Discover Your Perfect Hillcrest Vacation Homes

Best Vacation Homes in Hillcrest

Hillcrest Pet Friendly Vacation Rentals

Hillcrest Large Vacation Homes

Why Choose Rent By Owner for your Hillcrest Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hillcrest

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience, allowing you to enjoy its warm climate and vibrant atmosphere during peak or off-peak seasons in Hollywood, Florida.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you'll experience the region's peak travel season as visitors flock here for warm weather escapes and beach activities, making it ideal for securing popular vacation rentals.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring Break (March to April)

Spring Break marks one of the busiest times here, with many travelers seeking accommodations to enjoy the sunny beaches and vibrant local scene, so booking early is recommended.

Average Temperature Daytime: 78°F - Nighttime: 62°F

Off-Season Highlights

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Summer (June to August)

While summer is popular among families, this period can also be quieter for those looking for more relaxed vacation rental options away from peak crowds.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

In the fall, fewer visitors means better availability and potential discounts on vacation rentals, providing a calmer experience while still enjoying the region’s warm climate.

Average Temperature Daytime: 82°F - Nighttime: 68°F

Weekly Weather Forecast for Hillcrest

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool, perfect for relaxing under the sun in this vibrant destination.
  • Gather with friends or family around a well-maintained outdoor patio area equipped for entertaining.
  • Take advantage of lush, landscaped gardens that add to the tranquil setting surrounding your stay.
  • Benefit from convenient parking amenities located close to your rental property.
  • Make use of an outdoor dining space ideal for alfresco meals during warm evenings.
  • Explore nearby walking paths or greenery areas that showcase the natural beauty of the region.
  • Relish in outdoor lounge furniture designed for unwinding outdoors in this popular vacation spot.
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Family Activities

  • Hollywood North Beach Park: Enjoy a family day at this scenic beach park, where you can relax on sandy shores, swim in the clear waters, and take leisurely walks along the promenade.
  • Anne Kolb Nature Center: Discover the region’s natural beauty through interactive exhibits, kayaking tours, and walking trails in this engaging nature conservation area.
  • ArtsPark at Young Circle: Experience cultural entertainment including outdoor concerts, art exhibits, and family-friendly events in the vibrant heart of the area.
  • Hollywood Historical Society Museum: Step back in time and learn about the area's history through engaging exhibits and guided tours suitable for all ages.
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Adult Activities

  • Hollywood North Beach Park: Enjoy sunbathing, swimming, or a relaxing picnic at this popular outdoor spot in the region.
  • ArtsPark at Young Circle: Experience local art, live entertainment, and vibrant street festivals set against the backdrop of this cultural hub.
  • Hollywood Beach Broadwalk: Stroll along the famous promenade lined with cafes, shops, and bars perfect for a leisurely day by the ocean.
  • Anne Kolb Nature Center: Discover the natural beauty of the area through kayaking, nature trails, and engaging educational exhibits onsite.

Other Places to Stay in Hillcrest, FL

Memorial Regional Hospital South
Hillcrest Golf and Country Club

Hillcrest Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local dining scene: Sample the regional cuisine at nearby restaurants to enjoy authentic flavors unique to this coastal destination.
  • Plan outdoor activities wisely: Take advantage of the area's pleasant climate by scheduling beach visits and outdoor excursions during off-peak hours for a more relaxed experience.
  • Utilize local transportation options: Consider using nearby transit services or rental bikes to easily explore the region without hassle.
  • Stay connected with nearby attractions: Research popular spots within easy reach to make the most of your time here while enjoying the comfort of your vacation rentals.

Transportation Options

  • Hollywood International Airport: Easily accessible for travelers arriving from afar, this airport provides convenient domestic and international flights close to your vacation rental in the area.
  • Public Bus Services: The local bus system offers an affordable way to explore the region and reach popular destinations around Hollywood and nearby communities.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare options like Uber and Lyft are readily available to provide quick transportation to and from your vacation rental here.
  • Rental Car Agencies: Several car rental providers operate nearby, giving you the freedom to discover the region at your own pace during your stay.

Local Customs Options

  • Respect for Local Beach Etiquette: You’ll find that adhering to beach rules and maintaining cleanliness is a valued custom here, reflecting the community's pride in its coastal environment.
  • Celebration of Cultural Diversity: Embracing the area's vibrant multicultural heritage through local events and festivals is a common way visitors connect with the region's unique character.
  • Appreciation for Outdoor Living: Locals often take pride in enjoying the warm climate through outdoor dining and recreational activities, which you can experience during your stay.
  • Support for Eco-Friendly Practices: The region encourages environmentally conscious behavior, such as recycling and conserving water, helping preserve its beautiful natural surroundings.

Frequently Asked Questions About Hillcrest?

2. How many vacation rentals have private pools in Hillcrest?

There are 369 vacation rentals with private pools near Hillcrest. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Hillcrest are best for families?

If you are looking for a family-friendly vacation home in Hillcrest, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillcrest:

4. How many Rentbyowner vacation rentals are available in Hillcrest?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2118 in the Hillcrest area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hillcrest. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property owner. You should review the specific rental listing details or contact the host directly to understand their cancellation terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically listed on the property page. It’s best to check the detailed listing or reach out to the owner for clarification before completing your reservation.

7. How do I secure my booking in this destination?

Securing your reservation usually involves submitting your details through the booking platform and making the required payment. Confirm all terms with the host and ensure you receive a reservation confirmation to guarantee your stay.

8. What amenities are commonly available in these vacation rentals?

Most properties feature essential amenities like Wi-Fi, parking, and fully equipped kitchens. For specific features such as pools or outdoor spaces, review the property description or contact the owner directly.

9. Is there a minimum stay requirement for booking here?

Minimum stay requirements can vary by property. To find out the specific rules, check the listing details or contact the host directly before making your reservation.

Hillcrest Top Rated Vacation Rentals