Osceola Park vacation rentals

We found 187 vacation rentals — enter your dates for availability

Discover a selection of 19 homes and other vacation rentals in Osceola Park that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you need and want for your stay, including WiFi and parking. No matter what you're looking for, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.
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Find out more about Osceola Park

Why visit Osceola Park

  • Beautiful Beaches: Enjoy the stunning shores of Delray Beach, perfect for sunbathing, swimming, and beach activities.
  • Outdoor Adventures: Engage in various outdoor activities in urban parks and along scenic trails.
  • Charming Neighborhood: Explore the lovely Osceola Avenue, lined with friendly locals and quaint shops.
  • Family-Friendly Attractions: Discover numerous attractions suitable for all ages, ensuring fun for the whole family.
  • Diverse Accommodations: Choose from a wide range of vacation rentals, from cozy homes to spacious condos.

Popular types of accommodation around Osceola Park

Discover the charm of Osceola Park with Vrbo's selection of vacation rentals, including private homes, apartments, and condos. Whether you're seeking a cozy spot with hot showers or a spacious place near Beau Rivage, we have options to fit your needs. Explore Delray Beach homes along Alta Meadows Lane for a perfect getaway. No matter your travel plans, we’re here to help you find the ideal accommodation for a memorable stay.

  • Houses: The top choice for visitors to Osceola Park, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A popular option for those seeking a convenient and self-sufficient stay, ideal for couples or solo travelers.
  • Condos: These stylish units provide a blend of luxury and practicality, often with beautiful views and amenities.
  • Villas: Offering a touch of elegance, villas are perfect for those wanting a lavish escape with extra privacy.
  • Cottages: Cozy and charming, cottages provide a quaint setting for a peaceful getaway.**

Top attractions near Osceola Park

Osceola Park in Delray Beach, Florida, is the perfect destination for families and business travelers alike. With attractions like beautiful beaches, urban parks, and a modern college university, there's something for everyone. Enjoy outdoor adventures and vibrant city experiences while exploring the local area. Don't miss out on the stunning Delray Beach, which offers a range of activities for all ages and interests, making it an ideal spot for your vacation.

  • Atlantic Avenue: A vibrant street filled with shops, restaurants, and nightlife, Atlantic Avenue offers a lively atmosphere perfect for dining and exploring local culture, located 0.9 miles from Osceola Park.
  • Florida Atlantic University: This modern university features impressive architecture and a bustling campus life, making it a great spot to enjoy the energy of students and events, situated 6 miles away.
  • Delray Public Beach: A beautiful stretch of sandy shoreline perfect for sunbathing, swimming, and beach activities, Delray Public Beach is just 1 mile from Osceola Park, offering a quintessential beach experience.

Things to do recommended for couples

Looking for a romantic getaway in Delray Beach? Enjoy a fun round of mini-golf at Putt'n Around, only 1 mile from Osceola Park. For adventure lovers, dive into underwater sports with SunStar Aquatic Services, 9 miles away, or paddle through scenic waters with Paddle Away Sports, 12 miles away.

Things to do recommended for families

Families visiting Osceola Park can enjoy the Delray Beach Tennis Center for some sports fun, unwind at Spanish River Park for relaxation, or embark on an adventure at Boomers Boca Raton, where kids can enjoy arcade games and thrilling activities.

Things to do recommended for groups

Explore the vibrant Delray Mall for shopping and family fun, just half a mile from Osceola Park. For a cultural experience, visit the Puppetry Arts Center of the Palm Beaches, located a mile away. Cap off your day at the Town Center at Boca Raton, only 7 miles away.

*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 Osceola Park

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Osceola Park with a group: Think about how many bedrooms you'll require, as well as any additional features you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Osceola Park with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities suitable for their age, 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 Osceola Park: For many families, a trip isn't truly finished without their furry companion along for the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Osceola Park: If you're in search of vacation rentals that offer discounts for month-long stays, 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 as well.

Where to stay near Osceola Park

Osceola Park in Delray Beach, Florida, offers a delightful blend of family-friendly attractions and vibrant city life. Explore the charming Osceola Avenue, bask in the sun at beautiful nearby beaches, and unwind by the tranquil Ocean Pond. Whether you're enjoying summer days with loved ones or seeking a romantic getaway, this neighborhood provides a warm atmosphere filled with friendly people and exciting excursions, making it a perfect destination for every type of traveler.

  • Delray Beach: Delray Beach is a vibrant city known for its family-friendly atmosphere and outdoor adventures. Nestled along the Atlantic coast, it features beautiful beaches and a lively tourist precinct that attracts visitors year-round. The city's shopping mall centers and various shopping areas provide a delightful experience for those looking to indulge in retail therapy. Delray Beach is perfect for families seeking a blend of relaxation and fun, with ample opportunities to enjoy sun-soaked days by the beach and engaging activities for all ages.
  • Delray Beach Shores: Located a mere 0.6 miles from Osceola Park, Delray Beach Shores is a charming neighborhood that radiates a welcoming, family-oriented vibe. Visitors can enjoy the scenic beaches and family-friendly activities, while also taking advantage of local golf courses and shopping venues. The close-knit community atmosphere and accessibility to outdoor spaces make it an ideal spot for those looking to unwind and spend quality time with loved ones amidst beautiful surroundings.
  • Marina District: Just 0.9 miles from Osceola Park, the Marina District is an engaging neighborhood that appeals to families and business travelers alike. With its proximity to shopping mall centers and diverse shopping options, it offers a dynamic urban experience. The area's beautiful beaches and tourist attractions enhance its appeal, providing a perfect backdrop for leisurely strolls or family outings. Whether you're visiting for business or pleasure, the Marina District encapsulates the essence of Delray Beach living.

Best time to go to Osceola Park

If you're planning a trip to Osceola Park, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.5°F (20.3°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
March72.0°F (22.2°C)Light RainMostly SunnyModerately HighSlightly High
April75.7°F (24.3°C)Light RainMostly SunnyAverageAverage
May78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Moderate RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyAverageAverage
August83.7°F (28.7°C)Moderate RainMostly SunnyModerately LowSlightly Low
September82.2°F (27.9°C)Moderate RainMostly SunnyModerately LowSlightly Low
October79.2°F (26.2°C)Light RainMostly SunnyModerately LowSlightly Low
November74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
December71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to better pricing options. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or easily view and organize your travel plans. You can find the properties you've saved or booked in categories like Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Osceola Park?
In Osceola Park, vacation houses are the most popular type of rental accommodation, with about 17 available throughout the area. These homes typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Additionally, several apartments and condos are also offered, providing more compact options for travelers seeking convenience.
Are there any beach house rentals in Osceola Park?
In Osceola Park, there are approximately 44 beach house vacation rentals available. These properties are typically situated close to the vibrant community atmosphere, offering easy access to nearby attractions. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces superb for relaxation. Many of these rentals cater to families or larger groups, featuring multiple bedrooms and private yards, making them ideal for gatherings after a day of exploring the local beaches and parks.
How much does it cost to rent a vacation home in Osceola Park?
Prices for vacation rentals in Osceola Park 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Osceola Park to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Osceola Park vacation house rentals?
You can find great discounts on house rentals in Osceola Park on Vrbo, 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.
What are popular rental amenities in Osceola Park?
In Osceola Park, vacation rentals typically offer a range of popular amenities that cater to travelers' needs. Most properties come equipped with a fully functional kitchen, allowing guests to prepare their own meals. Outdoor spaces are also common, with many rentals featuring a deck or patio where visitors can relax and enjoy the Florida weather. Onsite parking is available, making it convenient for those traveling with vehicles. Additionally, many rentals include a coffee and tea maker, ensuring guests can start their day with a warm beverage.
Can I find family house rentals in Osceola Park?
In Osceola Park, Florida, there are some family-friendly house rentals available, with around 14 options to choose from. This charming area is known for its proximity to attractions like the vibrant city of Kissimmee and the famous Walt Disney World® Resort, making it ideal for family vacations. Many of the properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.

Visitors can also enjoy amenities like private pools and game rooms, enhancing the fun for younger guests. The locale is well-situated, allowing easy access to local parks and recreational activities.
Can I rent a vacation home with a pool or hot tub in Osceola Park?
In Osceola Park, there are several vacation homes available for rent that feature both pools and hot tubs. This charming area in Florida offers a variety of properties, allowing travelers to choose accommodations that suit their needs. Many of these rentals come equipped with private pools, inviting outdoor spaces for relaxation, and hot tubs great for unwinding after a day of exploring. Additionally, travelers can expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even outdoor dining spaces or barbecues, enhancing the overall enjoyment of their stay.
Are there any Osceola Park vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Osceola Park with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Osceola Park?
Yes, you can find pet-friendly vacation rentals in Osceola Park, Florida. The area has around ten options available, providing a range of accommodations that cater to travelers with pets. Many of these rentals come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the Florida sunshine.

Osceola Park is conveniently located near various parks and green spaces, making it an excellent choice for pet owners. Nearby, you can explore places like the Shingle Creek Regional Park, which offers walking trails and natural habitats for outdoor activities with your furry friends.
Can I find long-stay vacation rentals in Osceola Park?
A long-stay vacation rental in Osceola Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Osceola Park for a vacation rental?
The peak season for visiting Osceola Park is from January to March, with February being particularly popular among travelers seeking a warm escape. During these months, the area is abuzz with activity as visitors flock to enjoy the pleasant weather, which typically ranges from the low 50s to the mid-80s Fahrenheit. This is an ideal time for outdoor enthusiasts to partake in recreational activities, including hiking, cycling, and exploring nearby attractions.

With its mild climate and vibrant setting, February offers a comfortable setting for sightseeing and enjoying the natural beauty of Osceola Park. The lush landscapes and scenic parks provide ample opportunities for leisurely walks and picnics, ensuring that visitors can fully immerse themselves in the local environment.

For those looking to travel on a budget, October presents a wonderful alternative. While it falls outside the high tourist season, October's warm temperatures and lower crowds allow for a more relaxed experience. This month is superb for enjoying the tranquil surroundings and taking advantage of more affordable vacation rental options.
Are there any remote work vacation rentals in Osceola Park?
In Osceola Park, Florida, there are several options for remote work vacation rentals, with around 17 properties available. Many of these rentals cater specifically to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated workspaces, and even printers for those who need to stay productive during their stay. Travelers can expect comfortable living environments that allow for a seamless work-life balance, often including fully equipped kitchens and cozy lounges for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Osceola Park vacation rental?
Book your Osceola Park vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Osceola Park, Florida, United States of America?
In Osceola Park, Florida, travelers can enjoy a variety of attractions that showcase the area's charm. The neighborhood is located near Kissimmee, which is home to attractions like the iconic Old Town, featuring vintage amusement rides, dining options, and shops. Vacation rentals in this area often provide easy access to the bustling atmosphere of Old Town.

Additionally, the nearby Lake Tohopekaliga offers opportunities for outdoor activities such as fishing, boating, and scenic picnics along the waterfront. Nature enthusiasts can also explore the Shingle Creek Regional Park, which features walking trails and beautiful landscapes, ideal for hiking and wildlife observation.

For those seeking theme park excitement, Osceola Park is conveniently located near the entrance to Walt Disney World® Resort, making it a great base for families visiting the parks.
Can I change or cancel my Osceola Park home rental booking on Vrbo?
To find Osceola Park vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Osceola Park vacation rental prices shown on Vrbo?
Vrbo 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.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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 favorites, and build the perfect itinerary together.

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