Family-friendly vacation rentals in Clearwater

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Top-rated family-friendly rentals in Clearwater

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

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Guest favourite

Guesthouse in Largo

4.99 out of 5 average rating, 301 reviews

Paradise Cottage Largo 2 miles to beach private+

We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - we're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more

Nov. 22 – 29

$228 CAD per night

Guest favourite

Apartment in Clearwater

4.95 out of 5 average rating, 186 reviews

Your own apartment, private with patio & driveway.

This Triplex apartment is centrally located in Clearwater near US Hwy 19 and Gulf to Bay Blvd (Rt 60). Clearwater Beach is a straight drive ahead (about 4 miles). This is a large 1 bedroom apartment that is perfect for two, but can also sleep four with the sleeper-sofa. There is a full sized, fully stocked kitchen, and a screened in patio in the back where smoking is allowed. There is a queen bed in the bedroom, and a sleeper sofa in the living room. Free wifi with Ruku streaming TV.

Jun. 15 – 22

$146 CAD per night

Guest favourite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

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.

Jan. 7 – 14

$210 CAD per night

Guest favourite

Home in Clearwater

5.0 out of 5 average rating, 114 reviews

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.

Aug. 14 – 21

$927 CAD per night

Guest favourite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 226 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Oct. 27 – Nov. 3

$202 CAD per night

Guest favourite

Guest suite in Largo

4.97 out of 5 average rating, 317 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Sep. 14 – 21

$186 CAD per night

Guest favourite

Condo in Clearwater

4.93 out of 5 average rating, 123 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

PRIVATE END UNIT, King size bed, Free wifi & Parking, Heated Pool ! Safe and secure complex close to beaches, shopping, supermarkets, restaurants and golf courses. The Condo is located at the second (top) floor in a very quiet area. The complex is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. Each sunset over the Gulf of Mexico paints a scene as unique as the beaches that line its shores.

Sep. 6 – 13

$222 CAD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec. 10 – 17

$253 CAD per night

Guest favourite

Home in Clearwater

4.95 out of 5 average rating, 327 reviews

Coastal Cottage 1318 - Bikes and Beach items!

This guest house has been fully remodeled with brand new mini split-air conditioners. Sorry no animals/pets. It shares a parking lot, grill, and laundry with other units. Included with this unit are 5 beach cruiser bikes, bike trailer, 8 beach chairs, 6 beach towels, two umbrellas, one large cooler, one medium size cooler, 2 mesh beach bags, frisbee, football, volleyball, bag of sand toys, beach cart, boogie boards and more! All the extras make it fun!

Jan. 27 – Feb. 3

$236 CAD per night

Guest favourite

Bungalow in Dunedin

4.89 out of 5 average rating, 185 reviews

Cozy Park Model RV with Sun Room. No pets

A relaxing space great for beach lovers, cyclist , and people who love the outdoors. Close to beaches restaurants and historic Downtown Dunedin. Located in the Dunedin RV Resort . Honeymoon Island State Park is 3 miles, Clearwater Beach is about 9 miles. Jolly Trolley goes to Clearwater Beach St Petersburg , Tarpon Springs where the sponge docks are. Greek Food and pastries are amazing in Tarpon Springs. NO PETS

Oct. 21 – 28

$166 CAD per night

Guest favourite

Apartment in Dunedin

4.98 out of 5 average rating, 211 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Mar. 5 – 12

$246 CAD per night

Guest favourite

Apartment in Clearwater

4.86 out of 5 average rating, 104 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Aug. 20 – 27

$216 CAD per night