Sky Lake holiday rentals

We found 8,527 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Sky Lake that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a hot tub and garden. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Sky Lake

Showing deals for:13 Nov - 20 Nov

Close to everything in Orlando yet feels like a private waterfront paradise.
Dock on Lake Hiawassee is a great spot to fish, have coffee, or catch a sunset!
Enjoy the sunset aboard your own sailboat with a cold beverage.
High ceilings and fans all around.
Exceptional
(33 reviews)

Key West Themed Lakefront Oasis with Liveaboard Sailboat!

Orlando

15% off
AU$5,380
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
Key West Themed Lakefront Oasis with Liveaboard Sailboat!
Bronson Gym open to guest 9a to 9pm
Bronson Clubhouse lazy river, community pool, and children's pirate playscape
Fully equipped kitchen
Bronson Clubhouse Bar & Grill
Exceptional
(51 reviews)

NEW 9Bdrm Themed w Arcade near Disney & Universal

Kissimmee

7% off
AU$5,384
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
NEW 9Bdrm Themed w Arcade near Disney & Universal
Dining
Community house 2 lazy river
Bar / restaurant area
Private kitchen
Excellent
(43 reviews)

Resort style, pool home within minutes to Disney

Kissimmee

7% off
AU$2,156
for 7 nights, 1 home
AU$308 per night
includes taxes & fees
Resort style, pool home within minutes to Disney
Have a family game night with Uno, Jenga, Yahtzee, and more!
Living area
Room
Living area
Exceptional
(23 reviews)

Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!

Orlando

12% off
AU$2,927
for 7 nights, 1 home
AU$418 per night
includes taxes & fees
Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!
Private kitchen
Exterior
Living area
Pool
Wonderful
(14 reviews)

Brand new cozy home at Sonoma Resort at Tapestry

Kissimmee

7% off
AU$3,317
for 7 nights, 1 home
AU$474 per night
includes taxes & fees
Brand new cozy home at Sonoma Resort at Tapestry
Private kitchen
Space to lounge at the resort's clubhouse.
Guests enjoy access to the Sonoma Resort
Luxury 15BR Home with Capacity for 36 Guests
Excellent
(15 reviews)

Upstay Family Resort Mansion- Pool, Games, Theater

Kissimmee

7% off
AU$9,538
for 7 nights, 1 home
AU$1,363 per night
includes taxes & fees
Upstay Family Resort Mansion- Pool, Games, Theater
Room
Wide shot of the resort water park/mini golf area
Private kitchen
Children’s area
Excellent
(8 reviews)

8BR Storey Lake Gated Resort - Theater - South-Facing Pool & Spa - 10 Min Disney

Kissimmee

7% off
AU$4,303
for 7 nights, 1 villa
AU$615 per night
includes taxes & fees
8BR Storey Lake Gated Resort - Theater - South-Facing Pool & Spa - 10 Min Disney
Interior
Water park with giant water slide, kids' pools, lazy river
Interior
Property grounds
Exceptional
(84 reviews)

Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!

Kissimmee

7% off
AU$4,200
for 7 nights, 1 villa
AU$600 per night
includes taxes & fees
Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!
Golf Carts use with House
7 nights or more @ $5/nt 
Less than 7 nights @ $10/nt
Living area
Interior
Property grounds
Exceptional
(5 reviews)

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

Kissimmee

7% off
AU$1,208
for 7 nights, 1 room
AU$173 per night
includes taxes & fees
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
Dining Room
Living Room
Kitchen
Pool Patio
Excellent
(15 reviews)

CHARMING VILLA AT SONOMA RESORT AT TAPESTRY

Kissimmee

7% off
AU$3,439
for 7 nights, 1 villa
AU$491 per night
includes taxes & fees
CHARMING VILLA AT SONOMA RESORT AT TAPESTRY
Fully Equipped Kitchen
You'll gain full access to Sonoma Luxury Resort
You'll gain full access to Sonoma Luxury Resort
Family Dining Area
Very good
(14 reviews)

Upstay: Luxury 10BR Mansion w Pool,Hot Tub & Games

Kissimmee

7% off
AU$4,899
for 7 nights, 1 home
AU$700 per night
includes taxes & fees
Upstay: Luxury 10BR Mansion w Pool,Hot Tub & Games
Did someone say 🍬 candy 🍬?
Who wants a night swim?
Master bedroom with ensuite bathroom
⛱️ Beach towels ⛱️ for pool and family games
Exceptional
(7 reviews)

Beautiful Retreat Near MCO and Theme Parks with FREE Heated/Chilled Pool!

Kissimmee

12% off
AU$2,038
for 7 nights, 1 home
AU$291 per night
includes taxes & fees
Beautiful Retreat Near MCO and Theme Parks with FREE Heated/Chilled Pool!
Room
Private kitchen
Terrace/patio
Dining
Very good
(5 reviews)

Coastal Bungalow ~ Firepit, Pool, Gazebo

Orlando

8% off
AU$4,195
for 7 nights, 1 home
AU$599 per night
includes taxes & fees
Coastal Bungalow ~ Firepit, Pool, Gazebo
Private kitchen
Living area
Room
Exterior
Exceptional
(16 reviews)

Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown

Orlando

8% off
AU$4,067
for 7 nights, 1 apartment
AU$581 per night
includes taxes & fees
Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown
Pool
Private kitchen
Dining
Terrace/patio
Excellent
(5 reviews)

Modern Orlando Retreat – Minutes to Disney, Universal & All the Magic!”

Orlando

8% off
AU$2,391
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Modern Orlando Retreat – Minutes to Disney, Universal & All the Magic!”
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Wonderful
(5 reviews)

Brand New Storey Lake 10 Bedroom Villa with Pool &

Kissimmee

7% off
AU$4,920
for 7 nights, 1 home
AU$703 per night
includes taxes & fees
Brand New Storey Lake 10 Bedroom Villa with Pool &
Private kitchen
Exterior
Room
Terrace/patio
Exceptional
(20 reviews)

New! Cheerful 5bd Pool/Themed Rooms/ Waterslide

Kissimmee

7% off
AU$2,460
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
New! Cheerful 5bd Pool/Themed Rooms/ Waterslide
Fully equipped kitchen with a spacious island.
Pool
Enjoy the flow of our interconnected spaces.
Seamless integration of dining, living, and kitchen spaces.
Exceptional
(22 reviews)

Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access

Orlando

8% off
AU$8,144
for 7 nights, 1 home
AU$1,163 per night
includes taxes & fees
Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access
Welcome entry hall adorned with a mirror and a stylish console table.
Thrilling high slides for an exhilarating experience.
Spacious kitchen countertop, providing plenty of room for meal preparation.
Elegant black and white dining table for eight
Wonderful
(17 reviews)

Luxury 6BR Townhome with Private Pool, Game Room & Resort Access Near Disney

Kissimmee

7% off
AU$3,801
for 7 nights, 1 home
AU$543 per night
includes taxes & fees
Luxury 6BR Townhome with Private Pool, Game Room & Resort Access Near Disney
A symphony of greenery awaits your entrance.
Pool
Enjoy our elegant living room with a large wooden table and seating for 8.
Experience comfort and connection in a space close to Disney.
Exceptional
(7 reviews)

Family Getaway: 4-Bed Townhome with Private Pool, Water Park. Near Disney!

Kissimmee

7% off
AU$2,798
for 7 nights, 1 home
AU$400 per night
includes taxes & fees
Family Getaway: 4-Bed Townhome with Private Pool, Water Park. Near Disney!
Dining
Living area
Room
Private kitchen
Exceptional
(7 reviews)

Cozy Private Apartment 10 minutes from Downtown Orlando

Orlando

7% off
AU$886
for 7 nights, 1 apartment
AU$127 per night
includes taxes & fees
Cozy Private Apartment 10 minutes from Downtown Orlando
Dining
Pool
Dining
Living area
Exceptional
(24 reviews)

17 mins to Theme Parks, Your All in One Stay with Heated Pool

Kissimmee

7% off
AU$2,124
for 7 nights, 1 home
AU$303 per night
includes taxes & fees
17 mins to Theme Parks, Your All in One Stay with Heated Pool
Dine outside by the pool in elegance.
Hideaway club world class resort style amenities are included with your stay.
Adults or teenagers will enjoy resting in this classy Star Wars room.
Dining table seats 6 while the island area seats another 4.
Exceptional
(7 reviews)

New Near Disney Lake View Pool Mario Sleeps 10

Kissimmee

15% off
AU$3,059
for 7 nights, 1 home
AU$437 per night
includes taxes & fees
New Near Disney Lake View Pool Mario Sleeps 10
Master bedroom
Living room
View looking out back patio
Dining room
Very good
(36 reviews)

A Great Location Five Miles From Major Theme Parks

Kissimmee

7% off
AU$1,462
for 7 nights, 1 home
AU$209 per night
includes taxes & fees
A Great Location Five Miles From Major Theme Parks
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Sky Lake for a holiday rental?
The most popular time to visit Sky Lake is during the peak season from February to April. This period welcomes a vibrant influx of travellers eager to enjoy the beautiful spring weather and partake in an array of outdoor activities. With temperatures ranging from 15 to 25 degrees Celsius, the pleasant climate allows for comfortable days spent exploring the area's natural beauty, including the serene lakes and lush parks.March stands out as the ideal month for a holiday rental in Sky Lake, offering a delightful blend of warm weather and exciting local events. Visitors can immerse themselves in outdoor adventures such as hiking, fishing, and bird watching, all while soaking in the area's stunning scenery. The proximity of attractions ensures that your days are filled with exploration without the stress of long travel times.For those considering a more budget-friendly option, October presents a wonderful alternative. The fall season brings a quieter atmosphere, great for appreciating the colourful autumn foliage and enjoying leisurely strolls around the lake. This month offers a unique charm, allowing for a more relaxed experience while still enjoying the natural beauty that Sky Lake has to offer.
What are the top attractions in Sky Lake, Florida, United States of America?
Sky Lake, Florida, is a quaint neighbourhood that offers a peaceful suburban atmosphere while being conveniently located near several attractions. One of the highlights is the nearby Lake Conway, which provides opportunities for boating, fishing, and enjoying the scenic views. The area is also close to the bustling shopping and dining scene at the Florida Mall, where visitors can explore a variety of shops and restaurants.For those interested in nature, the nearby Lake Eola Park in downtown Orlando features a picturesque lake, walking paths, and swan boat rentals, making it a great spot for a leisurely day out. Additionally, the proximity to the theme parks of Orlando, including Walt Disney World® and Universal Studios, allows for easy access to some of the most famous attractions in the area.
Are all fees included in the Sky Lake holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Sky Lake holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sky Lake with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Sky Lake holiday homes?
You can find great discounts on holiday homes in Sky Lake on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Sky Lake holiday home booking on Stayz?
To find Sky Lake holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Sky Lake?
A long-stay holiday home in Sky Lake is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Sky Lake holiday home?
Book your Sky Lake holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Sky Lake?
Prices for holiday homes in Sky Lake vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Sky Lake to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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