Family-friendly holiday rentals in Pinellas County

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.

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!

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.

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

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.

Comfortable Home w/Private Pool

Tucked away in an upscale subdivision, enjoy this comfortable home with modern amenities, new furniture, appliances, full modern kitchen w/dishes and utensils, washer/dryer, central air conditioning and a private pool. Includes internet access, ideal for remote work, digital cable, Netflix access. Also is located short walk to a family friendly park with outdoor gym, public boat dock, waterfront and restaurants and Publix and Whole Foods grocery stores.

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.

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

*Family Paradise with Pool in Crystal Beach*

Escape to Crystal Beach Paradise, a spacious 6-bedroom retreat on Florida's Gulf Coast. This stylish getaway features a private saltwater pool, outdoor bar, and two well-equipped kitchens. Just minutes from pristine beaches, it's perfect for family relaxation and adventure. Book now for a memorable coastal retreat!