Vacation rentals in Calvary

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Top-rated vacation rentals in Calvary

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Top guest favorite
The cabin is framed by tall trees, showcasing a spacious porch with several chairs. The exterior features a combination of wood and green paneling, with large windows allowing natural light to enter the interior. A gravel path leads to the door.
Cabin in Ochlocknee
5 out of 5 average rating, 60 reviews

The Polk Plot Farmhouse

Escape to our tranquil cabin nestled in the heart of nature on 33 secluded wooded acres. Enjoy ultimate privacy and serenity, thanks to the privacy gate, as you gaze upon a picturesque pasture. Located 10 minutes from Thomasville and Cairo, 35 minutes from the vibrant city of Tallahassee, and only an hour from the charming towns of Valdosta and Albany, our cabin offers the perfect blend of seclusion and convenience. With everything you need, this retreat is your gateway to a peaceful escape.

Top guest favorite
The charming exterior of a craftsmen home is showcased, featuring a spacious porch with an American flag. The house is painted in light blue and white, complemented by decorative architectural details. Lush greenery and a stone pathway enhance the inviting atmosphere.
Home in Havana
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
Cottage in Havana
4.94 out of 5 average rating, 103 reviews

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.

Top guest favorite
Apartment in Cairo
4.99 out of 5 average rating, 71 reviews

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.

Superhost
A serene outdoor view of the property is captured, highlighting the surrounding lush greenery and tall trees. The house is set back among the foliage, providing a sense of privacy and natural beauty, with ample space on the lawn for outdoor activities.
Home in Tallahassee
4.87 out of 5 average rating, 45 reviews

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.

Top guest favorite
The entrance features a stylish door framed by lush greenery and elegant planters. Clear glass panes allow natural light to illuminate the entryway, enhancing the welcoming atmosphere. The semi-gloss finish of the door contrasts gently with the natural wood siding.
Home in Thomasville
4.99 out of 5 average rating, 255 reviews

Executive Suite on Park Ave.

FREE, FREE FREE RENT TWO NIGHTS AND THE THIRD NIGHT IS TOTALLY FREE. JULY AND AUGUST This is the most elegant and tranquil 1250 Sq ft. of pure comfort! It features a library quiet central smart H & A. system (not a window air) can be set to 70 in the summer and 68 in the winter. Large one bedroom with a Tempur-pedic luxury king size bed . 7 ft glass shower . Sofa can be used as an Extra long twin. Full kitchen with dishwasher

Top guest favorite
Guesthouse in Tallahassee
5 out of 5 average rating, 36 reviews

Cottage in the Woods

Newly listed in August 2025! Enjoy a private getaway in our 1,100 sq. ft. guest house, tucked at the back of a 3.5-acre wooded lot with your own driveway and entrance. Just minutes from Maclay Gardens, Lake Overstreet Trail, and Elinor Klapp-Phipps Park, it’s perfect for outdoor lovers who also want a peaceful place to unwind after a day at the Capitol or a big game at FSU. The house can accommodate up to two guests.

Top guest favorite
The exterior of the Little Green Guest House showcases a charming green facade and classic architectural features. A covered carport is present on one side, surrounded by well-maintained landscaping and mature trees, contributing to a serene residential setting.
Guesthouse in Tallahassee
5 out of 5 average rating, 83 reviews

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.

Guest favorite
Home in Havana
4.95 out of 5 average rating, 22 reviews

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.

Top guest favorite
The exterior of a tiny house features a charming blend of dark siding and brick accents. A small porch includes a black chair, while two potted plants sit beside the entrance. Surrounding greenery and gravel pathways enhance the secluded garden setting.
Tiny home in Tallahassee
4.93 out of 5 average rating, 124 reviews

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.

Top guest favorite
A serene view of a calm waterway is captured, reflecting surrounding trees and a clear sky. Boat docks are visible along the bank, creating a tranquil setting perfect for relaxation. The stillness of the water enhances the peaceful ambiance of the location.
Houseboat in Bainbridge
4.98 out of 5 average rating, 57 reviews

Reel Time on the Flint river

If you’re looking for a Zen vibe look no further than the Reel Time on the Flint River houseboat. It has everything you need for some peace and relaxation, bring a book or your fishing pole and forget about everything else for a while. There’s even a daybed on the back porch for an afternoon siesta, and the Wi-Fi has been updated to high-speed Internet.

Top guest favorite
A spacious sleeping area features a metal-framed bed with white bedding and accented pillows. Two windows are adorned with green curtains, allowing natural light to enter. A rustic brick accent wall adds texture, and a colorful rug lies on the wooden floor.
Condo in Bainbridge
5 out of 5 average rating, 78 reviews

Unit 4 at The Alderman

Enjoy the downtown square in Bainbridge, Ga while staying in the Alderman Building. Completed in 2024, the historic Alderman Building was thoughtfully renovated with luxury in mind. One King bed will comfortably sleep 2 after you enjoy a night on the town and with fine dining and local brews right around the corner that won't be hard!

Popular amenities for Calvary vacation rentals