Family-friendly vacation rentals in Holiday
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Holiday
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 Holiday family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Dunedin
4.99 out of 5 average rating, 202 reviewsTropical Paradise
Nov 29 – Dec 6
Cottage in Spring Hill
4.91 out of 5 average rating, 150 reviewsThe Aripeka Shack
Sep 2 – 9
Guest suite in Largo
4.97 out of 5 average rating, 317 reviewsPrivate Pool, Jacuzzi, Walk to Beach.
Oct 6 – 13
Condo in Madeira Beach
4.87 out of 5 average rating, 180 reviewsBeach is steps away! Paradise is waiting!
Jun 16 – 23
Condo in Saint Petersburg
4.85 out of 5 average rating, 407 reviewsWaterfront condo on top floor @ Boca Ciega Resort
Dec 31 – Jan 7
Condo in Saint Petersburg
4.99 out of 5 average rating, 246 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Nov 5 – 12
Apartment in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
Dec 19 – 26
Home in Palm Harbor
4.95 out of 5 average rating, 159 reviews*Family Paradise with Pool in Crystal Beach*
Aug 8 – 15
Family- and pet-friendly home rentals
Apartment in Clearwater
4.85 out of 5 average rating, 124 reviews1 Bedroom Clearwater Vacation Condo
Aug 24 – 31
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 247 reviewspet friendly on an equestrian farm
Dec 23 – 30
Home in Lutz
4.78 out of 5 average rating, 131 reviewsLovely Lutz Living
Dec 11 – 18
Guesthouse in Largo
4.99 out of 5 average rating, 301 reviewsParadise Cottage Largo 2 miles to beach private+
Nov 21 – 28
Condo in Redington Shores
4.82 out of 5 average rating, 147 reviewsBeach Studio 5
Oct 15 – 22
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Mar 21 – 28
Apartment in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
Oct 29 – Nov 5
Guesthouse in Tampa
4.87 out of 5 average rating, 830 reviewsSeminole Heights Riverside Paradise
Sep 27 – Oct 4
Family-friendly home rentals with a pool
Home in Dunedin
4.93 out of 5 average rating, 119 reviewsEverything you'll need, plus! Park Model RV
Aug 11 – 18
Condo in Redington Beach
4.85 out of 5 average rating, 570 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
Sep 29 – Oct 6
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, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
Condo in Redington Beach
4.9 out of 5 average rating, 223 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
Nov 19 – 26
Condo in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
Jan 23 – 30
Condo in Indian Shores
4.96 out of 5 average rating, 210 reviewsSEA-ze the day at the Beach! Pool! Intracoastal!
Oct 24 – 31
Condo in Clearwater
4.87 out of 5 average rating, 119 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
Oct 1 – 8
Quick stats about vacation rentals that are family-friendly in Holiday
Total rentals
100 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
60 properties allow pets
Total number of reviews
2.6K reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
- Tampa Vacation rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Pasco County
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