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 Long Bay
5 out of 5 average rating, 6 reviews

Kailoa Villa

RebeccaRating, 5 stars2 weeks ago
I don’t have enough words to describe how amazing Kailoa Villa is… you must experience it for yourself! Daily housekeeping and security included, everyone who came in was very professional. The villa has just about everything you could ask for - tennis, pickle ball, SUPs in addition to the amazing pool and hot tub. So many lounging areas all around the property. TKCA concierge was responsive during the planning process, and they coordinated an amazing private chef and transportation services. Will definitely be returning!
Luxe
Villa in Providenciales
4.92 out of 5 average rating, 13 reviews

Edge of Paradise: Luxury Villa w/Pool by the Beach

JesseRating, 5 stars25 months ago
Our family had the most amazing week at this incredible home. I cannot say enough wonderful things about the comfort of the house, the location and how helpful Jessica was during our stay (and before!). One of the best Airbnb experiences we have ever had. We will be back!
Luxe
Villa in Providenciales
5 out of 5 average rating, 8 reviews

[LR] Tamarind Villa

KellyRating, 5 stars1 month 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 Silly Creek
4.88 out of 5 average rating, 24 reviews

[LR] Oceanside Tower

MattRating, 5 stars1 month ago
Our stay at Oceanside Towers was absolutely incredible! Check in was easy and we were in awe of the breathtaking ocean views. The villa is beautifully designed, offering the perfect mix of luxury and comfort, with spacious rooms, a stunning wraparound veranda, and a peaceful private beach cove that felt like our own slice of paradise. A special shoutout to Dineshwarie and Julian from the management team, who went above and beyond to make our stay seamless and enjoyable. Their attention to detail and responsiveness made everything so easy, allowing us to fully relax and enjoy our vacation. The well-equipped and stocked kitchen was a huge plus! We love to cook, and it had everything we needed to prepare meals while taking in the incredible views. Dining alfresco with sunset views right by the killer pool! Clean bathrooms and linens made for comfortable accommodations! The kayaks are a big plus as they allowed us to explore the beautiful turquoise waters right from the villa. 5 star!
Luxe
Villa in Providenciales
5 out of 5 average rating, 7 reviews

Aqueous: Luxury Villa w/Tranquil Pool Near Beach

LisaRating, 5 stars40 months ago
Wonderful Villa! Clean, secure, so close to beach! We could live there!
Luxe
Villa in Providenciales
5 out of 5 average rating, 6 reviews

[LR] Gwynt A Mor

HeidiRating, 5 stars18 months ago
Everything about the place was exactly as described and we loved it! The communication started as soon as we booked and continued well after we’d landed in TCI. Comfortable, convenient, and well-appointed, the villa was everything we needed and the service provided us during the week exceeded our expectations. We definitely want to return to Gwynt A Mar!!!
Luxe
Villa in Long Bay Beach
4.83 out of 5 average rating, 6 reviews

Villa Blue Lagoon

MarimarRating, 5 stars5 months ago
Beautiful house at a great location. The beach is absolutely gorgeous and everything is accessible from here. The team went above and beyond helping us plan chefs, transportation etc. The rooms are all comfortable and good for big groups. Would love to stay here again soon!
Luxe
Villa in Turtle Tail
5 out of 5 average rating, 6 reviews

[LR] Villa Palermo

BenjaminRating, 5 stars5 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!

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