
Family-friendly holiday rentals in Oldsmar
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oldsmar
Guests agree: These family-friendly homes 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
Family-friendly home rentals with a hot tub

Tropical casita

Cozy AF Jungle-House Hideaway

Tiki Hut Cottage

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Rooms with a Pool

Newly Built Condo: 2BD/2BA Centrally located | TPA

HOT TUB & Free Wine !, Ping-Pong, Pac-Man Arcade
Family- and pet-friendly home rentals

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Villa cashita, private accommodation,

Taste Of Florida-10 mi from Tampa Airport

Bay Lake Cottage

The Downtown Studio

Happy Place

Walk to Downtown and Waterfront - Private Yard

2 BR 1 Bath; 2 Queen beds, Marble Walk-in Shower!
Family-friendly home rentals with a pool

Paradise by the Park

Sunny Oasis: Villa Retreat

Heated Pool, 10 min to Beach, Close to Restaurants

Pool Getaway Ā· Near Tarpon Springs & Beaches. 5 mi

Sunny's Retreat

Cozy Private 2BR FL condo

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

Dunedin 5 STAR! Heated POOL+10 Mins to Beach
Quick stats about holiday rentals that are family-friendly in Oldsmar
Total rentals
80 properties
Nightly prices starting at
$122Ā AUD before taxes and fees
Total number of reviews
2.3K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- SeminoleĀ Holiday rentals
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- MiamiĀ Holiday rentals
- Saint Johns RiverĀ Holiday rentals
- OrlandoĀ Holiday rentals
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- Miami BeachĀ Holiday rentals
- Fort LauderdaleĀ Holiday rentals
- TampaĀ Holiday rentals
- DestinĀ Holiday rentals
- KissimmeeĀ Holiday rentals
- Four CornersĀ Holiday rentals
- Fitness-friendly rentalsĀ Oldsmar
- Rentals with a fire pitĀ Oldsmar
- Pet-friendly rentalsĀ Oldsmar
- House rentalsĀ Oldsmar
- Rentals with a fireplaceĀ Oldsmar
- Waterfront rentalsĀ Oldsmar
- Rentals with poolsĀ Oldsmar
- Rentals with outdoor seatingĀ Oldsmar
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- Rentals with a washing machine and dryerĀ Oldsmar
- Rentals with beach accessĀ Oldsmar
- Hotel rentalsĀ Oldsmar
- Family-friendly rentalsĀ Pinellas County
- Family-friendly rentalsĀ Florida
- Family-friendly rentalsĀ United States
- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Amalie Arena
- Gulfport Beach Recreation Area
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Fred Howard Park
- Ben T Davis Beach