
Family-friendly vacation 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.
Vacation 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

Hot Tub, Heated Pool, 2 Master Suites, Beach

Tropical casita

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Rooms with a Pool

Tropical Paradise

Private Pool, Jacuzzi, Walk to Beach.

Centrally Located Cozy 1-bed Private Cottage!

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

Farm and lake stay at Malfini Cay

Taste Of Florida-10 mi from Tampa Airport

The Downtown Studio

Wonderful family friendly home in Dunedin FL

Private apartment perfectly located in Citrus park

Private Guest House

“The Tiny Paradise”

Luxury Modern Apartment A near Beachs and Airport
Family-friendly home rentals with a pool

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

2 BR/2 BA Retreat, Immaculate, A+Pool 3m to Beach

Heated & Screened in Pool-All Essentials Provided

Pool Getaway · Near Tarpon Springs & Beaches. 5 mi

Dunedin 5 STAR! Heated POOL+10 Mins to Beach

Tropical Getaway, Perfect Home & Great Location

Tropical Oasis Retreat w/ Heated Pool

Modern Waterfront Condo - Captivating Sunset Views
Quick stats about vacation rentals that are family-friendly in Oldsmar
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ294 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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
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- Pet-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with a washer and dryer Oldsmar
- Rentals with pools Oldsmar
- Rentals with beach access Oldsmar
- Rentals with a patio Oldsmar
- Hotel rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a fireplace Oldsmar
- House rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Family-friendly rentals Pinellas County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Fred Howard Park
- Ben T Davis Beach