Family-Friendly Vacation Rentals in Painting With a Twist, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  St. Augustine
  6.  Painting With a Twist

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1655 Best Family Vacation Rentals in Painting With a Twist (Starting from $128)

St Augustine Retreat - Pool, BBQ and Private Yard
St Augustine Retreat - Pool, BBQ and Private Yard
House
St. Augustine, FL, USA
1.1k from Painting With a Twist center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
8.8

Fabulous

9 reviews

$247
Average price / night
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Intracoastal Escape at Channel Marker 16
Intracoastal Escape at Channel Marker 16
House
St. Augustine, FL, 32086, United States
1.1k from Painting With a Twist center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$473
Average price / night
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Brand New Bungalow with King Bed Suites in St Aug
Brand New Bungalow with King Bed Suites in St Aug
House
St. Augustine, FL, USA
1.3k from Painting With a Twist center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.6

Exceptional

17 reviews

$272
Average price / night
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Oasis Pool House! Close to DT, Beach & Boat ramp. Pet-Friendly!
Oasis Pool House! Close to DT, Beach & Boat ramp. Pet-Friendly!
House
St. Augustine, FL, 32086, United States
1.1k from Painting With a Twist center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$422
Average price / night
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The Captians Quarters - A Unique Family Experience, close to Downtown and Beaches
The Captians Quarters - A Unique Family Experience, close to Downtown and Beaches
House
St. Augustine, FL, USA
1.4k from Painting With a Twist center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$338
Average price / night
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Renovated home with private pool, patio, outdoor fireplace, & grill
Renovated home with private pool, patio, outdoor fireplace, & grill
House
St. Augustine, FL, 32086, United States
1.2k from Painting With a Twist center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$369
Average price / night
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Highland Villa
Highland Villa
House
St. Augustine, FL, USA
1.6k from Painting With a Twist center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
7.9

Good

9 reviews

$128
Average price / night
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257 San Marco · Brand New Bungalow | King Bed Suites | St Aug
257 San Marco · Brand New Bungalow | King Bed Suites | St Aug
House
St. Augustine, FL, 32084, United States
1.3k from Painting With a Twist center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$255
Average price / night
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Updated,spacious, maritime 3BR downtown cottage
Updated,spacious, maritime 3BR downtown cottage
House
St. Augustine, FL, USA
1.6k from Painting With a Twist center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

3 Bedrooms7 Guests
9.2

Superb

17 reviews

$291
Average price / night
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Currently 20% Off - Cozy Pet Friendly Retreat
Currently 20% Off - Cozy Pet Friendly Retreat
House
St. Augustine, FL, 32086, United States
1.4k from Painting With a Twist center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$385
Average price / night
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The Blue Cottage
The Blue Cottage
House
St. Augustine, FL, USA
1.6k from Painting With a Twist center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$128
Average price / night
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Family & Pet Friendly Close to Everything
Family & Pet Friendly Close to Everything
House
Saint Augustine South, FL, 32086, United States
1.4k from Painting With a Twist center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
New to Booking
$463
Average price / night
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Luxury Modern Comfort in Historic St Augustine
Luxury Modern Comfort in Historic St Augustine
Villa
St. Augustine, FL, USA
1.6k from Painting With a Twist center

Luxury, Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

1 Bedroom15 Guests
9.5

Superb

2 reviews

$279
Average price / night
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Walk to Historic District, Fire Pit, Pets OK, Free Parking, Group-Friendly
Walk to Historic District, Fire Pit, Pets OK, Free Parking, Group-Friendly
House
St. Augustine, FL, 32084, United States
1.5k from Painting With a Twist center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$659
Average price / night
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Riverside - Upscale Home near Historic District
Riverside - Upscale Home near Historic District
House
St. Augustine, FL, USA
1.6k from Painting With a Twist center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
2.0

Review score

1 reviews

$246
Average price / night
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Coastal Charm
Coastal Charm
Cottage
St. Augustine, FL, 32084, United States
1.5k from Painting With a Twist center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

70 reviews

$310
Average price / night
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3BR/3BA Charming Key West Style Home in Downtown Saint Augustine
3BR/3BA Charming Key West Style Home in Downtown Saint Augustine
House
St. Augustine, FL, USA
1.7k from Painting With a Twist center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.7

Fabulous

46 reviews

$319
Average price / night
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Charming house with free WiFi, AC min from hospital min from historical downtown
Charming house with free WiFi, AC min from hospital min from historical downtown
House
St. Augustine, FL, 32086, United States
1.6k from Painting With a Twist center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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2 Bedroom Blue Cozy Nest New Cottage in St Aug
2 Bedroom Blue Cozy Nest New Cottage in St Aug
House
FL, USA
1.7k from Painting With a Twist center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$407
Average price / night
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Dreamy Single Villa, Big Backyard - Pet Friendly
Dreamy Single Villa, Big Backyard - Pet Friendly
House
St. Augustine, FL, 32086, United States
1.6k from Painting With a Twist center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$201
Average price / night
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St Augustine Home 3 bdr PetFriendly Fully Fenced Backyard
St Augustine Home 3 bdr PetFriendly Fully Fenced Backyard
House
St. Augustine, FL, USA
1.7k from Painting With a Twist center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
9.0

Fabulous

3 reviews

$153
Average price / night
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Family Escape 5 minutes to Downtown, Game room, Fire pit, King Bed
Family Escape 5 minutes to Downtown, Game room, Fire pit, King Bed
House
St. Augustine, FL, 32084, United States
1.7k from Painting With a Twist center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$409
Average price / night
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Charming Downtown Cottage home
Charming Downtown Cottage home
House
St. Augustine, FL, USA
1.7k from Painting With a Twist center

Barbecue/Outdoor Cooking, Fireplace/Heating, Air Conditioner, Guest Services, Internet, Pet Friendly, Security/Safety

3 Bedrooms7 Guests
New to Booking
$442
Average price / night
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Charming Cottage In St. Augustine Historic District
Charming Cottage In St. Augustine Historic District
Cottage
St Augustine, FL, 32084, United States
1.7k from Painting With a Twist center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

172 reviews

$344
Average price / night
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Luxury riverfront Home • walk to Historic Downtown & restaurants
Luxury riverfront Home • walk to Historic Downtown & restaurants
House
St. Augustine, FL, 32084, United States
1.8k from Painting With a Twist center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$430
Average price / night
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Luxury riverfront • walk to Historic Downtown & restaurants
Luxury riverfront • walk to Historic Downtown & restaurants
House
St. Augustine, FL, 32084, United States
1.8k from Painting With a Twist center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$466
Average price / night
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Luxury riverfront for large groups • Walk to Historic Downtown & restaurants
Luxury riverfront for large groups • Walk to Historic Downtown & restaurants
House
St Augustine, FL, 32084, United States
1.8k from Painting With a Twist center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms14 Guests
10.0

Exceptional

3 reviews

$1852
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Painting With a Twist.

Where to stay in Painting With a Twist? Best neighborhoods & areas

Painting With a Twist Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1655 verified family-friendly vacation rentals in Painting With a Twist. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Painting With a Twist vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $128 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Painting With a Twist offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Painting With a Twist are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Painting With a Twist often include amenities such as Child Friendly, Fireplace/Heating, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.