Family-friendly vacation rentals in Brooksville

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Brooksville

  • Total vacation rentals

    Explore 20 vacation rentals in Brooksville

  • Nightly prices starting at

    Brooksville vacation rentals start at G$14,626 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Brooksville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brooksville rentals

  • 4.7 Average rating

    Brooksville stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Brooksville

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

1 of 1 pages1 / 1
Guest favorite
A comfortable living area features a new black leather reclining sofa, adorned with orange cushions. Light hardwood flooring extends throughout the space, complementing the neutral walls. A decorative green wall piece offers a vibrant contrast, while the kitchen is visible in the background.
Home in Brooksville
4.88 out of 5 average rating, 117 reviews

The Tangerine Apartment - Downtown Brooksville

This 2-bed 1 bath clean home in the PERFECT location in Brooksville! This home tucked away on a peaceful side street yet just minutes by foot to downtown filled with restaurants, events, brewery & more! Cozy stay in the top unit in a 1925’s Victorian home, renovated with the perfect finishes for modern comfort and convenience. Granite Counters, walk in shower, new reclining couch, small office space & more! Near many wedding venues, golf courses, Frisbee Golf, Festivals, restaurants & more

Top guest favorite
Farm stay in Dade City
4.94 out of 5 average rating, 386 reviews

Florida Breeze - 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife rescue here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway.

Top guest favorite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 160 reviews

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Guest favorite
A spacious outdoor area features a hot tub with bubbling water, surrounded by a screened patio. A swimming pool gleams in the sunlight, while a vibrant tree house play area with a slide and swing set adds a colorful touch to the yard.
Home in Spring Hill
4.97 out of 5 average rating, 105 reviews

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

Top guest favorite
A cozy living area is furnished with a mix of comfortable seating, including a recliner and a couch. A wooden coffee table is centered over a soft area rug, while a dining space with a table and chairs is visible in the background. Soft lighting enhances the welcoming decor.
Home in Brooksville
4.98 out of 5 average rating, 223 reviews

Off the Beaten Path

Our home is located on 5 acres in the middle of farms yet we are 10 minutes from shopping and a large variety of restaurants. Tampa International Airport is 50 minutes away so we have the best of both worlds. We enjoy the quiet beauty of the countryside but can be in Tampa for theatre in minutes. Hernando county boasts of some of the best golf courses in the area. We have a walking/biking trail 2 minutes from the house. Two State parks are 10 miles away and are a great way to spend the day.

Top guest favorite
An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.
Home in Spring Hill
4.95 out of 5 average rating, 155 reviews

Weeki Wachee Springs heated pool home retreat

Relax with the whole family at this Weekie Wachee/Springhill Heated pool home. 5 minutes from the crystal clear springs of Weekie Wachee state park and Buccaneer Bay that has spring fed beach with water slides , tiki bars and mermaid shows. It’s also located 10-15 minutes from Rodgers Park located on the river where you can swim, kayak with manatees and enjoy fun family time! Also 15 minutes away is Pine Island Beach Park and SunWest Beach Park for skiing, wake boarding and obstacle course.

Top guest favorite
A spacious living area is equipped with two reclining armchairs and a comfortable sofa, arranged around a glass coffee table. A flat-screen television is positioned on a white media console. Natural light filters in through large windows, enhancing the welcoming environment.
Home in Inverness
4.95 out of 5 average rating, 172 reviews

Inverness 2/2 Fenced Yard w/Hot Tub Availability

2 bedroom, 2 bath, 2 car garage Fully Fenced!!! MINUTES from downtown Inverness, Rails to Trails, local lakes/rivers, public boat ramps, shopping, and medical. Bring the kids and your fur babies as you can have peace of mind with rear fencing for playing and roaming. Extra yard space for boat or recreational vehicle parking. (Pet fee applies, MUST list pet as a guest) IMPORTANT INFO: Hot Tub on site, available for use for an extra $10 per day, MUST be requested at time of booking.

Top guest favorite
The bathroom features a freestanding bathtub and two elegant showerheads within a marble-tiled enclosure. Natural light enters through a round window, highlighting the floral accents on the counter. Gold fixtures add a luxurious touch to the modern design.
Guest suite in Spring Hill
4.99 out of 5 average rating, 272 reviews

Spa Bathroom Suite • Luxury Private Retreat

Discover a private luxury escape designed for comfort and relaxation, a hidden gem perfect for a peaceful getaway. Ideal for couples, small families, business travelers, or work stays. Enjoy a spa-like bathroom with a freestanding soaking tub, double rain shower, dual sinks, and elegant finishes, creating a true spa experience. Natural light fills the space, while a fully fenced private patio offers complete privacy, security, and a serene outdoor area to relax and unwind in peace.

Top guest favorite
A cozy living area features a turquoise and white beach-themed couch, complemented by a neutral armchair. A coffee table sits in front of a flat-screen TV on a white mantel. Soft lighting is provided by lamps near the windows, which are adorned with sheer curtains.
Cottage in Weeki Wachee
4.96 out of 5 average rating, 316 reviews

The Hideaway - Quaint and Peaceful Cottage

1.5 miles from Weeki Wachee State Park. Charming, quiet, quaint cottage, beach theme, quiet neighborhood. 2 bedrooms, 1 bathroom. Utilities, flat screen TV, cable, Netflix, wireless internet, DVD player, DVDs, towels and linens. Fully equipped kitchen with pots, pans, utensils, plates, glasses, coffee cups, wine glasses, coffee maker, air fryer, toaster and blender. Outdoor sitting area with a charcoal grill and a fire pit. Bring boat or kayaks. Park your boat on the property.

Top guest favorite
A single-story house surrounded by lush greenery features a spacious front deck with white railing. Large windows allow natural light to fill the interior, while tall trees provide shade, creating a serene outdoor environment. The peaceful setting complements the tranquil atmosphere of the neighborhood.
Guesthouse in Brooksville
4.98 out of 5 average rating, 111 reviews

Casa Mica deck with a view of the woods

Quaint oak lined streets, rolling hills in upscale neighborhood. You'll find it easy to bike, walk,or jog in this peaceful neighborhood. Kitchen area: fridge, microwave, regular coffee pot, basic coffee supplies, hotplate. NO oven. Bedroom: queen size bed, chest drawers, extra large shower. Living area: loveseat, chair, 2 stools Roku TV provided Enjoy Brooksville easily accessible i-75 and highway 19 highway 41 No pets

Top guest favorite
A spacious backyard is featured, featuring a fire pit surrounded by four wooden chairs. Soft outdoor lighting enhances the ambiance, with a cozy bungalow visible in the background. Mature trees offer shade, creating a serene outdoor space for gatherings.
Bungalow in Brooksville
4.87 out of 5 average rating, 118 reviews

Highland House 🐶

Adorable historic small town bungalow with large screened in front porch. Back yard has large deck shaded by an antique Magnolia tree. Fenced in beautiful back yard. Come stay in one of Brooksville's oldest, quantist and most intriguing neighborhoods. Weeki Wachee river only 15 miles away. Chasowistka river 15 miles away. Suncoast bike trail and lots of perserves for hiking. 🐶 This is a a dog friendly space and neighborhood.

Guest favorite
A cozy interior features a queen bed with a floral-patterned comforter, complemented by decorative wall art. A small television is positioned on a stand beside the bed. Natural light filters through the window, creating a bright atmosphere in the unique A-frame structure.
Tent in Brooksville
4.89 out of 5 average rating, 257 reviews

Aframe Cabin Tent in an Olive Grove.

Relax, unwind and enjoy Glamping in a 4 acre olive orchard. Fresh air, fresh eggs , freshly milled olive oil from our orchard. Queen Bed, TV, Wi-Fi , AC and an amazing view. Close to Weeki Wachee River State Park, mermaids, manatees & Chassahawitzka River. Bring your bike-we’re on the SC Bike Path. Hot shower, fire pit, kitchenette. Guinea Fowl, Hens, ducks and Roosters free range the grounds.

Popular amenities for Brooksville family-friendly rentals

When is the best time to visit Brooksville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,581 GYDG$28,417 GYDG$29,670 GYDG$29,253 GYDG$29,253 GYDG$27,163 GYDG$26,327 GYDG$24,029 GYDG$24,029 GYDG$25,074 GYDG$25,700 GYDG$26,118 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C