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
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
2–9 Apr
Apartment in Saint Petersburg
4.85 out of 5 average rating, 407 reviewsWaterfront condo on top floor @ Boca Ciega Resort
31 Dec – 7 Jan
Apartment in Saint Petersburg
4.99 out of 5 average rating, 246 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
25 Apr – 2 May
Flat in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
13–20 Nov
Home in Tarpon Springs
4.96 out of 5 average rating, 320 reviewsTarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
9–16 Feb
Home in Palm Harbor
4.95 out of 5 average rating, 159 reviews*Family Paradise with Pool in Crystal Beach*
7–14 Feb
Cottage in Indian Rocks Beach
4.96 out of 5 average rating, 293 reviewsPrivate Heated pool/spa home!
15–22 Sept
Townhouse in Clearwater
4.99 out of 5 average rating, 185 reviewsBEACHSIDE BLISS
16–23 Apr
Family- and pet-friendly home rentals
Flat in Tarpon Springs
4.78 out of 5 average rating, 148 reviewsPrivate Studio apt. in downtown Tarpon Springs!
1–8 Aug
Guest house in Pinellas Park
4.87 out of 5 average rating, 247 reviewspet friendly on an equestrian farm
28 Nov – 5 Dec
Guest house in Saint Petersburg
4.84 out of 5 average rating, 719 reviewsPrivate & Cozy Tiny Home/Cottage
17–24 Jan
Home in Lutz
4.78 out of 5 average rating, 131 reviewsLovely Lutz Living
11–18 Dec
Guest house in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
4–11 Aug
Bungalow in Indian Shores
4.81 out of 5 average rating, 279 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
11–18 Sept
Apartment in Tampa
4.92 out of 5 average rating, 457 reviewsTropical Waterfront Escape
16–23 Jul
Flat in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
26 Sept – 3 Oct
Family-friendly home rentals with a pool
Apartment in Tampa
4.94 out of 5 average rating, 351 reviewsStunning Suite w/ WtrFrt Bay & Sunset Views
4–11 Nov
Apartment in Clearwater
4.93 out of 5 average rating, 123 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
24 Sept – 1 Oct
Apartment in Redington Beach
4.85 out of 5 average rating, 570 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
29 Sept – 6 Oct
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
10–17 Dec
Home in Palm Harbor
4.97 out of 5 average rating, 108 reviewsFeels Like Home - 3/2 pool home that sleeps 6
4–11 Dec
Apartment in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
13–20 Jul
Apartment in Clearwater
4.87 out of 5 average rating, 119 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
1–8 Oct
Flat in Clearwater
4.92 out of 5 average rating, 108 reviewsAvalon Palm, 2 Bdrm Clearwater Vacation Condo
1–8 Oct
Quick stats about holiday 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
£56 before taxes and fees
Destinations to explore
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