Holiday rentals in Midway

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Top-rated holiday rentals in Midway

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Top guest favourite
Flat in Tallahassee
4.9 out of 5 average rating, 687 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

Guest favourite
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
4.9 out of 5 average rating, 104 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.

Superhost
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, 521 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 favourite
A cozy living room features blue sofas and a wooden coffee table at the center, surrounded by decorative pillows. Wall art and plants are arranged thoughtfully, while a fireplace adds warmth. Natural light filters through patterned curtains, creating a relaxed atmosphere.
Home in Tallahassee
4.98 out of 5 average rating, 124 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.

Guest favourite
Home in Tallahassee
4.83 out of 5 average rating, 102 reviews

2 king beds private side home

This is an entire house, minus one bedroom/bathroom that’s rented separately. It has no access inside. Two different private front doors. No shared spaces. You will have 2 bedrooms, 1 bathroom, kitchen, dining, living, and laundry rooms to yourself. Please be courteous & respectful of noise at front door and living room. Security- fully fenced property with large gate, ADT, security camera system, ext. floodlights 2 Acropolis king bed sets, nectar hybrids, silk sheets, Dyson air purifiers

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, 635 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 favourite
A comfortable guest room is equipped with a spacious bed featuring colorful pillows. A small table and chair are positioned nearby, along with a mini-fridge and a microwave. A lamp provides soft lighting, and a piece of wall art adds a touch of color.
Guest suite in Tallahassee
4.99 out of 5 average rating, 111 reviews

Cozy and Quiet Guest Suite for 2

This peaceful and centrally-located private guest suite has everything you need. Pull into your own driveway with a private entrance to a comfortable room which has an en-suite bathroom, its own air-conditioning, a mini-fridge and a microwave. It's like a hotel room without the noisy neighbors or hassle of check-in. The guest room is attached to a residential home in an established neighborhood that is within four miles of the capital and FSU. It's perfect for 2 guests!

Guest favourite
An open living area is captured, featuring a comfortable sofa and a light-colored coffee table. The modern kitchen includes stainless steel appliances and a dining area with wooden chairs. Natural light enters through sliding doors, enhancing the warm, inviting space.
Townhouse in Tallahassee
4.93 out of 5 average rating, 211 reviews

Pet Friendly Townhome, less than 1mile to FSU

Spacious, newly remodeled 2BR/1.5Bath Townhome within walking distance to FSU. King in Master bed/bath & amenities include fully equipped kitchen, Wifi, Smart TV’s in each room, a coffee/cocktail bar with wine cooler, a pet nook for your furry friend, and a new beautiful wooden patio deck in the private fenced backyard. Bring a friend/family as we have a sofa bed in the living room and outdoor dining and/or leisure area on the back patio.

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, 366 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.

Guest favourite
Flat in Tallahassee
4.85 out of 5 average rating, 104 reviews

King Suite Studio Collegetown

Experience College Town living in our cozy studio, steps from Doak Campbell Stadium and FSU campus. Sleeps 3 with a king bed suite. Ideal for game days, campus visits, or embracing local culture. Book now for convenience, comfort, and unforgettable memories. Notes Please remember to put the parking decal on your car and return it at the time of checkout to avoid a $50 replacement fee.

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
4.92 out of 5 average rating, 109 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.

Superhost
Home in Levy Park
4.86 out of 5 average rating, 124 reviews

Historic Levy Park! 2 miles to Bragg/Capital/FSU

Welcome to historic Levy Park! We are excited to host you at this beautifully restored Italian inspired getaway. This vibrant neighborhood is one of Tallahassee's oldest and boasts a lovely mixture of old homes and local Tallahassee families. There are homes on our street over 100 years old, and families that have lived here for generations!

Popular amenities for Midway holiday rentals

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