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Five Cays Settlement Rentals

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336 Houses

TC Villas // Beach Villa Shambhala // Elegant Mansion on the beach

Five Cays Settlement villa

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$2,000

Family Friendly, Spacious Private Villa, Long Sunsets, Water View, Private Pool

Five Cays Settlement villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$688

Luxury Oceanview Condo 2 Pools at Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$578

Condo with Oceanview plus Watersports Onsite and 2 Pools

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$578

Oceanview Resort Condo with Kitesurfing and Watersports

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$612

Oceanview Resort Condo 2 Pools Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$636

Luxury Condo w/Ocean & Pool View at Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$578

Ocean and Pool View Resort Condo at Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$607

Ocean and Pool View 1B Unit with Access to Watersports

Five Cays Settlement condo

1 bedroom / 2 bathrooms / sleeps 3

Responds fast! avg. 1 hour 48 minutes

Price per night from

$492

Resort Oceanview Condo plus 2 Pools at Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$693

Luxury Ocean and Pool View Condo with Free Watersports!

Five Cays Settlement condo

1 bedroom / 2 bathrooms / sleeps 3

Responds fast! avg. 1 hour 48 minutes

Price per night from

$492

Magnificent 4B Oceanfront Penthouse with Infinity Pool

Five Cays Settlement condo

4 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 1 hour 48 minutes

Price per night from

$1,166

Oceanview Condo at Long Bay Beach and 2 Resort Pools

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$648

Oceanfront Infinity Pool Condo on Long Bay Beach

Five Cays Settlement condo

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 48 minutes

Price per night from

$1,031

Resort Condo with Ocean and Pool View at Long Bay Beach

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$601

Luxury Condo w/Ocean & Pool View | Long Bay Beach!

Five Cays Settlement condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 48 minutes

Price per night from

$636

Luxury Condo Steps to an Oceanfront Infinity Pool

Five Cays Settlement condo

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 48 minutes

Price per night from

$1,041

Great rentals within 20 miles that match your search

5-STAR REGENT GRAND .... OCEAN FRONT Premium Suite on Grace Bay

Grace Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Stay at Grand Calabash” This is a beautiful condo in the Regent Grand. Everything was just as the owner described in the Vrbo listing. The owner (Andrew) was extremely responsive and made everything easy. The size of the unit is fantastic and the decorating is very nicely done. The beds were comfortable and the sheets and towels were excellent quality. All three of us just melted into the large sectional sofa in the living room. The paintings were nice and came from a local artist with a shop in the Regent Village. The kitchen had everything that we needed. The second floor location is great with easy access by stairs or elevator. You will never tire of the gorgeous view from the large oceanfront balcony. The unit also has a small balcony off of the bedrooms that overlooks the signature heated pool with two hot tubs. The Regent Grand staff is top notch with a special mention to JoJo as he is simply great. The beach is just steps away and the pictures rarely do it justice as the sand is silky soft and the shades of water color almost surreal. We would happily rent again from andrew and return for another visit to this wonderful property.

Responds fast! avg. 3 hours 35 minutes

Price per night from

$858

Turks and Caicos Grace Bay Beach Brand New Villa

Leeward villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 44 minutes

Price per night from

$735

Sunset One Beach Villa

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,959

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.

Travelers’ Choice award

Price per night from

$210

Wyakha Townhome (3 BR)- On Beach - Ocean Views - Pool - Beach Chairs + Umbrellas

Long Bay Beach townhouse

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$509

★★★★★ Affordable Getaway in Paradise !

The Bight Settlement apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 48 minutes

Price per night from

$171

Grace Bay Beach Ocean Villas, Magnolia Villa. Rated #1 On Trip Advisor.

Turtle Cove villa

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$408

Karana 3 BR Luxury Villa - On Beach - Ocean Views - Prvt Pool - Serene & Natural

Long Bay Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$904

The Yacht Club

Lower Bight condo

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$338

Luxury Vacation Villa 3 bdm/3 bath, Incredible Ocean views & breezes, large pool

Long Bay Beach house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$608

Villa Wyakha - 1 BR On Beach - Ocean view - Pool - Tiki Huts

Long Bay Beach villa

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$290

Grace Bay condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 25 minutes

Price per night from

$400

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.

Price per night from

$308

Ocean Front Resort***Spacious Elegant 1 BDR Ocean View 5*.

Providenciales hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

“Beautiful place, perfect weather” The condo was exactly as decribed only the view was better! Candi the owner was great to work with, offering dining and activity suggestions and even following up while we were there to make sure everything was alright. The resort offered many activities and the staff was very accomodating. The only negative was that they were often out of towels for the beach. The weather was wonderful and the water beautiful. Had a most enjoyable relaxing vacation.

Responds fast! avg. 3 hours 28 minutes

Price per night from

$542

Pool-side Studio with private stairs from balcony to pool - sweeping water views

Turtle Cove condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

Price per night from

$240

Palmetto Lodging

Whitby apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$117

RED CLOVER SPACIOUS CLEAN AND CLOSE TO THE BEACH.

Long Bay Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 12 minutes

Price per night from

$344

Gorgeous Modern Beach Suite La Vista Azul

Turtle Cove studio

Studio / 1 bathroom / sleeps 4

Price per night from

$307

Affiniti Villa

Chalk Sound National Park villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 0 minutes

Price per night from

$1,292

Casa de Isle right off Taylor Bay

Providenciales villa

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 41 minutes

Price per night from

$431

Dragonfly House 2 BR with AC - Affordable - 5 min to Beach - Snorkeling kits

Providenciales house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 13 minutes

Price per night from

$245

Viewing 38 of 336
rentals in Five Cays Settlement

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