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Orlando Sky
Kissimmee, Florida

Wander Orlando Sky

Wander Orlando Sky

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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.
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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.

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.

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.

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.

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.

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Wander Guarantee Badge
Guests love Wander
Wander's average ratings
Cleanliness
4.8
Location
4.9
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

Have a question?

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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
Dec 5, 2025$2127Not Available
Dec 6, 2025$2127Not Available
Dec 7, 2025$2127Available
Dec 8, 2025$2127Available
Dec 9, 2025$2127Available
Dec 10, 2025$2127Available
Dec 11, 2025$2127Available
Dec 12, 2025$2127Available
Dec 13, 2025$2127Available
Dec 14, 2025$2127Available
Dec 15, 2025$2127Available
Dec 16, 2025$2127Available
Dec 17, 2025$4148Available
Dec 18, 2025$4148Available
Dec 19, 2025$4148Available
Dec 20, 2025$4148Available
Dec 21, 2025$4148Available
Dec 22, 2025$4148Available
Dec 23, 2025$4148Available
Dec 24, 2025$4148Available
Dec 25, 2025$4148Available
Dec 26, 2025$4148Not Available
Dec 27, 2025$4148Not Available
Dec 28, 2025$4148Not Available
Dec 29, 2025$4148Not Available
Dec 30, 2025$4148Not Available
Dec 31, 2025$4148Not Available
Jan 1, 2026$4148Not Available
Jan 2, 2026$4148Not Available
Jan 3, 2026$4148Not Available
Jan 4, 2026$4148Not Available
Jan 5, 2026$2415Not Available
Jan 6, 2026$2392Not Available
Jan 7, 2026$2392Not Available
Jan 8, 2026$1817Not Available
Jan 9, 2026$2070Not Available
Jan 10, 2026$2070Not Available
Jan 11, 2026$1886Available
Jan 12, 2026$1840Available
Jan 13, 2026$1817Available
Jan 14, 2026$2127Available
Jan 15, 2026$2127Available
Jan 16, 2026$2208Available
Jan 17, 2026$2208Available
Jan 18, 2026$2127Available
Jan 19, 2026$2127Available
Jan 20, 2026$2127Available
Jan 21, 2026$2127Available
Jan 22, 2026$2127Not Available
Jan 23, 2026$2208Not Available
Jan 24, 2026$2208Not Available
Jan 25, 2026$2127Not Available
Jan 26, 2026$2127Available
Jan 27, 2026$2127Available
Jan 28, 2026$2127Available
Jan 29, 2026$2127Available
Jan 30, 2026$2369Available
Jan 31, 2026$2369Available
Feb 1, 2026$2185Available
Feb 2, 2026$2139Available
Feb 3, 2026$2127Available
Feb 4, 2026$2127Available
Feb 5, 2026$2323Available
Feb 6, 2026$2530Available
Feb 7, 2026$2530Available
Feb 8, 2026$2392Available
Feb 9, 2026$2346Available
Feb 10, 2026$2323Available
Feb 11, 2026$2323Available
Feb 12, 2026$2208Available
Feb 13, 2026$2461Available
Feb 14, 2026$2461Available
Feb 15, 2026$2277Available
Feb 16, 2026$2231Available
Feb 17, 2026$2208Available
Feb 18, 2026$2208Available
Feb 19, 2026$2139Available
Feb 20, 2026$2392Not Available
Feb 21, 2026$2392Not Available
Feb 22, 2026$2208Not Available
Feb 23, 2026$2162Not Available
Feb 24, 2026$2139Not Available
Feb 25, 2026$2139Not Available
Feb 26, 2026$2162Not Available
Feb 27, 2026$2415Not Available
Feb 28, 2026$2415Not Available
Mar 1, 2026$2231Not Available
Mar 2, 2026$2185Not Available
Mar 3, 2026$2162Available
Mar 4, 2026$2162Available
Mar 5, 2026$2530Available
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