Family-Friendly Vacation Rentals in Oldsmar Historical Society Museum, FL: Compare 10+ Sites & Save

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229 Best Family Vacation Rentals in Oldsmar Historical Society Museum (Starting from $63)

Pet-Friendly Tampa Bay Getaway Walk to the Water!
Pet-Friendly Tampa Bay Getaway Walk to the Water!
House
FL, USA
0.2k from Oldsmar Historical Society Museum center

Security/Safety, Parking, Balcony/Terrace, Pet Friendly, Internet, Fireplace/Heating, Sports/Activities

2 Bedrooms6 Guests
New to Booking
$193
Average price / night
Check Availability
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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Hidden Cottage
Hidden Cottage
House
Oldsmar, FL, USA
0.5k from Oldsmar Historical Society Museum center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$63
Average price / night
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 Centrally located to beaches,   Close to Bush Gardens Pets Welcome  Free Wifi
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
Villa
Tampa, FL, 34677, United States
1.8k from Oldsmar Historical Society Museum center

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

2 Bedrooms7 Guests
9.6

Exceptional

128 reviews

$181
Average price / night
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Idyllic Oldsmar Vacation Rental 1 Mi to Beach!
Idyllic Oldsmar Vacation Rental 1 Mi to Beach!
House
Oldsmar, FL, USA
1.7k from Oldsmar Historical Society Museum center

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

3 Bedrooms6 Guests
New to Booking
$251
Average price / night
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Scenic Waterfront Getaway – Private Stay
Scenic Waterfront Getaway – Private Stay
House
Oldsmar, FL, 34677, United States
2.1k from Oldsmar Historical Society Museum center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

3 Bedrooms12 Guests
9.2

Superb

15 reviews

$425
Average price / night
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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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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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2 Bedroom , 2 Bath , Villa
2 Bedroom , 2 Bath , Villa
House
Oldsmar, FL, USA
1.8k from Oldsmar Historical Society Museum center

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

2 Bedrooms6 Guests
9.3

Superb

21 reviews

$175
Average price / night
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Brand new remodeled luxury apartment near park and marina!
Brand new remodeled luxury apartment near park and marina!
Apartment
Safety Harbor, FL, 34695, United States
3.0k from Oldsmar Historical Society Museum center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$159
Average price / night
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Luxury Modern Retreat I Spacious, Private & Serene
Luxury Modern Retreat I Spacious, Private & Serene
House
Oldsmar, FL, USA
1.9k from Oldsmar Historical Society Museum center

Internet, Parking, Security/Safety, Air Conditioner, Child Friendly

1 Bedroom8 Guests
New to Booking
$192
Average price / night
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PineCone Cabin Getaway near Natl Park
PineCone Cabin Getaway near Natl Park
Cabin
Tampa, FL, 33635, United States
3.1k from Oldsmar Historical Society Museum center

AC, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
8.4

Very Good

8 reviews

$81
Average price / night
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Amazing Private Beach Home
Amazing Private Beach Home
House
Oldsmar, FL, USA
2.0k from Oldsmar Historical Society Museum center

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

4 Bedrooms12 Guests
New to Booking
$730
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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Vacation Villa in Tampa 17 Guest
Vacation Villa in Tampa 17 Guest
Villa
Tampa, FL, USA
3.1k from Oldsmar Historical Society Museum center

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

1 Bedroom17 Guests
New to Booking
$486
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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Wilderness Escape, by Breathtaking Natl Park
Wilderness Escape, by Breathtaking Natl Park
House
Tampa, FL, USA
3.1k from Oldsmar Historical Society Museum center

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

1 Bedroom12 Guests
10.0

Exceptional

1 reviews

$225
Average price / night
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2-bedroom ADORABLE & COMFY Villa in charming Safety Harbor, close to water
2-bedroom ADORABLE & COMFY Villa in charming Safety Harbor, close to water
Villa
Safety Harbor, FL, 34695, United States
3.8k from Oldsmar Historical Society Museum center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$143
Average price / night
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Vibrant 2br2ba Minute To Airport & Westchase #11
Vibrant 2br2ba Minute To Airport & Westchase #11
Apartment
Tampa, FL, USA
4.2k from Oldsmar Historical Society Museum center

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

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$178
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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#1 Largest Tampa Private Compound 13BR Sleeps 40 Heated Pool Spa
#1 Largest Tampa Private Compound 13BR Sleeps 40 Heated Pool Spa
Villa
Tampa, FL, USA
4.3k from Oldsmar Historical Society Museum center

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

13 Bedrooms40 Guests
New to Booking
$5387
Average price / night
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Modern 2br Pool, Jacuzzi Pet-friendly #12
Modern 2br Pool, Jacuzzi Pet-friendly #12
Apartment
Tampa, FL, USA
4.3k from Oldsmar Historical Society Museum center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom8 Guests
10.0

Exceptional

2 reviews

$178
Average price / night
Check Availability
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
Check Availability
Prime Location! 2 Min to the Bay, 15 Mins to Beaches & Attractions, Pet Friendly
Prime Location! 2 Min to the Bay, 15 Mins to Beaches & Attractions, Pet Friendly
House
Tampa, FL, 33635, United States
4.8k from Oldsmar Historical Society Museum center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$171
Average price / night
Check Availability
Tampa Home w/ Hot Tub ~ 15 Mi to Downtown!
Tampa Home w/ Hot Tub ~ 15 Mi to Downtown!
House
Tampa, FL, 33635-6223, United States
4.8k from Oldsmar Historical Society Museum center

AC, Crib, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
New to Booking
$237
Average price / night
Check Availability
Casa Artista - A Most Enchanting, Relaxing Escape
Casa Artista - A Most Enchanting, Relaxing Escape
House
Safety Harbor, FL, 34695, United States
5.2k from Oldsmar Historical Society Museum center

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

2 Bedrooms4 Guests
10.0

Exceptional

39 reviews

$274
Average price / night
Check Availability
Walk 2 Downtown Safety Harbor! Bikes, BBQ, & Games
Walk 2 Downtown Safety Harbor! Bikes, BBQ, & Games
House
Safety Harbor, FL, 34695, United States
5.3k from Oldsmar Historical Society Museum center

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

4 Bedrooms8 Guests
New to Booking
$380
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 Family Vacation Rentals in Oldsmar Historical Society Museum.

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Oldsmar Historical Society Museum Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 229 verified family-friendly vacation rentals in Oldsmar Historical Society Museum. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Oldsmar Historical Society Museum vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $63 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Oldsmar Historical Society Museum 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 Oldsmar Historical Society Museum 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 Oldsmar Historical Society Museum often include amenities such as Child Friendly, Internet, and Fireplace/Heating. 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.