Family-friendly vacation rentals in Clearwater

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

The Palm Haus • Heated Pool • Near Beach • Games

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

Retro Dream Near Clearwater Beach & Pet Friendly

Step into 1960, skip the ordinary vacation rental and stay somewhere your family will actually remember. From the colorful retro diner and vintage décor to the fenced backyard and playful details throughout the home, every room was designed to make you smile, walk to Publix. Just minutes from Clearwater Beach, you'll enjoy modern comforts wrapped in a one-of-a-kind nostalgic Florida experience. This is Not just a place to stay it’s an experience you’ll talk about long after your vacation ends.

Palm Oasis | Heated Pool | Near Beaches

Have fun with the family or just a friend getaway at this stylish cozy POOL home. This newly remodeled 3-bedroom 2-bath home, centrally located between Clearwater and St. Petersburg and a 30 min drive to Tampa to visit all the local attractions. Very close to plenty of restaurants, shopping, and Beaches. This home has everything needed from quality mattresses to kitchen essentials and “Smart TV’s” in every room, very close to shopping, restaurants, movies, Walmart, etc. “Must be 21 to book”.

Walk Downtown and to Waterfront, Mins to Beaches

Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater Beach, this stylish upstairs 2-bedroom cottage blends modern coastal design with exceptional comfort. Tropical murals, treetop views, two king beds, and a sleeper sectional create a chic and indulgent stay. Fully stocked. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets, then drive minutes to the beaches. Pet-friendly. Every detail beautifully done—reserve the Barefoot Parrot today.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Star House! Heated&Salt pool/ Clearwater Beach

This beautiful house is located in Clearwater FL and 10 mins away from the famous Clearwater Beach. Is very spacious, quiet and exeptional for your family to enjoy a perfect vacation. Around the area there is several restaurants, parks and activities to do with your family. Come a get relax and pamper in our beautiful pool and deck. Beds: 1 king , 2 queen, 1 full, 1 bunk and 1 sofa bed. We have a strict, NO PARTIES OR EVENT POLICY. Pets allow less than 50 pounds, $70 fee per pet.

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Paradise palms oasis Clearwater

Paradise Peaceful oasis house is located in Clearwater Florida with spacious property inside out all remodeled for enjoying quality time for family vacations .Pet allowed 1 dog or cat to 20lb nothing over that.Pet fee $150. Heated swimming pool is on guest request . Water is set for 80 degrees. TIA 15 minutes Clearwater Beach 15 minutes St. Petersburg 15 minutes around its restaurants shoppings beautiful parks. Excellent fishing.

Artsy oasis in Clearwater

This centrally-located Clearwater house is just a short drive to beaches, airports, Dunedin, and downtown Tampa. This single-family home has a private in-ground pool, screened in porch, pergola, fire table, outdoor shower, and a variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in each bedroom, bunkbeds in the bonus room, and two queen sofa beds in the living room. Pet and family friendly.