Holiday rentals in Midway

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!.

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.

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.

Magnolia Manor Estate with Heated Indoor Pool

Retreat to in-town country living with massive, picture perfect live oaks and abundant wildlife. Your family and friends will enter this home in awe of its unique qualities including the incorporation of the beautiful natural environment through expansive windows in every room and an indoor pool. This is a peaceful sanctuary for you and your family and friends to enjoy a wedding weekend, Tallahassee visit, FSU/FAMU gameday, reunion, and other activities. We have a generator.

Lux on Lake, Pool, Spa, Man Cave, Game Room

Serenity on Lake Jackson. 3,800 sf sleeps 10+ w/ 4BR, 3.5BA, game room, man cave, hot tub, pool, gazebo & more. 2 acres under majestic mossy oaks, offers both space to gather & quiet corners to relax. A nature lover’s paradise with waterfowl & lake views. Vacations, weddings, corporate events, all ideal. ✅ We take safety & security seriously. Compliance requirements - signed rental agreement/ID. Secure, app-free platform, Happy Guest. Not an app; no sign up, a secure website.

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.

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!

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.

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 board g

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.

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.

Talquin Tranquility

Talquin Tranquility - 3 Bedrooms, 2 Bathrooms Waterfront Home (Sleeps 6 plus sofa bed) Enjoy year-round activities at this peaceful lakeside cottage, well maintained and immaculately clean, with a bulk-headed waterfront and boat house to protect your boat. Always ready for short weekend stays or longer fishing expeditions. Small Dogs are allowed with prior permission, but a refundable pet deposit of $100 is required.