About
Amenities
Sleep
Location
$0
for 0 nights
0.00
Orlando Sky
Kissimmee, Florida

Wander Orlando Sky

Wander Orlando Sky

Saved to wishlist

20 guests
16 beds
10.5 bathrooms
1/52
Game RoomMovie TheaterHot tub
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.
Flexible check-in & out
Check-in after 4:00pm • Check-out before 10:00amNo pets allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go
About the property
Wander Orlando Sky is a luxurious retreat offering an unparalleled vacation experience in the heart of Orlando. Indulge in the ultimate comfort and entertainment with amenities designed for both relaxation and exhilaration. Start your day with a refreshing dip in the outdoor pool, followed by a rejuvenating sauna session or a workout in the state-of-the-art gym. Later, gather your loved ones for a barbecue feast in the dedicated area, or unwind by the soothing hot tub under the stars. For evening entertainment, choose between a captivating movie in your private theater, or friendly competition in the exciting game room. Alternatively, gather on the expansive patio or private balcony, enjoying the tranquil ambiance. A cozy fireplace adds a touch of warmth and charm for those cooler evenings, and the convenience of free parking and high-speed Wi-Fi ensures a seamless and enjoyable stay. Escape to a world of luxury and recreation at Wander Orlando Sky, featuring a themed room for added excitement and unforgettable memories.
Property License: 196085
Hotel-grade amenities

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.

Common Amenities

  • Wifi
  • Patio
  • Free parking
  • Balcony
  • Themed room
  • Game Room
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Air conditioning
  • Fire extinguisher
  • Hot water

Pool

  • Outdoor pool
  • Hot tub
  • Outdoor seating

Patio

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Ping pong table

Balcony

  • Outdoor seating
  • Outdoor dining area

Living Room

  • TV
  • Fire place

Dining Room

  • Dining table
  • Wine Cellar

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Tv Room

  • TV
  • Pool table
  • Wet bar

Theater

  • Movie Theater
  • Movie projector

Game Room

  • Air hockey
  • Arcade machine
  • Bed linens

Bedroom 1

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan
  • Desk

Ensuite Bathroom 1

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Bathtub
  • Hair dryer

Bedroom 2

  • Bed linens
  • Closet
  • Hangers
  • TV

Ensuite Bathroom 2

  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Ensuite bathroom
  • Bath linens

Bedroom 3

  • Closet
  • Hangers
  • TV
  • Ceiling fan
  • Bed linens

Ensuite Bathroom 3

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 4

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan

Ensuite Bathroom 4

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 5

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan

Ensuite Bathroom 5

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 6

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan

Ensuite Bathroom 6

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 7

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan

Ensuite Bathroom 7

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 8

  • Bed linens
  • Closet
  • Hangers
  • TV
  • Ceiling fan

Ensuite Bathroom 8

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 9

  • Bed linens

Ensuite Bathroom 9

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 10

  • Bed linens

Ensuite Bathroom 10

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Meditation Room

  • Meditation Room
  • TV
  • Sauna

Gym

  • Gym
  • Exercise equipment
  • Treadmill

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies
Where you’ll sleep
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
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
Where you’ll be

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.

Kissimmee, Florida, United States
28.279031-81.602422
Timezone: America/New_York

Restaurants

Studio Movie Grill - Sunset Walk

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

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

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.

Wawa

Wawa is known for its fresh, made-to-order hoagies, hot breakfast sandwiches, and expertly brewed coffee, offering convenient, quality meals and snacks any time of day. Its seasonal treats and fresh baked goods make it a local favorite.

Keke's Breakfast Cafe

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.

Publix Super Market at Celebration Pointe

Publix Super Market at Celebration Pointe offers a standout bakery with award-winning pies, scratch-made breads, and decadent desserts, alongside a deli with fresh-sliced meats and a wide selection of gourmet items for every taste. Their friendly service and convenient options make shopping a breeze.

Publix Super Market at Champions Gate Village

Publix Super Market at Champions Gate Village offers fresh produce, delicious bakery goods, and signature deli subs, complemented by friendly staff and weekly deals to make grocery shopping easy and enjoyable.

Publix Super Market at Ovation

Publix Super Market at Ovation offers fresh, high-quality deli subs, award-winning bakery cakes, and a wide selection of fresh produce and seafood, all served with friendly, helpful staff in a clean, well-organized store.

Texas Roadhouse

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

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

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

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.

Walgreens

Walgreens offers a convenient selection of pantry staples, frozen meals, and tasty snacks, making it easy to stock up on essentials and quick meals all in one stop. Find everything from baking ingredients to frozen desserts and on-the-go breakfast options.

ALDI

ALDI offers a unique shopping experience with its rotating selection of limited-time ALDI Finds, featuring specialty snacks like Simply Nature PB&J bites and fun seasonal treats, plus affordable quality staples that keep customers coming back for more.

Cinépolis Luxury Cinemas IMAX Polk

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 - Celebration

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.

CVS

CVS offers a convenient selection of plant-based and frozen meal solutions, plus over 140 better-for-you snacks, making quick, healthy eating easier without extra grocery trips. Find popular brands like Beyond Meat, Bird’s Eye vegetables, and Amy’s Kitchen in-store and online.

bp

bp offers a fresh and flavorful food experience with made-to-order sandwiches, private-label snacks, and seasonal menu items designed to satisfy local tastes. Enjoy convenient, tasty options like crispy herby chicken burgers and exclusive epic goods snacks while on the go.

7-Eleven

7-Eleven offers quick, flavorful meals like crispy thin crust pizzas, savory breakfast burritos, and a wide variety of snacks and drinks, making it a convenient stop for fresh, on-the-go cravings any time of day. Their menu features fan favorites and limited-time specials to keep things exciting.

7-Eleven

7-Eleven offers a unique variety of local and international snacks, fresh ready-to-eat meals like sushi and bentos in Japan, and specialty treats such as Hawaiian kulolo and exclusive character merchandise in Taiwan, making it a convenient spot for diverse and distinctive finds.

Attractions

Animal Kingdom

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 Theme Park

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

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, an IHG Hotel

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

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

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

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

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

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

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.

Guests love this place
Guests love the Game Room, Movie Theater, Hot tub and more.
Speechless experience. One of the best home in the area. Great location incredible architecture.
Gleb from San Francisco, CA
Gleb from San Francisco, CA
Stayed in Aug 2025
I can't recommend it enough! The location was ideal for outdoor adventures, and the house itself was incredibly spacious and well-appointed. Our family had an unforgettable vacation.
David from Denver, CO
David from Denver, CO
Stayed in Aug 2025
As someone who values fitness and wellness, I've been impressed by how Wander caters to health-conscious travelers. Many of their properties feature well-equipped home gyms, and I've even stayed at a few with private yoga decks. The ability to maintain my workout routine while enjoying a luxurious vacation is fantastic.
Lauren from Atlanta, GA
Lauren from Atlanta, GA
Stayed in Aug 2025
Have a question?
24/7 Concierge
Talk with the concierge to ask any question you might have
Things to know

Here are some things which you should know before booking Wander Orlando Sky

HOUSE RULES
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
CANCELLATION POLICY
Cancel within 24 hours for a full refund.
Before you book
Availability & Pricing
DatePrice (USD, excl. fees and taxes)Availability
Oct 19, 2025$1541Available
Oct 20, 2025$1518Available
Oct 21, 2025$1495Available
Oct 22, 2025$1610Available
Oct 23, 2025$1610Available
Oct 24, 2025$1863Available
Oct 25, 2025$1863Available
Oct 26, 2025$1771Available
Oct 27, 2025$1748Available
Oct 28, 2025$1725Available
Oct 29, 2025$1679Available
Oct 30, 2025$1679Available
Oct 31, 2025$1932Available
Nov 1, 2025$1932Available
Nov 2, 2025$1725Available
Nov 3, 2025$1702Available
Nov 4, 2025$1679Available
Nov 5, 2025$1485Available
Nov 6, 2025$1485Available
Nov 7, 2025$1725Available
Nov 8, 2025$1725Available
Nov 9, 2025$1518Available
Nov 10, 2025$1495Available
Nov 11, 2025$1485Available
Nov 12, 2025$1495Not Available
Nov 13, 2025$1495Not Available
Nov 14, 2025$1748Not Available
Nov 15, 2025$1748Not Available
Nov 16, 2025$1541Available
Nov 17, 2025$1518Available
Nov 18, 2025$1725Available
Nov 19, 2025$2714Available
Nov 20, 2025$2714Available
Nov 21, 2025$2967Available
Nov 22, 2025$2967Available
Nov 23, 2025$2760Available
Nov 24, 2025$2737Available
Nov 25, 2025$2714Available
Nov 26, 2025$3650Available
Nov 27, 2025$3650Available
Nov 28, 2025$3650Available
Nov 29, 2025$3650Available
Nov 30, 2025$3650Available
Dec 1, 2025$3650Available
Dec 2, 2025$1886Available
Dec 3, 2025$1725Available
Dec 4, 2025$1725Available
Dec 5, 2025$1978Available
Dec 6, 2025$1978Available
Dec 7, 2025$1771Available
Dec 8, 2025$1748Available
Dec 9, 2025$1725Available
Dec 10, 2025$1725Available
Dec 11, 2025$1725Available
Dec 12, 2025$1978Available
Dec 13, 2025$1978Available
Dec 14, 2025$1771Available
Dec 15, 2025$1748Available
Dec 16, 2025$1725Available
Dec 17, 2025$3950Available
Dec 18, 2025$3950Available
Dec 19, 2025$3950Available
Dec 20, 2025$3950Available
Dec 21, 2025$3950Available
Dec 22, 2025$3950Available
Dec 23, 2025$3950Available
Dec 24, 2025$3950Available
Dec 25, 2025$3950Available
Dec 26, 2025$3950Available
Dec 27, 2025$3950Available
Dec 28, 2025$3950Available
Dec 29, 2025$3950Available
Dec 30, 2025$3950Available
Dec 31, 2025$3950Available
Jan 1, 2026$3950Available
Jan 2, 2026$3950Available
Jan 3, 2026$3950Available
Jan 4, 2026$3950Available
Jan 5, 2026$2461Available
Jan 6, 2026$2438Available
Jan 7, 2026$2438Available
Jan 8, 2026$1817Available
Jan 9, 2026$2070Available
Jan 10, 2026$2070Available
Jan 11, 2026$1863Available
Jan 12, 2026$1840Available
Jan 13, 2026$1817Available
Jan 14, 2026$1817Available
Jan 15, 2026$1955Available
Jan 16, 2026$2714Available
Jan 17, 2026$2438Available
ExploreGet the app