Kid-friendly holiday rentals in Clearwater Beach Island
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Top-rated family-friendly rentals in Clearwater Beach Island
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Clearwater Beach Island family-friendly rentals
Kid-friendly house rentals
Home in Clearwater Beach
4.93 out of 5 average rating, 160 reviewsThe Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.
24 Nov – 1 Dec
Home in Palm Harbor
4.89 out of 5 average rating, 166 reviewsCute Lil' House Near Historic Downtown Palm Harbor
8–15 Sep
Home in Largo
4.87 out of 5 average rating, 238 reviewsBanyan Bungalow
18–25 Jul
Home in Largo
4.96 out of 5 average rating, 102 reviewsStars by the Sea - Cozy home close to beaches
18–25 Dec
Home in Clearwater
4.86 out of 5 average rating, 105 reviewsTuska Villa House
11–18 Aug
Home in Clearwater Beach
4.97 out of 5 average rating, 197 reviewsClearwater Beach Townhome w/Game Room & Boat Slip!
21–28 Jan
Home in Clearwater
4.92 out of 5 average rating, 121 reviewsBeautiful renovated 2br home near Clearwater Beach
25 Oct – 1 Nov
Home in Largo
4.95 out of 5 average rating, 114 reviewsThe Seafoam Bungalow - close to beaches!
14–21 Aug
Family-friendly apartment rentals
Flat in Clearwater
4.99 out of 5 average rating, 356 reviewsPrivate studio attached to house. Pool&bikes
16–23 Dec
Flat in Dunedin
4.98 out of 5 average rating, 211 reviewsMy Favorite Place 🍊downtown & city approved
14–21 Sep
Flat in Clearwater
4.91 out of 5 average rating, 109 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
29 Sep – 6 Oct
Flat in Clearwater
4.89 out of 5 average rating, 130 reviews2 Bed Clearwater Vacation Condo.
10–17 Oct
Flat in Dunedin
4.99 out of 5 average rating, 157 reviewsGrove Keepers Cottage
28 Nov – 5 Dec
Flat in Clearwater
4.9 out of 5 average rating, 113 reviewsClearwater Beach getaway home!
31 Dec – 7 Jan
Flat in Clearwater
4.91 out of 5 average rating, 103 reviewsNEW! Luxurious King Bed! 10 Steps to the Beach!
1–8 Jan
Flat in Clearwater
4.92 out of 5 average rating, 133 reviews*Special Pricing* Studio Apt, 3 mi from beach
12–19 Dec
Family-friendly apartment rentals
Apartment in Clearwater
4.89 out of 5 average rating, 166 reviewsHappy getaway nest. Very cozy & high quality
3–10 Dec
Apartment in Clearwater
4.93 out of 5 average rating, 123 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
19–26 Nov
Apartment in Redington Beach
4.97 out of 5 average rating, 460 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
11–18 Sep
Apartment in Clearwater
4.97 out of 5 average rating, 103 reviewsCome and relax in a stylish art deco condo !
4–11 Jul
Apartment in Clearwater
4.87 out of 5 average rating, 120 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
2–9 Dec
Apartment in Clearwater
4.99 out of 5 average rating, 106 reviewsNewly Reno Luxury Condo 30 Steps to Paradise
26 Jan – 2 Feb
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
Apartment in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
26 Aug – 2 Sep
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