Family-friendly holiday rentals in Clearwater Beach Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Clearwater Beach Island

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Clearwater Beach

4.97 out of 5 average rating, 198 reviews

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

3–10 Sep

$916 SGD per night

Guest favourite

Flat in Clearwater

4.95 out of 5 average rating, 187 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.

19–26 Oct

$119 SGD per night

Guest favourite

Home in Clearwater

5.0 out of 5 average rating, 115 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.

29 Jan – 5 Feb

$786 SGD per night

Guest favourite

Apartment 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

27 Sep – 4 Oct

$160 SGD per night

Guest favourite

Guest suite in Largo

4.97 out of 5 average rating, 318 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.

6–13 Oct

$156 SGD per night

Guest favourite

Apartment 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.

12–19 Sep

$173 SGD 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!

26 Aug – 2 Sep

$157 SGD per night

Guest favourite

Flat 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

7–14 Oct

$197 SGD per night

Guest favourite

Bungalow in Dunedin

4.89 out of 5 average rating, 186 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

13–20 Aug

$107 SGD per night

Guest favourite

Hotel room in Clearwater Beach

4.78 out of 5 average rating, 469 reviews

Bay Loft Apartment 2

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

22–29 Sep

$113 SGD per night

Guest favourite

Flat 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!

24 Sep – 1 Oct

$150 SGD per night

Guest favourite

Bungalow in Clearwater

4.88 out of 5 average rating, 205 reviews

King-1 BR, waterfront villa, 2 min walk to beach

1 Bedroom, 1 Bathroom, 1 queen sofa sleeper in living room, Located in a four villa complex and just 3 Blocks to white sandy gorgeous Clearwater Beach! Quaint and casual is our motto. Villa equipped with Cable TV, WI FI. Full kitchen and dining area. Seperate bedroom, now with a King bed! We now have washer and dryer on site for guest use, no fee.

24–31 Aug

$153 SGD per night