Homestead holiday lettings

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Why visit Homestead

  • Family-friendly attractions: Homestead offers a variety of activities suitable for families, ensuring fun for all ages.
  • Outdoor adventures: Enjoy the scenic lakes and parks, perfect for relaxation and recreational activities.
  • Local culture: Experience the welcoming atmosphere and friendly locals, enhancing your stay in this vibrant community.
  • Golfing opportunities: Play a round of golf at local country clubs, set against beautiful Floridian landscapes.
  • Spacious accommodations: Choose from a range of private vacation homes, villas, and condos for a comfortable stay.

Popular types of accommodation around Homestead

Welcome to Homestead in Kissimmee, Florida, a delightful destination perfect for your next vacation. Here, you'll find an array of houses, villas, and condos that cater to families and groups seeking reunion rentals. Explore the charming local attractions, enjoy the warm Floridian weather, and create lasting memories in this vibrant community. Whether you're after a spacious home rental or a cosy getaway, Homestead has something for everyone.

  • Houses: The top choice for holidaymakers in Homestead, offering spacious and comfortable living for families or groups.
  • Villas: A popular option featuring luxurious amenities and often situated in picturesque locations.
  • Condos: Ideal for couples or small families, these self-contained units provide a home-like feel with convenient facilities.
  • Apartments: A practical and affordable choice, perfect for shorter stays with essential amenities.
  • Cottages: Charming and quaint, these rentals offer a cosy retreat amidst nature.**

Top attractions near Homestead

Homestead, Kissimmee, Florida, offers a delightful mix of attractions perfect for families and outdoor enthusiasts. Visitors can enjoy thrilling experiences at nearby theme parks, relax by scenic lakes, or play a round of golf at local country clubs. With options for family fun and cultural experiences, Homestead is an ideal base for exploring the vibrant surroundings, including popular water parks and recreational activities that cater to all ages.

  • Walt Disney World® Resort: Experience the magic with thrilling rides, enchanting shows, and beloved characters, perfect for family bonding and creating lifelong memories.
  • ChampionsGate Golf Club: Enjoy a family-friendly golf experience with picturesque courses, excursions, and a welcoming atmosphere, ideal for both seasoned players and novices.
  • Fun Spot America: Dive into outdoor adventures with exciting rides and attractions, offering a fun-filled day for families seeking thrills and entertainment.

Things to do recommended for couples

Seeking a romantic getaway in Homestead? Explore the lush landscapes of the Everglades by airboat, indulge in a sunset stroll at Biscayne National Park, or savour a candlelit dinner at a local seafood restaurant. Each moment is perfect for couples looking to connect and create lasting memories.

Things to do recommended for families

Families visiting Homestead can explore the beautiful Everglades National Park, where kids can enjoy airboat tours and wildlife spotting. Additionally, they can have fun at the Homestead-Miami Speedway, experiencing thrilling car racing events suitable for all ages.

Things to do recommended for groups

Groups visiting Homestead can enjoy thrilling airboat tours in the Everglades, explore the vibrant local markets, and relax at the beautiful Biscayne National Park. A visit to the historic Homestead-Miami Speedway offers an exhilarating experience for motorsport enthusiasts as well.

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

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

If you're travelling with a group, family, pets, or seeking extended stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Homestead with a group: Think about how many bedrooms you'll require, along with additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Homestead with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Homestead: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer 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 discounts 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 accommodations. Don’t forget to consider including amenities such as parking, a lovely kitchen, or a private pool in your search as well.

Where to stay near Homestead

Homestead, Kissimmee, Florida, offers a charming blend of family-friendly experiences and welcoming locals. Visitors can explore beautiful parks, enjoy recreational activities, and indulge in relaxing retreats. The area is perfect for a memorable family getaway, with various attractions catering to all ages. Whether you're seeking adventure or a tranquil escape, Homestead provides an ideal base for discovering the enchanting atmosphere of central Florida.

  • Orlando: Orlando is a vibrant metropolis renowned for its family-friendly atmosphere and entertainment options. Located not far from Homestead, it boasts a plethora of attractions including world-famous theme parks such as Walt Disney World and Universal Studios. Visitors can indulge in shopping at premium outlets, explore the arts at local centres, and enjoy a variety of dining experiences. The city's dynamic landscape features landmarks like the ICON Park and Lake Eola Park, making it a prime destination for both leisure and business travellers seeking a lively urban experience.
  • Kissimmee: Just a short distance from Homestead, Kissimmee is a charming city that offers a wealth of family and entertainment-themed activities. Known for its close proximity to major theme parks, it serves as an ideal base for those looking to explore attractions like Disney's Animal Kingdom and the Kissimmee Lakefront Park. The city is also home to numerous shopping areas and malls, providing visitors with a delightful retail experience. Whether you're enjoying a thrilling day at a theme park or relaxing at local resorts, Kissimmee promises an enjoyable getaway.
  • Four Corners: Four Corners is a quaint village located approximately 8km from Homestead, appealing to those seeking outdoor adventures and family fun. With its proximity to stunning golf courses and recreational facilities, it’s perfect for sports enthusiasts. The area is also close to major theme parks and film studios, making it convenient for those wanting to experience Florida's entertainment offerings. Visitors can enjoy scenic views and a relaxed atmosphere, making Four Corners a delightful stop on your journey through this beautiful region.

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 August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowAverage
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 SunnyAverageAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

The Trip Board feature on Vrbo offers a user-friendly space to plan your trips, resume your previous activities, or manage your itineraries. Here, you'll discover your saved or booked properties neatly organised into categories such as Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo 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 £125 per night in areas like Reunion. Some stays even drop below that in January and March during the off-season, 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 cosy studio cabins to modest family homes, 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, so you can have a comfortable stay.

*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 Vrbo 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 £125 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around £240 per night, offering more space and amenities. Upscale options can cost £430 or more per night, providing a more luxurious experience.

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.
Are there any monthly holiday rentals near Homestead?
Vrbo offers excellent options for monthly holiday rentals near Homestead, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Homestead.
Are there any last-minute holiday rentals near Homestead?
Vrbo makes it simple to find last-minute holiday rentals near Homestead that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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 Vrbo?
Vrbo'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.

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