
Family-friendly holiday rentals in Clearwater Beach
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Clearwater Beach

Total holiday rentals
Explore 680 holiday rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 25,960 verified reviews to help you choose

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Holiday rentals with a pool
530 properties feature pools

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wifi availability
680 of Clearwater Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Clearwater Beach rentals

4.8 Average rating
Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Clearwater Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

THE HOUSE - 32 Steps to the Beach - Beautiful Clea
House sleeps 6 - Private patio and Hot Tub, Wifi, Grill . '32 Steps to the Beach' is a charming and cozy Clearwater Beach retreat in a TOP LOCATION. The pristine Gulf Beach is just across the street! We also have a Cottage at the same address and they can be rented separately or together. Covid-19 UPDATE - See below. To book the House & Cottage or the Cottage on its own please see the links to their descriptions at the right of this page. THE HOUSE is a tastefully decorated, upscale

Neptune's Nest | Amazing Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, updated with all the comforts of home. Grill on your private patio or relax in the pool area in our tropically landscaped grounds. Cross Gulf Boulevard to 8th Ave beach access to the beautiful turquoise waters and white sandy beaches of the Gulf of Mexico. Enjoy swimming, shelling and fishing as you live the island life. Splash Harbour water park, shops and restaurants are within walking distance. Come for an unforgettable stay! City tax#1479

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

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

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.

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.

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.

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”.

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room
Welcome to paradise at Indian Rocks Beach! Our beautiful, modern home is ready to host your unforgettable escape. With breathtaking views from every room, a private pool, a fun-filled game room, and dockside dolphin watching, this is the perfect retreat for relaxation and adventure. Just minutes from pristine beaches, top-notch dining, and exciting local attractions, you’ll have everything you need for the ultimate getaway. Book your stay now and experience the best of coastal living!

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

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean
UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!
Popular amenities for Clearwater Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Clearwater Beach Luxe Waterfront Retreat

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Waterfront Townhome w/Game Room & Boat Slip! Walk

Waterfront Beach House Steps Away from #1 Beach!

Beach House | Heated Pool & Spa | Golf Cart

Hidden Oasis W Screened Heated Salt Pool / Hot Tub

10 Min to Beach | Heated Pool, Hot Tub, Arcades

Sandy Morning Restored | Pool Spa
Family- and pet-friendly home rentals

The Oasis - Arcades - Golf & Games - HTD Pool

Star House! Heated&Salt pool/ Clearwater Beach

Luxury Beach Cottage | Walk to Dining & Sunset

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Family/Group Getaway w/ Pool Near Clearwater Beach

Quiet Beachfront Bungalow on Florida’s Gulf Coast

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

Swim-Out Bedrooms, Waterfall pool, Peace Place
Family-friendly home rentals with a pool

JOJO'S Beachside 1Acre Estate-New Pool

Private pool, Golf Cart, Completely Renovated!

Providence Cove | Heated Salt Pool • Sleeps 12

Stargazing Giant Hammock/HeatedPool/Spa/Near Beach

Luxury on water & Steps to beach

Luxury Retreat • Pool • Spa • Sauna • Sleeps 20

SunshineDaydream:Pool, MiniGolf, Arcade near Beach

Tranquil Bay: Waterfront Home w/ Heated Pool
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 SGD | $439 SGD | $567 SGD | $454 SGD | $414 SGD | $448 SGD | $379 SGD | $334 SGD | $298 SGD | $320 SGD | $334 SGD | $356 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Destinations to explore
- Rentals with beach access Clearwater Beach
- Beach apartment rentals Clearwater Beach
- Flat rentals Clearwater Beach
- Aparthotel rentals Clearwater Beach
- Rentals with an accessible-height toilet Clearwater Beach
- Rentals with pools Clearwater Beach
- Cottage rentals Clearwater Beach
- Villa rentals Clearwater Beach
- Townhouse rentals Clearwater Beach
- Beachfront rentals Clearwater Beach
- Rentals with breakfast Clearwater Beach
- Pet-friendly rentals Clearwater Beach
- Rentals with a kayak Clearwater Beach
- House rentals Clearwater Beach
- Waterfront rentals Clearwater Beach
- Rentals with a hot tub Clearwater Beach
- Apartment rentals Clearwater Beach
- Boutique hotels Clearwater Beach
- Hotel rooms Clearwater Beach
- Rentals with a sauna Clearwater Beach
- Luxury rentals Clearwater Beach
- Rentals with lake access Clearwater Beach
- Rentals with an accessible-height bed Clearwater Beach
- Beach house rentals Clearwater Beach
- Bungalow rentals Clearwater Beach
- Family-friendly rentals Clearwater
- Family-friendly rentals Pinellas County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- Cortez Beach
- River Strand Golf and Country Club
- Img Academy
- North Beach At Fort DeSoto Park





