
Holiday rentals in Midway
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Top-rated holiday rentals in Midway
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Live Oak Cottages II InTown-Nature Retreat
Private long driveway to a quiet setting. Beautiful Live Oak trees around the grounds. It’s the upstairs cottage apartment with tall windows giving you a view to the Live Oak trees canopying together. The one by the cottage is 200 +years old!! Charming and cozy place to relax or work! Living room windows are tinted for privacy. Comfy bed and all the bedding is cleaned in between guests. There are plenty of towels, linens, and the essentials you need to be comfortable. Smart tv and Wifi too

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.

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.

Nature Home | By FSU | White Squirrels!
* Lake Water severely is low, Tallahassee is in a drought* ✈️ 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!

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

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.

Guesthouse - Studio in the woods
The guesthouse sits tucked back in the woods next door to our home, offering privacy and quiet once you arrive. The surrounding area is rural and unpolished - but the property itself is clean, peaceful, and thoughtfully maintained. 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.

Fin n' Tonic Near FSU and Quick Access off l-10
All paved roads off l-10 about 10 minutes to this spectacular lake view. Enjoy boating and fishing, with convenient boat launch and local bait & tackle stores. Very quiet neighbors and located at dead end paved road on a lake point where you can see spectacular sunrises and sunsets. This house offers one bathroom and two bedrooms with queen beds, one with twin bunk. The master bedroom and bathroom is private to the owners only. The space is not shared, the owners are not on premise.

My House, Your House
This home away from home is the perfect place to lay your head after a long day from traveling. Whether you're here for homecoming or traveling for work, our home is nestled in a quiet community a short drive from local restaurants, shops, hospitals and the local Universities. The space includes 3 fully furnished bedrooms, coffees and teas. We also provide everything you need to cook and serve a meal. Access to washer and dryer. We are local and available if needed!

Convenient Game Day 1BR - Condo Near FSU Stadium
Welcome to our charming one bedroom, one bathroom condo located at Seminole Legends in the heart of Tallahassee! Perfectly situated just minutes away from Florida State University, this beautifully appointed unit is the ideal home base for couples or solo travelers seeking a comfortable and convenient stay. With its unbeatable location, stylish decor, and top-notch amenities, our Seminole Legends unit 102 is the perfect choice for your next trip to Tallahassee.

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 WATER-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!

Cozy Riverview Cabin
Cozy cabin located on the Ocklocknee River inside Riverfront campground. Come enjoy a peaceful getaway. Kayak rentals are available for $50 Feel free to message for any other questions! Excellent fishing year round boat launch on property. Lake Talquin less than 5 miles away. FSU and Tallahassee are about 30 minutes away. $50.00 security deposit for unseen damage after cabin inspection if everything looks good you will get refund.
Popular amenities for Midway holiday rentals
Other great holiday rentals in Midway

The Franklin: Modern 1 Bedroom + Loft & Sofa Bed

The Green House

Excellent location, Relaxing, beautiful townhouse

Stunning Lake Views, dock, game room, relaxing

Pets OK! 2/2 fully fenced yard. Air Purified Home!

Comfort and cozy!

Lovely guesthouse with outdoor space/near I10

Beautiful 2/2 | 5 miles to FSU
Destinations to explore
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- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Railroad Square Art District
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Bald Point State Park
- Tallahassee Automobile Museum
- Backwoods Crossing





