Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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Top guest favourite
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.
Flat in Tallahassee
4.9 out of 5 average rating, 660 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.

Superhost
A scenic park features a cascading waterfall flowing into a calm pond, surrounded by lush greenery. A modern tensile structure with a white canopy is positioned in the background, alongside a bridge that stretches over a waterway, creating an inviting open space for visitors.
Townhouse in Tallahassee
4.8 out of 5 average rating, 260 reviews

Hidden 1BR Gem 1.3M from FSU+Self-check+Parking

Escape to this beautifully decorated townhome nestled in a quiet convenient location, just 5-15 minutes from city entertainment, local shops and restaurants, and the city's college and universities. This 1bd/1ba has it all including a seamless keyless self check-in, spacious living room w/ 55 inch Smart TV, dining room, fully-equipped kitchen, laundry room, and bedroom that walks out to the patio (under construction). Perfect getaway for couples, families, athletic fans, and adventurers.

Top guest favourite
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.
Guest house in Killearn
4.86 out of 5 average rating, 333 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 favourite
Cabin in Havana
4.89 out of 5 average rating, 63 reviews

Cabin, King Bed, Jacuzzi Tub, Porches, Firepit BBQ

Pet & Family friendly! (Add pets & guests to booking) King & Queen memory foam beds! Comfy queen pull out bed & Twin cot to sleep 1 more- thats 7! Come away to this Tranquil Cabin in the SAFE countryside - just 3-5 minutes to all conveniences! Not far from Interstate 10/hwy 27. Bonus 2nd full bath access by kitchen door thru screen porch with space cooler/heater provided has Jacuzzi tub/shower combo. See my local guide! Absolutely NO SMOKING inside! Shared laundry room on back of house.

Guest favourite
A spacious living area is highlighted by a large brown leather sofa adorned with patterned pillows. A sleek wooden coffee table complements the space, while a distinctive hanging chair adds an inviting touch. Natural light streams through windows, enhancing the room's warm atmosphere.
Home in Old Town
4.97 out of 5 average rating, 68 reviews

THE SPACE at Magnolia Hill

We love the wooded setting of this mid century cottage (circa 1955) located in a quiet downtown neighborhood. Enjoy the totally remodeled kitchen with new appliances as well as the original gleaming hardwood floors. At over a 1,000 sq. ft, THE SPACE @Magnolia Hill is the perfect place to Work or Relax or just Recharge! We are conveniently located to downtown, The Capitol complex, FSU and FAMU as well as near great restaurants, shopping, parks and Tallahassee Memorial Hospital!

Top guest favourite
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, 615 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.

Guest favourite
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.
Guest house in Tallahassee
4.92 out of 5 average rating, 170 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 favourite
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, 81 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. No smoking, e-cigs, or vaping permitted in the cottage or on the property.

Top guest favourite
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.
Guest house in Killearn
5 out of 5 average rating, 42 reviews

Lovely guesthouse with grand piano/near I10

The Little Green Guest House is ideal for business travelers, legislators, 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 and the capitol building, very convenient to retail and dining, and minutes to I10.

Top guest favourite
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, 710 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!

Guest favourite
A close-up of a young goat features brown fur with distinct white markings on the forehead and ears. Its expressive eyes and soft features are highlighted against a backdrop of straw bedding, conveying a sense of innocence and curiosity.
Farm stay in Tallahassee
4.92 out of 5 average rating, 349 reviews

Goat House FarmStay Cottage, Baby Goats are here!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting the mission of the farm. Come and de-stress by snuggling our goats. These bouncing bundles of joy are guaranteed to make you smile! We are near Tallahassee but in a rural area, down a bumpy dirt road, but we promise the trip is worth it. Kayaking and hiking right off the property, plus beautiful sunsets on the lake.

Top guest favourite
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 Killearn
4.93 out of 5 average rating, 96 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 and cozy for two. 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.

Popular amenities for Midway holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Gadsden County
  5. Midway