Best Vacation Homes in Painters Hill
2330 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R30,003/Night
For 7 Nights ZA R210,020
2626.39 ft²
9 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R5,500/Night
For 7 Nights ZA R38,500
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
ZA R6,600/Night
For 7 Nights ZA R46,200
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R8,845/Night
For 7 Nights ZA R61,913
592.02 ft²
5 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R4,610/Night
For 7 Nights ZA R32,278
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
ZA R8,717/Night
For 7 Nights ZA R61,010
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R8,157/Night
For 7 Nights ZA R57,102
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
ZA R8,552/Night
For 7 Nights ZA R59,860
Painters Hill Luxury Rentals
1 Bedroom
1 Bathroom
Ocean View
House
- Ocean View
- View
- Internet
ZA R53,305/Night
For 7 Nights ZA R373,133
2335.77 ft²
8 Guests
1 Bedroom
4 Bathrooms
Free Cancellation
House
- Private Beach
- Oceanfront
- Fireplace/Heating
ZA R44,372/Night
For 7 Nights ZA R310,597
18 Guests
7 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R40,927/Night
For 7 Nights ZA R286,495
18 Guests
8 Bedrooms
6 Bathrooms
House
- Parking
- Air Conditioner
- Internet
ZA R34,782/Night
For 7 Nights ZA R243,480
4800.7 ft²
16 Guests
8 Bedrooms
6 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R33,826/Night
For 7 Nights ZA R236,781
3003.13 ft²
18 Guests
8 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Parking
ZA R29,122/Night
For 7 Nights ZA R203,863
4799 ft²
16 Guests
8 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R28,361/Night
For 7 Nights ZA R198,527
5655 ft²
16 Guests
6 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R22,691/Night
For 7 Nights ZA R158,845
Painters Hill Pet Friendly Vacation Rentals
3395 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R17,535/Night
For 7 Nights ZA R122,741
1302.43 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R5,139/Night
For 7 Nights ZA R35,972
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R4,475/Night
For 7 Nights ZA R31,326
2650 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
ZA R20,790/Night
For 7 Nights ZA R145,530
2755.56 ft²
12 Guests
5 Bedrooms
1 Bathroom
House
- Pet Friendly
- Parking
- Air Conditioner
ZA R17,978/Night
For 7 Nights ZA R125,844
1300 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
ZA R9,064/Night
For 7 Nights ZA R63,456
2400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
ZA R9,121/Night
For 7 Nights ZA R63,850
14 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R13,635/Night
For 7 Nights ZA R95,455
Painters Hill Large Vacation Homes
12 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
ZA R13,178/Night
For 7 Nights ZA R92,253
4004.17 ft²
12 Guests
7 Bedrooms
4 Bathrooms
House
- Private Beach
- Oceanfront
- Hot Tub
ZA R6,551/Night
For 7 Nights ZA R45,856
4000 ft²
12 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R21,307/Night
For 7 Nights ZA R149,158
1800 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R18,217/Night
For 7 Nights ZA R127,519
15 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
ZA R15,250/Night
For 7 Nights ZA R106,750
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
ZA R11,842/Night
For 7 Nights ZA R82,895
4799 ft²
16 Guests
8 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
ZA R27,022/Night
For 7 Nights ZA R189,152
2415 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
ZA R9,159/Night
For 7 Nights ZA R64,113
Why Choose Rent By Owner for your Painters Hill 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 Painters Hill Vacation Rentals
Where are the best neighborhoods to stay in Painters Hill?
When choosing where to stay in Painters Hill, Florida, you’ll discover a peaceful neighborhood surrounded by scenic views and easy access to coastal attractions. This area offers a relaxed atmosphere perfect for those seeking a tranquil retreat while being conveniently close to local amenities. Whether you're looking for a cozy spot to unwind or a comfortable base for exploring the region, the neighborhoods in Painters Hill provide a reliable and inviting environment for your vacation experience. Trust in the local charm and natural beauty that make this part of Florida an ideal destination for your next getaway.
Painters Walk
Located in the charming area of Flagler Beach, this neighborhood offers easy access to the region's beautiful coastal scenery. Here, you can find well-appointed vacation rentals that provide a relaxing retreat close to the beach and local amenities.
View 201+ Rentals in Painters WalkBest Times to Visit Painters Hill
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can enhance your experience, as the best periods to enjoy the region’s pleasant weather and local events often depend on the season, making it important to consider when planning your stay here.
Peak Season Highlights
Spring (March to May)
During the spring months, you’ll find this destination’s weather ideal for outdoor activities and enjoying the scenic beauty of the area.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Fall offers mild temperatures and fewer tourists, making it a perfect time to experience the region’s tranquility and natural charm.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Summer (June to August)
In the summer, the region experiences higher humidity and temperatures, but it’s an excellent period for beach activities and water sports.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
Winter (December to February)
During winter, expect cooler temperatures and quieter surroundings, ideal for those seeking a peaceful getaway in a less crowded setting.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F
Weekly Weather Forecast for Painters Hill
How to Book Your Painters Hill 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 Painters Hill
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 relaxing in your private outdoor seating area, perfect for soaking up the sunshine here in Painters Hill.
- Take advantage of a spacious backyard ideal for outdoor dining or picnics amidst scenic surroundings.
- Make the most of the region’s pleasant climate with a cozy outdoor lounge or patio area.
- If available, unwind by a private swimming pool, a common feature in many vacation rentals here in this coastal destination.
- Utilize outdoor grills to prepare delicious meals while enjoying the fresh air of the area.
- Embrace the serene environment with landscaped gardens or yard space for outdoor activities.
- Some properties also offer outdoor showers, enhancing your experience in this inviting region of Florida.
Top Attractions Around Painters Hill
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as relaxing on pristine beaches, exploring scenic nature trails, and engaging in water sports, all conveniently close to your chosen vacation rentals in Painters Hill, Florida.
Family Activities
- Beach Exploration: You can enjoy the pristine sands and gentle waves perfect for family vacations in this coastal area.
- Local Nature Walks: Discover scenic trails and parks that offer educational and fun outdoor adventures for children and parents alike.
- Community Parks and Playgrounds: Spend quality time at well-maintained parks where kids can play and families can relax amidst lush surroundings.
- Fishing and Boating Tours: Experience exciting freshwater or saltwater fishing trips and boat rides, ideal for introducing your family to local aquatic life.
Adult Activities
- Golfing at the local courses: Enjoy a day of relaxation and skill-building on scenic golf courses nestled within the region.
- Exploring nature reserves: Discover peaceful walking trails and wildlife viewing opportunities in nearby nature preserves that showcase the area's natural beauty.
- Sightseeing by boat: Experience the region’s waterways with boat tours or rentals, offering a unique perspective of this coastal destination.
- Dining at local eateries: Savor fresh seafood and regional cuisine at charming restaurants that highlight the area's culinary specialties.
Other Places to Stay in Painters Hill, FL
Grand Haven Golf Club
Painters Walk
Painters Hill Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the regional calendar to coordinate your stay around community festivals or seasonal activities that showcase the area's vibrant culture.
- Explore Nearby Natural Spaces: Take advantage of the region's scenic parks and outdoor trails to experience the natural beauty that makes this destination unique.
- Discover Unique Dining Options: Sample local cuisine by visiting recommended eateries in the area, enhancing your overall experience of this charming locale.
- Utilize Local Transportation: Use convenient transit options or bike rentals available here to easily access popular spots and maximize your exploration time.
Transportation Options
- Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring this coastal destination and its surrounding areas.
- Public Transit: Local bus services provide an affordable and convenient way to reach key points of interest in this scenic region.
- Taxi and Rideshare Services: Taxis and ridesharing options like Uber or Lyft are readily available for quick trips around here, enhancing your comfort during your stay.
- Bicycle Rentals: Cycling is a popular and eco-friendly way to experience the area's natural beauty at your own pace within this inviting destination.
Local Customs Options
- Local Seafood Traditions: You can enjoy fresh, locally caught seafood that reflects the region's coastal heritage in this area.
- Southern Hospitality: Expect warm welcomes and friendly interactions that embody the welcoming spirit of the local community here.
- Beachside Customs: Participating in respectful beach etiquette, such as maintaining cleanliness and adhering to local regulations, is highly valued in this destination.
- Community Festivals: Engaging in seasonal events and festivals highlights the area's rich cultural traditions and offers authentic local experiences.
Frequently Asked Questions About Painters Hill?
1. What are the top vacation rentals in Painters Hill?
There are a lot of options in Painters Hill. If you plan on staying in the Painters Hill area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Painters Hill:
- Beachfront Top Floor | King Bed | Direct Access
- 400ft to private beach. Riverfront,dock,pool,kayaks Elevator, 1.6 acres
- The Ocean is Your Backyard - Entire House on Ocean
- Direct Beachfront Deck | Grill | 2 Queen Beds
- No Extra Fees! Heated Pool/Steps to Private Beach
- BRAND NEW HOME! Intracoastal Waterway & Beach Access! Welcome to The Blue Heron!
- Luxury Home with Water Views, Private Pool+ Outdoor Bar + Grill
- The White House on Flagler Beach - Unit 11
- Atlantic Beach House | Spacious Home w. Elevator + Easy Beach Access
- Sunshine House by Distinctive Beach Rentals
2. How many vacation rentals have private pools in Painters Hill?
There are 3 vacation rentals with private pools near Painters Hill. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Painters Hill are best for families?
If you are looking for a family-friendly vacation home in Painters Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Painters Hill:
4. How many Rentbyowner vacation rentals are available in Painters Hill?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 88 in the Painters Hill 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 Painters Hill.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary depending on the specific property owner. To understand the exact terms, please review the listing details or contact the owner directly before booking.
6. Are there any specific amenities I should expect in rental properties here?
Amenities differ between listings, but many properties offer essentials like Wi-Fi, kitchen facilities, and parking. For detailed information, check the property description or reach out to the host.
7. How do I secure a booking during peak seasons in this area?
To ensure availability during busy times, it’s recommended to book well in advance. Details about availability and reservation procedures are available within each listing, or you can contact the owner for assistance.
8. Is there a minimum stay requirement for vacation rentals in this region?
Minimum stay requirements vary by property. Please review the individual listing for specifics, or contact the owner if you have special requests or need clarification.
9. What should I know about the check-in and check-out process here?
Check-in and check-out procedures are outlined in each property’s listing. For any questions or special arrangements, it's best to communicate directly with the property owner prior to your arrival.
Painters Hill Top Rated Vacation Rentals
2466 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R8,101/Night
For 7 Nights ZA R56,708
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R13,585/Night
For 7 Nights ZA R95,093
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R6,403/Night
For 7 Nights ZA R44,821
1 ft²
16 Guests
9 Bedrooms
9 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
ZA R12,620/Night
For 7 Nights ZA R88,346
14 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R14,801/Night
For 7 Nights ZA R103,614
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
ZA R4,715/Night
For 7 Nights ZA R33,000
ZA R23,329/Night
For 7 Nights ZA R163,310
2466 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
ZA R9,219/Night
For 7 Nights ZA R64,539
