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
Home in Tampa
4.94 out of 5 average rating, 171 reviewsRooms with a Pool
Rental unit in Saint Petersburg
4.89 out of 5 average rating, 149 reviewsThe Oasis
Home in Tarpon Springs
4.96 out of 5 average rating, 324 reviewsTarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Home in Ybor City Historic District
4.97 out of 5 average rating, 365 reviewsYbor Roost - Cozy, Urban Farmhouse Retreat
Home in Crystal Beach
4.95 out of 5 average rating, 159 reviews*Family Paradise with Pool in Crystal Beach*
Home in Crystal Beach
4.84 out of 5 average rating, 104 reviewsRight on the Gulf! 4/3 Pool Home (many upgrades!)
Home in Clearwater Beach
4.98 out of 5 average rating, 200 reviewsClearwater Beach Townhome w/Game Room & Boat Slip!
Condo in Saint Petersburg
4.98 out of 5 average rating, 252 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Family- and pet-friendly home rentals
Home in Tarpon Springs
4.93 out of 5 average rating, 104 reviewsOur Gemini Place: Comfort & Charm in Old Tarpon
Bungalow in Indian Shores
4.83 out of 5 average rating, 326 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Rental unit in Davis Islands
4.87 out of 5 average rating, 217 reviewsCozy Pet Friendly Getaway on Davis Islands
Guesthouse in Pinellas Park
4.88 out of 5 average rating, 252 reviewspet friendly on an equestrian farm
Bungalow in Indian Shores
4.89 out of 5 average rating, 173 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
Condo in Tampa
4.92 out of 5 average rating, 461 reviewsTropical Waterfront Escape
Rental unit in Redington Shores
4.97 out of 5 average rating, 117 reviewsBeach Avenue #6-Steps from the Beach
Cottage in Gulfport
4.99 out of 5 average rating, 260 reviewsGulfport Art District - One Block From Beach!
Family-friendly home rentals with a pool
Condo in Indian Shores
4.96 out of 5 average rating, 146 reviews1 BR Beachfront! Gorgeous sunsets!
Condo in Clearwater
4.96 out of 5 average rating, 102 reviewsPOOL VIEW IN A MODERN CONDO - Feel at Home
Condo in Redington Beach
4.9 out of 5 average rating, 228 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
Guest suite in Lutz
4.94 out of 5 average rating, 119 reviewsLakefront Retreat w/Pool-Views-Elegant Furnishings
Condo in Tampa
4.94 out of 5 average rating, 356 reviewsStunning Suite w/ WtrFrt Bay & Sunset Views
Condo in Redington Beach
4.9 out of 5 average rating, 155 reviewsSWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Condo in Clearwater
4.85 out of 5 average rating, 130 reviews2 Bedroom Vacation Condo
Condo in Indian Shores
4.96 out of 5 average rating, 113 reviews"Sunsational" Indian Shores Getaway!
Quick stats about vacation rentals that are family-friendly in Oldsmar
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
1.9K reviews
Nightly prices starting at
$70 before taxes and fees
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