Vacation rentals in Calvary

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Top-rated vacation rentals in Calvary

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Top guest favorite

A spacious, two-story wooden house sits on a green lawn, surrounded by tall trees. A stone border outlines the yard, while a driveway leads to an accessible area for parking. Natural light filters through the foliage, creating a serene outdoor setting.

Guest suite in Tallahassee

4.96 out of 5 average rating, 48 reviews

Suite and Simple

Welcome to your centrally-located retreat in Midtown Tallahassee. Being 15 minutes from FSU & FAMU is a perfect distance, and about 5 minutes from TMH & HCA. This neighborhood location is quiet. Experience a peaceful stay at the Suite and Simple, a mother-in-law suite located on the right side of the home. Enjoy the privacy of your own kitchenette, bedroom, bathroom, and private entrance. You can sleep a total of four people comfortably with a couch futon that expands into two twin-sized beds.

Guest favorite

The guest house is nestled in a lush green setting, featuring a large screened-in porch illuminated by soft outdoor lighting. The exterior displays a blend of dark wood and light accents, with a welcoming entrance door and surrounded by well-maintained garden space.

Guesthouse in Tallahassee

4.86 out of 5 average rating, 322 reviews

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.

Top guest favorite

A modern home is situated on a spacious lot surrounded by tall pine trees. The exterior features a gray facade with white trim and a two-car garage. A well-maintained lawn with mulch accents enhances the entrance, while a paved driveway leads to the property.

Home in Thomasville

5 out of 5 average rating, 16 reviews

Modern Family Getaway

Bring the whole family to this elegant, modern home. Spacious 3-bedroom, 2-bath retreat, fabulous master suite for the perfect getaway. Located centrally between Thomasville and Tallahassee, you'll have easy access to a variety of activities, local restaurants, and scenic spots to explore. Whether you're looking to unwind or adventure, this home offers everything you need for an unforgettable time. Book your stay and experience the best of modern living with a touch of Southern charm!

Top guest favorite

A charming historic shotgun house is set under a clear blue sky, featuring a white exterior and a inviting covered porch with railing. Steps lead to the front door, surrounded by landscaped areas with green grass and mature trees in the background.

Home in Bainbridge

4.97 out of 5 average rating, 290 reviews

Little House on Broughton Downtown Bainbridge Stay

Located just four blocks from beautiful downtown Bainbridge, this one bedroom, one bath historic shotgun house was recently moved to Broughton Street from across town and fully renovated by your host. Enjoy a taste of an original tiny home with big personality! Home includes free wifi, fully equipped kitchen, and tips from your host on favorite local stops. Pet friendly stay perfect for walks through historic downtown Bainbridge for pets under 50 pounds with a $75 pet fee.

Guest favorite

A studio space features a queen-sized bed with a light blanket and decorative pillow. Large windows allow natural light to fill the room, partially obscured by sheer curtains. A small fan and potted plant enhance the cozy setting, complemented by a compact kitchen area.

Cottage in Havana

4.93 out of 5 average rating, 73 reviews

Guesthouse - Studio in the woods

Nestled towards the end of a “no thru traffic” street, this adorable studio cottage is on a shared, rural 3-acre property, located down a bumpy dirt driveway back in a wooded setting. 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** (we are in the woods, the ground is uneven and there is a bit of a walk from the car to the entrance).

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, 32 reviews

Charming Guest House near I10/grand piano

The Little Green Guest House is ideal for business travelers, legislators, university parents, or sports fans. 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 and the capitol building, very convenient to retail and dining, and minutes to I-10. The living room features a well-maintained and tuned Kawai mahogany baby grand piano

Guest favorite

A living area is presented with a comfortable sofa and two accent chairs, arranged around a decorative area rug. A stylish bar cart holds barware, while an illuminated floor lamp and wall art contribute to a welcoming ambiance. A door leads to the entryway.

Apartment in Cairo

4.93 out of 5 average rating, 14 reviews

Loblolly Haven - One

Forget your worries in this spacious and serene space. This one bedroom apartment is located on the east side of Cairo. It’s just a short drive to Thomasville, Tallahassee and Bainbridge, and within minutes of several local motocross facilities. It features a small office for your convenience. It is adjacent to Loblolly - Two, if traveling with a group. Within walking distance, there is a bar, restaurant, convenience store and liquor store.

Top guest favorite

The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.

Home in Tallahassee

5 out of 5 average rating, 148 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 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 heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Top guest favorite

A spacious living area features a large sectional sofa in gray upholstery, complemented by a wooden coffee table. Abstract wall art adds a pop of color, and natural light filters through a window adorned with light curtains. A cozy reading nook is visible in the background.

Home in Tallahassee

4.96 out of 5 average rating, 107 reviews

Beautiful-Patio-Ping Pong-Arcade fence yrd

Relax and play in this spacious 3BR/2BA Ranch-style gem—1,700 sq. ft. of comfort and fun! Enjoy king and queen beds, Smart TVs in every room, and a fully stocked kitchen. The large screened patio is perfect rain or shine, complete with Ping Pong, giant Jenga, and space to unwind. Fast Wi-Fi, tons of games, and a big fenced yard for your pup make this the ultimate getaway in the city!

Guest favorite

A light-colored loveseat, adorned with a decorative pillow that reads 'hello,' sits in a welcoming space. Above it hangs a vibrant floral painting, while a small, plush stool and a wooden table complete the cozy area, enhanced by a softly glowing overhead light.

Guesthouse in Havana

4.92 out of 5 average rating, 112 reviews

Cozy Tiny Country Cottage!

Clean, cozy & comfortable! Come enjoy this tiny guest house in the country near the famous Florida Antiques Shopping Trail! A suburb of Tallahassee, just 6 miles North of Lake Jackson, and just 16 miles from Doak Campbell Stadium. Also a relaxing & peaceful traveler’s rest stop - just 14 miles from Interstate 10 exit 199. Be sure to check out my local restaurant Guide Book!

Top guest favorite

The entrance features a sleek black door with a gold number '5' prominently displayed. Inside, a view of the studio reveals a lofted queen bed above a cozy living area. A staircase leads to the upper level, while the den-kitchen combo is visible in the background.

Apartment in Bainbridge

4.95 out of 5 average rating, 20 reviews

Studio(Unit5) at The Alderman

Tucked away within the beautiful Alderman building the Studio Unit is a perfect location to getaway. Located right off of “Georgia’s Downtown of the Year” you’ll be steps away from Bainbridge’s best in every way. The unit includes den-kitchen combo with shower/bath. There are stairs to access the queen bed loft. There is no elevator access.