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Top Holiday Rentals in Leeward Settlement

The Atrium Resort
Outdoor pool, pool umbrellas, pool loungers
The Atrium Resort
3.5 star property
8.2 out of 10, Very good, (152)
"Great stay, peaceful not too far from the action but you’ll need your own transportation. "
The Atrium Resort
Checkers Vacation Homes
Front of property – evening/night
Checkers Vacation Homes
3.0 star property
7.0 out of 10, Good, (32)
"Very quiet and clean "
Checkers Vacation Homes
H2O LifeStyle Resort
View from property
H2O LifeStyle Resort
4.0 star property
9.4 out of 10, Exceptional, (54)
"This property is amazing and extremely quiet clean and beautiful I would definitely visit and stay here again"
The price is ₹51,004
per night
13 Jun - 14 Jun
H2O LifeStyle Resort
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Inn at Grace Bay
Beach nearby, white sand, sun-loungers, beach umbrellas
Inn at Grace Bay
3.0 star property
9.4 out of 10, Exceptional, (522)
"We has the best time here. Ariel was amazing and I couldn’t say enough about how he hooked us up for all kinds of deals for day trips and jet skis. He seriously is very dedicated and passionate about the guests. The only issue we had was a water leak through the wall when we gad some torrential rain that should be looked at asap. Ariel was great and got the place cleaned up and the tv on the wall replaced asap. Thank you for a great stay!"
Inn at Grace Bay
Neptune Villas
Sun deck
Neptune Villas
3.5 star property
9.2 out of 10, Wonderful, (215)
"The view of Chalk Sound is beautiful! Every meal we had at Las Brisas was delicious and we loved the beach at Sappdilla Bay."
The price is ₹22,512
per night
11 Jun - 12 Jun
Neptune Villas
The Tuscany on Grace Bay
Property entrance
The Tuscany on Grace Bay
4.0 star property
10.0 out of 10, Exceptional, (148)
"Extremely convenient stay with all the luxuries we could want. We could hear and see the beach right in front of our balcony. We could walk to the pool and the beach with minimal steps. Some Pool and beach floaties are provided as well as beach towels. They give you a local phone to use if needed. The place was a condo but they also had housekeeping daily. During the day the restaurant next door does rounds and takes orders for food and drinks they will deliver to your chair. I would definitely...
The Tuscany on Grace Bay
Sea Grape Studios
Outdoor pool, pool loungers
Sea Grape Studios
3.0 star property
8.8 out of 10, Excellent, (58)
"The property was in close proximity to Grace Bay, dining, and also the airport."
Sea Grape Studios
The Venetian on Grace Bay
On the beach
The Venetian on Grace Bay
4.0 star property
9.8 out of 10, Exceptional, (63)
"Liked that it was away from other busy hotels, which we intentionally wanted, but did require a 30 minute walk or a taxi ride at $6-$20 per person, depending on time of day/night to get to busier area with restaurants and casino. "
The Venetian on Grace Bay
South Fleetwood Grace Bay
Beach nearby, white sand, sun-loungers, beach umbrellas
South Fleetwood Grace Bay
3.0 star property
8.6 out of 10, Excellent, (137)
"Great time at the South Fleetwood!! Good location, nice villa, nice pool. Kitchen if u wish to cook! Great neighbors too we all enjoyed our time."
South Fleetwood Grace Bay
The Somerset on Grace Bay
2 outdoor pools, pool umbrellas
The Somerset on Grace Bay
5.0 star property
9.4 out of 10, Exceptional, (151)
"We stayed had a great vacation at The Somerset with our kids who are 12 and 14. It is a quiet resort, the grounds are very nice, the beach is beautiful and all of the staff we great! The condo we stayed in was very spacious and cleaned daily including turn down service each night. I would highly recommend staying here."
The price is ₹46,326
per night
20 Jun - 21 Jun
The Somerset on Grace Bay
Grace Bay Beach Ocean Villas
Beach/ocean view
Grace Bay Beach Ocean Villas
3.5 star property
8.8 out of 10, Excellent, (123)
"I would have given 5 stars but office manager wasn’t always accessible. The water would also go in and out at random times so we didn’t have water for showers. I did like that the beach was private and it’s a one minute walk. It was very quiet and secluded in comparison to the resorts. Very clean as well and we had our own pool. Would still highly recommend it. Wish the AC was stronger in the room as well. "
The price is ₹25,626
per night
9 Jun - 10 Jun
Grace Bay Beach Ocean Villas
Island Club Turks
Beach nearby, white sand, sun-loungers, beach umbrellas
Island Club Turks
3.0 star property
9.4 out of 10, Exceptional, (114)
"First off this property is close to everything!!!! Shisha lounge is less than a 5 minute walk . Noah’s arc is about a 5 minute drive ! Aziza is a 3 minute cab (service really sucked staff were very rude!) I’d suggest getting a driver before hand because you’ll save money . The room was great very clean . Friendly staff. Staff were very responsive ! I’d stay here again ! "
Island Club Turks
Northwest Point Resort
Sports facility
Northwest Point Resort
3.0 star property
8.4 out of 10, Very good, (124)
"I enjoyed it so much I stayed twice , the report is beautiful , remote , quiet , the beach is great for long walks and the on site restaurant was so convenient for lunch and dinner , Lisa the manager was very helpful and responded to help us with car rentals and day tripping , I highly recommend the resort , "
The price is ₹26,264
per night
7 Jun - 8 Jun
Northwest Point Resort
Harbour Club Villas & Marina
Aerial view
Harbour Club Villas & Marina
3.0 star property
10.0 out of 10, Exceptional, (21)
"I absolutely loved this amazing quiet oasis. Marta and Mike were so friendly & accommodating. The villas were private, clean, & fully equipped with necessities to cook or eat out. Was able to have an in Villa massage by Phenomenal Mobile Massage. Close to the airport, activities, stores, & restaurants. Will be staying here again. "
Harbour Club Villas & Marina
Caribbean Sea Breeze Villas
Family Villa, 2 Bedrooms, Ocean View, Beachfront | Beach | On the beach, white sand
Caribbean Sea Breeze Villas
3.0 star property
9.2 out of 10, Wonderful, (75)
"The outlets needs to be fixed. "
Caribbean Sea Breeze Villas
Dream Villas Provo
Outdoor pool
Dream Villas Provo
2.5 star property
8.4 out of 10, Very good, (8)
"We just got back from our stay at Dream Villas Provo! We loved it. We stayed in unit 3B and it was on the second floor with a roof top splash pool. The unit was cozy and perfect for two people! We spent most of our time in the splash pool! We saw turtles from our balcony and the horses go by a couple times a day! You need a car and it’s not located in the best neighborhood but we felt safe and had no safety concerns. Our host Charlene was great and she helped my husband with Roses for our...
Dream Villas Provo
La Vista Azul Modern Condo Ocean Views
2 outdoor pools
La Vista Azul Modern Condo Ocean Views
3.5 star property
8.0 out of 10, Very good, (13)
"Fantastic room! Excellent communications! No problems at all!!"
The price is ₹13,257
per night
19 Jun - 20 Jun
La Vista Azul Modern Condo Ocean Views
Coral Gardens on Grace Bay
2-Bedroom Oceanfront (2212) | Beach/ocean view
Coral Gardens on Grace Bay
3.5 star property
8.8 out of 10, Excellent, (285)
"Private friendly and well located to reef and excursion pick up."
Coral Gardens on Grace Bay
The White House TCI Guest House
Front of property
The White House TCI Guest House
3.5 star property
8.4 out of 10, Very good, (5)
"The house is beautiful and the staff is nice; if you dont like seeing the housekeeper and property manager popping up in and at the house unannounced every single day then this isn't the place for you; Master bedroom is huge and nice but was hot the entire week and the TV in the master bedroom was broken; I also didn't like that you have to pay a light bill upon checking out but other than those few things the house is amazing "
The White House TCI Guest House
Villa Serenity by the water
Lake
Villa Serenity by the water
3.5 star property
8.2 out of 10, Very good, (15)
"I like everything about it except the water to cold 😩"
The price is ₹11,625
per night
10 Jun - 11 Jun
Villa Serenity by the water
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See all available properties in Leeward Settlement
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Leeward Settlement you may be interested in

Blue Haven Resort - All Inclusive
Front of property
Blue Haven Resort - All Inclusive
4.0 star property
9.0 out of 10, Wonderful, (614)
"I liked the property. I wish they'd make eating accommodations for guest arriving between 4-6pm. Also guest services personnel could use some training on being more helpful when asked questions they dont know how to answer. Other than that it was a good trip."
The price is ₹91,633
per night
7 Jun - 8 Jun
Blue Haven Resort - All Inclusive
The Atrium Resort
Outdoor pool, pool umbrellas, pool loungers
The Atrium Resort
3.5 star property
8.2 out of 10, Very good, (152)
"Great stay, peaceful not too far from the action but you’ll need your own transportation. "
The Atrium Resort
Checkers Vacation Homes
Front of property – evening/night
Checkers Vacation Homes
3.0 star property
7.0 out of 10, Good, (32)
"Very quiet and clean "
Checkers Vacation Homes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Rentals in Leeward Settlement

Search for holiday rentals in Leeward Settlement on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Leeward Settlement using one of the methods below:

  • View our selection of featured holiday rentals in Leeward Settlement
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Look no further and take a look at our great range of rental properties in Leeward Settlement!

Frequently asked questions

Can I find a holiday rental in Leeward Settlement?

Yes, there are holiday rentals close to the most popular sights in Leeward Settlement, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Leeward Settlement?

With 60 Expedia holiday rentals, you're guaranteed to find just the right place for your Leeward Settlement stay.

What’s there to see and do in Leeward Settlement?

Leeward Beach and Long Bay Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Grace Bay Beach and Providenciales Beaches are other places worth a visit.

What’s a holiday rental in Leeward Settlement like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Leeward Settlement. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family gatherings.

Recent reviews of Leeward Settlement properties
Expedia verified reviews

West Bay Club

West Bay Club

5/5 Excellent
"The Staff Was Absolutely Amazing!!!"
A verified traveller stayed at West Bay Club
Posted 1 day ago
West Bay Club