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
Flat in Saint Petersburg
4.89 out of 5 average rating, 147 reviewsThe Oasis
Home in Gulfport
4.94 out of 5 average rating, 209 reviewsCharming Gulfport Guest Cottage
Home in Tampa
4.93 out of 5 average rating, 169 reviewsRooms with a Pool
Apartment in Madeira Beach
4.87 out of 5 average rating, 181 reviewsBeach is steps away! Paradise is waiting!
Home in Tarpon Springs
4.96 out of 5 average rating, 322 reviewsTarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Apartment in Tierra Verde
4.96 out of 5 average rating, 242 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Apartment in Saint Petersburg
4.98 out of 5 average rating, 250 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Guest suite in Gulfport
4.97 out of 5 average rating, 338 reviewsWATERFRONT SUITE WITH POOL
Family- and pet-friendly home rentals
Bungalow in Indian Shores
4.82 out of 5 average rating, 320 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Home in Crystal Beach
4.94 out of 5 average rating, 186 reviewsBeach Side Beauty-heated Pool
Guest house in Tampa
4.87 out of 5 average rating, 834 reviewsSeminole Heights Riverside Paradise
Guest house in Largo
4.99 out of 5 average rating, 301 reviewsParadise Cottage Largo 2 miles to beach private+
Flat in Redington Shores
4.96 out of 5 average rating, 114 reviewsBeach Avenue #6-Steps from the Beach
Bungalow in Saint Petersburg
4.99 out of 5 average rating, 108 reviewsSandy Beaches Bungalow
Flat in Tampa
4.87 out of 5 average rating, 215 reviewsCozy Pet Friendly Getaway on Davis Islands
Home in Tampa
4.98 out of 5 average rating, 139 reviewsHome away from Home
Family-friendly home rentals with a pool
Apartment in Tampa
4.94 out of 5 average rating, 355 reviewsStunning Suite w/ WtrFrt Bay & Sunset Views
Apartment in St. Pete Beach
4.89 out of 5 average rating, 117 reviewsElegant & Relaxing Beachside Paradise - Pool
Apartment in Redington Beach
4.85 out of 5 average rating, 575 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR Beachfront! Gorgeous sunsets!
Apartment in Clearwater
4.86 out of 5 average rating, 123 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
Home in Palm Harbor
4.97 out of 5 average rating, 108 reviewsFeels Like Home - 3/2 pool home that sleeps 6
Apartment in Clearwater
4.94 out of 5 average rating, 124 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
Apartment in Redington Beach
4.9 out of 5 average rating, 224 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
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
€ 65 before taxes and fees
Destinations to explore
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