
Holiday rentals in Midway
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Top-rated holiday rentals in Midway
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Luxury Living w/ Abundant Amenities
I live in NJ close to my parents, and my sister lives in Tallahassee. To make it easier for my parents (who are separated) to see my sister and their grandchildren, I surprised them with the keys to a "his and her" condo in the same complex. You won't find an Airbnb in the area with more abundant amenities because I wanted to give my parents the home away from home they have always dreamed of. If the listing is available, my family isn't in town, and so this beautiful condo is available to use!.
5.0 out of 5 average rating, 123 reviews
Lake Talquin Waterfront Lakehouse on Forest Border
Relax at this peaceful Lake Talquin lake house with a 130 ft. waterfront, gorgeous views and private dock and boathouse for direct lake access. This spacious 3BR/3BA home features an open living area, full kitchen, fast Wi-Fi, and outdoor space ideal for fishing, kayaking, and sunset lounging by the fire pit. Bordered on one side by Talquin State Forest, enjoy this lakeside retreat where you rarely hear or see anything but nature. Just 25 min. to Tallahassee. Perfect for families or remote work.
5.0 out of 5 average rating, 14 reviews
Quaint Craftsman Downtown Havana
Nestled on the outskirts of downtown Havana, our home offers a quaint escape just a 5-minute stroll from charming storefronts. Enjoy local gems like Gocki’s burgers, Oscar’s Italian Eatery, and Off the Rails Irish Pub. Antique enthusiasts will love The Twisted Pineapple. Alongside Havana's unique blend of small-town charm, there is a grocery store and fast-food chains. Only 15 miles from downtown Tallahassee, relish the Hallmark feel of Havana while having easy access to big-city amenities.
5.0 out of 5 average rating, 24 reviews
Luxe Downtown Modern
Step into elegance as you enter this beautifully designed residence, featuring high ceilings, modern furnishings, and tons of natural light. Sleeps 10 - Master:king-sized bed, en-suite bathroom with walk-in shower - Room 1: 2 queen-sized beds - Room 2: 2 queen size beds - Wi-Fi - Smart TVs all rooms - Washer and dryer - Electric fireplace 4.9 miles to FSU campus 5.1 miles to FAMU campus. This house shares the property with a cottage which is also available for rent and sleeps 4
5.0 out of 5 average rating, 77 reviews
Hidden Gem-Peaceful
This stunning hidden gem boasts a central location near FSU, FAMU, TCC campus, and downtown Tallahassee. Step inside and discover a haven of modern luxury. Soaring ceiling, gleaming stainless steel appliances, and exquisite marble countertops create a sophisticated yet inviting atmosphere. Unwind in the uniquely luxurious bathroom, a true oasis of tranquility. Modern details seamlessly blend with charming touches throughout the home, ensuring a comfortable and stylish stay.
4.92 out of 5 average rating, 78 reviews
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!
4.85 out of 5 average rating, 554 reviews
Walk to Museum | Near FSU | EVSE
* 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 foosball
4.99 out of 5 average rating, 147 reviews
King Bed- 10 Guests- Dogs-fenced yrd-deck
Spacious, stylish, and packed with comfort—your perfect NE Tallahassee escape! This 2,000 sq. ft. home features 5 comfy beds, a queen pull-out sofa, and Smart TVs in every room. The fully stocked open kitchen makes dining a breeze, while the fenced yard, deck, and fire pit create the perfect outdoor hangout (pets welcome!). Located in a peaceful neighborhood just minutes from top shopping and dining, plus a 2-car garage with remote for easy indoor parking.
4.96 out of 5 average rating, 186 reviews
The Hidden Retreat
Just 5 minutes from the Florida/Georgia State line. Relax with the whole family at this peaceful place to stay. Bring your boat and fishing poles to fish some of the best water around. Very spacious home. We are 36 miles from Doak Campbell Stadium. We are approximately 80 miles to Panama City. Central location, can go to Alabama, Georgia & Florida in the same day! We are 5.3 miles from Mount Pleasant lodge. We are 21 miles away from Havana Springs venue.
4.96 out of 5 average rating, 77 reviews
Misty Garden; Quiet Cul-de-sac.
Relax the whole family or have a respectful get together (no party) in this cozy and well equipped home, located in a safe and quiet neighborhood. It has an open kitchen/leaving room/fireplace area, with all appliances of a regular home, 60 inch Smart TV (besides one TV in each bedroom). Large covered porch through to enjoy the barbecue all together. The 3 bedrooms can accommodate 8 people total and is possible to accommodate more 4 in the leaving room.
4.87 out of 5 average rating, 314 reviews
Stunning sunrises await at your Talquin lake house
This 4 bedroom, 2 bath lake house boasts over 2,000 square feet of room for you to relax and enjoy. The quiet neighborhood allows you to connect with nature in a peaceful setting. Plenty of room outside for fishing or relaxing. Roomy inside with all the comforts you are used to - including DirectTV, wi-fi, gas fireplace, and more. Minutes from historic Quincy, Florida and interstate access for quick trips to Tallahassee.
5.0 out of 5 average rating, 32 reviews
Spacious house with private pool, ideal for families
Enjoy this spectacular and spacious house, ideal for family or group vacations. Designed to offer comfort, tranquility, and everything you need for a perfect stay. 🏡 Main features: • 4 comfortable bedrooms • 6 beds (perfect for large groups) • Spacious indoor and outdoor areas • Private pool for relaxing and enjoying • Fully equipped (kitchen, common areas and more) 🌴 Perfect for: ✔ Family vacations ✔ Relaxing getaway
4.86 out of 5 average rating, 14 reviewsPopular amenities for Midway holiday rentals
Other great holiday rentals in Midway

Lux on Lake, Pool, Spa, Man Cave, Game Room
5.0 out of 5 average rating, 22 reviews
FSU Gameday Lake House | Tennis, Kayaks & Fire Pit
4.95 out of 5 average rating, 40 reviews
Talquin Lakeside Retreat Sleeps 7 in 4 BRs/2 Baths
4.99 out of 5 average rating, 67 reviews
The Cottages, Unit 1
5.0 out of 5 average rating, 3 reviews
Cozy cottage
4.94 out of 5 average rating, 35 reviews
Homey Tallahassee Condo
4.85 out of 5 average rating, 81 reviews
3BR Near FSU/FAM | Golf Course
5.0 out of 5 average rating, 4 reviews
Beautiful 2/2 | 5 miles to FSU
4.92 out of 5 average rating, 51 reviewsDestinations to explore
- Four Corners Holiday rentals
- Atlanta Holiday rentals
- Orlando Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Savannah Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Kissimmee Holiday rentals
- Miramar Beach Holiday rentals
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- Story Lake
- Cascades Park
- St. Marks Lighthouse
- Tom Brown Park
- Edward Ball Wakulla Springs State Park
- Mashes Sands Beach
- Tallahassee Automobile Museum
- Bald Point State Park
- Backwoods Crossing





