
Holiday rentals with beach access in Leeward Settlement
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Top-rated Accommodation with Beach Access in Leeward Settlement
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.
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Popular amenities for Leeward Settlement Accommodation with Beach Access
Apartment rentals with beach access

OCEAN ORCHID
Ocean Orchid was absolutely amazing. My family (wife, 4 y/o and 3 mos old), plus grandparents, stayed here for a full week. Nearby beach is super peaceful (like no one ever) and great for little kids. The backyard pool and sandpit was a big hit with our oldest, who just couldn't get enough of the table in the water and the big boat. Won't lie, I had fun watching the fish from the infinity pool. Karen was a wonderful host. Went above and beyond A+ hospitality. Upon arrival, there were some great snacks. She even went out and got us some super soft linens and an infant bath chair for our baby. All in all, would highly recommend staying here. Great location if you want to be away from the hussle and bussle, but still 15-20 minute to anything on the island, clean and always cool inside. Views were great from the decks (yes, two decks). If this is available during your travels, don't hesitate.

Heart of Gracebay - 1 Bed Condo
The condo was immaculate and looked better than the pictures. Chloe was very responsive and had the condo well equipped with the basic essentials. we were a block away from Grace Bay beach, restaurants, shops and entertainment. The condo has a nice screened porch overlooking the pool which we enjoyed in the evenings. I would definitely recommend Chloe's place.

Gracebay, Heated Pool, Gated.
Nice place to stay, very clean and responsive host. 10/10 recommend! We will be back.

The Old Beach House
This place was beyond perfect! It has everything you could possibly need, it was close to the beach, and Emma & Roger were great hosts who gave great recommendations and amazing communication. The place was its own getaway as my fiancé and I found so much peace in hanging out on the hammock/ in the garden area in the afternoons. Boxer and Buster made our trip 1000x better! They were our personal tour guides to the beach and Buster always kept us company either at the beach or at Da Conch Shack- they were both such good boys and a wonderful addition to our trip. I recommend renting a car as it is the best way to get around. Overall this was a perfect stay and we hope to come back one day!

1 Br Condo | Ocean Vista | Pool
We had such a peaceful time here. Bright sunlit unit with ocean views and comfortable new looking fit out. Owner mentioned to us he had just put in a brand new AC and definitely appreciated how well it worked after some struggles with another unit. And Mike was so friendly and responsive. Thanks for letting us stay at your beautiful condo, we hope to visit again!

Unwind, Swim & Dine Nearby
Eddy was very responsive and helpful, the space was clean and had everything you need (including beach chairs and an umbrella), pool was clean and never crowded, the condo complex was quiet and within an easy drive to restaurants, beaches, and the marinas.

Oceanview Studio: Steps away to Grace Bay Beach
Can’t say enough good things about the place, stay, location and hosts. Very responsive, centrally located, well equipped and peaceful. I have stayed in many Airbnb’s and this experience lived up to its description. Oscar was fantastic. Would def book again if visiting again.

Hidden Gem features a lovely 1 Bedroom Studio
Well this place is absolutely amazing cute you have everything you need for your Vacation Claudia and Floyd are super nice and Claudia makes you feel that just like home if we go back to Turks were definitely going back here if it's Available thanks again Claudia Mark&Lise
Holiday House Rentals with beach access

Beach Landing Villa
Colton and Mallory were gracious hosts. We appreciated the welcome snacks and beverages when we arrived. The beach chairs were super helpful and we loved having the bikes to ride into town for dinner a few nights. While the home is nice, one of the bedroom AC units seemed to have issues the entire time we were there…leaking down the wall and all over the floor. We followed all of the guidelines with not leaving doors or windows open when running it, but I think it needs to be replaced possibly as the other two worked beautifully. And again, nice house and having the pool was a hit with our kids but we paid more than my husband and I think it was likely worth. So much so, I had a hard time enjoying our vacation as I was a bit sick to my stomach we had spent so much for a home on a busy street with construction next door. Again, great hosts but I’m not sure we’d pay that much to stay there again.

Gated Villa w Pool. Walk to GraceBay Beach & Shops
We absolutely loved our stay! It was described perfectly. We did rent a car but would have been completely fine without it. The property was extremely clean and we had everything that we could have needed. The patio was the perfect place to have dinner and hang out with the family in the evenings. Coffee shops, restaurants, grocery store, and the beach were a really quick walk. I would highly recommend this property for small families and/or a small group of friends. Thank you for opening your home to us!!

Hopewell Villa East/Pool & walk to Gracebay Beach
The house was perfect for 3 of us over Spring Break, having the beach chairs, umbrellas, cooler and snorkellng gears were a huge help. We loaded up the car everyday and headed to our favorite Leeward beach. The house was in a quiet area with a fence gate. Coconut Bistro was the nearest restaurant and was walkable but for more restaurants/shopping it would be maybe 15-20 mins walk, luckily we had a car. We had a great time on this beautiful island and would love to come back one day.

“The Lighthouse”, Private Pool, Ocean Views, Beach
It’s hard to put into words what an amazing trip we had and how much this wonderful place contributed to that. It was quiet, private, and even had a private beach within walking distance. Everything you needed for cooking was in the kitchen, and the rooms are nicely separated for privacy. Our favorite part was Soldier, our island dog, who loved to walk us to the beach every day and was waiting for us when we woke up. The location of this place was great and that it is close to grocery shopping, the airport and some cute restaurants. We will definitely plan to visit again. Great place with great hosts!

1 BR Apt w/pool - Long Bay Hills #2
Do yourself a favor & book this place!! Spotless home with perfect AC units (I'm usually VERY picky with cleanliness), very WFH friendly (desk, chair, very good wifi, etc), and very safe location! I stayed here as a solo female traveler & never felt the need to even lock my door! Perfect place to stay long term, too - comes with everything you need, it's away from all of the resorts/noise (& fratty people). Incredible price, too! I will only come back to TCI if this home is available! I stargazed in the pool every single night. Jim & Maria are incredible hosts who were so helpful in every way. For example, I'm pretty sure Maria took the batteries out of her fire alarm to put into mine, so she suffered all night, but I didn't have to. They also lent me their paddleboard, gave me endless tips/tricks, & were so kind! Really made the island feel special. Thank you SO much for everything!

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views
Sea la vie is a quiet and relaxing place. The unit is as advertised and super clean. The long bay beach is a few minutes walk from the property has beautiful sunrise, paddle board, kayaks, portable chairs and umbrella are complementary by sea la vie.Majid the Host was helpful to answer any question we had.

Vision Kite- Longbay beach house
Wow! This place was perfect for my husband, myself, and our one year old. It’s so close to everything and allowed us to easily jump around to all the different beaches. The house is stunning and view is to die for! Highly highly recommend!!! Also, David is really great to rent from. He was super helpful and flexible with us, which were super grateful since we had our son with us and babies need flexibility ha! Thank you so much for such a wonderful experience!!!

Guest House 2B&2B near Grace Bay Beach & Long Bay
My sister and I stayed here and Bryan’s place was a gem. He had everything you could possibly need to be comfortable on your trip and more. Close to Grace Bay Beach which was great! It was also peaceful and surrounded by beautiful plants. Thank you!
Holiday condos with beach access

Allies Rest - Seaflowers townhome
Ulma’s place was perfect! The central location to everything was great since we went everywhere. At the house they had beach chairs, coolers, umbrellas, snorkel gear and quite a bit of other items we did not use. The pool was basically right out the back gate! The AC worked wonderfully, the house was stocked with everything we needed, it was incredibly clean, and the lay out for us was great. Highly recommend staying here!!

Amazing Ocean views -Modern Condo -Balcony - Pool
The view from the Balcony is Amazing- went to celebrate my wife’s birthday, great place to stay when with your significant other! Highly recommended

Grace Bay Luxury Gated 1400 sq ft 2 Bedroom Condo
James was very responsive and left clear instructions for us. The Airbnb was the cleanest we have ever stayed in, and the location is perfect. Slightly away from the hustle and noise of the main resorts but still within 5 min walking distance to the beach and plenty of restaurants. The Turks Kabob and CocoVan are quick, inexpensive places to get food and the resort restaurants and Coco Bistro. The grocery store across the street has everything you need and was the deli there was very economical for lunch food. We were very happy with our stay!

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞
Loved staying here and would absolutely rent again. The place has everything you need for a stay, and it's great central location for exploring the island. The condo is quiet, spacious, and clean. The view from the balcony patio is gorgeous! The pool is fabulous. The nearby restaurants are good, you can walk to get a coffee in the morning if you don't make your own. This place has all the extras that elevate your beach vacation: in-unit washer and dryer, beach chairs, beach umbrella, cooler. He even provides a bucket you can fill with water to wash the sand off your feet before entering the unit. I had to leave my reservation early due to a family emergency and the local manager was immediately responsive and kind. I can't wait to stay here again!

Couple’s Retreat with ocean view,pool and hot tub!
We stayed at Matt & Erin’s for our 10th wedding anniversary and it was amazing! Definitely off the beaten path and remote and peaceful. Their recommendations for excursions, restaurants, and things to do around the island were superb! We loved being able to walk out of the condo straight to the beach and enjoy morning coffee during sunrise! There is some seaweed along the beach but they thoroughly explain that it is for the overall health of the marine/sea life. There are areas not far down the beach that had little to no seaweed. We absolutely loved our time here and will hopefully be back soon!!

Shore to Please - Large Studio Condo with Patio
Mark’s place was the perfect fit for us! It’s quiet and peaceful, you can see a bit of the ocean from within the studio through the patio. Mark provided great recommendations and was super proactive with all of my questions. It was also great that we got to use the snorkel fins and beach chairs they provided.

Paradise Stay Studio-Beaches-Nature-Relax-Central
Just as advertised. Clean and very close to Smith Reef Beach. as others have mentioned, a car is a must. we had a great trip.

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!
Great location in Turtle cove, one block from Marina for diving! Gemma was very accommodating and flexible, which was great with our schedule! Check out Viator website for activities! Definitely need a rental car for transit on the island!
Quick stats about holiday rentals with beach access in Leeward Settlement
Total rentals
140 properties
Nightly prices starting at
$233 NZD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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