House - Rating 4.8 (19)

bsv_villa4454


Bedroom 5 bedrooms
Bathroom 5 baths
Guests 10 guests
Pets Not Allowed Pets Not Allowed

  • Address: 4454 Kaipo Rd
  • Type: House

Location Location

Description Description
PROMOTION: For new reservations with start & end dates between September 5th - October 30th, 2026**:

- FREE pool heat

**Important: This offer only applies to reservation dates existing strictly September 5th - October 30th, 2026** - any pool heat beyond SEPT/OCT will be charged separately. Bookings made before September 5th will not receive the promotion, as this offer cannot be applied to existing bookings.

BSV4454: Hosted and managed by Blue Sky Villas Luxury Vacation Rentals, this 5-bedroom, 5.5-bathroom home is in the Windsor Island Resort near Disney, shopping, and dining. Professionally furnished, it has a maximum occupancy of 10 guests, and features stylish décor throughout, a private screened pool, and an upstairs loft for movie nights.

FEATURES

Basic starter essentials: starter cookware, bath/hand/face towels (extras in linen closets), first toilet paper roll & hand soap per bathroom, small toiletries (shampoo, conditioner, body wash, lotion), 1 kitchen paper towel roll, 2 dishwasher pods, 5 garbage bags, dish soap, sponge, 2 laundry detergent packs

High quality furnishings, sheets, and comforters

TVs throughout the home

High-speed 100mbps Wi-Fi

Full access to Windsor Island Resort amenities

LIVING & DINING

65” HD Smart TVs in living room and loft

Sectional sofa + armchair

Dining table seats 8

4 bar stools

Fully stocked kitchen: stainless steel appliances, granite countertops, pots/pans, utensils, dinnerware, glasses, 4-slice toaster, coffee maker, electric kettle, blender, plastic cups for pool use

BEDROOMS

Downstairs

BR1: King bed, ensuite with walk-in shower & separate tub (Sleeps 2)

Upstairs

BR2: King bed, ensuite walk-in shower (Sleeps 2)

BR3: Two twin beds, ensuite walk-in shower (Sleeps 2)

BR4: King bed, ensuite walk-in shower (Sleeps 2)

BR5: King bed, ensuite walk-in shower (Sleeps 2)

BATHROOMS

Downstairs

BA 1 Walk in Shower & Separate Tub

Upstairs

BA 2 Walk in Shower

BA 3 Walk in shower

BA 4 Walk in Shower

BA 5 Walk in Shower

Half BA Located by the Kitchen

LOFT AREA

65” flat screen TV

Sectional sofa

POOL AREA

Private screened pool

Table with 8 chairs, 4 foldable chairs

Outdoor pool shower

The cost to add pool & spa heat is $35 per day plus tax. Please let us know if you would like to add this to your booking. (Disclaimer: the heater is a heat exchanger that relies on ambient air temperature to heat the water. During the winter when the outdoor temp is below 50ºF, it may not effectively heat/reach full temp as the ambient air temp is too low)

Grill rentals available on request

GARAGE

Not accessible

BABY EQUIPMENT

Pack 'n play, highchair, stroller (more items available for rent)

EXTRAS

Washer & dryer

Iron & ironing board

Hairdryers

Vacuum, broom & pan, mop & bucket

Fire extinguishers & smoke detectors

Exterior camera facing front entry

- Streaming/gaming services: guests will need to log into their own accounts

WINDSOR ISLAND RESORT AMENITIES - FREE ACCESS

Resort-style pool, lazy river, kids water park, double waterslide, hot tub, playground, rental cabanas, fitness center, bar & grill, theater room, and more.

*9-hole mini golf, rock climbing, and arcade room available for additional cost. Please contact resort for pricing.

Max 4 vehicles per reservation (including visitors)

Gate entry wait times may vary during peak seasons

Additional Info:

- Guest/Payment Verification required


Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
October 2026
Su Mo Tu We Th Fr Sa
        1 $279.38 2 $279.38 3
$279.38 4 $279.38 5 $279.38 6 7 8 9 10
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November 2026
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15 16 17 18 $308.25 19 $308.25 20 $308.25 21
22 23 24 25 26 27 28
$305.63 29 $305.63 30          
December 2026
Su Mo Tu We Th Fr Sa
    $305.63 1 $305.63 2 $305.63 3 $305.63 4 $305.63 5
$305.63 6 $305.63 7 $305.63 8 $305.63 9 $305.63 10 $305.63 11 $306.38 12
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January 2027
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3 4 $279.85 5 $279.85 6 $279.85 7 $279.85 8 $279.85 9
$279.85 10 $279.85 11 $279.85 12 $291.94 13 $291.94 14 $291.94 15 $291.94 16
$291.94 17 $291.94 18 $291.94 19 $291.94 20 $279.85 21 $279.85 22 $279.85 23
$279.85 24 $279.85 25 $279.85 26 $279.85 27 $279.85 28 $290.82 29 $290.82 30
$290.82 31            
February 2027
Su Mo Tu We Th Fr Sa
  $290.82 1 $290.82 2 $290.82 3 $290.82 4 $290.82 5 $322.03 6
$322.03 7 $322.03 8 $322.03 9 $322.03 10 $322.03 11 $322.03 12 $322.03 13
$390.66 14 $390.66 15 $390.66 16 $390.66 17 $390.66 18 $390.66 19 $390.66 20
$390.66 21 $316.41 22 $316.41 23 $316.41 24 $316.41 25 $316.41 26 $316.41 27
$316.41 28            
March 2027
Su Mo Tu We Th Fr Sa
  $316.41 1 $345.66 2 $345.66 3 $345.66 4 $345.66 5 $345.66 6
$345.66 7 $345.66 8 $345.66 9 $437.91 10 $437.91 11 $437.91 12 $437.91 13
$437.91 14 $437.91 15 $437.91 16 $437.91 17 $387.85 18 $387.85 19 $387.85 20
$387.85 21 $387.85 22 $387.85 23 $387.85 24 $387.85 25 $460.69 26 $460.69 27
$460.69 28 $460.69 29 $460.69 30 $460.69 31      
April 2027
Su Mo Tu We Th Fr Sa
        $460.69 1 $395.44 2 $395.44 3
$395.44 4 $395.44 5 $395.44 6 $395.44 7 $395.44 8 $395.44 9 $364.78 10
$364.78 11 $364.78 12 $364.78 13 $364.78 14 $364.78 15 $364.78 16 $364.78 17
18 19 20 21 22 23 24
25 $391.22 26 $391.22 27 $391.22 28 $391.22 29 $391.22 30  
May 2027
Su Mo Tu We Th Fr Sa
            $391.22 1
$391.22 2 $391.22 3 $348.19 4 $348.19 5 $348.19 6 $348.19 7 $348.19 8
$348.19 9 $348.19 10 $348.19 11 $295.03 12 $295.03 13 $295.03 14 $295.03 15
$295.03 16 $295.03 17 $295.03 18 $295.03 19 $318.66 20 $318.66 21 $318.66 22
$318.66 23 $318.66 24 $318.66 25 $318.66 26 $318.66 27 $337.50 28 $337.50 29
$337.50 30 $337.50 31          
June 2027
Su Mo Tu We Th Fr Sa
    $337.50 1 $337.50 2 $337.50 3 $337.50 4 $338.35 5
$338.35 6 $338.35 7 $338.35 8 $338.35 9 $338.35 10 $338.35 11 $338.35 12
$353.82 13 $353.82 14 $353.82 15 $353.82 16 $353.82 17 $353.82 18 $353.82 19
$353.82 20 $363.94 21 $363.94 22 $363.94 23 $363.94 24 $363.94 25 $363.94 26
$363.94 27 $363.94 28 $439.32 29 $439.32 30      
July 2027
Su Mo Tu We Th Fr Sa
        $439.32 1 $439.32 2 $439.32 3
$439.32 4 $439.32 5 $439.32 6 $409.22 7 $409.22 8 $409.22 9 $409.22 10
$409.22 11 $409.22 12 $409.22 13 $409.22 14 $386.44 15 $386.44 16 $386.44 17
$386.44 18 $386.44 19 $386.44 20 $386.44 21 $386.44 22 $382.78 23 $382.78 24
$382.78 25 $382.78 26 $382.78 27 $382.78 28 $382.78 29 $382.78 30 $368.72 31
August 2027
Su Mo Tu We Th Fr Sa
$368.72 1 $368.72 2 $368.72 3 $368.72 4 $368.72 5 $368.72 6 $368.72 7
$340.88 8 $340.88 9 $340.88 10 $340.88 11 $340.88 12 $340.88 13 $340.88 14
$340.88 15 $334.13 16 $334.13 17 $334.13 18 $334.13 19 $334.13 20 $334.13 21
$334.13 22 $334.13 23 $297.28 24 $297.28 25 $297.28 26 $297.28 27 $297.28 28
$297.28 29 $297.28 30 $297.28 31        
September 2027
Su Mo Tu We Th Fr Sa
      $281.25 1 $281.25 2 $281.25 3 $281.25 4
$281.25 5 $281.25 6 $281.25 7 $281.25 8 $279.85 9 $279.85 10 $279.85 11
$279.85 12 $279.85 13 $279.85 14 $279.85 15 $279.85 16 $279.85 17 $279.85 18
$279.85 19 $279.85 20 $279.85 21 $279.85 22 $279.85 23 $279.85 24 $300.66 25
$300.66 26 $300.66 27 $300.66 28 $300.66 29 $300.66 30    
Swipe Swipe for Availability

Bedding Bedding
4 King
2 Twin


Amenities 17 Amenities
Entertainment
  • Ping Pong Table
Essentials
  • Air Conditioning
  • FREE Wifi
  • Parking
  • Satellite / Cable
  • Washer and Dryer
Housekeeping Amenities
  • Linens Provided
Kitchen
  • Cooking Utensils
  • Dishwasher
  • Full Kitchen
  • Microwave
  • Oven
  • Stove
  • Toaster
Outdoor Spaces
  • BBQ Grill
Pool/Spa
  • Complex Pool
  • Private Pool

Reviews Rating 4.8 (19) Reviews
Rating 5
August 2026
Amazing villa experience yet again, we have stayed here each of the last 4 years and never disappoints, perfect location, very secure resort and great location.
Anonymous from carnoustie - Posted: 9/24/2026
Rating 3
2026 21st Birthday Trip
Houses too close together, noise from neighbors after 11:00PM a problem at least half of our 7 nights. Roving patrol phone number provided for noise complaints went unanswered on every call.
Anonymous from Heath - Posted: 8/10/2026
Rating 5
Year 3!
This is our third year staying in this particular villa. We love this villa it is perfect for our current family size. I’m hoping as my family grows that we can find one similar to this one with additional rooms. Blue Sky’s customer service has always been prompt, friendly and professional. Looking forward to more years with Blue Sky Villas.
Anonymous from Louisville - Posted: 6/29/2026
Rating 5
Gorgeous Property
My family had such a great time here! We really enjoyed how spotless the home was! Everything was spacious, comfortable and we had everything we needed!

The Blue Sky Villas team was so helpful! We had great communication with them, and they made sure everything went seamlessly with our stay!

We will 100% be booking with them again in the future!
Anonymous - Posted: 2/2/2026
Rating 5
Windsor island resort Bsv_villa4454
Second time renting this villa and found everything to be first class throughout and fulfilled our needs in terms of comfort and facilities as well as a great location
Anonymous from carnoustie - Posted: 9/12/2025
Rating 5
Would definitely stay again.

⸻

We had a wonderful stay! The place was clean, spacious, and everything worked perfectly. The location was excellent—convenient and easy to get around. The staff was responsive, respectful, and very easy to communicate with, which made everything even smoother. We especially enjoyed the swimming pool and hot tub—they were both well-maintained and a great way to relax. Overall, it was a great experience, and we would definitely stay here again. Highly recommended!
Anonymous from Canton - Posted: 7/30/2025
Thank you for your wonderful review, Ahmad! We are thrilled to hear that you enjoyed a clean, spacious, and well-equipped home, and that the location was convenient for your stay. It is great to know our team’s responsiveness and communication helped make your experience even smoother. We are also glad you were able to relax and enjoy the swimming pool and hot tub. Your recommendation means a lot to us, and we would be delighted to welcome you back to Blue Sky Villas anytime. Please do not hesitate to reach out when booking your next trip!
Hilton Head Rentals staff
Rating 5
Family Vacation
This is our second stay at the same location! We decided to book the same place because we really enjoyed our stay last year. This year when we arrived there were some minor issues, we sent pictures, and the property took care of it right away. I appreciate their response time, and it made me feel like they cared about making sure our stay was pleasant and enjoyable, which it was. The property team was very responsive to our needs, whenever we had a question. My family and I really enjoy the house, the amenities of the property and location, we will definitely stay here again. We are already looking to book our stay for next year.
Anonymous from Louisville - Posted: 6/13/2025
Thank you for your review Shuriace! And thank you so much for choosing to stay with us again! We’re honored to have earned your return visit and truly appreciate your continued trust. We're glad to hear that any issues were promptly addressed and that our team’s responsiveness helped make your stay just as enjoyable as the last. It means a lot to know your family enjoys the home, the amenities, and the location. We’re excited to hear you’re already looking ahead to next year—we would absolutely love to welcome you back again!
Hilton Head Rentals staff
Rating 5
Girls trip
Nice house. Very clean. Management company was very attentive. Would have liked to have a few amenities such as zip lock bags, foil, Saran Wrap, etc. and one roll of toilet paper in each bathroom and one roll of paper towels for a one week stay was not enough.
Anonymous from Westminster - Posted: 3/2/2025
Thank you for your review Lyle! We appreciate your kind words about the house’s cleanliness and our management team’s attentiveness! It’s great to hear that you had a positive experience overall. Thank you for your suggestions regarding additional amenities. While we provide a starter supply of essentials, we understand that a longer stay may require more, and we will take your feedback into consideration. We truly appreciate your input and hope to have the opportunity to host you again in the future!
Hilton Head Rentals staff
Rating 5
5 Star home, 2 Star resort
I can't say enough good things about the experience with renting through Blue Sky Villas. They were courteous over the phone, very responsive to my texts, and thorough and organized through the whole rental process. The home was absolutely clean, beautiful, well-stocked and in great condition. Definitely a 5-star experience
With Blue Sky Villas and the home. Where we were dissatisfied is with the Windsor Island Resort. The night we checked in at 1:00 in the morning, there was an argument going on
between the security guards and 4 young individuals. Instead of promptly checking us in at the gate (it was very late and we had two exhausted kids from traveling), the
Two guards prioritized the teenagers and ignored us. Once we made it through the gates, the streets were packed with parked cars. This was over a holiday weekend; however, cars were parked along the streets, in the grass on front lawns (despite signs
saying not to park on grass), and blocking
Sidewalks (which is illegal). At times, the
Roads were impassable due to the number of
cars. This overcrowding meant long lines and
chaos ar the security gates if you left the
Resort. Our longest wait was 30 minutes to enter the resort after running to Publix for
groceries. There are two lanes, one for guests checking-in and another for guests
who already have their parking paper, but
it's no one knew which lane they need and both lanes were blocked as cars try to turn
Off the main road. Beyond the car congestion, the pool area is beautiful if you can overlook how dirty the tables and
lounge chairs are. We had very minimal
interaction with resort staff during our one week stay; however, the interactions with
the staff at the clubhouse were less than
pleasant. The same staff member helped me a
Few times and she was extremely rude.
Overall, I would definitely rent from Blue
Sky again, but at a different resort.
Anonymous from Marion - Posted: 12/8/2024
Thank you for your review, Jill. We are happy to hear that you had a 5 star experience with renting through Blue Sky Villas. It was a pleasure to host you! Our team strives to deliver 5 star experiences to each of our guests and we are so glad to hear our team was courteous over the phone, very responsive to my texts, and thorough and organized through the whole rental process. We are thrilled that the home itself was clean, beautiful, well-stocked and in great condition. However, we are very disappointed to hear about the experience you had with the resort and resort staff. While we only are the property manager of the unit you stayed in and not the resort, we sincerely apologize to hear the inconveniences you faced with the gate, parking, and resort staff. This is not the typical feedback we hear from guests and we will be sending your comments over to the resort as it is important for the resort to ensure guests feel welcomed and comfortable while staying on their facilities. We appreciate your understanding that these items are beyond Blue Sky Villas' control and we will do everything we can to ensure future guests do not have the same experience. We are happy that you were still able to enjoy your stay with Blue Sky Villas and hope to see you on your future vacations to Orlando!
Hilton Head Rentals staff
Rating 5
September 2024
Great location, stunning modern home equipped wih everything you need
Anonymous from carnoustie - Posted: 9/12/2024
Thank you for your kind review,! We are so happy to hear you loved your stay in our stunning, modern villa with its great location. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
Fantastic villa
Fantastic villa which I would highly recommend but resort is poor
Anonymous from Lisburn - Posted: 8/4/2024
Thank you for taking the time to share your feedback! We’re thrilled to hear that you found the villa fantastic and would highly recommend it. We’re sorry to hear that the resort didn’t meet your expectations. Your input is valuable to us, and we’ll make sure to pass along your comments to the resort team for their consideration. We hope to have the pleasure of hosting you again in the future!
Hilton Head Rentals staff
Rating 5
Thank you Blue Sky Villas
We had a wonderful stay at villa4454. The home was beautiful and well kept. It was clean and well stocked with kitchen essentials. Blue Skies representatives were friendly and provided excellent customer service starting with the booking process through checkout. Our experience was great and we will definitely look for properties managed Blue Skies for future vacations.
Anonymous from Lawrenceville - Posted: 6/5/2024
Thank you for your kind review, Leslie! We are so happy to hear you had a wonderful stay in our villa. We are happy that our friendliness and customer service stood out to you to make your stay a better one! We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
10/10 Vacation!
We will be coming back! Everything about the stay was perfect, from the decor, the communication from our hosts, as well as the resort. Love it!
Anonymous - Posted: 5/7/2024
Thank you for your kind review, Kaitlyn! We are so happy to hear you had a great time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
Great Experince!
We were delighted with the property; more importantly, the management company was awe-inspiring, professional & responsive.
Anonymous from Suffern - Posted: 5/2/2024
Thank you for your kind review, Dovid! We are so happy to hear you had a great time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
We had an AMAZING time!!!
The property we stayed at was managed by Blue Sky Villas. The property itself was amazing and clean. The set up worked perfect for our family. Above all else Blue Sky Villas was wonderful to work with. From the time I booked 8 months in advance they were so prompt and helpful with any questions I had. They were so easy to get a hold of and were always so kind and professional. This particular property I would recommend to anyone who is staying around the Orlando area. It's just outside of Orlando and the resort amenities are awesome. Truthfully, we never really leave the resort because there is so much to do. When we do go eat our favorite place is Beef O Brady's which is just a few miles down the road. I have been coming to this same area every year for 8 years and we always make sure to hit up that restaurant. Not only is there food amazing but we have always had stellar service.
Anonymous from Eyota - Posted: 5/1/2024
Thank you for your kind review, Kaila! We are so happy to hear you had a great time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
Gorgeous home!
This place was awesome! It looked exactly like the photos. The home was very spacious, clean, and beautifully decorated. We loved having access to the Windsor Island amenities. We had such a memorable vacation here and highly recommend!
Anonymous - Posted: 1/29/2024
Thank you for your kind review, Jen! We are so happy to hear you had a great time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
Spacious and Very Well Appointed
Beautiful new property that was like staying in a staged home. We had a large 1st floor master and 1/2 bath off the kitchen right next to the door to the pool. Upstairs we had 4 additional master bedrooms. Furniture looked new and was protected with custom made glass on every surface. TVs in every room and large screens in the living room and upstairs family room. The kitchen had beautiful matching white dishes and cookware and serving dishes. Quality Henckels knife set and they were sharp! I brought from home the typical items that are missing from vacation rentals but I never needed them as the kitchen had everything without being overloaded with unnecessary stuff. The kitchen had tons of pantry space for groceries.

We paid for pool heat and were glad we did. In spite of the rain and cool temperatures outside, our pool was warm and the spa heated up nicely. The pool lights were a nice touch as the sunset came early. We rented a gas BBQ grill through a company the management works with and they delivered before our arrival a beautiful new grill and had it all set up and ready for us upon arrival.

Location was great. No real traffic to speak of and a short drive over to Disney. We only went to Disney twice, we enjoyed the house so much we didn’t feel the need to go anywhere. We did take advantage of the mini golf, bar and waterpark at the club house a couple of times.

The neighborhood was pretty packed over the Holidays and there were some people staying up late and making a lot of noise. However, our house backed up to woods and the neighbors nearest us were quiet and respectful so the noise wasn’t a problem for us.

We loved the house so much we’re hoping to return with our extended family next year!

Anonymous from Libertyville - Posted: 1/14/2024
Thank you for your kind review, Teresa! We are so happy to hear you had a great time in our villa with its spacious layout, great kitchen amenities, pool/spa heat, and great location! We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. We do apologize for any inconvenience you experienced due to the busy season at the resort, but we are glad to hear that you were not disrupted by any neighbors. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
Rating 5
Always five stars when you book with Blue Sky Villas!
We had a small hiccup in the beginning as the house we had booked sold. The team at Blue Skys worked quickly to get us into a new home that actually fit our needs better. Windsor Island is a great resort for families with lots of amenities and close to the parks. The homes are new, sparkly clean, and decorated beautifully. The management was quick to respond to any needs or question we had. We have already booked our third stay this spring with Blue Sky Villas at another great home in the Windsor Island Resort. I highly recommend cooking with this company.
Anonymous from Lebanon - Posted: 12/26/2023
Thank you for your kind review, Jennifer! We are so happy to hear you had a great time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team was able to quickly sort out your reservation into a brand new villa that better fit your needs. We are so glad that the home was new, sparkly clean, and decorated beautifully for your vacation. It was such a pleasure to host you and we look forward to having you again in the Spring!
Hilton Head Rentals staff
Rating 5
One of the best places I’ve ever stayed
I went here for a family getaway for a birthday and it was a perfect home. Beautiful decor, amazing layout. Everyone had their own room and bathroom and we were able to hang out in the common areas, enjoy the hot tub, and eat together at the dinner table. It was relaxing and I enjoyed every moment. We did have to take into consideration the distance from the airport and universal studios. But with proper planning and everything - we just had to leave earlier. I would love to rent this exact place again! My trip was only a weekend and I didn’t get a chance to enjoy the community rooms.
Anonymous from Irvine - Posted: 12/22/2023
Thank you for your kind review, Smiley! We are so happy to hear you had a amazing time in our villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team provided this for your stay. It was such a pleasure to host you! Please do not hesitate to reach out to us for your future trips to the Orlando area, we would be more than happy to host you again!
Hilton Head Rentals staff
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