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$262

Viewing 38 of 246
rentals in Five Cays Settlement

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