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Family-friendly vacation rentals in Clearwater Beach

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Top-rated family-friendly rentals in Clearwater Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Guest favourite
Home in Clearwater Beach
Clearwater Beach Townhome w/Game Room & Boat Slip!
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when
Aug. 13 – 20
$1,133 CAD per night
Guest favourite
Apartment in Treasure Island
Treasure Island Beach Apartment #1
Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.
Nov. 22 – 29
$207 CAD per night
Guest favourite
Home in Clearwater
Beach House
This house is a three bedroom, two bath, beach home that sleeps six people. It is on the beach as seen in the pictures. The porch which surrounds the house to the north and west side, gives you an expanded view of the beach and the Gulf of Mexico. The newly added front patio area expands out from the deck giving our guests a lounging area while overlooking the beach. You do not get any closer to the beach and you could not ask for a better place to enjoy your stay at Clearwater Beach.
Nov. 26 – Dec. 3
$914 CAD per night

Popular amenities for Clearwater Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest suite in Largo
Private Pool, Jacuzzi, Walk to Beach.
Jul. 12 – 19
$184 CAD per night
Guest favourite
Condo in Indian Shores
Bay Shores Yacht and Tennis Club , unit 313
Nov. 14 – 21
$191 CAD per night
Superhost
Condo in Saint Petersburg
Waterfront condo on top floor @ Boca Ciega Resort
Oct. 27 – Nov. 3
$209 CAD per night
Superhost
Cottage in Clearwater
Tiki Cottage Sleeps 6, Pets OK, Steps to Beach
Nov. 4 – 11
$268 CAD per night
Guest favourite
Townhouse in Clearwater
BEACHSIDE BLISS
Feb. 11 – 18
$1,104 CAD per night
Guest favourite
Home in Treasure Island
Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
Sep. 13 – 20
$1,307 CAD per night
Superhost
Condo in Clearwater
Sandy Feet Retreat
Nov. 18 – 25
$505 CAD per night
Guest favourite
Condo in Clearwater
Beautiful Townhome with Private Rooftop & Hot tub
Nov. 7 – 14
$959 CAD per night
Guest favourite
Apartment in Dunedin
Tropical Paradise
Sep. 21 – 28
$303 CAD per night
Guest favourite
Condo in Saint Petersburg
PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Jul. 6 – 13
$315 CAD per night
Guest favourite
Townhouse in Clearwater
Gulfview Retreat, Clearwater Beach, Florida
Jan. 18 – 25
$841 CAD per night
Guest favourite
Cottage in Indian Rocks Beach
Private Heated pool/spa home!
Aug. 26 – Sep. 2
$687 CAD per night

Family- and pet-friendly home rentals

Superhost
Apartment in Clearwater
1 Bedroom Clearwater Vacation Condo
Sep. 13 – 20
$174 CAD per night
Guest favourite
Condo in Redington Shores
Beach Studio 5
Jun. 12 – 19
$215 CAD per night
Guest favourite
Bungalow in Indian Shores
Private Beach Bungalow 1BR *Heated POOL**PETS ok
Sep. 17 – 24
$316 CAD per night
Guest favourite
Apartment in Indian Rocks Beach
Sunny Shores Retreat 3
Oct. 26 – Nov. 2
$278 CAD per night
Guest favourite
Guesthouse in Largo
Paradise Cottage Largo 2 miles to beach private+
Oct. 6 – 13
$222 CAD per night
Guest favourite
Apartment in Indian Shores
Surfside Villas - Apartment B
Oct. 25 – Nov. 1
$485 CAD per night
Guest favourite
Home in Seminole
Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
Nov. 3 – 10
$499 CAD per night
Guest favourite
Apartment in Redington Shores
Beach Avenue #6-Steps from the Beach
Jul. 24 – 31
$263 CAD per night
Guest favourite
Apartment in Indian Rocks Beach
Ideal Location! Steps to Beach and Sand Wonderland
Aug. 29 – Sep. 5
$291 CAD per night
Guest favourite
Cottage in Indian Rocks Beach
Vintage Florida Beach Cottage
Nov. 30 – Dec. 7
$266 CAD per night
Guest favourite
Apartment in Indian Shores
Windsong 2 Wind Beneath My Wings
Nov. 26 – Dec. 3
$508 CAD per night
Superhost
Cottage in Saint Pete Beach
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Aug. 21 – 28
$637 CAD per night

Family-friendly home rentals with a pool

Guest favourite
Condo in Redington Beach
SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Aug. 25 – Sep. 1
$162 CAD per night
Guest favourite
Condo in Redington Beach
StudioCondo 2minWalk to the beach, BBQ Pool. RO109
Jul. 22 – 29
$178 CAD per night
Guest favourite
Condo in Treasure Island
Luxury Beachfront Condo with Spectacular Sunsets!
Oct. 17 – 24
$328 CAD per night
Superhost
Condo in Redington Beach
Condo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
Jan. 14 – 21
$234 CAD per night
Guest favourite
Condo in Indian Shores
SEA-ze the day at the Beach! Pool! Intracoastal!
Sep. 26 – Oct. 3
$236 CAD per night
Superhost
Apartment in Clearwater Beach
Waterfront Seaside Chic #3 Clearwater Beach
Sep. 19 – 26
$542 CAD per night
Guest favourite
Condo in St. Pete Beach
Elegant & Relaxing Beachside Paradise - Pool
Jun. 15 – 22
$423 CAD per night
Superhost
Condo in Clearwater
2 Bedroom Vacation Condo
May 12 – 19
$202 CAD per night
Guest favourite
Condo in Indian Rocks Beach
Waterview 2/2 condo-water park-walk to IRB BEACH!
Dec. 7 – 14
$382 CAD per night
Superhost
Condo in Indian Shores
Cozy condo at Belleview Gulf
Dec. 18 – 25
$185 CAD per night
Superhost
Condo in Redington Beach
Gulf view Condo with pool in Clearwater/St. Pete
Oct. 13 – 20
$189 CAD per night
Guest favourite
Condo in Clearwater
The Avalon - 1/1 LUXE CORNER CONDO/King size bed/
Apr. 29 – May 6
$236 CAD per night

Quick stats about vacation rentals that are family-friendly in Clearwater Beach

Total rentals

690 properties

Rentals with dedicated workspaces

310 properties have a dedicated workspace

Rentals with a pool

530 properties have a pool

Pet-friendly rentals

170 properties allow pets

Total number of reviews

16K reviews

Nightly prices starting at

$67 CAD before taxes and fees

Destinations to explore