Family-friendly holiday houses in Pinellas County
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Top-rated family-friendly rentals in Pinellas County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pinellas County family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Madeira Beach
4.87 out of 5 average rating, 180 reviewsBeach is steps away! Paradise is waiting!
4 – 11 Oct
Condo in Saint Petersburg
4.85 out of 5 average rating, 407 reviewsWaterfront condo on top floor @ Boca Ciega Resort
20 – 27 Mar
Condo in Saint Petersburg
4.99 out of 5 average rating, 246 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
25 Apr – 2 May
Apartment in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
10 – 17 Oct
Apartment in St Petersburg
4.8 out of 5 average rating, 290 reviewsLuxury studio in a jungle
10 – 17 Dec
Home in Gulfport
4.94 out of 5 average rating, 209 reviewsCharming Gulfport Guest Cottage
13 – 20 July
Home in Largo
4.82 out of 5 average rating, 250 reviewsCozy 2BR/2BR, heated pool, jacuzzi, 10 min beach
19 – 26 Dec
Guest suite in Gulfport
4.97 out of 5 average rating, 337 reviewsWATERFRONT SUITE WITH POOL
26 Jan – 2 Feb
Family- and pet-friendly home rentals
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 718 reviewsPrivate & Cozy Tiny Home/Cottage
17 – 24 Jan
Bungalow in Indian Shores
4.81 out of 5 average rating, 279 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
10 – 17 Sept
Home in Tarpon Springs
4.93 out of 5 average rating, 103 reviewsOur Gemini Place: Comfort & Charm in Old Tarpon
19 – 26 July
Apartment in Gulfport
4.99 out of 5 average rating, 166 reviewsStudio- Gulfport Art District - 1 Block from Beach
7 – 14 Jan
Home in Saint Petersburg
4.92 out of 5 average rating, 255 reviewsTiny House Downtown St.Pete: Surprisingly Spacious
21 – 28 Sept
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 242 reviewsVintage Florida Beach Cottage B
2 – 9 Dec
Bungalow in Gulfport
4.9 out of 5 average rating, 164 reviewsHistoric Gulfport Charmer
21 – 28 Oct
Home in Saint Petersburg
4.89 out of 5 average rating, 171 reviewsBaby Bungalow close to Downtown!
29 Aug – 5 Sept
Family-friendly home rentals with a pool
Condo in Redington Beach
4.89 out of 5 average rating, 152 reviewsSWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
20 – 27 Sept
Condo in Indian Shores
4.96 out of 5 average rating, 210 reviewsSEA-ze the day at the Beach! Pool! Intracoastal!
24 – 31 Oct
Condo in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
3 – 10 Sept
Condo in Redington Beach
4.9 out of 5 average rating, 222 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
28 July – 4 Aug
Condo in Redington Beach
4.85 out of 5 average rating, 570 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
20 – 27 Jan
Bungalow in Dunedin
4.89 out of 5 average rating, 184 reviewsCozy Park Model RV with Sun Room. No pets
17 – 24 Aug
Condo in Indian Shores
4.87 out of 5 average rating, 150 reviewsCozy condo at Belleview Gulf
8 – 15 Nov
Condo in Redington Beach
4.8 out of 5 average rating, 190 reviewsGulf view Condo with pool in Clearwater/St. Pete
8 – 15 Feb
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