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Leeward Settlement Vacation Rentals

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Vacation Rentals in Leeward Settlement

The Atrium Resort
Outdoor pool, pool umbrellas, sun loungers
The Atrium Resort
3.5 star property
8.2 out of 10, Very Good, 152 reviews
"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 reviews
"Very quiet and clean "
Checkers Vacation Homes
H2O LifeStyle Resort
View from property
H2O LifeStyle Resort
4.0 star property
9.6 out of 10, Exceptional, 58 reviews
"This spot was great. Modern, clean vibe, beautiful property. Beach access and close to Grace Bay."
The price is ₩890,447
per night
Jun 20 - Jun 21
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, 523 reviews
"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
Sea Grape Studios
Outdoor pool, sun loungers
Sea Grape Studios
3.0 star property
8.8 out of 10, Excellent, 58 reviews
"The property was in close proximity to Grace Bay, dining, and also the airport."
Sea Grape Studios
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 reviews
"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 ₩896,457
per night
Jul 4 - Jul 5
The Somerset on Grace Bay
The Tuscany on Grace Bay
Property entrance
The Tuscany on Grace Bay
4.0 star property
10.0 out of 10, Exceptional, 150 reviews
"Very nice and accommodating staff"
The Tuscany on Grace Bay
Neptune Villas
Sundeck
Neptune Villas
3.5 star property
9.2 out of 10, Wonderful, 216 reviews
"The view of Chalk Sound is beautiful! Every meal we had at Las Brisas was delicious and we loved the beach at Sappdilla Bay."
Neptune Villas
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 reviews
"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 Venetian on Grace Bay
On the beach
The Venetian on Grace Bay
4.0 star property
9.8 out of 10, Exceptional, 63 reviews
"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
Grace Bay Beach Ocean Villas
Beach/ocean view
Grace Bay Beach Ocean Villas
3.5 star property
8.8 out of 10, Excellent, 125 reviews
"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 ₩429,942
per night
Jul 9 - Jul 10
Grace Bay Beach Ocean Villas
Harbour Club Villas & Marina
Aerial view
Harbour Club Villas & Marina
3.0 star property
10.0 out of 10, Exceptional, 21 reviews
"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
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 reviews
"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, 125 reviews
"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 ₩432,772
per night
Jun 15 - Jun 16
Northwest Point Resort
Dream Villas Provo
Outdoor pool
Dream Villas Provo
2.5 star property
8.0 out of 10, Very Good, 9 reviews
"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
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 reviews
"The outlets needs to be fixed. "
Caribbean Sea Breeze Villas
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 reviews
"Fantastic room! Excellent communications! No problems at all!!"
The price is ₩218,794
per night
Jun 19 - Jun 20
La Vista Azul Modern Condo Ocean Views
Villa Serenity by the water
Lake
Villa Serenity by the water
3.5 star property
8.2 out of 10, Very Good, 15 reviews
"I like everything about it except the water to cold 😩"
The price is ₩191,553
per night
Jul 9 - Jul 10
Villa Serenity by the water
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, 286 reviews
"My family of 4 stayed at Coral Gardens for in early June 2024. We loved the location and the amount of space. We loved all of the room and the amazing ocean view we had at Coral Gardens! Coral Gardens was very clean, the A/C worked well, and the staff were friendly and helpful. There were plenty of chairs with umbrellas on the beach and fresh towels were provided at the desk by the beach. Snorkeling by the resort is amazing! It was nice not having to drive or take a boat anywhere else to...
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 reviews
"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
Don't see what you're looking for?
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, 615 reviews
"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 ₩1,509,894
per night
Jun 15 - Jun 16
Blue Haven Resort - All Inclusive
The Atrium Resort
Outdoor pool, pool umbrellas, sun loungers
The Atrium Resort
3.5 star property
8.2 out of 10, Very Good, 152 reviews
"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 reviews
"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.

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

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Frequently asked questions

Can I find a vacation rental in Leeward Settlement?

Yes, we have vacation rentals near well known sights in Leeward Settlement, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Leeward Settlement has to offer?

Villa Serenity by the water: This vacation home rental outside Leeward Settlement is located in the historical district and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and kitchenware can make your vacation run smoothly.

How many vacation rentals will I find in Leeward Settlement?

With 60 Expedia vacation rentals, you're sure 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 vacation rental in Leeward Settlement like?

A vacation rental is a private property you can stay in for a long or short time in Leeward Settlement. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family getaway.

Recent reviews of Leeward Settlement properties
Expedia verified reviews

The Sands at Grace Bay

The Sands at Grace Bay

5/5 Excellent
"This was an absolutely beautiful property with incredible beach access. The staff was so friendly and really made us feel welcome. Hemingway’s restaurant had great atmosphere and a beautiful view of the beach and pool."
A verified traveler stayed at The Sands at Grace Bay
Posted 1 day ago
The Sands at Grace Bay