Family-friendly holiday rentals in Gadsden County

A modern living area features a light grey sofa adorned with patterned throw pillows, paired with a rustic wooden table. A large television is mounted on the wall, while a well-lit kitchen and dining area are visible in the background, enhancing the open layout.

4.99 out of 5 average rating, 134 reviews

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!.

Two white, egg-shaped chairs with green and white striped cushions are positioned in a bright sunroom. Large windows allow natural light to fill the space, creating a welcoming atmosphere. A patterned rug adds warmth to the wooden floor.

4.9 out of 5 average rating, 137 reviews

Midtown Darling. 5 mins to FSU/hospital

Nestled in the heart of Midtown's popular Levy Park neighborhood, this spacious 1930s home blends vintage charm with modern updates. Enjoy a short walk to restaurants, bars, coffee shops, a brewery, and beautiful Lake Ella. Hospitals, downtown, FSU, and FAMU, are all just 5–10 minutes away. Relax in the fully fenced backyard or unwind on the enclosed sun porch with your morning coffee or evening cocktail. Clean, quiet, and centrally located, it's the perfect home base for your Tallahassee stay.

A spacious living area features a soft sectional sofa with decorative pillows, paired with a glass coffee table. Two abstract art pieces adorn the wall, while a dining area with a round table and modern chairs is illuminated by a stylish chandelier.

5.0 out of 5 average rating, 202 reviews

Magnolia Barn | 9+ Beds | 7+ BR | 3 BA | 10+ Cars

Conveniently located on High Rd, just down the street from FSU’s Doak Campbell Stadium, this renovated 7+ bedroom home is ideal for visitors to Tallahassee. Nestled on 2 acres in the heart of the city, this spacious residence boasts 3,700 sqft of charm and comfort. This home is designed to meet the needs of any large group. Please note, this listing includes 7 of the 8 bedrooms. If you're interested in the additional 400 sqft King bedroom on the rear first floor, please reach out for rates.

4.94 out of 5 average rating, 104 reviews

Cottage in Havana

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.

Guest suite in Tallahassee

The spacious living area showcases a fully equipped kitchen with white cabinetry and modern appliances. A comfortable seating arrangement features a light-colored sofa and dark blue couch, positioned around a wooden coffee table. Decorative elements include a colorful area rug and a wall painting.

Home away from home Northside charmer suite

Lovely and completely renovated 1100 sqft in-law suite, fully self contained and private. It comes complete with a fully equipped kitchen (no commercial food preparation allowed) and bathroom with walk-in shower. Queen size bed in the bedroom, with a Queen size sleeper sofa in the living room. Has its own private entrances and dedicated driveway parking area, as well as self-check-in. No pets allowed. This is a strict non-smoking space, no smoking is allowed on the property.

4.98 out of 5 average rating, 673 reviews

Guesthouse in Tallahassee

A private pool area is surrounded by lush greenery and features a wooden pergola in the background. Two pink adirondack chairs face the water, creating a serene space for relaxation. The water's surface reflects the natural light, enhancing the serene ambiance.

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.

4.89 out of 5 average rating, 227 reviews

A single-story house is framed by lush green trees and a well-maintained lawn. The home features a bright yellow front door, and a driveway leads to the garage. Fencing is visible in the backyard area, promoting privacy.

4.85 out of 5 average rating, 548 reviews

My House, Your House

This home away from home is the perfect place to lay your head after a long day from traveling. Whether you're here for homecoming or traveling for work, our home is nestled in a quiet community a short drive from local restaurants, shops, hospitals and the local Universities. The space includes 3 fully furnished bedrooms, coffees and teas. We also provide everything you need to cook and serve a meal. Access to washer and dryer. We are local and available if needed!

4.99 out of 5 average rating, 146 reviews

Walk to Museum | Near FSU | EVSE

* Lake Water severely is low, Tallahassee is in a drought* ✈️ 5 minutes from Tallahassee Airport! 🏟️ 12 minutes from Capitol, FSU, FAMU and TCC 🤪 No crazy check out instructions! 🐕 Pet friendly! 🛶 Kayaks available! 🔋Remote control bed! 🌺Nature trails! ⛵️Private Lake access! 👩‍💻Traveling work friendly! 🎣Fish off the dock! 🔑 Remote and keyless entry. ⛳️ Golf course 10 minutes away! 🚿 Walk in shower and separate tub! 🎸 Piano, guitar, and board g

4.96 out of 5 average rating, 185 reviews

King Bed- 10 Guests- Dogs-fenced yrd-deck

Spacious, stylish, and packed with comfort—your perfect NE Tallahassee escape! This 2,000 sq. ft. home features 5 comfy beds, a queen pull-out sofa, and Smart TVs in every room. The fully stocked open kitchen makes dining a breeze, while the fenced yard, deck, and fire pit create the perfect outdoor hangout (pets welcome!). Located in a peaceful neighborhood just minutes from top shopping and dining, plus a 2-car garage with remote for easy indoor parking.

4.92 out of 5 average rating, 193 reviews

Modern 4BR Retreat w/ Private Pool | Sleeps 12

Whether you're in town for an FSU or FAMU event, graduation, family getaway, or business trip, this renovated 4-bedroom home is the perfect home base. Relax by the private pool, unwind in the spacious indoor and outdoor living areas, and enjoy accommodations for up to 12 guests. Just minutes from FSU, downtown Tallahassee, the Capitol, and top local attractions, this home has everything you need for a memorable stay.

4.92 out of 5 average rating, 403 reviews

A close-up of a young goat features brown fur with distinct white markings on the forehead and ears. Its expressive eyes and soft features are highlighted against a backdrop of straw bedding, conveying a sense of innocence and curiosity.

Farm stay in Tallahassee

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.

A dining area features a wooden table with a black placemat and a simple vase holding fresh flowers. An archway leads to a living space with a vibrant orange sofa and soft natural light filtering through sheer window coverings.