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20 guests
16 beds
10.5 bathrooms
20 guests
10 bedrooms
16 beds
10.5 bathrooms
9020 sq. ft.
Wander Orlando Sky is a luxurious retreat offering an unparalleled vacation experience in the heart of Orlando.

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Check-in after 4:00pm • Check-out before 10:00am • No pets allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Bedroom 5
2 queen beds
Bedroom 6
2 queen beds
Bedroom 7
4 twin bunk beds
Bedroom 8
4 twin bunk beds
Visitors to this part of Kissimmee can enjoy world-class golf at nearby championship courses, explore the magic of Walt Disney World Resort just minutes away, and discover exciting attractions like Universal Orlando Resort and SeaWorld. Outdoor enthusiasts can visit beautiful nature preserves, go boating or fishing on local lakes, or stroll through charming shopping and dining districts.
Studio Movie Grill at Sunset Walk offers a unique blend of first-run movies and full-service dining in plush, reclining seats, combining the excitement of cinema with a relaxed, upscale atmosphere and a diverse American Grill menu delivered right to your seat.
Lazy Dog Restaurant & Bar offers handcrafted American comfort food in a warm, rustic setting with a mountain town vibe, featuring seasonal dishes, creative cocktails, and a dog-friendly atmosphere perfect for gatherings with friends and family.
Chick-fil-A is a fast-food chain known for its signature chicken sandwiches served with warm, friendly service in a family-owned atmosphere. Their commitment to quality and hospitality makes every visit welcoming and satisfying.
Keke's Breakfast Cafe serves freshly made, generously portioned breakfast and lunch classics like award-winning pancakes and chicken & waffles in a warm, inviting atmosphere where every dish is crafted from scratch without microwaves.
Texas Roadhouse offers hand-cut steaks, fall-off-the-bone ribs, and made-from-scratch sides in a lively, Western-themed setting that combines hearty Texan flavors with a relaxed, family-friendly atmosphere. Known for its fresh food and legendary service, it’s a go-to spot for casual dining with a fun twist.
Margaritaville Resort Orlando offers a laid-back island vibe with coastal-inspired dining, featuring fresh seafood and tropical cocktails in a casual yet sophisticated setting perfect for relaxing or celebrating. Whether poolside or at Euphoria Fish House, every meal feels like a vacation escape.
Raising Cane's Chicken Fingers is a fast-casual restaurant known for its fresh, hand-battered chicken fingers cooked to order and served with a signature Cane’s Sauce, crispy crinkle-cut fries, and buttery Texas Toast in a friendly, community-focused atmosphere.
Miller's Ale House is a lively sports bar and casual restaurant known for its hearty American fare like steaks, burgers, and signature Zingers®, paired with a wide selection of beers on tap in a welcoming, friendly atmosphere. It’s the perfect spot to relax, watch the game, and enjoy great food without breaking the bank.
Cinépolis Luxury Cinemas IMAX Polk offers an upscale movie experience with plush seating, cutting-edge IMAX technology, and a gourmet menu featuring snacks, beer, and wine you can enjoy right at your seat. Its comfortable ambiance makes every film memorable.
Columbia Restaurant in Celebration offers a charming lakeside setting with classic Mediterranean elegance, serving award-winning Spanish-Cuban cuisine including their famous "1905" salad. Enjoy dining in old-world-style rooms, a courtyard, or tapas bar just minutes from Orlando’s theme parks.
Disney's Animal Kingdom offers an unforgettable blend of thrilling rides, immersive animal encounters, and stunning themed lands like Pandora, perfect for nature lovers and adventure seekers alike. Visitors can explore exotic wildlife trails, experience cutting-edge attractions, and enjoy a vibrant atmosphere that captivates all ages.
Disney's Animal Kingdom offers an immersive adventure for nature lovers and thrill seekers alike, featuring breathtaking safaris, stunning live animal encounters, and cutting-edge rides like Avatar Flight of Passage. It's perfect for families and anyone who loves wildlife and storytelling in a vibrant theme park setting.
Disney's Hollywood Studios offers an exciting blend of thrilling rides, immersive shows, and beloved movie-themed lands perfect for fans of adventure, animation, and Star Wars. It's ideal for families and thrill seekers looking to step into the magic of Hollywood storytelling.
Holiday Inn Club Vacations at Orange Lake Resort offers endless family fun with waterslides, multiple pools, mini golf, arcades, and golf courses, perfect for active families and kids seeking adventure and relaxation just minutes from Orlando’s top theme parks.
Disney's Blizzard Beach Water Park offers a unique blend of thrilling high-speed slides and relaxing lazy rivers set in a whimsical, snowy ski resort theme, perfect for adrenaline seekers and families alike looking for fun in heated waters year-round.
Margaritaville Resort Orlando offers a vibrant tropical escape with relaxing pools, lively entertainment, and family-friendly activities, all just minutes from Disney World. It’s perfect for those seeking a fun yet laid-back vacation in a sunny paradise.
Animal Kingdom Costuming offers a unique behind-the-scenes look at the vibrant and detailed costumes that bring Disney’s Animal Kingdom to life, perfect for Disney fans and anyone fascinated by creative design and craftsmanship. Visitors can explore a wide selection of quality costumes that enhance the immersive park experience.
Island H2O Water Park offers a unique blend of high-tech, music-connected water slides and family-friendly splash zones, perfect for thrill-seekers and kids alike. Visitors can race friends, jam to their own playlist on rides, or relax in luxury cabanas for a fun-filled day in Kissimmee.
Northeast Regional Park is a vibrant sports and recreation hub with turf fields for soccer, football, and baseball, plus courts for tennis, basketball, and racquetball, ideal for families, athletes, and outdoor enthusiasts seeking active fun and relaxation.
Corpus Christi Catholic Church offers a welcoming community centered on the Eucharist, perfect for those seeking deep spiritual connection through worship, prayer, and fellowship. It’s ideal for individuals and families wanting to grow in faith and experience grace together.
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Here are some things which you should know before booking Wander Orlando Sky
Check-in: after 4:00 pm
Check-out: before 10:00 am
20 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
20 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn’t exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jan 19, 2026 | $2127 | Available |
| Jan 20, 2026 | $2127 | Available |
| Jan 21, 2026 | $2127 | Available |
| Jan 22, 2026 | $2127 | Not Available |
| Jan 23, 2026 | $2127 | Not Available |
| Jan 24, 2026 | $2127 | Not Available |
| Jan 25, 2026 | $2127 | Not Available |
| Jan 26, 2026 | $2127 | Available |
| Jan 27, 2026 | $2127 | Available |
| Jan 28, 2026 | $2127 | Available |
| Jan 29, 2026 | $2127 | Available |
| Jan 30, 2026 | $2127 | Available |
| Jan 31, 2026 | $2127 | Available |
| Feb 1, 2026 | $2127 | Available |
| Feb 2, 2026 | $2127 | Available |
| Feb 3, 2026 | $2127 | Available |
| Feb 4, 2026 | $2127 | Available |
| Feb 5, 2026 | $2127 | Available |
| Feb 6, 2026 | $2127 | Available |
| Feb 7, 2026 | $2127 | Available |
| Feb 8, 2026 | $2127 | Available |
| Feb 9, 2026 | $2127 | Available |
| Feb 10, 2026 | $2127 | Available |
| Feb 11, 2026 | $2127 | Available |
| Feb 12, 2026 | $2127 | Available |
| Feb 13, 2026 | $2127 | Available |
| Feb 14, 2026 | $2127 | Available |
| Feb 15, 2026 | $2127 | Available |
| Feb 16, 2026 | $2127 | Available |
| Feb 17, 2026 | $2127 | Available |
| Feb 18, 2026 | $2127 | Available |
| Feb 19, 2026 | $2127 | Available |
| Feb 20, 2026 | $2127 | Not Available |
| Feb 21, 2026 | $2127 | Not Available |
| Feb 22, 2026 | $2127 | Not Available |
| Feb 23, 2026 | $2127 | Not Available |
| Feb 24, 2026 | $2127 | Not Available |
| Feb 25, 2026 | $2127 | Not Available |
| Feb 26, 2026 | $2127 | Not Available |
| Feb 27, 2026 | $2127 | Not Available |
| Feb 28, 2026 | $2127 | Not Available |
| Mar 1, 2026 | $2127 | Not Available |
| Mar 2, 2026 | $2127 | Not Available |
| Mar 3, 2026 | $2127 | Available |
| Mar 4, 2026 | $2127 | Available |
| Mar 5, 2026 | $2127 | Available |
| Mar 6, 2026 | $2127 | Available |
| Mar 7, 2026 | $2127 | Available |
| Mar 8, 2026 | $2127 | Available |
| Mar 9, 2026 | $2127 | Available |
| Mar 10, 2026 | $2127 | Available |
| Mar 11, 2026 | $2127 | Available |
| Mar 12, 2026 | $2127 | Available |
| Mar 13, 2026 | $2127 | Available |
| Mar 14, 2026 | $2127 | Available |
| Mar 15, 2026 | $2127 | Available |
| Mar 16, 2026 | $2127 | Available |
| Mar 17, 2026 | $2127 | Available |
| Mar 18, 2026 | $2127 | Available |
| Mar 19, 2026 | $2127 | Available |
| Mar 20, 2026 | $2127 | Available |
| Mar 21, 2026 | $2127 | Available |
| Mar 22, 2026 | $4148 | Available |
| Mar 23, 2026 | $4148 | Available |
| Mar 24, 2026 | $4148 | Available |
| Mar 25, 2026 | $4148 | Available |
| Mar 26, 2026 | $4148 | Available |
| Mar 27, 2026 | $4148 | Available |
| Mar 28, 2026 | $4148 | Available |
| Mar 29, 2026 | $4148 | Available |
| Mar 30, 2026 | $4148 | Not Available |
| Mar 31, 2026 | $4148 | Not Available |
| Apr 1, 2026 | $4148 | Not Available |
| Apr 2, 2026 | $4148 | Not Available |
| Apr 3, 2026 | $4148 | Not Available |
| Apr 4, 2026 | $4148 | Not Available |
| Apr 5, 2026 | $4148 | Not Available |
| Apr 6, 2026 | $4148 | Not Available |
| Apr 7, 2026 | $4148 | Not Available |
| Apr 8, 2026 | $4148 | Not Available |
| Apr 9, 2026 | $4148 | Not Available |
| Apr 10, 2026 | $4148 | Not Available |
| Apr 11, 2026 | $4148 | Available |
| Apr 12, 2026 | $4148 | Available |
| Apr 13, 2026 | $4148 | Available |
| Apr 14, 2026 | $1733 | Available |
| Apr 15, 2026 | $1733 | Available |
| Apr 16, 2026 | $1733 | Available |
| Apr 17, 2026 | $1733 | Available |
| Apr 18, 2026 | $1733 | Available |
| Apr 19, 2026 | $1733 | Available |