Vacation rentals in Midway

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Midway

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A cozy sleeping area features a new memory-foam queen panel bed with a patterned blanket and decorative pillows. A kitchenette with amenities is present in the background. Soft natural light enters through the window, highlighting the rustic decor elements and wooden flooring.

Apartment in Tallahassee

4.89 out of 5 average rating, 650 reviews

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

Cozy~Quiet~Close~In Work-Space! FSU/ Collegetown!, Midtown, Capital, FAMU. EnSuite, Kitchenette, Cottage-feel, New Memory-Foam Queen Panel Bed & Luxurious Oriental. Private Side Entrance. Private Bath & Pool Access. Shadey~Oaks, Lovely Flowers & Birds. Microwave, Huge Toasteroven, Stovetop, Barsink, Granite Counter, Minifridge, Singleserve Coffee Maker, Utensils. Safe~Quiet~Shady Sidewalk 'Walking Neighborhood'. Poolside Patio & Porch w/ Glass Table. We Love Our Dog! No Children Or Animals Plz.

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, 56 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.

Top 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 Killearn

4.86 out of 5 average rating, 326 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.

Guest favorite

The master bedroom features a spacious bed with light linens and decorative pillows. A dresser and mirror are positioned against the wall, complemented by decorative plants and artwork. Natural light filters through a window adorned with flowing curtains.

Townhouse in Tallahassee

4.87 out of 5 average rating, 488 reviews

Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

Top guest favorite

A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.

Cabin in Tallahassee

5 out of 5 average rating, 103 reviews

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.

Top guest favorite

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.

Guest suite in Tallahassee

4.97 out of 5 average rating, 602 reviews

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.

Top guest favorite

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.

Guesthouse in Tallahassee

4.92 out of 5 average rating, 161 reviews

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.

Top guest favorite

A cozy living area is presented with a custom wood slat wall and a modern television mounted above a stylish media console. A comfortable sofa faces a coffee table, while large glass doors lead to a private patio. Bright greenery is visible outside.

Apartment in Tallahassee

5 out of 5 average rating, 145 reviews

Private Garden Retreat | King Bed | TMH + Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious, mural wall patio with a fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well-stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner in the kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

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 Killearn

5 out of 5 average rating, 38 reviews

Lovely guesthouse with grand piano/near I10

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.

Top guest favorite

A serene lake view is displayed, featuring a vibrant rainbow arching over the calm water. The landscape is framed by lush trees on either side, reflecting beautifully on the lake’s surface, creating a peaceful and harmonious scene.

Home in Tallahassee

4.98 out of 5 average rating, 107 reviews

Lakefront | 9 min to FSU | Pergola w/ Grill | EVSE

✈️ 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 games available 🍳Awesome Grill set up!

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 Centerville

5 out of 5 average rating, 151 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.

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!