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

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Regal Oaks

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348 Best Vacation Rentals with Private Pool in Regal Oaks (Starting from $176)

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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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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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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A Wave From it All! Pet friendly, Private heated pool home with fire pit!
A Wave From it All! Pet friendly, Private heated pool home with fire pit!
House
Bradenton, FL, USA
3.1k from Regal Oaks center

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

4 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$403
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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6 BR Pool Family Getaway near Coquina Beach
6 BR Pool Family Getaway near Coquina Beach
Villa
Bradenton, FL, USA
6.5k from Regal Oaks center

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

3 Bedrooms15 Guests
New to Booking
$590
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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Dog-Friendly Home with Pool and Yard in Bradenton
Dog-Friendly Home with Pool and Yard in Bradenton
House
Bradenton, FL, USA
7.9k from Regal Oaks center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$306
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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Remodeled 4BR Pool Home/IMG Golf View/Near Beaches
Remodeled 4BR Pool Home/IMG Golf View/Near Beaches
House
Bradenton, FL, USA
8.7k from Regal Oaks center

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

4 Bedrooms16 Guests
9.8

Exceptional

13 reviews

$460
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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Shorewalk Vacation Villa
Shorewalk Vacation Villa
Apartment
Bradenton, FL, USA
9.4k from Regal Oaks center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

2 Bedrooms4 Guests
9.2

Superb

27 reviews

$176
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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Entire Home-Bradenton 3/2 indoor pool near beaches
Entire Home-Bradenton 3/2 indoor pool near beaches
House
Regal Oaks, Bradenton, Florida, USA
9.9k from Regal Oaks center

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

4 Bedrooms8 Guests
6.0

Review score

6 reviews

$380
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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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
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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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Luxury 3-Bed Poolside Oasis w/ Spa & Putting Green
Luxury 3-Bed Poolside Oasis w/ Spa & Putting Green
House
Sarasota, FL, 34243, United States
2.0k from Regal Oaks center

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

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$356
Average price / night
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12 Mi to Beach: Cottage w/ Pool in Bradenton
12 Mi to Beach: Cottage w/ Pool in Bradenton
Cottage
Bradenton, FL, 34203-4909, United States
2.3k from Regal Oaks center

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

3 Bedrooms10 Guests
8.0

Good

15 reviews

$258
Average price / night
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Nested haven heated pool, spa, beach, golf 15 min
Nested haven heated pool, spa, beach, golf 15 min
House
Bradenton, FL, 34203, United States
2.4k from Regal Oaks center

AC, Barbecue, Free Parking, Heater, Kitchen, Laundry, No Smoking, Pool, TV

4 Bedrooms8 Guests
New to Booking
$327
Average price / night
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Perfect Lakefront Home Close to Sarasota's White Sand Beaches, UTC, & Golf
Perfect Lakefront Home Close to Sarasota's White Sand Beaches, UTC, & Golf
House
Sarasota, FL, 34243, United States
2.4k from Regal Oaks center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking

3 Bedrooms7 Guests
10.0

Exceptional

13 reviews

$489
Average price / night
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Central Sprawl Heated Pool+Spa!
Central Sprawl Heated Pool+Spa!
House
Bradenton, FL, 34203, United States
2.5k from Regal Oaks center

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

4 Bedrooms15 Guests
10.0

Exceptional

4 reviews

$497
Average price / night
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Near Anna Maria Beach - Family Home 3 bed 2 bath, Pool & Lagoon
Near Anna Maria Beach - Family Home 3 bed 2 bath, Pool & Lagoon
House
Bradenton, FL, 34203, United States
2.5k from Regal Oaks center

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

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$331
Average price / night
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Luxury 4 BR/3BA Waterview Home w/ Pool + Spa with work space
Luxury 4 BR/3BA Waterview Home w/ Pool + Spa with work space
House
Bradenton, FL, 34203, United States
2.6k from Regal Oaks center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms14 Guests
10.0

Exceptional

22 reviews

$676
Average price / night
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Pool Home Near Siesta Key
Pool Home Near Siesta Key
House
Bradenton, FL, 34203, United States
2.6k from Regal Oaks center

AC, Arcade, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms10 Guests
9.8

Exceptional

34 reviews

$409
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 Vacation Rentals with Private Pool in Regal Oaks.

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Regal Oaks Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 348 verified vacation rentals with a private pool in Regal Oaks. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Regal Oaks vary depending on the property size, location, and travel season. Rates typically start from around $176 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Regal Oaks also welcome pets. Currently, 33 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Regal Oaks often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Regal Oaks include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.