Holiday houses in Calvary

King bed-Office-Pet-Fenced Yard-Fast WiFi

Welcome to our charming Bo-ho retreat! This 3-bed, 2-bath dog-friendly house is a Bo-ho lover's dream. Step into a world of relaxation as you immerse yourself in the carefully curated Bohemian Decor. Unwind in the cozy living room or whip up a delicious meal in the fully equipped kitchen. The bedrooms are comfortable and tranquil. Outside, the private and spacious fenced-in yard is perfect for your fur babies to roam freely. Come experience the harmony and beauty of this perfect Bo-ho getaway.

Location · Family · Indoor spaces

Quaint Craftsman Downtown Havana

Nestled on the outskirts of downtown Havana, our home offers a quaint escape just a 5-minute stroll from charming storefronts. Enjoy local gems like Gocki’s burgers, Oscar’s Italian Eatery, and Off the Rails Irish Pub. Antique enthusiasts will love The Twisted Pineapple. Alongside Havana's unique blend of small-town charm, there is a grocery store and fast-food chains. Only 15 miles from downtown Tallahassee, relish the Hallmark feel of Havana while having easy access to big-city amenities.

Location · Family · Barbecue

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.

Location · Family · Laundry

Booking now! Lake, Pool, Spa, Man-Cave, Game Room

Escape to serenity on Lake Jackson in N. Tallahassee! This 3,800 sf retreat sleeps 10+ with 4BR, 3.5BA, game room, man cave, hot tub, pool, ping pong, gazebo & more. Set on 2 acres under majestic mossy oaks, it offers both space to gather & quiet corners to relax. A nature lover’s paradise with waterfowl & lake views. Just 15 mins to FSU, FAMU & Capitol. Perfect for vacations, weddings, or corporate events. A unique blend of nature, space, and comfort—ideal for unforgettable gatherings.

Family · Location · Backyard

Magnolia Manor Estate with Heated Indoor Pool

Retreat to in-town country living with massive, picture perfect live oaks and abundant wildlife. Your family and friends will enter this home in awe of its unique qualities including the incorporation of the beautiful natural environment through expansive windows in every room and an indoor pool. This is a peaceful sanctuary for you and your family and friends to enjoy a wedding weekend, Tallahassee visit, FSU/FAMU gameday, reunion, and other activities. We have a generator.

Family · Location · Nearby

Loblolly Haven - Two

Enjoy your stay in Cairo in this lovely two bedroom apartment. It’s conveniently located on the east side of town in a safe and family friendly neighborhood. Several motocross facilities are within a few minutes drive, for those visiting the new motocross capital of the world. It’s only a short drive to Thomasville and Tallahassee, and an ideal central location to explore South Georgia and North Florida. A convenience store and liquor store are all within walking distance.

Family · Location · Cleanliness

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!

Value · Location · Amenities

Smart Home Near FSU, Big Backyard, Family Friendly

Modern 4BR smart home in Tallahassee, minutes from Florida State University (FSU), FAMU, and downtown. Ideal for game-day weekends, graduations, family visits, and group getaways. Minimalist modern interior with 4 bedrooms, 3.5 baths, and a spacious lanai with patio lounge chairs. Large fenced backyard surrounded by lush greenery, perfect for kids, pets, and outdoor gatherings. BBQ grill and outdoor dining available. Free parking and smart home features throughout.

Value · Location · Comfort

Nice House in Great Neighborhood

This is a big house. To set a fair night rate for different sizes of guest groups, the night rate depends on the number of guests you have. Please input the actual number of guests who will stay in the house. One guest has one bedroom. Two guests have two bedrooms. Three guests have three bedrooms. Four or more guests have four bedrooms. The living room, kitchen, dining room, and laundry room are available for all guests. The garage is not available.

Value · Family · Sleep quality

Lovely guesthouse with outdoor space/near I10

The Little Green Guest House is ideal for business travelers, families, university parents, or sports fans. 1BR/1BA with full kitchen offers total privacy and all the comforts of home. Located in a quiet neighborhood in NE Tallahassee on the grounds of a beautifully maintained 1920’s home, the Little Green Guest House is 15 minutes from the universities, very convenient to retail and dining, and minutes to I10.

Family · Location · Kitchen

Historic Havana's Horseshoe Bungalow!

Stay in the heart of downtown Havana at the Horseshoe Bungalow, a renovated 3BR/2BA home with modern style and cozy charm. Enjoy a full kitchen, inviting living room, and updated baths. Sleeps up to 6 with comfortable beds and luxury linens. Outside features include a private carport with an EV outlet, perfect for charging your electric vehicle. Walk to shops and cafés or relax in your own stylish retreat.

Value · Accuracy · Hospitality

The Cottages, Unit 3

Discover a delightful getaway surrounded by nature at The Cottages, Unit 3. This cozy one-bedroom, one-bathroom haven is perfect for couples or small families seeking a peaceful getaway. With its serene surroundings and modern amenities, you'll find everything you need for a relaxing stay. Located 20 minutes from Tallahassee, 20 minutes from Bainbridge, GA and 45 minutes from Thomasville, GA.

Family · Location · Condition