Vacation rentals in Midway

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Top-rated vacation rentals in Midway

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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, 492 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

Home in Tallahassee

4.98 out of 5 average rating, 109 reviews

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.

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, 105 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.

Superhost

A studio bedroom features a canopy bed adorned with floral bedding and decorative pillows. Soft lighting is provided by wall sconces beside the bed. Two round stools in blush pink are positioned at the foot of the bed, and a window allows natural light to enter the space.

Cabin in Havana

5 out of 5 average rating, 21 reviews

New Luxurious & Hidden Studio!

New studio with a view! An exquisite & hidden dreamy escape under big oaks & magnolias by a creek. 1 queen bed & a portable twin cot available. Peaceful getaway for readers, artists, writers, musicians, chefs, honeymooners, dreamers and travelers alike! Check out my guide for local restaurants & antique/vintage shops. For long stays we have laundry room available. Twin cot available. The back is wooded & swampy, no one EVER goes back there - therefore, no blinds/curtains needed.

Top 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

4.94 out of 5 average rating, 79 reviews

Guesthouse - Studio in the woods

Nestled towards the end of a “no thru traffic” street, this former art studio turned Airbnb, 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 entranc

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, 609 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 sunlit sunroom features light wooden flooring and a row of windows, allowing natural light to fill the space. Two white chairs are positioned along the walls, accompanied by decorative plants and coastal-inspired accents, including a large copper surfboard hanging from the ceiling.

Home in Tallahassee

5 out of 5 average rating, 107 reviews

Midtown | FSU 2.4 miles | Capitol 1 mile

Welcome to Midtown Carolina Corner! This 1927’s home sits in the heart of Florida’s capital city in a desirable location for safety & convenience! Completely renovated with a coastal vibe featuring 9 ft ceilings, transom windows, roomy bedrooms, & heart pine flooring! The large kitchen has beautiful brick flooring, dining room, indoor and outdoor porches perfect for entertaining! The historic neighborhood is great for evening strolls, and convenient to rooftop bars and parks

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, 164 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.

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, 149 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

Superhost

A view features two wooden tiny houses bathed in golden sunset light. Rocking chairs are positioned on gravel ground, facing a fire pit, with palm trees framing the scene. The open space beyond offers a glimpse of the water, enhancing the tranquil atmosphere.

Tiny home in Crawfordville

4.88 out of 5 average rating, 185 reviews

Spring Creek Getaway

Located in Spring Creek FL, a safe fish camp community on the gulf waters. This tiny house is the place to relax. Rocking chairs, fire pit, and sunsets all provided right here. Bring your boat and use the private boat ramp or launch the fishing kayaks provided. The house was decorated by my wife and deep cleaned by the both of us!! Relax in the Screened in patio and use the charcoal grill. Kayakers DREAM!! High End Sea Kayaks...wilderness tarpon 14

Top guest favorite

A two-story studio is surrounded by lush greenery, featuring a well-maintained yard with ornamental plants and pathways. The exterior showcases large windows and a welcoming entry, while a screened porch is visible alongside the main structure.

Guest suite in Old Town

4.97 out of 5 average rating, 708 reviews

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

Top guest favorite

A modern living room features sleek grey walls and a stylish light fixture. Comfortable seating is provided by two armchairs and a sofa. A glass coffee table sits on a geometric patterned rug, with light filtering through the window adorned with shutters.

Home in Tallahassee

4.9 out of 5 average rating, 143 reviews

Cheerful 4 Bdr Pool Home [4mile (10min) 2 Capitol]

This stylish place to stay is perfect for group trips. The home is fully equipped and literally minutes to everything. Its convenient location make this the ideal spot for You can enjoy lazy days by the pool (3ft to 7.5ft deep), laughed filled evening in our modern living room or just crash in the SUPER comfortable beds after a day out on the town. This home is 4 miles and a quick and easy 10 minute drive to the Capitol.