
Kid-friendly holiday rentals in Oldsmar
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Oldsmar
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oldsmar family-friendly rentals
Kid-friendly house rentals

Tropical Escape • Pool + Beaches Nearby (5min)

Tropical Oasis Retreat w/ Heated Pool

Modern & Spacious Retreat with Private Pool!

Rooms with a Pool

Coastal Escape: heated saltwater pool & beaches

Amazing Private Beach Home

Downtown Dunedin: Golf cart, Bikes, Brewery,Marina

Fountain House On Timberbay Lake
Family-friendly apartment rentals

Welcome to your cozy studio!

cozy small apartment in the middle of tampa

Northdale Apartment

CitrusPark Apt/15min from Airport/20min BushGarden

Azalea Home

Yoa House

Private and cozy apartment.

Tropical Paradise
Family-friendly apartment rentals

Waterfront Condo - Sunset View of Tampa Bay

Key West Retreat, 2 Bdrm, A+ Pool, 2.9 mi to Beach

Beautiful & Amazing Loft Oasis!

Beautiful Beachfront 2-bedroom

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Lovely Condo mins away from Honeymoon Island

By the Pool No stairs. King Bed. No hidden fees

Modern Waterfront Condo - Captivating Sunset Views
Quick stats about holiday rentals that are kid-friendly in Oldsmar
Total rentals
20 properties
Nightly prices starting at
₹6,073 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Destin Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Rentals with a washing machine and dryer Oldsmar
- Rentals with pools Oldsmar
- Rentals with a firepit Oldsmar
- Family-friendly rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with beach access Oldsmar
- Waterfront rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a fireplace Oldsmar
- House rentals Oldsmar
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- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Anna Maria Public Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Alafia River State Park