Second Chances: Spacious Villa w/Pool, Near Beach | Villa in Leeward Settlement

10.0 (21 Reviews) |   5 Bedrooms  5 Bathrooms  10 Guests  Stay&Play
Leeward Settlement Villa | Second Chances: Spacious Villa w/Pool, Near Beach

5 Bedroom Villa in Leeward Settlement

One of the largest of our collection of luxurious Turks and Caicos villas, Second Chances is a lavish 5-bedroom villa ideal for family vacations, retreats, and annual trips with friends. The property is located in a gated enclave of villas in the highly-coveted residential neighborhood of Leeward on Providenciales. Better yet, this vacation villa rental is just a five-minute walk from the beach, and a few minutes from Leeward’s Blue Haven Marina where scuba diving charters, snorkeling tours, and cruises depart daily.
Second Chances luxury villa features a fountain-garden courtyard, two balcony seating areas with garden and ocean views, and seamlessly-blended indoor and outdoor living. The crown jewel of this private villa is its large private swimming pool, furnished with poolside daybeds and loungers.
If you’re looking for an idyllic villa holiday in the Caribbean, look no further than Second Chances in Turks and Caicos. This exclusive villa has something for every type of traveler visiting the Turks and Caicos Islands—guests have access to two kayaks and a cooler to keep your drinks cold on the beach.
Each bedroom in this private island home comes with a king-sized bed, a flat-screen Smart TV, armchair, safe, and en-suite bathroom with a hair dryer. The property also comes with a back-up generator strong enough to power the entire villa in the rare event of a power outage.
Amenities at Second Chances include:
Complimentary Concierge services to assist you in planning a memorable experience
6 Seater electric beach cart for easy transport to and from the beach
4000 square feet of seamlessly combined indoor and developed exterior living spaces
Fenced yard with private salt water swimming pool. 12' x 28' x 5' continuous depth
Complimentary WIFI
Al Fresco dining under covering
Grilling station outdoors under covering
Air Conditioning
Smart TV's
Full size washer and dryer
Poolside alfresco shower and pool bath
Luxury linens and terry
Safes
House alarm system
Close proximity to grocery store, restaurants, golf and shopping
Neighborhood security
Back up generator which can power entire villa

This 5 Bedrooms Villa provides accommodation with Laundry, TV, Security/Safety, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental Villa has 5 Bedrooms and 5 Bathrooms to make you feel right at home.

Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Leeward Settlement. Enjoy your stay in Leeward Settlement at this Villa.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Child Policy Children are welcome. note from host: notify of any related bed and equipment needs
Pet Policy Note from host: we require villa owner approval for pets pets not allowed
Smoking Policy Smoking is not permitted;this is a non-smoking environment
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation this property uses a grey water recycling system
 
Leeward Settlement, TKCA1ZZ, Turks and Caicos Islands

What Our Guests say 500 + Reviews

Mar 25, 2025 02:38:35 AM
Summary: Second Chances Villa was a great property and located conveniently to restaurants, shops and essential items. The Villa offers accommodations for up to 10 and has essentially every amenity you will need right on sight. In addition, the 6-person golf cart to take you to the beach where they have chairs waiting for you was above and beyond our expectations. We will definitely be looking to go back!
Dennis H. Dennis H.
Dec 6, 2024 01:00:20 PM
Summary: Second chances was wonderful. The beach was terrific and not crowded. Brita and Jessica made sure we had everything we needed. Looking forward to a return trip!
Stephen H. Stephen H.
Jul 10, 2024 09:16:33 AM
Summary: We had an incredible trip with family at Brita's property. Communication leading up to the trip and during the trip was great. The house is exactly as photographed and described. It is a very short walk to the beach (less than 5 minute walk) but there is a golf cart provided if you wish to use it. We all had plenty of space to comfortably spread out without waking each other up in the mornings. I can't recommend this home enough. We'd definitely recommend to anyone visiting the island!
Stacy D. Stacy D.
May 1, 2024 03:34:39 AM
Summary: This house was amazing and fit our group perfectly. We stayed for 5 nights and we were 5 couples. The PM was super nice and attentive. The layout is superb and the kitchen had anything you would’ve needed. We cooked a lot in:) Would def recommend to anyone visiting Turks.
Sabrina L. Sabrina L.
Mar 14, 2024 08:53:27 AM
Summary: We all loved the property .The indoor/ outdoor space was amazing! we loved eating dinner outside And the roofed area was great to hang out in and stay out if the sun . The kitchen was well stocked ( our son is a chef and he was very happy With the set up . Having the golf cart was a plus given we had our 2 grandchildren 2,4 ..made it so easy to go back and forth to the beach The beach was a 2 minute walk . The chairs and umbrellas were set up for us everyday . The bwach was quiet and felt very private. Jessica was very sweet and was available to answer all our questions . We All forward to coming back !!
Sheryl G. Sheryl G.
Aug 12, 2023 03:45:37 AM
Summary: Don't even know where to begin. The booking process with Brita and check in process with Jessica was absolutely flawless. The villa was just as described, my family and friends as well myself will unanimously agree that this is the perfect villa for a hassle free, luxurious and peaceful retreat. Thank you so much Brita and Jessica, cant wait to rebook next year.
afifa u. afifa u.
Jul 11, 2023 07:39:12 PM
Summary: We have stayed in Second Chance a couple times and have loved it each time. Cant wait to go back
Frank L. Frank L.
Jan 17, 2023 03:00:47 AM
Summary: This house with 5 master bedrooms and private baths was perfect for our large family and easiest enough to get to the beautiful beach with the cart. House is well equipped. Concierge Jessica was so helpful and friendly. Kids said it was the best trip ever!
Tami G. Tami G.
Dec 21, 2022 08:00:00 AM
Summary: Our family of 9 spent 10 days over the Christmas holidays and enjoyed everything there was to do in a home that was in a great location , just minutes from the beach. Home is well equipped. It’s wonderful to have all bedrooms with private baths and king beds. Would be perfect for 5 couples! Our concierge Jessica, was so sweet and helpful.
Tami G. Tami G.
Jul 7, 2022 06:56:50 AM
Summary: Everything that we needed was provided. The kitchen was the best. The beds were very comfortable. The back yard and pool were very relaxing. Security provided as well. Could not have asked for more.
susan e. susan e.

FAQ's

Is this Leeward Settlement villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Leeward Settlement villa have a swimming pool?

Yes, this Leeward Settlement villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Leeward Settlement villa?

Best-rates for the Leeward Settlement villa starts from $2,776 per night with includes View, Private Pool, Balcony/Terrace, Bedding/Linens, Kitchen, Laundry, TV, Security/Safety, Sports/Activities, Barbecue/Outdoor Cooking, Internet, Air Conditioner, Pool, Child Friendly, Parking, Ocean View, Oceanfront, Wellness Facilities, Guest Services, Entertainment StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Leeward Settlement villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Leeward Settlement villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Leeward Settlement villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Leeward Settlement villa?

Based on the information reported by the owner or manager, the Leeward Settlement villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Leeward Settlement villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Leeward Settlement villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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