Homestead holiday rentals

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Why visit Homestead

  • Thrilling Theme Parks: Experience excitement at nearby world-famous theme parks, perfect for families and thrill-seekers alike.
  • Scenic Countryside: Enjoy breathtaking country views and tranquil lakes, ideal for relaxation and outdoor activities.
  • Charming Local Villages: Explore picturesque villages nearby, offering cultural experiences and delightful outings.
  • Friendly Atmosphere: Embrace the warmth of the local community, making your stay feel welcoming and homely.
  • Diverse Accommodation Options: Choose from luxury retreats to charming holiday homes, catering to every traveller's needs.

Popular types of accommodation around Homestead

Planning a getaway to Homestead? The excitement begins as you select the perfect accommodation. Explore popular options like houses, villas, and condos to suit your needs. Whether you're after a charming holiday house or a relaxing stay at a Hilton Homestead resort, you'll find the ideal holiday rental that offers both comfort and convenience. Dive into your adventure with peace of mind, knowing you have the best options at your fingertips.

  • Houses: The top choice for holiday rentals in Homestead, offering spacious and comfortable living for families or groups.
  • Villas: These stylish retreats provide a luxurious stay, ideal for those seeking a bit more indulgence during their holiday.
  • Condos: A popular selection for those who enjoy modern amenities and the convenience of a central location.
  • Apartments: Perfect for couples or solo travellers, offering a cosy and self-contained place to call home.
  • Cottages: Quaint and charming, these are a lovely option for a peaceful getaway.**

Top attractions near Homestead

Homestead, Kissimmee, offers a delightful mix of attractions for all kinds of travellers. From thrilling theme parks to serene lakes and well-maintained golf courses, there's something for everyone. Enjoy stunning country views and explore picturesque villages nearby, perfect for family outings or cultural experiences. Don’t miss the popular holiday parks and other local attractions that make this destination a memorable spot for your vacation.

  • Walt Disney World® Resort: A magical theme park just 16.1km from Homestead, offering thrilling rides and enchanting experiences for the whole family, making it a perfect destination for fun and adventure.
  • Orange County Convention Center: Located 19.3km away, this arts centre showcases a vibrant mix of cultural events and exhibitions, providing a rich experience of local and international art.
  • ChampionsGate Golf Club: Only 4.8km from Homestead, this family-friendly golf course boasts stunning views, friendly staff, and opportunities for excursions, perfect for both seasoned golfers and novices.

Things to do recommended for couples

For a romantic getaway in Homestead, enjoy a round at Disney's Winter Summerland Miniature Golf Course or indulge in luxury at Ridgewood Lakes Golf and Country Club. Don't miss the enchanting atmosphere at Pirate's Dinner Adventure, perfect for a memorable evening together.

Things to do recommended for families

During your family vacation in Homestead, enjoy the excitement of the ESPN Wide World of Sports Complex, the thrilling rides at Disney's Typhoon Lagoon Water Park, and the peaceful surroundings of Northeast Regional Park, perfect for wellness and relaxation.

Things to do recommended for groups

Explore the vibrant atmosphere at Disney Springs™ for shopping and dining, enjoy the entertainment at Old Town, or challenge your mates to a round of golf at Mystic Dunes Golf Club, all within a short drive from Homestead.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking with Stayz is simple

Are you keen to save on your upcoming holiday? It’s worth being open to adjusting your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Stayz accommodation that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Where to stay near Homestead

Homestead, Kissimmee, Florida, offers a delightful blend of family-friendly charm and scenic beauty. Travellers will find idyllic getaways in the countryside, perfect for relaxation and recreation. From luxury retreats to charming excursions, the area boasts friendly locals and breathtaking views, making it an ideal destination for those seeking a peaceful escape. Whether you're exploring nearby towns or enjoying the tranquil atmosphere, Homestead promises a memorable holiday experience.

  • Orlando: Orlando is a bustling metropolis known for its vibrant family-friendly atmosphere and entertainment-themed attractions. Situated conveniently near Homestead, this city offers a wealth of experiences for tourists. Visitors flock to iconic theme parks, including Walt Disney World and Universal Studios, where unforgettable memories await. Beyond the parks, enjoy shopping at renowned outlets or immerse yourself in the arts at local centres. Outdoor enthusiasts can explore picturesque parks and lakes, while the nearby beaches provide perfect relaxation spots. Orlando truly delivers a multifaceted travel experience.
  • Kissimmee: Kissimmee, a lively city close to Homestead, caters to families and business travellers alike. With its abundance of resorts and expansive shopping areas, Kissimmee is a fantastic base for exploring central Florida. The city is ideally located near famous theme parks, film studios, and stunning beaches, ensuring there's something for everyone. Don’t miss the chance to experience the local dining scene, which offers a variety of cuisines. Kissimmee's convenient amenities and attractions make it a favourite for both leisure and business trips.
  • Reunion: Reunion is a charming neighbourhood that appeals to outdoor enthusiasts and sports lovers. Located near Homestead, this community features luxurious resorts and top-notch golf courses, perfect for those looking to unwind and enjoy nature. The neighbourhood is surrounded by attractions, including renowned theme parks and stunning beaches, making it an excellent choice for families. Reunion's focus on leisure and sports creates a welcoming atmosphere for a memorable vacation experience. Whether you’re hitting the greens or exploring nearby attractions, Reunion offers a delightful getaway.

Best time to go to Homestead

If you're planning a trip to Homestead, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

What do I need to keep in mind when booking a vacation around Homestead

When planning your trip, whether you're heading out with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays, it's important to use the right filters to meet your needs. Here are some helpful booking tips for Stayz to assist you.

  • Travelling to Homestead with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Stayz.
  • Travelling to Homestead with young kids: Travelling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions is beneficial.
  • Taking your pets with you to Homestead: For many families, a holiday isn’t truly special without their furry companion by their side. If that resonates with you, consider exploring Stayz properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Homestead: If you're in search of holiday rentals offering great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Stayz Trips: Planning made easy

Stayz's Trip Board provides a convenient platform for you to plan new adventures, refine your existing arrangements, or keep track of your bookings. The properties you've saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To explore your Trip Boards, simply head over to: https://www.stayz.com.au/trips.

**Based on Stayz properties bookings.

Frequently asked questions

What are the best holiday rentals near Homestead?
The best holiday rentals near Homestead are usually found within the Reunion area of Kissimmee, Florida. You will find a great selection of properties here, with the most common types being private holiday houses and elegant villas. While many excellent options are close to the POI, if you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can easily find the best holiday rentals near Homestead to suit your needs.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as private pools for exclusive use, shared pools for community enjoyment, and spacious decks or patios for outdoor relaxation. These homes are ideal for family trips or group retreats where everyone needs a little extra room.
Are there any cheap holiday rentals near Homestead?
There are several affordable holiday rentals near Homestead, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$240 per night. Some stays even offer good deals in January and March, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from private holiday houses to villas, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Homestead while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Homestead?
There are hundreds of pet-friendly holiday rentals near Homestead, with over 800 properties available in the Reunion area of Kissimmee. The majority of these are private holiday houses and villas, offering a range of amenities designed to cater to both guests and their beloved pets. Many homes feature private outdoor spaces, such as fenced yards or private decks, alongside essential comforts like fully equipped kitchens and Wi-Fi, ensuring a comfortable stay for everyone.

When searching for the best pet-friendly holiday rentals near Homestead, it is crucial to review each property's specific pet policies, including any size restrictions or additional fees.
What are the top holiday rentals with pools near Homestead?
There are over 5,000 holiday rentals near Homestead that offer access to swimming pools, with a wide variety of options including private backyard pools, shared community pools, and even some indoor facilities. Properties are concentrated in areas like Reunion, with many being private holiday houses and villas. These rentals often come with essential amenities such as fully equipped kitchens, Wi-Fi, and outdoor decks, making them great for families or groups seeking a comfortable and convenient stay.

When selecting your ideal rental, consider the benefits of each pool type. Private pools offer exclusive use and seclusion, which is excellent for families desiring privacy, while shared pools often provide access to additional facilities like water slides or sun loungers. For cooler months, many properties offer heated pools, ensuring year-round enjoyment. Checking availability well in advance, especially for peak seasons, will help secure your preferred property.
What are the best family holiday rentals near Homestead?
There are over 4,100 family-friendly holiday homes available in the Reunion area near Homestead, offering extensive space and comfort for groups. These rentals, predominantly private homes and villas, typically feature multiple bedrooms and bathrooms, full kitchens, and generous living areas, all well-suited for families. Many properties also boast outdoor play areas like yards or gardens, alongside amenities such as WiFi, video games, and cribs, ensuring entertainment and convenience for all guests.

When selecting the ideal property for your family, consider homes that provide separate spaces for adults and children to relax, and prioritise practical amenities like a fully equipped kitchen to simplify meal preparation and save on dining out. Staying in a well-located holiday rental means less travel time to Homestead, allowing more time to enjoy your activities.
Are there any luxury holiday rentals near Homestead?
Near Homestead, there are several luxury holiday rentals that combine the local scenery with modern comfort. Guests can find properties featuring amenities such as private hot tubs, deep soaking bathtubs, private pools, gourmet kitchens with private chef services, and resort views. Many of these properties also include premium bedding and Egyptian cotton sheets for an enhanced stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and climate control for cooling. Many of these exceptional properties are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Homestead?
Holiday rentals near Homestead offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$240 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$470 per night, offering more comfort and amenities. Upscale options can cost AU$840 or more per night, especially for properties with premium features or additional space.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Homestead?
When visiting Homestead, several areas offer excellent holiday rental options. Reunion is a prime choice, known for its spacious properties and access to various recreational facilities, making it ideal for those seeking an extensive holiday experience. These rentals are a short drive from Homestead, providing convenient access to local attractions.

Another excellent area to consider is Celebration, which features charming, master-planned communities with a variety of homes. It offers a distinct community feel and is much-loved for its pedestrian-friendly design and local amenities. Properties here are well-connected to Homestead and the wider area.

For those desiring a balance of convenience and a relaxed setting, the areas surrounding ChampionsGate offer a good selection of holiday rentals. These properties are a short drive from Homestead, offering easy access to the region's diverse offerings.
What is the cheapest month to stay near Homestead?
The cheapest time to find holiday rentals near Homestead is typically during Winter (January) and early Spring (March), excluding any major local festivals or school holiday weeks. January is frequently the cheapest month, often providing the best deals on properties and homes. Guests can often find various savings during these months, with rates potentially lower than peak season.
Are there any lakefront holiday rentals near Homestead
Lakefront holiday rentals near Homestead are readily available, primarily situated around the many beautiful lakes in the Kissimmee area, such as Lake Toho or Lake Davenport. These properties are a short drive from Homestead, offering convenient access to water activities like kayaking, fishing, motorboating, paddleboating, and various other water sports, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy stunning water views and unwind in peaceful surroundings.
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.
What can I expect from Stayz customer service and Stayz™ 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.
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.
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.