Kissimmee, Florida
Blue Skies Above
About the property
Blue Skies Above
Resort Windsor at Westside welcomes you to Blue Skies Above, a vibrant 6-bedroom villa made for relaxation and adventure. Located in sunny Kissimmee, this home is minutes from Walt Disney World, shopping, and fantastic restaurants. Inside, cheerful décor, cozy furnishings, and thoughtful design greet every guest. The layout is bright, open, and incredibly inviting. This villa truly delivers comfort, convenience, and sunshine in one memorable vacation package.
🛏️ Bed Configuration
This charming villa sleeps up to 12 guests across six colorfully decorated bedrooms.
Lower Floor: King bedroom with private en-suite bathroom
Upper Floor: King bedroom with private en-suite King bedroom with shared bathroom Two bedrooms with one twin and one double bed each One bedroom with twin-over-twin bunk bed (shared bathroom)
Every room includes a flat-screen TV, Wi-Fi access, and thoughtfully selected bedding to ensure restful nights for all.
🎮 Entertainment
Firstly, enjoy the themed games room with air hockey and pool—perfect for kids, teens, and adults alike. Next, head upstairs to unwind in the oversized movie lounge, complete with a large grey sectional and ambient decor. Additionally, the main living room downstairs is ideal for evening TV, casual gaming, or relaxing after long park days. Whether you’re active or laid back, Blue Skies Above has something for everyone.
🌴 Outdoor Space
Step outside and you’ll find your own private sanctuary. A sparkling pool and bubbling spa await you daily. Comfortable loungers and a shaded dining area make it easy to relax, eat, or simply soak in the Florida warmth. Outdoor meals are a breeze with the covered alfresco table and chairs, perfect for lunch or sunset dinners. Plus, resort windsor at westside amenities are just a stroll away—including water park access, clubhouse, tiki bar, and more.
Blue Skies Above
Resort Windsor at Westside welcomes you to Blue Skies Above, a vibrant 6-bedroom villa made for relaxation and adventure. Located in sunny Kissimmee, this home is minutes from Walt Disney World, shopping, and fantastic restaurants. Inside, cheerful décor, cozy furnishings, and thoughtful design greet every guest. The layout is bright, open, and incredibly inviting. This villa truly delivers comfort, convenience, and sunshine in one memorable vacation package.
🛏️ Bed Configuration
This charming villa sleeps up to 12 guests across six colorfully decorated bedrooms.
Lower Floor: King bedroom with private en-suite bathroom
Upper Floor: King bedroom with private en-suite King bedroom with shared bathroom Two bedrooms with one twin and one double bed each One bedroom with twin-over-twin bunk bed (shared bathroom)
Every room includes a flat-screen TV, Wi-Fi access, and thoughtfully selected bedding to ensure restful nights for all.
🎮 Entertainment
Firstly, enjoy the themed games room with air hockey and pool—perfect for kids, teens, and adults alike. Next, head upstairs to unwind in the oversized movie lounge, complete with a large grey sectional and ambient decor. Additionally, the main living room downstairs is ideal for evening TV, casual gaming, or relaxing after long park days. Whether you’re active or laid back, Blue Skies Above has something for everyone.
🌴 Outdoor Space
Step outside and you’ll find your own private sanctuary. A sparkling pool and bubbling spa await you daily. Comfortable loungers and a shaded dining area make it easy to relax, eat, or simply soak in the Florida warmth. Outdoor meals are a breeze with the covered alfresco table and chairs, perfect for lunch or sunset dinners. Plus, resort windsor at westside amenities are just a stroll away—including water park access, clubhouse, tiki bar, and more.
Blue Skies Above
Resort Windsor at Westside welcomes you to Blue Skies Above, a vibrant 6-bedroom villa made for relaxation and adventure. Located in sunny Kissimmee, this home is minutes from Walt Disney World, shopping, and fantastic restaurants. Inside, cheerful décor, cozy furnishings, and thoughtful design greet every guest. The layout is bright, open, and incredibly inviting. This villa truly delivers comfort, convenience, and sunshine in one memorable vacation package.
🛏️ Bed Configuration
This charming villa sleeps up to 12 guests across six colorfully decorated bedrooms.
Lower Floor: King bedroom with private en-suite bathroom
Upper Floor: King bedroom with private en-suite King bedroom with shared bathroom Two bedrooms with one twin and one double bed each One bedroom with twin-over-twin bunk bed (shared bathroom)
Every room includes a flat-screen TV, Wi-Fi access, and thoughtfully selected bedding to ensure restful nights for all.
🎮 Entertainment
Firstly, enjoy the themed games room with air hockey and pool—perfect for kids, teens, and adults alike. Next, head upstairs to unwind in the oversized movie lounge, complete with a large grey sectional and ambient decor. Additionally, the main living room downstairs is ideal for evening TV, casual gaming, or relaxing after long park days. Whether you’re active or laid back, Blue Skies Above has something for everyone.
🌴 Outdoor Space
Step outside and you’ll find your own private sanctuary. A sparkling pool and bubbling spa await you daily. Comfortable loungers and a shaded dining area make it easy to relax, eat, or simply soak in the Florida warmth. Outdoor meals are a breeze with the covered alfresco table and chairs, perfect for lunch or sunset dinners. Plus, resort windsor at westside amenities are just a stroll away—including water park access, clubhouse, tiki bar, and more.
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jun 7, 2026 | $270 | Not Available | 3 |
| Jun 8, 2026 | $270 | Not Available | 3 |
| Jun 9, 2026 | $270 | Not Available | 3 |
| Jun 10, 2026 | $270 | Not Available | 3 |
| Jun 11, 2026 | $270 | Available | 3 |
| Jun 12, 2026 | $270 | Available | 3 |
| Jun 13, 2026 | $270 | Available | 3 |
| Jun 14, 2026 | $270 | Available | 3 |
| Jun 15, 2026 | $270 | Available | 3 |
| Jun 16, 2026 | $270 | Available | 3 |
| Jun 17, 2026 | $270 | Available | 3 |
| Jun 18, 2026 | $270 | Available | 3 |
| Jun 19, 2026 | $270 | Not Available | 3 |
| Jun 20, 2026 | $270 | Not Available | 3 |
| Jun 21, 2026 | $350 | Not Available | 4 |
| Jun 22, 2026 | $350 | Available | 4 |
| Jun 23, 2026 | $350 | Not Available | 4 |
| Jun 24, 2026 | $350 | Not Available | 4 |
| Jun 25, 2026 | $350 | Not Available | 4 |
| Jun 26, 2026 | $350 | Available | 4 |
| Jun 27, 2026 | $350 | Not Available | 4 |
| Jun 28, 2026 | $350 | Not Available | 4 |
| Jun 29, 2026 | $350 | Not Available | 4 |
| Jun 30, 2026 | $350 | Not Available | 4 |
| Jul 1, 2026 | $350 | Not Available | 4 |
| Jul 2, 2026 | $350 | Not Available | 4 |
| Jul 3, 2026 | $350 | Not Available | 4 |
| Jul 4, 2026 | $350 | Not Available | 4 |
| Jul 5, 2026 | $350 | Not Available | 4 |
| Jul 6, 2026 | $350 | Not Available | 4 |
| Jul 7, 2026 | $350 | Not Available | 4 |
| Jul 8, 2026 | $350 | Not Available | 4 |
| Jul 9, 2026 | $350 | Not Available | 4 |
| Jul 10, 2026 | $350 | Not Available | 4 |
| Jul 11, 2026 | $350 | Available | 4 |
| Jul 12, 2026 | $350 | Not Available | 4 |
| Jul 13, 2026 | $350 | Not Available | 4 |
| Jul 14, 2026 | $350 | Not Available | 4 |
| Jul 15, 2026 | $350 | Not Available | 4 |
| Jul 16, 2026 | $350 | Not Available | 4 |
| Jul 17, 2026 | $350 | Not Available | 4 |
| Jul 18, 2026 | $350 | Not Available | 4 |
| Jul 19, 2026 | $350 | Available | 4 |
| Jul 20, 2026 | $350 | Not Available | 4 |
| Jul 21, 2026 | $350 | Not Available | 4 |
| Jul 22, 2026 | $350 | Not Available | 4 |
| Jul 23, 2026 | $350 | Not Available | 4 |
| Jul 24, 2026 | $350 | Not Available | 4 |
| Jul 25, 2026 | $350 | Not Available | 4 |
| Jul 26, 2026 | $350 | Not Available | 4 |
| Jul 27, 2026 | $350 | Not Available | 4 |
| Jul 28, 2026 | $350 | Not Available | 4 |
| Jul 29, 2026 | $350 | Not Available | 4 |
| Jul 30, 2026 | $350 | Not Available | 4 |
| Jul 31, 2026 | $350 | Not Available | 4 |
| Aug 1, 2026 | $350 | Not Available | 4 |
| Aug 2, 2026 | $350 | Not Available | 4 |
| Aug 3, 2026 | $350 | Not Available | 4 |
| Aug 4, 2026 | $350 | Not Available | 4 |
| Aug 5, 2026 | $350 | Not Available | 4 |
| Aug 6, 2026 | $350 | Not Available | 4 |
| Aug 7, 2026 | $350 | Not Available | 4 |
| Aug 8, 2026 | $350 | Not Available | 4 |
| Aug 9, 2026 | $350 | Not Available | 4 |
| Aug 10, 2026 | $350 | Not Available | 4 |
| Aug 11, 2026 | $350 | Not Available | 4 |
| Aug 12, 2026 | $350 | Not Available | 4 |
| Aug 13, 2026 | $350 | Not Available | 4 |
| Aug 14, 2026 | $350 | Not Available | 4 |
| Aug 15, 2026 | $350 | Not Available | 4 |
| Aug 16, 2026 | $270 | Not Available | 3 |
| Aug 17, 2026 | $270 | Not Available | 3 |
| Aug 18, 2026 | $270 | Not Available | 3 |
| Aug 19, 2026 | $270 | Not Available | 3 |
| Aug 20, 2026 | $270 | Not Available | 3 |
| Aug 21, 2026 | $270 | Not Available | 3 |
| Aug 22, 2026 | $270 | Not Available | 3 |
| Aug 23, 2026 | $270 | Not Available | 3 |
| Aug 24, 2026 | $270 | Not Available | 3 |
| Aug 25, 2026 | $270 | Not Available | 3 |
| Aug 26, 2026 | $270 | Not Available | 3 |
| Aug 27, 2026 | $270 | Not Available | 3 |
| Aug 28, 2026 | $270 | Not Available | 3 |
| Aug 29, 2026 | $270 | Not Available | 3 |
| Aug 30, 2026 | $270 | Available | 3 |
| Aug 31, 2026 | $270 | Available | 3 |
| Sep 1, 2026 | $270 | Available | 3 |
| Sep 2, 2026 | $270 | Available | 3 |
| Sep 3, 2026 | $270 | Available | 3 |
| Sep 4, 2026 | $270 | Not Available | 4 |
| Sep 5, 2026 | $270 | Not Available | 4 |
Amenities
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Where you'll be
Kissimmee, Florida, 34747, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
If canceling with 0–60 days before check-in: 0% refund (cancellation charge 100% of total). Review full policy.

