Vacation Rentals with Pool in Cheshire Hall Plantation, Providenciales: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Turks and Caicos
  4.  Providenciales
  5.  Cheshire Hall Plantation

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806 Best Vacation Rentals with Pool in Cheshire Hall Plantation (Starting from $153)

Villa with Sea View
Villa with Sea View
Villa
Providenciales, TKCA, Turks and Caicos Islands
0.9k from Cheshire Hall Plantation center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$1150
Average price / night
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Silver Sands Villa Turks and Caicos – 8-Bedroom Luxury Beachfront Villa with Gym & Padel Court
Silver Sands Villa Turks and Caicos – 8-Bedroom Luxury Beachfront Villa with Gym & Padel Court
Villa
Thompson Cove, TKCA 1ZZ, Turks and Caicos Islands
0.3k from Cheshire Hall Plantation center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

8 Bedrooms16 Guests
New to Booking
$8584
Average price / night
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Rock House
Rock House
Resort
Providenciales, TKCA, Turks and Caicos Islands
1.4k from Cheshire Hall Plantation center

Luxury, Cheap, Accommodations, Pools, Resorts, Parking, Spa, Pet-friendly, 5-star

66 Bedrooms95 Guests
9.3

Superb

96 reviews

$977
Average price / night
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Gorgeous 2BR in Heart of Provo - Close to Beaches
Gorgeous 2BR in Heart of Provo - Close to Beaches
Condo
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
0.4k from Cheshire Hall Plantation center

AC, Barbecue, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
8.0

Good

4 reviews

$387
Average price / night
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Villa TreeHaus Paradise Overlooking Grace Bay
Villa TreeHaus Paradise Overlooking Grace Bay
Villa
Providenciales, TKCA, Turks and Caicos Islands
1.7k from Cheshire Hall Plantation center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$1251
Average price / night
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Aqualara Villa Luxury Island Retreat w/ Rooftop Lounge Pool
Aqualara Villa Luxury Island Retreat w/ Rooftop Lounge Pool
Villa
Caicos Islands, TKCA 1ZZ, Turks and Caicos Islands
0.6k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

4 reviews

$2044
Average price / night
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Villa Coral Turks Caicos
Villa Coral Turks Caicos
Villa
Turtle Cove, TKCA, Turks and Caicos Islands
1.7k from Cheshire Hall Plantation center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$2877
Average price / night
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Your Private Villa Canal Front and pool in tranquil setting perfect for families
Your Private Villa Canal Front and pool in tranquil setting perfect for families
Villa
Thompson Cove, TKCA 1ZZ, Turks and Caicos Islands
0.6k from Cheshire Hall Plantation center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

10 reviews

$1040
Average price / night
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Luxury Apartament in Providenciales, Turks and Caicos Islands
Luxury Apartament in Providenciales, Turks and Caicos Islands
Apartment
Turtle Cove, TKCA, Turks and Caicos Islands
2.2k from Cheshire Hall Plantation center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms3 Guests
New to Booking
$611
Average price / night
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Breezy, eco-friendly, with pool and lagoon view
Breezy, eco-friendly, with pool and lagoon view
Apartment
Caicos Islands, TKCA 1ZZ, Turks and Caicos Islands
0.6k from Cheshire Hall Plantation center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.2

Superb

10 reviews

$461
Average price / night
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Beautiful Apartament in Providenciales, Turks and Caicos Islands
Beautiful Apartament in Providenciales, Turks and Caicos Islands
Apartment
Turtle Cove, TKCA, Turks and Caicos Islands
2.2k from Cheshire Hall Plantation center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$579
Average price / night
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Aqualara Villa & Paradise One Villa Suites
Aqualara Villa & Paradise One Villa Suites
Villa
Providenciales, TKCA1ZZ, Turks and Caicos Islands
0.7k from Cheshire Hall Plantation center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

8 Bedrooms22 Guests
New to Booking
$2750
Average price / night
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Villa Serenity by the water-Tranquility Suite
Villa Serenity by the water-Tranquility Suite
House
Providenciales, TKCA, Turks and Caicos Islands
2.2k from Cheshire Hall Plantation center

Accommodations, Pools, Parking, Homestays, Lodgings, Jacuzzis, Places to stay, Self-catering

2 Bedrooms6 Guests
8.0

Good

1 reviews

$315
Average price / night
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Turtle Sands - Tiki Bar and Waterfront!
Turtle Sands - Tiki Bar and Waterfront!
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
0.7k from Cheshire Hall Plantation center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, No Smoking, Patio, Pool

3 Bedrooms6 Guests
New to Booking
$800
Average price / night
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Villa Serenity by the Water- one bedroom Water View Suite
Villa Serenity by the Water- one bedroom Water View Suite
House
Providenciales, TKCA, Turks and Caicos Islands
2.2k from Cheshire Hall Plantation center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

1 Bedroom3 Guests
8.2

Very Good

36 reviews

$153
Average price / night
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Stunning 8-bdr Beachfront Villa at Thompson Cove - Fully Staffed
Stunning 8-bdr Beachfront Villa at Thompson Cove - Fully Staffed
Villa
Kew Town Settlement, TKCA 1ZZ, Turks and Caicos Islands
0.8k from Cheshire Hall Plantation center

AC, Arcade, Balcony, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, Microwave

8 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$8418
Average price / night
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NEW Tropical Waterfront Cooper Jack Bay Villas
NEW Tropical Waterfront Cooper Jack Bay Villas
Villa
Five Cays Settlement, TKCA, Turks and Caicos Islands
2.4k from Cheshire Hall Plantation center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
6.9

Good

8 reviews

$1526
Average price / night
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Modern Luxury/Beachfront Villa/Snorkel & Kayak Right off your Beach
Modern Luxury/Beachfront Villa/Snorkel & Kayak Right off your Beach
Villa
Thompson Cove, TKCA 1ZZ, Turks and Caicos Islands
0.9k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
10.0

Exceptional

24 reviews

$2296
Average price / night
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Villa Serenity Water View Suite Sleeps 3 w Pool
Villa Serenity Water View Suite Sleeps 3 w Pool
Villa
TKCA, Turks and Caicos Islands
2.5k from Cheshire Hall Plantation center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom3 Guests
7.4

Good

5 reviews

$313
Average price / night
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Cheerful 3 bedroom Villa close to Grace Bay and Chalk Sound
Cheerful 3 bedroom Villa close to Grace Bay and Chalk Sound
House
Blue Mountain, TKCA 1ZZ, Turks and Caicos Islands
0.9k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

26 reviews

$642
Average price / night
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OCEAN SEACRET Luxurious views, Gated safe pool near Grace Bay beach PRIVATE CHEF
OCEAN SEACRET Luxurious views, Gated safe pool near Grace Bay beach PRIVATE CHEF
House
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.0k from Cheshire Hall Plantation center

AC, Barbecue, Dryer, Fireplace, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$680
Average price / night
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GardenSuite at Aqualara Villa w/ shared Rooftop Infinity Lounge Pool & Patio
GardenSuite at Aqualara Villa w/ shared Rooftop Infinity Lounge Pool & Patio
Apartment
Providenciales, TKCA1ZZ, Turks and Caicos Islands
1.0k from Cheshire Hall Plantation center

AC, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$691
Average price / night
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Villa Silver Sands | Beach Front - Located in  Stunning Providenciales with Private Pool
Villa Silver Sands | Beach Front - Located in Stunning Providenciales with Private Pool
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.0k from Cheshire Hall Plantation center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

8 Bedrooms16 Guests
New to Booking
$8165
Average price / night
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Villa Silver Sands | Beach Front - Located in  Tropical Providenciales with Private Pool
Villa Silver Sands | Beach Front - Located in Tropical Providenciales with Private Pool
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.0k from Cheshire Hall Plantation center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
New to Booking
$7100
Average price / night
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Skyline Villas - Villa Cosmo with Private Pool
Skyline Villas - Villa Cosmo with Private Pool
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.1k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$2143
Average price / night
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Skyline Villas - Villa Luna with Private Pool
Skyline Villas - Villa Luna with Private Pool
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.1k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$1830
Average price / night
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Skyline Villas - Villa Pluto with Private Pool
Skyline Villas - Villa Pluto with Private Pool
Villa
Providenciales, TKCA 1ZZ, Turks and Caicos Islands
1.1k from Cheshire Hall Plantation center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$2097
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Cheshire Hall Plantation.

Where to stay in Cheshire Hall Plantation? Best neighborhoods & areas

Cheshire Hall Plantation Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 806 verified vacation rentals with a pool in Cheshire Hall Plantation. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Cheshire Hall Plantation vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $153 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Cheshire Hall Plantation offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Cheshire Hall Plantation welcome pets. Currently, 19 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Cheshire Hall Plantation often include additional outdoor features such as Pool, View, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Cheshire Hall Plantation offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.