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
Condo in Saint Petersburg
4.85 out of 5 average rating, 407 reviewsWaterfront condo on top floor @ Boca Ciega Resort
Aug 24 – 31
Home in Tarpon Springs
4.96 out of 5 average rating, 320 reviewsTarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Aug 9 – 16
Apartment in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
Apr 25 – May 2
Guest suite in Largo
4.97 out of 5 average rating, 317 reviewsPrivate Pool, Jacuzzi, Walk to Beach.
Sep 14 – 21
Condo in Saint Petersburg
4.99 out of 5 average rating, 246 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Sep 10 – 17
Home in Palm Harbor
4.95 out of 5 average rating, 159 reviews*Family Paradise with Pool in Crystal Beach*
Sep 12 – 19
Guest suite in Gulfport
4.97 out of 5 average rating, 337 reviewsWATERFRONT SUITE WITH POOL
Sep 23 – 30
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 293 reviewsPrivate Heated pool/spa home!
Oct 20 – 27
Family- and pet-friendly home rentals
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 247 reviewspet friendly on an equestrian farm
Dec 13 – 20
Bungalow in Indian Shores
4.82 out of 5 average rating, 318 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Sep 10 – 17
Guesthouse in Largo
4.99 out of 5 average rating, 301 reviewsParadise Cottage Largo 2 miles to beach private+
Nov 22 – 29
Home in Crystal Beach
4.93 out of 5 average rating, 184 reviewsBeach Side Beauty-heated Pool
Sep 4 – 11
Home in Lutz
4.78 out of 5 average rating, 131 reviewsLovely Lutz Living
Dec 11 – 18
Guesthouse in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
Jul 9 – 16
Apartment in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
Sep 15 – 22
Guest suite in Tampa
4.96 out of 5 average rating, 266 reviewsTranquil poolside guesthouse on the river
Jun 3 – 10
Family-friendly home rentals with a pool
Condo in Clearwater
4.93 out of 5 average rating, 123 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
Sep 6 – 13
Apartment in Clearwater
4.89 out of 5 average rating, 130 reviews2 Bed Clearwater Vacation Condo.
Sep 25 – Oct 2
Home in Palm Harbor
4.97 out of 5 average rating, 108 reviewsFeels Like Home - 3/2 pool home that sleeps 6
Aug 24 – 31
Condo in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
Jul 17 – 24
Condo in Redington Beach
4.9 out of 5 average rating, 223 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
Nov 27 – Dec 4
Condo in Clearwater
4.87 out of 5 average rating, 119 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
Jun 28 – Jul 5
Condo in Redington Beach
4.89 out of 5 average rating, 152 reviewsSWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Oct 22 – 29
Condo in Indian Shores
4.96 out of 5 average rating, 210 reviewsSEA-ze the day at the Beach! Pool! Intracoastal!
Oct 24 – 31
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
R1,295 ZAR before taxes and fees
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