Family-friendly holiday rentals in Holiday

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Holiday

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

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Guest favourite

Cottage in Indian Rocks Beach

4.9 out of 5 average rating, 287 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Kooky Koconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Guest favourite

Apartment in Indian Shores

4.9 out of 5 average rating, 130 reviews

On the Beach "Little Peace of Heaven" Beach Condo

Spacious - Complete Renovation - Come see!! Our building is on an Island and on the beach! Our unit faces East or the Inter-coastal but the beach is just downstairs. Our 8 unit building is ‘On the beach. Downstairs we have a beautiful semi-private patio area surrounded by sea grape plants. We have a table and chairs, 16 beach chairs, kayaks and paddleboards, outside shower, gas grill, & a firepit for all to enjoy. Wonderful & quiet for families & couples. No smoking in the unit. No pets.

Top guest favourite

Home in Tampa

5 out of 5 average rating, 186 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

“The Pickett Fence” is a recognized Historic Farmhouse Inn that was built in 1920’s. ~SORRY, NO CHILDREN!~ Included: *Free WiFi *FireStick, Netflix, Hulu, Peacock, MAX *Paramount+ *3 large bedrooms W/TV & Fire-stick *2.5 baths *Chef Gourmet Kitchen & amenities *Private Hot-tub for 6 with Bluetooth Only minutes away to- 😍 Ybor Downtown Amalie Arena Convention C. Riverwalk Raymond Stadium Adventure Is. Busch Gardens USF T.I.A International Mall Westshore Mall 20-25 Minutes to- Beaches

Guest favourite

Townhouse in Indian Rocks Beach

4.89 out of 5 average rating, 211 reviews

Beach Bungalow with Southern Charm, walk to beach

IRB is welcoming back guests after the storms! No damage to our condos. Enjoy semi-private beach access, as well as 10+ restaurants, coffee and ice cream shops, boat rentals, parks, playgrounds, a water park, brewery, and nature preserves and trails within walking distance. Make yourself at home in our cozy three-story townhouse. Spend your days relaxing at the beach, kayaking, exploring local parks and preserves, playing putt putt golf, and more. Our homes are child and infant-friendly!

Top guest favourite

Home in St. Petersburg

4.96 out of 5 average rating, 257 reviews

Beach Pool Home+ Outdoor Theater ABFab Decor!

Host's FAVORITE home! Prepare to walk in and your heart to skip a beat because pictures do not capture how stunning this home is in person! EVERYTHING is IG-worthy and the effort put in to make this fantastic will not be lost! Did you see the poolside cabana? Or the outdoor dining and movie theater! Home sleeps 14 with 4BR+3baths. Just 4 minutes to beaches and 25 mins. to downtown. Optional heated pool for add'l cost. Check my Airbnb profile for all 17 of our nearby home options.

Guest favourite

Home in Clearwater

4.86 out of 5 average rating, 203 reviews

Spacious FamilyFriendly home, Large Saltwater Pool

Best Family vacation! Renovated Nov 2021 Central to CW Beach, Tampa & St Pete. Lg open split floor plan, 4 Bedroom 2 bath & add’l office, Smart TVs. Lg Master Bedroom, dressers, closets. Lg new saltwater pool, indoor pool table, laundry rm. Enclosed pool area. Walk 2 Eagle Lake Park- walking, fishing, bike trails & Lake. Just 6 miles to CW Beach. 5 min to all shops & food stores. Busch Gardens 30 min. Real home not just rental. Pool Heated for added cost based on outside temps.

Guest favourite

Home in Riverview

4.81 out of 5 average rating, 185 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

Experience the ultimate Florida getaway in this spacious 3,000 sq ft modern home, perfect for families or groups. Enjoy a dedicated office, plus an 80-inch 3D TV for movie nights or sports games. Conveniently located near top attractions: 15 mins to downtown, 10 mins to dining and shopping, 50 mins to beaches, 10 mins to TopGolf, 15 mins to the casino, 20 mins to Busch Gardens, and just 1 hour from Disney. Embrace comfort, convenience, and excitement—book your stay today!

Top guest favourite

Flat in Dunedin

4.99 out of 5 average rating, 237 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Superhost

Apartment in Indian Rocks Beach

4.94 out of 5 average rating, 186 reviews

Waterfront, Harbourside, Water Park, Beach, #7720

4 FREE daily water park passes and parking for one car is included! Just a few minutes walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 7th floor "end unit" has been newly renovated and has a balcony that overlooks the Intracoastal and anther one that overlooks the Water Park. A fully stocked kitchen which includes a washer/dryer makes for that perfect place to bring the whole family.

Top guest favourite

Apartment in Indian Shores

4.96 out of 5 average rating, 139 reviews

Good Times and Tan Lines @ #105intercoastal

** Heated Pool ** | Great vacation location | Check the reviews below: 2 Bedroom / 2 Bath Condo across the street from the award-winning beaches of St Pete. All the conveniences you would expect! Granite counter tops, kitchen appliances, dishwasher, washer/dryer, new towels and linens, beach towels, 4K Smart TV, Cable TV, WIFI and AC. Grounds with private pool, small pool side grill, sunbeds, tables & chairs and restroom.

Guest favourite

Apartment in Indian Rocks Beach

4.85 out of 5 average rating, 223 reviews

Waterfront, Harbourside, Water Park, Beach, #6620

4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 6th floor "end" unit has a balcony that overlooks the Intracoastal and another that overlooks the Water Park! Come stay in this rare unit. There is a fully stocked kitchen that even includes a stackable washer and dryer.

Top guest favourite

Flat in Dunedin

4.98 out of 5 average rating, 239 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