Vacation Rentals in Regal Oaks, FL: Compare 10+ Sites & Save

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1296 Best Vacation Rentals in Regal Oaks (Starting from $74)

Lions Den. private room in shared home
Lions Den. private room in shared home
House
Bradenton, FL, USA
0.8k from Regal Oaks center

Air Conditioner, Parking, Pool, Security/Safety, Internet, Pet Friendly, Balcony/Terrace

1 Bedroom2 Guests
New to Booking
$74
Average price / night
Check Availability
Upscale Heated Pool & Spa Home - Best Beaches
Upscale Heated Pool & Spa Home - Best Beaches
House
Bradenton, FL, 34203, United States
0.3k from Regal Oaks center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms12 Guests
9.8

Exceptional

31 reviews

$530
Average price / night
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Luxury Home W Heated Pool & Spa Near IMG & Siesta Key Beach
Luxury Home W Heated Pool & Spa Near IMG & Siesta Key Beach
House
Bradenton, FL, USA
1.1k from Regal Oaks center

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

1 Bedroom10 Guests
New to Booking
$669
Average price / night
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Paradise Pool Heated Home Near Siesta Key & IMG Academy
Paradise Pool Heated Home Near Siesta Key & IMG Academy
House
Bradenton, FL, 34203, United States
0.9k from Regal Oaks center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$431
Average price / night
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Paradise Heated Pool Home Near IMG and Siesta Key Beach
Paradise Heated Pool Home Near IMG and Siesta Key Beach
House
Bradenton, FL, USA
1.1k from Regal Oaks center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$247
Average price / night
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Paradise Heated Pool Home Near IMG Academy and Siesta Key Beach.
Paradise Heated Pool Home Near IMG Academy and Siesta Key Beach.
House
Bradenton, FL, 34203, United States
1.0k from Regal Oaks center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.2

Superb

20 reviews

$437
Average price / night
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12 Mi to Beach Cottage with Pool in Bradenton
12 Mi to Beach Cottage with Pool in Bradenton
House
Bradenton, FL, USA
2.3k from Regal Oaks center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
7.0

Good

2 reviews

$267
Average price / night
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Charming 2-bedroom house in a great location in Bradenton with WiFi, AC and spa.
Charming 2-bedroom house in a great location in Bradenton with WiFi, AC and spa.
House
Bradenton, FL, 34203, United States
1.1k from Regal Oaks center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry

2 Bedrooms6 Guests
New to Booking
$201
Average price / night
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Cappy Hour! Lakefront townhome with backyard paradise and amazing community amenities!
Cappy Hour! Lakefront townhome with backyard paradise and amazing community amenities!
House
Bradenton, FL, USA
2.5k from Regal Oaks center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
6.0

Review score

1 reviews

$134
Average price / night
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Pool Heated Home Near IMG & Siesta Key Beach
Pool Heated Home Near IMG & Siesta Key Beach
House
Bradenton, FL, 34203, United States
1.1k from Regal Oaks center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
8.8

Fabulous

8 reviews

$442
Average price / night
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Lanai and Pond at Tranquil Bradenton Retreat!
Lanai and Pond at Tranquil Bradenton Retreat!
House
Bradenton, FL, USA
2.5k from Regal Oaks center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$283
Average price / night
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Mi Casa Su Casa: Private Pool, Pet-Friendly, Sleeps 6, Near Great Beaches!
Mi Casa Su Casa: Private Pool, Pet-Friendly, Sleeps 6, Near Great Beaches!
House
Bradenton, FL, 34203, United States
1.1k from Regal Oaks center

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

3 Bedrooms6 Guests
9.4

Superb

46 reviews

$328
Average price / night
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Blue Heron House! Cozy home with heated pool and pool toys! Water view out back!
Blue Heron House! Cozy home with heated pool and pool toys! Water view out back!
House
Bradenton, FL, USA
2.7k from Regal Oaks center

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

4 Bedrooms8 Guests
9.5

Superb

2 reviews

$689
Average price / night
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Luxury Escapes Home with Heated Pool & Spa Near IMG and Siesta Key Beach.
Luxury Escapes Home with Heated Pool & Spa Near IMG and Siesta Key Beach.
House
Bradenton, FL, 34203, United States
1.2k from Regal Oaks center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$674
Average price / night
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Saltwater Pool, Spa and Lanai Bradenton Home
Saltwater Pool, Spa and Lanai Bradenton Home
House
Bradenton, FL, USA
2.7k from Regal Oaks center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
7.0

Good

1 reviews

$637
Average price / night
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Luxury  Escapes Home W/ Heated Pool & Spa  Near IMG & Siesta Key Beach
Luxury Escapes Home W/ Heated Pool & Spa Near IMG & Siesta Key Beach
House
Bradenton, FL, 34203, United States
1.2k from Regal Oaks center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$605
Average price / night
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Luxurious Lakeview Retreat - 4BD 2BA - Sleeps 9
Luxurious Lakeview Retreat - 4BD 2BA - Sleeps 9
Apartment
Bradenton, FL, USA
2.8k from Regal Oaks center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Family

4 Bedrooms9 Guests
7.9

Good

11 reviews

$244
Average price / night
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Matchpoint Retreat
Matchpoint Retreat
House
Bradenton, FL, 34203, United States
1.2k from Regal Oaks center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms9 Guests
New to Booking
$262
Average price / night
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New! Boho Bungalow, Heated Pool, Community Amenities, & More!
New! Boho Bungalow, Heated Pool, Community Amenities, & More!
House
Bradenton, FL, USA
2.8k from Regal Oaks center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$300
Average price / night
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Spacious Home with Sparkling Water Views
Spacious Home with Sparkling Water Views
House
Bradenton, FL, 34203, United States
1.3k from Regal Oaks center

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

5 Bedrooms10 Guests
10.0

Exceptional

91 reviews

$493
Average price / night
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3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key
3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key
House
Bradenton, FL, USA
2.8k from Regal Oaks center

Parking, Laundry, Kitchen, Air Conditioner, Internet, Pool, Balcony/Terrace

3 Bedrooms8 Guests
9.3

Superb

4 reviews

$239
Average price / night
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Luxury Home W/ Pool Spa & Pool Heated Near IMG & Beach
Luxury Home W/ Pool Spa & Pool Heated Near IMG & Beach
House
Bradenton, FL, 34203, United States
1.3k from Regal Oaks center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$662
Average price / night
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Saltwater Pool and Spa at Home in Bradenton
Saltwater Pool and Spa at Home in Bradenton
House
Bradenton, FL, USA
2.9k from Regal Oaks center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$339
Average price / night
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Sport and Wellness Getaways
Sport and Wellness Getaways
House
Bradenton, FL, 34203, United States
1.7k from Regal Oaks center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry

4 Bedrooms13 Guests
New to Booking
$565
Average price / night
Check Availability
Luxurious 4 BR / 2 BA home with pool | Bradenton - My Great Escape
Luxurious 4 BR / 2 BA home with pool | Bradenton - My Great Escape
House
Bradenton, FL, 34203, United States
1.7k from Regal Oaks center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
6.6

Good

50 reviews

$358
Average price / night
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Sarasota 3BR Home • Pickleball Courts + Recreation
Sarasota 3BR Home • Pickleball Courts + Recreation
House
Sarasota, FL, 34243, United States
1.8k from Regal Oaks center

AC, Arcade, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$837
Average price / night
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3-bedroom villa in serene Bradenton with fitness room, AC
3-bedroom villa in serene Bradenton with fitness room, AC
Villa
Bradenton, FL, 34203, United States
2.0k from Regal Oaks center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$276
Average price / night
Check Availability

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 Vacation Rentals in Regal Oaks.

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Frequently Asked Questions

You can explore 1296 verified vacation rentals in Regal Oaks. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Regal Oaks vary depending on the season, property size, and location. Rates typically start from around $74 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Regal Oaks include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Regal Oaks welcome pets. Currently, 61 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Regal Oaks often include amenities such as Fireplace/Heating, Pool, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.