Discover Your Perfect Painters Walk Vacation Homes

Best Vacation Homes in Painters Walk

House
Map-icon
like-icon10.0
Exceptional
(106 Reviews)
2 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $473/Night 7 Nights - US $3,313
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 2131.25 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $783/Night 7 Nights - US $5,481
star-icons-3
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $402/Night 7 Nights - US $2,814
House
Map-icon
like-icon10.0
Exceptional
(60 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $247/Night 7 Nights - US $1,728
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 2335.77 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $2,703/Night 7 Nights - US $18,918
House
Map-icon
like-icon10.0
Exceptional
(48 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $230/Night 7 Nights - US $1,613
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 2 Baths 6 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $505/Night 7 Nights - US $3,536
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 4 Guests 1152 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $265/Night 7 Nights - US $1,854

Painters Walk Luxury Rentals

House
Map-icon
1 Bedroom 1 Bath
  • Ocean View
    Ocean View
  • View
    View
More amenities
US $3,738/Night 7 Nights - US $26,163
House
Map-icon
7 Bedrooms 6 Baths 18 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,683/Night 7 Nights - US $18,779
House
Map-icon
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $2,640/Night 7 Nights - US $18,478
star-icons-4
House
Map-icon
8 Bedrooms 6 Baths 16 Guests 4800.7 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,060/Night 7 Nights - US $14,422
House
Map-icon
4 Bedrooms 4 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $1,938/Night 7 Nights - US $13,567
star-icons-4
House
Map-icon
1 Bedroom 4 Baths 14 Guests 3261.46 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $1,858/Night 7 Nights - US $13,006
star-icons-4
House
Map-icon
5 Bedrooms 3 Baths 10 Guests 3196.88 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $1,590/Night 7 Nights - US $11,131
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
8 Bedrooms 6 Baths 16 Guests 4799 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,470/Night 7 Nights - US $10,290

Painters Walk Pet Friendly Vacation Rentals

Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $279/Night 7 Nights - US $1,952
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 7 Guests 1065.63 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $606/Night 7 Nights - US $4,241
star-icons-3
Cottage
Map-icon
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $249/Night 7 Nights - US $1,741
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $266/Night 7 Nights - US $1,865
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 10 Guests 1743.75 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $390/Night 7 Nights - US $2,730
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $223/Night 7 Nights - US $1,560
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $217/Night 7 Nights - US $1,521
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $357/Night 7 Nights - US $2,501

Painters Walk Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(86 Reviews)
6 Bedrooms 5 Baths 14 Guests 3400 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $826/Night 7 Nights - US $5,782
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
1 Bedroom 4 Baths 10 Guests 4004.17 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $657/Night 7 Nights - US $4,601
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
6 Bedrooms 6 Baths 16 Guests 5655 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,230/Night 7 Nights - US $8,609
star-icons-4
House
Map-icon
1 Bedroom 4 Baths 10 Guests 2680.21 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $887/Night 7 Nights - US $6,209
Condo
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
3 Bedrooms 3 Baths 10 Guests 1749 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $368/Night 7 Nights - US $2,579
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 2 Baths 12 Guests 1800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $383/Night 7 Nights - US $2,679
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 3 Baths 10 Guests 1850 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $489/Night 7 Nights - US $3,426
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 3 Baths 13 Guests 2910 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $724/Night 7 Nights - US $5,066

Why Choose Rent By Owner for your Painters Walk Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Painters Walk

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy the region’s pleasant weather and vibrant atmosphere while making the most of your stay in this inviting coastal destination.

Peak Season Highlights

spring
Spring (March to May)

During spring, you'll enjoy warm weather and blooming scenery, making it an ideal time to explore the area's beaches and outdoor attractions in this region.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
winter
Winter Holiday Season (December to February)

The winter months bring milder temperatures and festive celebrations, attracting visitors looking to escape colder climates and enjoy scenic coastal views here.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F

Off-Season Highlights

image
Summer (June to August)

While summer is popular for sunbathing and water activities, it’s also considered off-peak due to higher humidity and increased crowd levels in this destination.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
image
Fall (September to November)

In fall, the area experiences cooler temperatures and fewer visitors, providing a quieter experience with pleasant weather for outdoor pursuits in this region.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Weekly Weather Forecast for Painters Walk

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 patio or deck for relaxing and dining under the sun.
  • Take advantage of lush landscaped gardens surrounding your rental for peaceful outdoor enjoyment.
  • Make use of an outdoor grilling area to prepare delicious meals with fresh, local ingredients.
  • Relax by a shimmering pool that provides a refreshing escape in the warm climate of this seaside destination.
  • Benefit from dedicated outdoor parking spaces for added convenience during your stay.
  • Stroll along scenic pathways or nearby beaches accessible from the property for active outdoor leisure.
  • Utilize outdoor shower facilities to rinse off after a day at the beach or exploring the area.
image
image

Family Activities

  • Flagler Beach Municipal Pier: Enjoy a family-friendly stroll along the historic pier, offering stunning ocean views and opportunities for fishing and dolphin watching.
  • Beachside Activities: Spend quality time building sandcastles, swimming, or collecting shells on the pristine sands of the nearby beach, perfect for all ages.
  • Local Nature Walks: Explore scenic trails and nature preserves in the area, providing educational and engaging outdoor experiences for children and adults alike.
  • Community Events and Festivals: Participate in seasonal events and local festivals that bring families together to celebrate regional culture and entertainment here.
image

Adult Activities

  • Sunset Sailing Tours: Embark on a relaxing sailing adventure along the scenic coast, enjoying breathtaking views and the tranquil waters of the area.
  • Beachfront Dining Experiences: Indulge in local cuisine at waterfront restaurants where you can savor fresh seafood while listening to the gentle surf.
  • Fishing Charters: Try your hand at deep-sea or pier fishing with guided charters that provide an authentic taste of the region’s rich marine life.
  • Nature Walks and Bird Watching: Explore the nearby coastal trails and wetlands for serene nature walks and the chance to observe native bird species in their habitat.

Painters Walk Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Local Beaches: Take advantage of the area's pristine beaches by scheduling your beach days early in the morning or late afternoon to enjoy peaceful surroundings and ideal weather conditions.
  • Visit Nearby Dining Options: Discover the region's charming eateries and waterfront cafes to experience local flavors and unwind after a day of sightseeing or relaxation.
  • Plan Outdoor Activities: Engage in outdoor pursuits like fishing, paddleboarding, or cycling to fully immerse yourself in the natural beauty and tranquil atmosphere here.
  • Utilize Local Resources: Make use of community centers or nearby parks for recreational activities and gather local tips to enhance your stay in this coastal destination.

Transportation Options

  • Personal Vehicle: Renting or bringing your own car offers the most flexibility for exploring the area and reaching nearby attractions comfortably.
  • Local Taxis and Rideshares: Convenient options like taxis and rideshare services provide easy transportation around this seaside destination without the need for parking.
  • Public Transportation: Public bus services serve the region, making it an affordable way to travel between local spots and your vacation rental here.
  • Bicycle Rentals: Cycling is a popular choice for enjoying the scenic views of the area while maintaining an eco-friendly mode of transportation.

Local Customs Options

  • Beach Etiquette: Locals here value respectful behavior on the sandy shores, encouraging visitors to keep noise levels low and to clean up after themselves.
  • Seafood Traditions: It’s customary in this region to enjoy fresh seafood dishes, often shared during community gatherings or local festivals along the coast.
  • Holiday Celebrations: The area celebrates national holidays with vibrant parades and fireworks, reflecting a strong sense of community pride in here.
  • Artistic Heritage: Many residents practice and appreciate local art, making it common for visitors to encounter artistic displays that celebrate the area's creative spirit.

Frequently Asked Questions About Painters Walk?

2. How many vacation rentals have private pools in Painters Walk?

3. Which vacation homes in Painters Walk are best for families?

If you are looking for a family-friendly vacation home in Painters Walk, 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 Walk:

4. How many Rentbyowner vacation rentals are available in Painters Walk?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 213 in the Painters Walk 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 Walk. 

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

Cancellation policies vary depending on the property owner. It's important to review the specific listing details or contact the host directly to understand the terms applicable to your reservation.

6. How do I find available dates and book my stay in Flagler Beach?

You can check the availability and proceed with booking by using the search features on the site, entering your preferred dates, and selecting from the listed vacation rentals here in Flagler Beach.

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

Additional fees such as cleaning, service charges, or taxes are typically included in the total price shown during the booking process. Confirming these details with the property owner before finalizing your reservation is recommended.

8. What amenities are commonly offered in vacation rentals near the beach?

Most properties in the region provide amenities like Wi-Fi, kitchen facilities, and outdoor spaces. For specific features, please review the individual listing or contact the host directly.

9. Is it possible to make special requests or modifications to my booking in the Florida coastal area?

Special requests can often be accommodated; however, it's best to communicate directly with the property owner prior to booking to ensure your needs can be met and to confirm any modifications.

Painters Walk Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
3 Bedrooms 3 Baths 6 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $384/Night 7 Nights - US $2,688
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 8 Guests 3395 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $602/Night 7 Nights - US $4,215
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $330/Night 7 Nights - US $2,308
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $803/Night 7 Nights - US $5,619
Condo
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 8 Guests 1919 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $404/Night 7 Nights - US $2,827
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 2466 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $500/Night 7 Nights - US $3,498
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $336/Night 7 Nights - US $2,350
New
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 645.83 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $153/Night 7 Nights - US $1,071