bsv_villa8919 | Hilton Head Rentals

Location

Description

PROMOTION: For new reservations with start & end dates between September 16th - October 30th, 2026**:

- FREE pool heat

- Pay for a 3+ night stay for SEPT/OCT to qualify 1 additional night in SEPT/OCT FREE. Book your 3+ night stay, and once your reservation is confirmed, let us know whether you'd like to add the free available night to the beginning or end of your stay.

**Important: This offer only applies to reservation dates existing strictly in SEPT/OCT 2026 - any night or pool heat beyond SEPT/OCT will be charged separately. Bookings made before September 16th will not receive the promotion, as this offer cannot be applied to existing bookings.

BSV8919: Hosted by Blue Sky Villas Luxury Vacation Rentals in Orlando, FL. This 2,500 sq. ft., 5 Bedroom, 4 Bathroom home is located in the gated Windsor at Westside Resort, close to Disney, shopping, and dining. Professionally furnished, it sleeps up to 10 guests and features a private pool plus a spacious loft with TV and karaoke machine.

Features

Basic Starter: Kitchen Cookware, Bath/Hand Towels/Wash Cloths (additional towels can be found in the linens closets & Laundry room of the home), First roll of toilet paper/bathroom, a piece of hand soap per bathroom, 1 small container of shampoo, conditioner, body wash and lotion per bathroom, 1 Roll of Kitchen Paper Towel, 2 Dishwasher Pods, 5 garbage bags, 1 small liquid dish soap, 1 sponge, 2 small packs of laundry detergent

High-quality furnishings, sheets & comforters

TVs throughout the home

High-speed 100mbps Wi-Fi

Full access to Windsor at Westside amenities

Living Areas

HD Smart TVs in living room

Comfortable seating

Kitchen & Dining

Stainless steel appliances & granite counters

Fully stocked kitchen with pots, pans, utensils, dinnerware, glasses, toaster, coffeemaker with Keurig, blender, toaster oven

Breakfast bar with 4 stools

Dining table for 6

Bedroom Layout

Downstairs

BR 1: Queen, separate bathroom with shower, sleeps 2

Upstairs

BR 2: Queen, ensuite with shower, sleeps 2

BR 3: Queen, ensuite with shower, sleeps 2

BR 4: 2 Twin beds, shared bathroom with tub/shower, sleeps 2

BR 5: 2 Twin beds, shared bathroom with tub/shower, sleeps 2

Bathroom Layout

Downstairs

BA 1: Shower

Upstairs

BA 2: Shower

BA 3: Shower

BA 4: Tub/Shower

Pool Area

Private screened pool

4 loungers, table with 6 chairs

Pool bathroom on pool deck

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

Extras

Washer & dryer

Iron & ironing board

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

Baby Equipment

Rentals available upon request

Windsor at Westside Resort Amenities - FREE Access

This incredible Gated Community includes Zero-entry (gradual entry) pool, Lazy river, Children's water playground / splash area, Hot tub, Tiki bar, Sundries shop (for essentials), gym, Multi-sport courts (tennis, sand volleyball, etc), Playground and more!

Vehicle limits: 4–5 BR homes: max 3 cars

Please note: Gate entry wait times may vary, especially during peak season.

Additional Info:

- Guest/Payment Verification required

Availability Calendar

Available

Unavailable

Check-In

Check-Out

October 2026

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November 2026

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December 2026

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January 2027

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February 2027

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March 2027

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$318^.37 21	$318^.37 22	$318^.37 23	$318^.37 24	$318^.37 25	$317^.24 26	$317^.24 27
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April 2027

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May 2027

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$228^.14 16	$228^.14 17	$228^.14 18	$228^.14 19	$233^.53 20	$233^.53 21	$233^.53 22
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June 2027

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$239^.49 13	14	15	16	17	18	$239^.49 19
$239^.49 20	$255^.66 21	$255^.66 22	$255^.66 23	$255^.66 24	$255^.66 25	$255^.66 26
$255^.66 27	$255^.66 28	$286^.31 29	$286^.31 30

July 2027

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$287^.44 11	$287^.44 12	$287^.44 13	$287^.44 14	$274^.67 15	$274^.67 16	$274^.67 17
$274^.67 18	$274^.67 19	$274^.67 20	$274^.67 21	$274^.67 22	$277^.23 23	$277^.23 24
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August 2027

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$249^.99 22	$249^.99 23	$227^.85 24	$227^.85 25	$227^.85 26	$227^.85 27	$227^.85 28
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September 2027

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Swipe for Availability

Bedding

3 Queen

4 Twin

Amenities 17

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 4.9 (14)

Girls Trip Condo

So much better than having multiple hotel rooms. We all had our own bedroom and bathroom with plenty of communal space to hang out and relax after a long day at the Disney Parks. With a fully stocked kitchen to prepare our own meals and an in-unit washer and dryer, we felt right at home.
Anonymous from null - Posted: 4/27/2026

Super clean!

The home we stayed in was super clean! The cleaners did such a great job and we could actually see our reflections in everything! The home was gorgeously decorated, and had some lovely amenities! We loved the resort and our whole family had a blast! We loved the Blue Sky Villas team and they helped us so much! We will be back soon!
Anonymous - Posted: 2/9/2026

Our Stay with Blue Sky Villas

We had a great stay with Blue Sky Villas. The house was exactly what we needed & we enjoyed staying there. We had plenty of room, & it was a nicely set-up house. The location was great for us. We would be open to staying there again.
Anonymous from Knoxville - Posted: 7/31/2025

Thank you for sharing your kind review, Carl! We are so pleased to hear that the home met your needs and provided the space and comfort you were looking for. It is wonderful to know the layout and location worked out perfectly for your stay. We would be delighted to welcome you back to Blue Sky Villas anytime in the future. Feel free to reach out to us when planning your next vacation!
Hilton Head Rentals staff

Another great stay

Third time staying at this property and it never disappoints. The management company is very proactive in making sure everything is perfect with the stay. We’ll be back again
Anonymous from Markham - Posted: 7/29/2025

Thank you for your continued loyalty and for sharing such kind feedback, Peter. We are delighted to know that each of your stays has met your expectations and that our team’s proactive approach has helped ensure everything is perfect for you. We truly appreciate your trust in Blue Sky Villas and look forward to welcoming you back for your next visit.
Hilton Head Rentals staff

Off the charts!

We had a wonderful experience at this villa!
The house was spotless and gorgeous, and everything was ready for our arrival.
The resort is peaceful and gorgeous.
Highly recommend!
Anonymous from Montreal - Posted: 1/30/2025

Thank you for your fantastic review Simi! We're thrilled to hear that you had a wonderful experience and enjoyed the spotless home and peaceful resort. We truly appreciate your recommendation and hope to welcome you back soon!
Hilton Head Rentals staff

We loved it

My family and I really enjoyed our stay will love to use blue shy villia again for our family vacation next time.
Anonymous from Raeford - Posted: 7/3/2024

Thank you for your kind review Cynthia! We're thrilled that you and your family enjoyed your stay at Blue Sky Villas. It's fantastic to hear that you had a great experience and that you're considering us again for your next family vacation. We look forward to hosting you again and ensuring another wonderful stay for you all!
Hilton Head Rentals staff

Fun disney vacation

The property was the same as described and as pictured. Being close to restaurants, shopping and disney was a bonus.The customer service with the property management team was A++.
Anonymous from Murfreesboro - Posted: 4/1/2023

Thank you for your kind review, Leslie! We are so glad to hear about your great experience in our beautiful home, and with our team. 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

A Great Spacious Property

The place is enormous & very well maintained. It is gorgeous inside & out.
Anonymous from Albany - Posted: 2/21/2023

Thank you for your kind review! We are so happy to hear you had a great time in our enormous, well maintained 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

Amazing Family Trip

The house was very clean when we arrived. The hosts were very responsive and communicated all necessary information before, during, and after the trip. We had minimal issues with the house/location. Very quiet and convenient to a lot of shopping/food/grocery/entertainment. The only thing I wish I had was a hot tub, but the pool was still used daily!
Anonymous from Upper Marlboro - Posted: 1/9/2023

Thank you for your kind review! We are so happy to hear you had a great time in our clean, quiet and convenient villa. We strive to deliver 5 star experiences to each of our guests and we are thrilled to see that our team was very responsive and provided great communication before, during and after 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

Family fun

We reserved this home for our family's trip to Disney and it was just what we needed! The rooms were comfortable and had everything we needed. We were mostly gone during the day for the theme parks, but the home was perfect for us to come back to after a full day out. The pool was also great and clean. We will book this home again for our future plans to Disney.
Anonymous - Posted: 10/20/2022

Thank you for your review! We are so glad to hear that our beautiful home was just what you needed. We strive to deliver a 5-star experience and we are so glad that we were able to do so for you. Thank you for staying with us and we hope to see you again in the future! Feel free to reach out to us when planning your next family vacation!
Hilton Head Rentals staff

Family Vacation

We booked this home for our family vacation and it was great! We loved the space and the cleanliness was on point. The resort wasn't far away and the amenities there were awesome for the kids. We would book again!
Anonymous - Posted: 10/17/2022

Thank you for your kind review! We strive to provide our guests with a 5-star experience with best-in-class amenities, and we are thrilled to hear we could do so for you. Please do not hesitate to reach out to us for your next visit to the Kissimmee area, we would love to host your stay!
Hilton Head Rentals staff

Family fun

Awesome place for your family to stay for a Disney vacation. We would stay again!
Anonymous - Posted: 8/9/2022

Thank you for your kind review, we are so glad to see that you had a great stay with your family. Please do not hesitate to reach out for your next trip to the Kissimmee area, we would be happy to host your stay!
Hilton Head Rentals staff

July vacation

This townhome was just what we needed for our trip to Orlando. Plenty of room for us to relax and enjoy our time. Blue Sky was great to work with and offered assistance if we needed any during our trip. 10/10 recommend!
Anonymous - Posted: 8/8/2022

Thank you for your kind review! We are thrilled to see that our beautiful townhome had just what you needed and plenty of space. We strive to provide every guest with a 5-star experience and are thrilled to hear that we were able to do so for you. Please do not hesitate to reach out for your next visit to the Kissimmee area!
Hilton Head Rentals staff

Disney Trip for 5 Year Old

The house was clean, spacious, and exactly as described on the website which is important to me.
Anonymous from Chesapeake - Posted: 5/9/2022

Thank you for your review, Regina! We are thrilled to hear that the house was clean, spacious and exactly as described! We always strive to deliver a 5-star experience, with best-in-class guest services and amenities. Please do not hesitate to reach out for your next trip to the Kissimmee area, we would love to host your stay!
Hilton Head Rentals staff

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$197.87 18	$197.87 19	$197.87 20	$197.87 21	$197.87 22	$197.87 23	$197.87 24
$197.87 25	$197.87 26	$197.87 27	$197.87 28	$197.87 29	$197.87 30	$197.87 31

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$197.87 1	$225.11 2	$225.11 3	$225.11 4	$225.11 5	$225.11 6	$225.11 7
$225.11 8	$225.11 9	$225.11 10	$225.11 11	$225.11 12	$225.11 13	$225.11 14
$225.11 15	$225.11 16	$225.11 17	$225.11 18	$225.11 19	$225.11 20	21
22	23	24	25	26	27	$251.59 28
$251.59 29	$251.59 30

Su	Mo	Tu	We	Th	Fr	Sa
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3	4	$225.87 5	$225.87 6	$225.87 7	$225.87 8	$225.87 9
$225.87 10	$225.87 11	$225.87 12	$245.16 13	$245.16 14	$245.16 15	$245.16 16
$245.16 17	$245.16 18	$245.16 19	$245.16 20	$263.61 21	$263.61 22	$263.61 23
$263.61 24	$263.61 25	$263.61 26	$263.61 27	$263.61 28	$273.54 29	$273.54 30
$273.54 31

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	$273.54 1	$273.54 2	$273.54 3	$273.54 4	$273.54 5	$290.28 6
$290.28 7	$290.28 8	$290.28 9	$290.28 10	$290.28 11	$290.28 12	$290.28 13
$313.83 14	$313.83 15	$313.83 16	$313.83 17	$313.83 18	$313.83 19	$313.83 20
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	$313.55 1	$307.30 2	$307.30 3	$307.30 4	$307.30 5	$307.30 6
$307.30 7	$307.30 8	$307.30 9	$320.64 10	$320.64 11	$320.64 12	$320.64 13
$320.64 14	$320.64 15	$320.64 16	$320.64 17	$318.37 18	$318.37 19	$318.37 20
$318.37 21	$318.37 22	$318.37 23	$318.37 24	$318.37 25	$317.24 26	$317.24 27
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		$251.59 1	$251.59 2	$251.59 3	$251.59 4	$251.59 5
$251.59 6	$251.59 7	$251.59 8	$251.59 9	$251.59 10	$251.59 11	$251.59 12
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				$317.24 1	$305.89 2	$305.89 3
$305.89 4	$305.89 5	$305.89 6	$305.89 7	$305.89 8	$305.89 9	$258.78 10
$258.78 11	$258.78 12	$258.78 13	$258.78 14	$258.78 15	$258.78 16	$258.78 17
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25	$251.12 26	$251.12 27	$251.12 28	$251.12 29	$251.12 30

Su	Mo	Tu	We	Th	Fr	Sa
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$251.12 2	$251.12 3	$248.57 4	$248.57 5	$248.57 6	$248.57 7	$248.57 8
$248.57 9	$248.57 10	$248.57 11	$228.14 12	$228.14 13	$228.14 14	$228.14 15
$228.14 16	$228.14 17	$228.14 18	$228.14 19	$233.53 20	$233.53 21	$233.53 22
$233.53 23	$233.53 24	$233.53 25	$233.53 26	$233.53 27	$238.64 28	$238.64 29
$238.64 30	$238.64 31

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		$238.64 1	$238.64 2	$238.64 3	$238.64 4	$232.68 5
$232.68 6	$232.68 7	$232.68 8	$232.68 9	$232.68 10	$232.68 11	$232.68 12
$239.49 13	14	15	16	17	18	$239.49 19
$239.49 20	$255.66 21	$255.66 22	$255.66 23	$255.66 24	$255.66 25	$255.66 26
$255.66 27	$255.66 28	$286.31 29	$286.31 30

Su	Mo	Tu	We	Th	Fr	Sa
				$286.31 1	$286.31 2	$286.31 3
$286.31 4	$286.31 5	$286.31 6	$287.44 7	$287.44 8	$287.44 9	$287.44 10
$287.44 11	$287.44 12	$287.44 13	$287.44 14	$274.67 15	$274.67 16	$274.67 17
$274.67 18	$274.67 19	$274.67 20	$274.67 21	$274.67 22	$277.23 23	$277.23 24
$277.23 25	$277.23 26	$277.23 27	$277.23 28	$277.23 29	$277.23 30	$273.82 31

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$273.82 1	$273.82 2	$273.82 3	$273.82 4	$273.82 5	$273.82 6	$273.82 7
$256.80 8	$256.80 9	$256.80 10	$256.80 11	$256.80 12	$256.80 13	$256.80 14
$256.80 15	$249.99 16	$249.99 17	$249.99 18	$249.99 19	$249.99 20	$249.99 21
$249.99 22	$249.99 23	$227.85 24	$227.85 25	$227.85 26	$227.85 27	$227.85 28
$227.85 29	$227.85 30	$227.85 31

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			$225.58 1	$225.58 2	$225.58 3	$225.58 4
$225.58 5	$225.58 6	$225.58 7	$225.58 8	$225.58 9	$225.58 10	$225.58 11
$225.58 12	$225.58 13	$225.58 14	$225.58 15	$225.58 16	$225.58 17	$225.58 18
$225.58 19	$225.58 20	$225.58 21	$225.58 22	$225.58 23	$225.58 24	$225.58 25
$225.58 26	$225.58 27	$225.58 28	$225.58 29	$225.58 30