Family-friendly holiday rentals in Leon County

Like New Midtown Retreat | 3 TVs • Ethernet Port

This is a newly renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, Near John Knox and the Trousdell Aquatics Center. These units come with over the top line beds, 3 Tv's and fast internet-20 minutes to just about anywhere in Tallahassee. Pool 0.9 mi.

Family · Indoor spaces · TV

Luxury Haven w/ Many Amenities

I live in NJ close to my parents, and my sister lives in Tallahassee. To make it easier for my parents (who are separated) to see my sister and their grandchildren, I surprised them with the keys to a "his and her" condo in the same complex. You won't find an Airbnb in the area with more abundant amenities because I wanted to give my parents the home away from home they have always dreamed of. If the listing is available, my family isn't in town, and so this beautiful condo is available to use!

Indoor spaces · Family · Sleep quality

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown and FSU are 20 min away depending on traffic.

Indoor spaces · Kitchen · Parks

Cozy Country Cottage - Waterfront!

Enjoy the sounds of nature when you stay in this unique country cottage on private Turkey Pond. Deer, turkey & raptors are just some of the wildlife you may encounter. Stunning sunsets are common & kayaks are on hand for a paddle. There is outdoor seating & a sun umbrella for the porch and stars twinkle on clear nights. Special touches make your stay comfy & cozy including on-demand hot water, a luxurious queen bed w/ a cozy comforter, mini-split heat/ac, dish network, smart tv & much more.

Indoor spaces · Family · Hospitality

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Family · Kitchen · Outdoor spaces

Guesthouse - Studio in the woods

The guesthouse sits tucked back in the woods next door to our home, offering privacy and quiet once you arrive. The surrounding area is rural and unpolished - but the property itself is clean, peaceful, and thoughtfully maintained. Check-in is between 3:00 pm and 11:00 pm EST. We do not allow check-ins after 11:00 pm. This property is not suitable for anyone with mobility issues or who is unsteady on their feet. No smoking, e-cigs, or vaping permitted in the cottage or on the property.

Family · Kitchen · Laundry

Woodsy Loft near I-10

A short 2 mile drive from I-10 for those traveling you can unwind at this garage-loft with private entrance surrounded by trees with a backyard oasis. ✨ Step inside to a modern main room with canopy bed and well-equipped kitchen. Find your haven in comfy bedrooms and soak up the sunshine on the expansive deck☀️ Splash in the sparkling pool, have water gun fights in the yard and have dinner in the poolside pergola! Minutes from downtown, museums, and natural attractions.

Indoor spaces · Kitchen · Pool

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Indoor spaces · Kitchen · Hot tub

Convenient Cottage | Midtown TLH

Welcome to our charming, cozy cottage in Tallahassee's Midtown, less than ten minutes from Doak Campbell Stadium, the Florida State Capitol, Cascades Park, and the city's best restaurants. This is the perfect two queen bedroom stay for game day, concerts, graduation, and more. Make yourself at home with WiFi, live YouTube TV, full kitchen with Keurig coffee maker, washer/dryer, back deck, and free off-street parking.

Kitchen · Indoor spaces · Parking

Goat House FarmStay Cottage, Baby Goats are here!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting the mission of the farm. Come and de-stress by snuggling our goats. These bouncing bundles of joy are guaranteed to make you smile! We are near Tallahassee but in a rural area, down a bumpy dirt road, but we promise the trip is worth it. Kayaking and hiking right off the property, plus beautiful sunsets on the lake.

Kitchen · Family · Wi-Fi

Gardenview Tiny House

Enjoy the sounds of nature when you stay in this unique tiny home in a garden setting. Quiet and private neighborhood. Our Tiny House space is perfect for one guest. We are located about 8 miles (15 to 20 minutes by car) from the Forida Capitol Building and the FSU Campus. We offer a 15% discount for bookings of 7 days or more, and 40% discount for 28 days or more.

Indoor spaces · Kitchen · View

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautiful 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large swimming pool. There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Kitchen · Family · Amenities