Best Vacation Homes in Hillcrest
New
House
7.4(3 Reviews)
6 Bedrooms
4 Baths
16 Guests
2583 ft²
Private Pool
Oceanfront
Fireplace/Heating
Pool
US $814/Night
7 Nights - US $5,696
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
2195.84 ft²
- Fireplace/Heating
- Pool
Parking
Air Conditioner
US $456/Night
7 Nights - US $3,192
House
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Balcony/Terrace
Kitchen
US $338/Night
7 Nights - US $2,366
New
House
4 Bedrooms
2 Baths
18 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
Internet
US $760/Night
7 Nights - US $5,317
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1097.92 ft²
View- Parking
- Air Conditioner
- Internet
US $145/Night
7 Nights - US $1,015
New
Condo
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $626/Night
7 Nights - US $4,382
New
House
5 Bedrooms
4 Baths
10 Guests
2754 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $621/Night
7 Nights - US $4,350
House
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
Hot Tub- Fireplace/Heating
Ocean View
US $594/Night
7 Nights - US $4,161
Hillcrest Luxury Rentals
Villa
5 Bedrooms
4 Baths
10 Guests
3003.13 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
Unlock the Best Price
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $8,619/Night
7 Nights - US $60,330
Villa
2 Bedrooms
2 Baths
10 Guests
2152.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $7,841/Night
7 Nights - US $54,889
Condo
1 Bedroom
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $3,732/Night
7 Nights - US $26,121
Villa
10.0(1 Review)
6 Bedrooms
4 Baths
14 Guests
484.38 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $3,005/Night
7 Nights - US $21,036
Villa
9.8(22 Reviews)
8 Bedrooms
6 Baths
30 Guests
3450 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,576/Night
7 Nights - US $18,034
House
7 Bedrooms
5 Baths
16 Guests
5381.95 ft²
- Fireplace/Heating
- Pool
- View
- Parking
US $2,343/Night
7 Nights - US $16,402
Villa
7 Bedrooms
4 Baths
16 Guests
4305.56 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $2,249/Night
7 Nights - US $15,743
Hillcrest Pet Friendly Vacation Rentals
New
House
3 Bedrooms
2 Baths
8 Guests
1744 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
US $473/Night
7 Nights - US $3,311
Villa
10.0(3 Reviews)
5 Bedrooms
3 Baths
14 Guests
2497.23 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $646/Night
7 Nights - US $4,522
House
9.6(4 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Pet Friendly
- Parking
US $260/Night
7 Nights - US $1,823
House
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $456/Night
7 Nights - US $3,189
Villa
10.0(2 Reviews)
6 Bedrooms
3 Baths
16 Guests
2152.78 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $409/Night
7 Nights - US $2,866
New
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $310/Night
7 Nights - US $2,167
House
10.0(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $348/Night
7 Nights - US $2,434
House
10.0(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
1206 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $349/Night
7 Nights - US $2,442
Hillcrest Large Vacation Homes
New
Villa
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $333/Night
7 Nights - US $2,333
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
2249.66 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $690/Night
7 Nights - US $4,833
US $1,842/Night
7 Nights - US $12,894
House
10.0(7 Reviews)
1 Bedroom
3 Baths
10 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $511/Night
7 Nights - US $3,577
Villa
10.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
1291.67 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,496/Night
7 Nights - US $10,473
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
7 Guests
2000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $343/Night
7 Nights - US $2,400
House
3 Bedrooms
2 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $499/Night
7 Nights - US $3,495
Villa
1 Bedroom
1 Bath
10 Guests
2153 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $395/Night
7 Nights - US $2,765
Why Choose Rent By Owner for your Hillcrest Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Hillcrest Vacation Rentals
Where are the best neighborhoods to stay in Hillcrest?
When selecting your neighborhood to stay in Hollywood, Florida, you’ll find that Hillcrest offers a charming and convenient location for your vacation. Surrounded by vibrant communities, this area provides easy access to local amenities and a relaxed atmosphere ideal for travelers seeking comfort and authenticity. Whether you're exploring nearby attractions or simply enjoying the tranquility of your surroundings, staying in Hillcrest ensures a seamless experience with dependable vacation rentals designed to meet your needs. Discover the perfect base for your Floridian adventure by choosing a neighborhood that combines accessibility with a welcoming ambiance.
Hollywood Hills
Nestled within the region, Hollywood Hills offers a peaceful retreat while still being close to local attractions and amenities. Staying here provides easy access to the area's scenic surroundings and vibrant community.
View 930+ Rentals in Hollywood HillsWest Park
Located conveniently in the area, West Park is ideal for those seeking comfortable accommodations near local shops and dining options. This neighborhood provides a relaxed atmosphere with proximity to key destinations.
View 1765+ Rentals in West ParkWashington Park
Known for its welcoming environment, Washington Park offers a strategic location to explore the region’s cultural and recreational spots. Here, you can enjoy a blend of tranquility and accessibility.
View 1399+ Rentals in Washington ParkPark East
Situated in the eastern part of the city, Park East provides convenient lodging options close to major transit routes and local attractions. It’s an excellent choice for travelers wanting to stay near the heart of the action.
View 3261+ Rentals in Park EastBest 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 (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 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
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
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
How to Book Your Hillcrest Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Hillcrest
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Hillcrest
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities, explore local parks, or unwind on beautiful beaches just minutes from your vacation rental in this vibrant area of Hollywood, Florida.
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.
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.
Hillcrest Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Hillcrest?
There are a lot of options in Hillcrest. If you plan on staying in the Hillcrest area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hillcrest:
- Downtown Hollywood Boutique Hotel
- BEAUTIFUL FULLY RENOVATED HOUSE ONLY MINUTES FROM THE BEACH!
- Renovated Home in Hollywood
- Tropical Paradise in Hollywood FL
- Luxury Dwntwn Condo In The Sky – 1 Mile To Beach – King Bed – W/D – 3 Balconies
- Elegant & Cozy Heated Pool/5 min to Beach/GameRoom
- Super Modern ~3 miles to Beach~ Large Yard/Patio & BBQ
- Villa Bianco ☀️Spacious Luxury 5 bed 3.5 bath ☀️New Pool & BBQ ☀️Aventura Mall
- Sensational 5BR Villa Heated Pool near Hard Rock
- Hollywood Hub Near the Beach & Int'l Soccer Play!
2. How many vacation rentals have private pools in Hillcrest?
There are 450 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 2026 is over 2586 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
Apartment
10.0(198 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,238
House
10.0(72 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $464/Night
7 Nights - US $3,249
House
10.0(29 Reviews)
4 Bedrooms
2 Baths
8 Guests
1408 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $634/Night
7 Nights - US $4,439
Villa
10.0(26 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $372/Night
7 Nights - US $2,602
Condo
10.0(20 Reviews)
1 Bedroom
1 Bath
4 Guests
960 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $190/Night
7 Nights - US $1,329
Villa
10.0(14 Reviews)
5 Bedrooms
3 Baths
10 Guests
3012 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $789/Night
7 Nights - US $5,523
Villa
10.0(14 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $704/Night
7 Nights - US $4,930
House
10.0(13 Reviews)
3 Bedrooms
2 Baths
15 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $575/Night
7 Nights - US $4,028
