
Kid-friendly holiday rentals in Leeward Settlement
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Top-rated family-friendly rentals in Leeward Settlement
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Popular amenities for Leeward Settlement family-friendly rentals
Kid-friendly house rentals

Tropical Carabas Villa!
Check in was easy. Junior was easy to communicate with. Place was nice. Enjoyed our stay.

Villa Cocuyo Micro Villa with pool
This was the perfect couples getaway. This villa was in the perfect location, close to the airport and about 10-15 mins away from all the hotels and local shops. I would recommend renting a car it's cheaper for sure. Jeffrey was very responsive and let us check in way earlier than planned, he also had drinks in the fridge for us which was so kind of him! We explored all the beaches and Jeffrey had some beach chairs that we could borrow which was great. If I could add something to the villa it would be a full length mirror for those outfit checks :) Overall, 10/10 experience and would definitely book again.

1 BR Apt w/pool - Long Bay Hills #1
The condo was exactly as advertised! King bed was so comfortable, big shower with great water pressure. The pool and patio were lovely. The Host was proactive and responsive and had great local recommendations. This is part of a duplex - so you will have neighbors sharing the pool and patio. There are beach towels in the unit and two chairs and two snorkels to share with the other unit. Great stay 10/10 would recommend š¤£

Gated Villa w Pool. Walk to GraceBay Beach & Shops
We really enjoyed our stay. It was a great location & walkable to beach, grocery & restaurants.

āThe Lighthouseā, Private Pool, Ocean Views, Beach
Itās 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!

The Sapphire Villa. Tropical Oasis. Make memories
Absolutely perfect stay! This place exceeded all our expectations ā beautifully decorated, spotless, and just steps from the beach. The hosts were incredibly responsive and thoughtful, making sure we had everything we needed for a relaxing getaway. Canāt wait to come back!

Sunny Paradise Long Bay
We had a great time. The house was spacious enough for 5 adults. The kitchen had a lot of counter space for cooking meals. Having a washer and dryer was a life saver. The view from the top deck was amazing. The area felt safe.

Paradise Villa #4, (Studio)
After reading reviews and now staying at this spot, we 100% agree that the location of this studio makes the stay worth it! Itās small, nothing fancy, but was comfortable and cozy. We took a short 2 min drive in our rental car to Bight Park (Grace Bay) often during our stay and the beach was one of our top beaches after visiting Provo, North/ Middle Caicos. Popular fish fry, shops and all popular beaches within a 10 min drive. š Book it if you want to save $$ and hit up all the good spots!
Family-friendly apartment rentals

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.

Poco Villa
Amazing find and great host! The property is amazing, quiet, calm, beautiful and comfortable. We had everything we needed to enjoy our time. Its a great place to disconnect and explore turks and Caicos. The best thing to do in Turks and Caicos is beach hopping and Michaelās place is super central, yet hidden in nature so you can go anywhere from there but still disconnect and relax easily. The airbnb comes with two beach chairs and a cooler. Just load them in the car and go explore! We also enjoyed having down time and reading by the pool area in between beach days. Highly recommend. We will definitely stay here again when visiting turks and Caicos. Things you must know about turks and caicos: you need a car regardless where you stay. Taxis are not readily available, not even by the grace bay beach area (lots of tourists get stranded there). The island is super safe and its fairly easy to drive. you will enjoy the freedom and time savings from being able to drive to places.

Elegant Penthouse in the Heart of Grace Bay
Location in the center of Grace Bay was absolutely ideal! We were able to walk to all our dinner reservations and cute shops. The view of the pool from the third floor balcony was lovely. The funky optional ocean blue lighting added to the ambience. When an issue came up⦠Icemaker not working, needed a spatula, blender was leaking⦠Simone was incredibly responsive and took care of the matter immediately. Easy flat walk of .25 mile to beautiful white sand beach, where lounge chairs were available to us, and umbrella rental available. We found the location to be perfect, and the accommodations were very comfortable, but not extravagant. Full-size washer and dryer as well as a dishwasher added to the convenience. A collection of fins, masks and floats were on the balcony, but we brought our own. For the convenience and location and price, we would definitely stay in this property again.

Beautiful Studio SMALL CAR Inclusive
Great stay! The location was very central, quiet, and safe. Danielle provided us with many great recommendations and was extremely responsive throughout our entire stay. You definitely need a car to fully enjoy the island so it was amazing have one included with the stay, as well as the beach chairs and umbrella. We felt safe the entire time and the location is very quiet and peaceful. We would stay again!

āļøš Modern Luxury Ocean View Studio Suite šāļø
this place is great! looks just like the pictures wit ha wonderful view of the coast. the perfect amount of distance away from everything to still feel comfortable driving. Amenities are definitely worth it pools were amazing. all in all a great trip wit ha great place to stay!

The Old Beach House 2 bedroom
Wonderful stay at the Old Beach House! The place was spacious and comfortable, kitchen was well-stocked, and we made good use of the snorkel equipment and beach chairs. Our kids loved playing with Buster and Boxer, and enjoyed Buster accompanying us to Da Conch Shack on the beach. Overall a really great stay and well located to experience all the great beaches in Turks and Caicos!

Caicos Retreat Apt#3
Elesia place was very clean and looked even better than the pictures!! I love how her rental is stocked with towels, beach chairs, games etc. The location is perfect as it is right in grace bay, near crackpot kitchen. I had a rental car so the private gate and parking was perfect for me. Anytime I needed anything Elesia made sure to respond promptly, which I really appreciated. The only cons I would have was the ants (which are pretty normal in Turks) you just have to make sure you donāt leave any food out. Also, it was raining so there was a few frogs outside and about two managed to get inside. Regardless I would still stay here again!!

Jade@Long Bay Retreat-Luxury Stay near Grace Bay
SOOO lovely! This location was honestly was one of the best I've ever stayed! They were such great hosts, helped me decorate a surprise birthday welcome for my partner, the location was super gorgeous super clean super close to prime spots! They also helped with recommendations and were such great hosts. If you had any hesitations about booking it, forget them - this place is worth it! :)
Family-friendly apartment rentals

Allies Rest - Seaflowers townhome
Ulmaās 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!!

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED
Peter was the nicest Airbnb host I have ever had. the unit was very clean and exactly how described. The Villa is very safe and has security that walks around at night time and all around the property has cameras. The unit is one of the best options available at the Villa in my opinion as it is right next to the pool and hot tub. there is a caretaker nearby that can help with anything and he was extremely professional and very responsive when I needed help with the safe. I appreciated that they provided a bolted down safe for our passports and cash. there are several walking distance restaurants, however the host provides a rental car. the rental car place is right next to the Airbnb and they give you a ride back to the airport. the rental car was waiting at the airport for me which was extremely nice. this was definitely my favorite Airbnb experience and I will never forget it.

Grace Bay Hideaway. 1 bedroom, central Grace Bay.
We had an amazing stay at Paulās place ā our third time in Turks and this Airbnb made it even better. Check-in was easy, and the location was perfect: private and peaceful, yet still close to restaurants, grocery stores, and everything we needed. There was so much within walking distance, which made exploring super convenient. Paul was incredibly accommodating, responsive, and flexible throughout our trip. The home was clean, comfortable, and had everything we needed. Highly recommend!

š“ YOUR FABULOUS APARTMENT IN PARADISE š
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!

Coupleās Retreat with ocean view,pool and hot tub!
We felt comfortable and at home in Matt & Erinās place. It was clean, had everything we needed and very private. It was off the beaten path which is exactly what we wanted. The location is perfect. The private beach is unmatched. The pool being right in front of the condo is perfect. There is a hot tub as well but we didnāt use it. Matt is very responsive and accommodating. We would love to stay with them again. Thank you, Matt & Erin!

Shore to Please - Large Studio Condo with Patio
Markās place was the perfect fit for us! Itās 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
We enjoyed staying at your place. Clear and accurate directions were provided so it was easy to find. The place was clean and close to local restuarants and shops Would definitely stay here again!

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 that are kid-friendly in Leeward Settlement
Total rentals
30 properties
Nightly prices starting at
$193Ā SGD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Grace BayĀ Holiday rentals
- Grand TurkĀ Holiday rentals
- Long Bay HillsĀ Holiday rentals
- North CaicosĀ Holiday rentals
- The Bight SettlementĀ Holiday rentals
- Chalk SoundĀ Holiday rentals
- Turtle CoveĀ Holiday rentals
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- Cooper Jack Bay SettlementĀ Holiday rentals
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- Las TerrenasĀ Holiday rentals
- Rentals with a patioĀ Leeward Settlement
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- Rentals with a washing machine and dryerĀ Leeward Settlement
- Waterfront rentalsĀ Leeward Settlement
- Family-friendly rentalsĀ Providenciales
- Family-friendly rentalsĀ Caicos Islands
- Family-friendly rentalsĀ Turks and Caicos Islands
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