Family-friendly holiday rentals in Hillsborough County

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.

2 bedroom in great location

Welcome to your perfect beachside escape! This beautifully remodeled, spacious 2-bedroom condo offers the ideal blend of comfort and location. Nestled along the scenic Intracoastal Waterway and just steps from the beach. Soak up the sun or watch dolphins play while you lounge by the pool. Walk to nearby restaurants, shopping, and vibrant entertainment. Whether you're planning a family getaway or a relaxing retreat, this charming condo has everything you need for a memorable stay.

#RespectCreation

This is a beautiful 3/2 full baths, with heated pool. Extremely well cared for and offers many great amenities. Sits on a 1/2 acre with an awesome yard, variety of different fruit trees and plants. Has a heated pool, 2 firepits, 2 day beds, hammock, lots of seating. Only 5-10minutes to the sugar sand beaches, walking distance to a big park, as well as the Pinellas Trail, (biking, workout trail 35 miles long) Grocery stores, gas stations, banks, restaurants, etc all within 10 min.

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!

Child Friendly And Walkable To Downtown St. Pete

Roomy one bedroom in-laws apartment with comfortable living room, queen size bed and sofa bed. Located in St. Petersburg Historic Old Northeast neighborhood, you will be walking and biking distance from St. Pete's bustling downtown, beach parks, and playgrounds. Well appointed for long stays, as it is ‘Nanna’s’ spot for 4 months out of the year. We love sharing our beautiful city with all travelers, so leave the car at home and take a ride with us down to the bay!

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

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

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

☼ CHARMING CONDO MINUTES FROM GORGEOUS BEACHES

Hurricane Milton Update (10/10/2024): We have not been impacted by hurricane Milton. Our rental is fully functional awaiting your reservation. ***Please message us about the latest discounts and offers*** 2 BEDROOM / 2 BATH CONDO APARTMENT MINUTES AWAY FROM PRISTINE CLEARWATER BEACHES, WATER SPORTS, AND LOTS OF FAMILY ATTRACTIONS!!! HEATED SWIMMING POOL, GYM, FAST WIFI INTERNET, CABLE TV, NETFLIX!