Luxury rentals in Leeward Settlement

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Popular amenities for Leeward Settlement luxury holiday rentals

Other great luxury holiday rentals in Leeward Settlement

Luxe
Villa in Providenciales
5 out of 5 average rating, 8 reviews

[LR] Tamarind Villa

KellyRating, 5 stars3 months ago
Tamarind Villa is a beautiful luxury villa with all the amenities you expect at a high end villa. The only surprise was there were no seasonings. There was 1 large shaker of pepper but that was it. I normally see the staples in nice villas. We left all that we bought and hopefully they are still there. I would bring lil bags of basic seasonings if I come again. The villa is walkable to the Marina where you can have a nice dinner at Mango Reef, casual dinner and drinks at Shark Bite. There is a cute breakfast spot where you can grab a coffee, latte, breakfast or smoothie just down from the marina. This was a fantastic place to enjoy our time with our adult kids and reconnect.
Luxe
Villa in Long Bay Hills
5 out of 5 average rating, 4 reviews

Villa Umi

BrennaRating, 5 stars12 months ago
Rented this awesome villa for a week. Everything about it, the decor, the layout, the pool, the grounds, the staff, the checkin, the chef, the responsiveness and help with bookings, taxis and transfers, etc throughout was absolutely fantastic. Chef Rex was particularly spectacular. I would stay here again in a heartbeat. I already have four contacts who have requested the link for booking. Thank you TKCA rentals and Umi Villa staff for making this one of my family’s most memorable and beautiful vacation stays ever.
Luxe
Villa in Providenciales
5 out of 5 average rating, 7 reviews

[LR] Gwynt A Mor

DjRating, 5 stars3 months ago
Overall the place is FANTASTIC!!! We had some of wedding photos done here because it was so beautiful! Place is perfect for multi family trips. We had 4 households on this trip and there was plenty of room for everyone to have their own space.
Luxe
Villa in Providenciales

Horizon Beachfront Villa in Chalk Sound

JoelRating, 5 stars3 months ago
Super nice host, fast and easy communication, the place was beautiful and safe. I wish I took advantage of the taxi they provided because they came super fast.
Luxe
Villa in Ocean Drive
5 out of 5 average rating, 7 reviews

[LR] Balinese Villa

LindsayRating, 5 stars34 months ago
Have been wanting to go to this house for 5 years since I first saw it on airbnb and it did not disappoint! Dinesh and the whole team were awesome and very responsive. The A/C broke on the 2nd to last night we were there so that was hard for someone who likes it very cold, but they had someone come out at midnight to fix 2/3 bedrooms and the 3rd bedroom the next morning, so very helpful. The only thing I would say is make a note the A/C is usage is extra and billed at the end of the trip so just be aware of that! Nothing but great things to say and hope to stay again!
Luxe
Villa in Turtle Tail
5 out of 5 average rating, 6 reviews

[LR] Villa Palermo

BenjaminRating, 5 stars6 months ago
The Palermo Villa was exceptional, breathtaking, and filled with pleasant surprises. The property is located in a secluded area in Turtle Tail that has private security on the roads. Upon entering the private gate that opens into a resort-style driveway, we were in awe. The entrance foyer is completely open concept with tasteful decor and has three sets of double doors that open to the veranda and provide true indoor/outdoor living. Walking out into the pool area, we were greeted by a completely unobstructed view of the ocean and a walkway down to the private kayak launch. While some of the amenities were described in detail, we were pleasantly surprised to find: - a two-person kayak - inflatable stand-up paddleboard - pool floaties - a propane grill with extra propane tank - fully stocked kitchen - complimentary local beer and water in fridge The Palermo Villa was completely deserving of its designation as a luxe property. Thanks to Bert, Julian, and Paul. We will be staying again!
Luxe
Villa in Chalk Sound
5 out of 5 average rating, 12 reviews

[LR] Hesperides House

DarylRating, 5 stars2 months ago
Our family enjoyed a relaxing stay at this beautiful home. It has everything you need to make it a great vacation. The views were spectacular!
Luxe
Villa in Providenciales
5 out of 5 average rating, 6 reviews

Villa Alee: Pool & Golf Cart, Walkable to Beach

CharlotteRating, 5 stars14 months ago
Beautiful place, looked just like the pictures! Relaxing back porch especially with a pool, and nice yard. We had breakfast outside every day and sat in the outdoor living in the afternoons. The house was super clean, well appointed with everything we needed for a great week in Provo with a family of 5, extremely comfortable with thoughtful touches everywhere. The location in Leeward was very nice, we felt safe as this is a gated community with cameras and a guard at night, and an alarm system. The house is quite close to Sunset beach (5 mins with the golf cart provided,) where there were beach loungers waiting for us every day. With a car, it was also a short drive to multiple other beaches as well, and plenty of restaurants and shops. We were greeted at check-in by someone who gave us the keys and walked us through the house, we were even able to check in early when our flight arrived, which was convenient. Be aware there is a lot of construction going on nearby so some noise.

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