Vacation Rentals with Private Pool in Oldsmar Historical Society Museum, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Tampa
  6.  Oldsmar Historical Society Museum

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171 Best Vacation Rentals with Private Pool in Oldsmar Historical Society Museum (Starting from $176)

The Perfect Family Retreat w Pool and Games
The Perfect Family Retreat w Pool and Games
House
West Chase, FL, USA
1.7k from Oldsmar Historical Society Museum center

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

1 Bedroom14 Guests
New to Booking
$689
Average price / night
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Shore Drive Sunshine fully furnished home pet friendly
Shore Drive Sunshine fully furnished home pet friendly
House
Oldsmar, FL, 34677, United States
0.9k from Oldsmar Historical Society Museum center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

4 Bedrooms11 Guests
10.0

Exceptional

12 reviews

$484
Average price / night
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Safety Harbor Resort & Spa Trademark Collection by Wyndham
Safety Harbor Resort & Spa Trademark Collection by Wyndham
Resort
Safety Harbor, FL, USA
5.7k from Oldsmar Historical Society Museum center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Hot tubs

150 Bedrooms47 Guests
8.2

Very Good

430 reviews

$176
Average price / night
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Waterfront Pool Retreat - WFH Ready - Near Corp HQs
Waterfront Pool Retreat - WFH Ready - Near Corp HQs
House
Oldsmar, FL, 34677, United States
1.0k from Oldsmar Historical Society Museum center

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

4 Bedrooms8 Guests
New to Booking
$625
Average price / night
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Luxe Waterfront Hideaway w Pool Pirate Ship Dock
Luxe Waterfront Hideaway w Pool Pirate Ship Dock
House
Tampa, FL, USA
7.4k from Oldsmar Historical Society Museum center

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

7 Bedrooms18 Guests
New to Booking
$1525
Average price / night
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EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
House
Oldsmar, FL, 34677, United States
1.1k from Oldsmar Historical Society Museum center

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

4 Bedrooms10 Guests
10.0

Exceptional

28 reviews

$2044
Average price / night
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6BR Family Escape-Pool Sport Courts Game Room
6BR Family Escape-Pool Sport Courts Game Room
House
Tampa, FL, USA
9.3k from Oldsmar Historical Society Museum center

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

1 Bedroom16 Guests
New to Booking
$1278
Average price / night
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Pool * Pickleball * Game Room *  Sleeps 18!
Pool * Pickleball * Game Room * Sleeps 18!
House
Westchase, FL, 33626, United States
1.7k from Oldsmar Historical Society Museum center

AC, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

7 Bedrooms14 Guests
New to Booking
$852
Average price / night
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Private Coastal Getaway to Connect and Celebrate
Private Coastal Getaway to Connect and Celebrate
House
Palm Harbor, FL, USA
10.0k from Oldsmar Historical Society Museum center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$619
Average price / night
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Cozy Home Near the Bay with Private Pool
Cozy Home Near the Bay with Private Pool
House
Oldsmar, FL, 34677, United States
2.4k from Oldsmar Historical Society Museum center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, Pool, Toys

3 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$357
Average price / night
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DOG friendly pool home close to the BEACH!
DOG friendly pool home close to the BEACH!
House
Oldsmar, FL, 34677, United States
2.5k from Oldsmar Historical Society Museum center

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

2 Bedrooms6 Guests
9.6

Exceptional

37 reviews

$326
Average price / night
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Quiet, private, pool, bbq 3br/2ba • Tampa Bay Tranquility
Quiet, private, pool, bbq 3br/2ba • Tampa Bay Tranquility
House
Oldsmar, FL, 34677, United States
2.6k from Oldsmar Historical Society Museum center

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

3 Bedrooms8 Guests
New to Booking
$254
Average price / night
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Italian Retreat, Secluded 1.5 acre Pool Home, up to 8 people max, 5 bedrooms
Italian Retreat, Secluded 1.5 acre Pool Home, up to 8 people max, 5 bedrooms
House
Tampa, FL, 33626, United States
2.9k from Oldsmar Historical Society Museum center

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

5 Bedrooms8 Guests
9.6

Exceptional

31 reviews

$326
Average price / night
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Entire House -Private Pool 3 Bedrooms 2 Baths
Entire House -Private Pool 3 Bedrooms 2 Baths
House
Oldsmar, FL, 34677, United States
2.9k from Oldsmar Historical Society Museum center

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

4 Bedrooms7 Guests
9.0

Fabulous

12 reviews

$250
Average price / night
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You Are Closer to Your Own Private Paradise on Beautiful Tampa Bay!
You Are Closer to Your Own Private Paradise on Beautiful Tampa Bay!
House
Safety Harbor, FL, 34695, United States
3.0k from Oldsmar Historical Society Museum center

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

3 Bedrooms6 Guests
10.0

Exceptional

282 reviews

$346
Average price / night
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Unique Waterfront property
Unique Waterfront property
House
Safety Harbor, FL, 34695, United States
3.0k from Oldsmar Historical Society Museum center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
9.8

Exceptional

19 reviews

$776
Average price / night
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Family Friendly Retreat near Clearwater Beach.
Family Friendly Retreat near Clearwater Beach.
House
Safety Harbor, FL, 34695, United States
3.6k from Oldsmar Historical Society Museum center

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

4 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$431
Average price / night
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Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
House
Oldsmar, FL, 34677, United States
3.6k from Oldsmar Historical Society Museum center

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

4 Bedrooms16 Guests
9.6

Exceptional

49 reviews

$481
Average price / night
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Pete's Place 9 Bedroom 7 Bath Tampa Resort
Pete's Place 9 Bedroom 7 Bath Tampa Resort
House
Tampa, FL, 33635, United States
3.7k from Oldsmar Historical Society Museum center

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

9 Bedrooms20 Guests
9.4

Superb

60 reviews

$1231
Average price / night
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Poolside Oasis! Family Escape in Safety Harbor
Poolside Oasis! Family Escape in Safety Harbor
House
Safety Harbor, FL, 34695, United States
4.1k from Oldsmar Historical Society Museum center

AC, Arcade, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$319
Average price / night
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2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers
2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience for Corporate Travelers
Apartment
Tampa, FL, 33635, United States
4.2k from Oldsmar Historical Society Museum center

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

2 Bedrooms7 Guests
8.0

Good

3 reviews

$318
Average price / night
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Modern house heated pool near TPA Clearwater Dunedin Palm Harbor
Modern house heated pool near TPA Clearwater Dunedin Palm Harbor
House
Safety Harbor, FL, 34695, United States
4.5k from Oldsmar Historical Society Museum center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$499
Average price / night
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Sunlit Escape • Pool • Perfect for Big Groups
Sunlit Escape • Pool • Perfect for Big Groups
House
Safety Harbor, FL, 34695, United States
4.8k from Oldsmar Historical Society Museum center

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

4 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$342
Average price / night
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Central to everything Tampa Bay!
Central to everything Tampa Bay!
House
Tampa, FL, 33635, United States
4.8k from Oldsmar Historical Society Museum center

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

3 Bedrooms6 Guests
9.6

Exceptional

42 reviews

$245
Average price / night
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Leisurely Safety Harbor 4 Bedroom Villa with Pool
Leisurely Safety Harbor 4 Bedroom Villa with Pool
House
Safety Harbor, FL, 34695, United States
4.9k from Oldsmar Historical Society Museum center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$426
Average price / night
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Safety Harbor Pool Home
Safety Harbor Pool Home
House
Safety Harbor, FL, 34695, United States
4.9k from Oldsmar Historical Society Museum center

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

4 Bedrooms8 Guests
9.2

Superb

17 reviews

$288
Average price / night
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Heated Private Pool  Pool Table  Outdoor Games
Heated Private Pool Pool Table Outdoor Games
House
Tampa, FL, 33635, United States
5.0k from Oldsmar Historical Society Museum center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$378
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 with Private Pool in Oldsmar Historical Society Museum.

Where to stay in Oldsmar Historical Society Museum? Best neighborhoods & areas

Oldsmar Historical Society Museum Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 171 verified vacation rentals with a private pool in Oldsmar Historical Society Museum. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Oldsmar Historical Society Museum 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 Oldsmar Historical Society Museum also welcome pets. Currently, 29 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 Oldsmar Historical Society Museum 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 Oldsmar Historical Society Museum 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.