Vacation Rentals with Private Pool in Historic Kenwood, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  St. Petersburg - Clearwater
  6.  Historic Kenwood

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316 Best Vacation Rentals with Private Pool in Historic Kenwood (Starting from $110)

St Petersburg Home with Tropical Yard and Pool!
St Petersburg Home with Tropical Yard and Pool!
House
St Petersburg, FL, USA
5.9k from Historic Kenwood center

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

3 Bedrooms6 Guests
New to Booking
$255
Average price / night
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Private Updated House with Private Pool (10 mins to beaches or downtown st pete)
Private Updated House with Private Pool (10 mins to beaches or downtown st pete)
House
St. Petersburg, FL, 33711, United States
1.5k from Historic Kenwood center

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

3 Bedrooms6 Guests
9.4

Superb

11 reviews

$135
Average price / night
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Sunset Beach Palace
Sunset Beach Palace
House
St Pete Beach, FL, USA
9.5k from Historic Kenwood center

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

5 Bedrooms14 Guests
New to Booking
$2457
Average price / night
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Guest apt. with a resort type backyard can make our home YOUR paradise!
Guest apt. with a resort type backyard can make our home YOUR paradise!
Apartment
St. Petersburg, FL, 33713, United States
1.8k from Historic Kenwood center

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

1 Bedroom2 Guests
New to Booking
$143
Average price / night
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Treehouse 1BR Apt. Near Downtown, Monthly Only
Treehouse 1BR Apt. Near Downtown, Monthly Only
Apartment
St. Petersburg, FL, 33704, United States
2.4k from Historic Kenwood center

AC, Balcony, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

1 Bedroom2 Guests
8.8

Fabulous

11 reviews

$122
Average price / night
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Explore St. Pete! Bikes Included, Prime Spot
Explore St. Pete! Bikes Included, Prime Spot
House
St Pete, FL, 33705, United States
2.7k from Historic Kenwood center

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

1 Bedroom3 Guests
9.6

Exceptional

38 reviews

$260
Average price / night
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5-Room Apt. Pool & Gardens , Near Downtown-monthly only
5-Room Apt. Pool & Gardens , Near Downtown-monthly only
House
St. Petersburg, FL, 33704, United States
2.8k from Historic Kenwood center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom3 Guests
8.6

Fabulous

21 reviews

$110
Average price / night
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Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT
Hidden Oasis Guest Apt+Kg Bd 2bikes/close DT
Apartment
St Pete, FL, 33705, United States
2.9k from Historic Kenwood center

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

2 Bedrooms3 Guests
9.8

Exceptional

34 reviews

$163
Average price / night
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Pool home in Gulfport area
Pool home in Gulfport area
House
St. Petersburg, FL, 33707, United States
3.6k from Historic Kenwood center

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

2 Bedrooms2 Guests
10.0

Exceptional

2 reviews

$147
Average price / night
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The Most Luxurious home on the market
The Most Luxurious home on the market
House
St. Petersburg, FL, 33701, United States
3.6k from Historic Kenwood center

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

5 Bedrooms9 Guests
10.0

Exceptional

5 reviews

$1880
Average price / night
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Serene Retreats: Pool, Cabana, Firepit, King Bed-10 mins. to downtown Saint Pete
Serene Retreats: Pool, Cabana, Firepit, King Bed-10 mins. to downtown Saint Pete
House
St. Petersburg, FL, 33703, United States
4.1k from Historic Kenwood center

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

4 Bedrooms8 Guests
9.0

Fabulous

10 reviews

$197
Average price / night
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Luxury 3-bedroom 3bth Home W/ Pool Fitness Room & Paddle Boards in St.Petersburg
Luxury 3-bedroom 3bth Home W/ Pool Fitness Room & Paddle Boards in St.Petersburg
House
St. Petersburg, FL, 33704, United States
4.5k from Historic Kenwood center

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

3 Bedrooms6 Guests
New to Booking
$747
Average price / night
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Get 20% off Rent for 30 Nights or More |SunKissed in St Pete - 3BR Home w/Heated Pool Near the Beach
Get 20% off Rent for 30 Nights or More |SunKissed in St Pete - 3BR Home w/Heated Pool Near the Beach
House
St. Petersburg, FL, 33707, United States
4.5k from Historic Kenwood center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.6

Exceptional

44 reviews

$403
Average price / night
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Bungalow Heated Pool Home 10 minutes to Beaches
Bungalow Heated Pool Home 10 minutes to Beaches
House
Gulfport, FL, 33707, United States
4.5k from Historic Kenwood center

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

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$476
Average price / night
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Peach Hideaway - Caged, Heated Pool & Florida Room
Peach Hideaway - Caged, Heated Pool & Florida Room
House
Gulfport, FL, 33707, United States
4.6k from Historic Kenwood center

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

3 Bedrooms7 Guests
9.4

Superb

139 reviews

$339
Average price / night
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Modern Pool House Oasis
Modern Pool House Oasis
House
St. Petersburg, FL, 33705, United States
4.7k from Historic Kenwood center

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

1 Bedroom3 Guests
10.0

Exceptional

64 reviews

$245
Average price / night
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Stylish Heated Pool House  Near the Beach
Stylish Heated Pool House Near the Beach
House
St. Petersburg, FL, 33707, United States
4.7k from Historic Kenwood center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$337
Average price / night
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Gulfport 5/5 Pool Free Wi-Fi Parking House
Gulfport 5/5 Pool Free Wi-Fi Parking House
House
Gulfport, FL, 33707, United States
4.8k from Historic Kenwood center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

5 Bedrooms12 Guests
8.6

Fabulous

20 reviews

$315
Average price / night
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5BR family home w/ Heated Pool ! Enjoy St Pete & the BEACH
5BR family home w/ Heated Pool ! Enjoy St Pete & the BEACH
House
Gulfport, FL, 33707, United States
4.8k from Historic Kenwood center

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

6 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$882
Average price / night
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St. Pete's Clean & Cozy Family Home w/ Pool & Gym
St. Pete's Clean & Cozy Family Home w/ Pool & Gym
House
St Petersburg, FL, 33714, United States
4.9k from Historic Kenwood center

AC, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
4.0

Review score

1 reviews

$991
Average price / night
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Private Solar heated salt water Pool- Minutes from everything in St. Pete!
Private Solar heated salt water Pool- Minutes from everything in St. Pete!
House
St. Petersburg, FL, 33710, United States
4.9k from Historic Kenwood center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms7 Guests
10.0

Exceptional

31 reviews

$366
Average price / night
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Fun Getaway in the Sun Private Saltwater Pool Yard
Fun Getaway in the Sun Private Saltwater Pool Yard
House
Gulfport, FL, 33707, United States
4.9k from Historic Kenwood center

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

3 Bedrooms6 Guests
9.8

Exceptional

41 reviews

$364
Average price / night
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Private Beach Access 2 Pools Waterfront Oasis
Private Beach Access 2 Pools Waterfront Oasis
Condo
Saint Petersburg, FL, 33711, United States
5.0k from Historic Kenwood center

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

3 Bedrooms6 Guests
8.8

Fabulous

12 reviews

$245
Average price / night
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Bermuda Bay Beach Club - Renovated Townhouse Freshly painted 2025
Bermuda Bay Beach Club - Renovated Townhouse Freshly painted 2025
Condo
St. Petersburg, FL, 33711, United States
5.0k from Historic Kenwood center

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

2 Bedrooms5 Guests
8.8

Fabulous

3 reviews

$132
Average price / night
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Resort Condo with Private Beach
Resort Condo with Private Beach
Condo
St. Petersburg, FL, 33711, United States
5.0k from Historic Kenwood center

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

1 Bedroom2 Guests
9.4

Superb

9 reviews

$181
Average price / night
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PINK Coastal Pet-Friendly Home with Private Pool
PINK Coastal Pet-Friendly Home with Private Pool
House
Gulfport, FL, 33707, United States
5.0k from Historic Kenwood center

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

3 Bedrooms6 Guests
New to Booking
$337
Average price / night
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Casa De Sueños- Tranquil Oasis + Plunge Pool
Casa De Sueños- Tranquil Oasis + Plunge Pool
Apartment
St. Petersburg, FL, 33703, United States
5.1k from Historic Kenwood center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, Pool, TV

1 Bedroom2 Guests
9.8

Exceptional

6 reviews

$253
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 Historic Kenwood.

Stay Near Historic Kenwood's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Historic Kenwood Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 316 verified vacation rentals with a private pool in Historic Kenwood. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Historic Kenwood vary depending on the property size, location, and travel season. Rates typically start from around $110 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 Historic Kenwood also welcome pets. Currently, 25 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 Historic Kenwood often include additional features such as Fireplace/Heating, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Historic Kenwood 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.