House holiday rentals in Lakeland

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

Golden Lilly Historic Retreat

The Golden Lilly is a charming 1924 historic home in the heart of Lakeland's most desirable neighborhood, Dixieland. One bedroom, with an office and a queen sofa bed make it perfect for couples or someone needing a place to work. A kitchenette, full bath and laundry room offer all the comforts of home. Pets welcomed, we have a fully fenced yard. Restaurants, shopping, parks and more within walking distance with downtown, universities, medical campuses and sun-n-fun just minutes away.

Gorgeous Gem in the Heart of Lakeland

LOCATION, LOCATION! This gorgeous, spacious, newly renovated home is located on one of the most desired and safest streets in all of Lakeland, and steps away from the beautiful Lake Hollingsworth and Trail. Close to the lake, and a short drive to downtown Lakeland, this gem is in the perfect location! This home features zero gravity beds, a gourmet kitchen, smart TVs and WiFi throughout, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

Charming Historic Area Retreat!

Welcome to our charming one-bedroom short-term rental nestled in the scenic Lake Morton Historic District and conveniently located near the prestigious Florida Southern College. This thoughtfully designed accommodation offers a perfect blend of modern comfort and historic charm. Situated just a stone's throw away from the beautiful Lake Hollingsworth and Lake Morton our property provides an easy access to leisurely strolls around the lake and jogging trails.

Spacious Historic District Stay • Walk to Downtown

📍Lakeland Historic District — Just a 10 minute walk to Florida Southern College (FSC) & 4 minutes walk to Morton Lake (aka ‘Swan Lake’) 🧡 What You'll Love: → Located in the 1920s character filled historic district → Walking distance to prime downtown Lakeland, FSC & Morton Lake → Fully stocked kitchen with cooking essentials → 70” Samsung SmartTV for entertainment → Backyard with BBQ grill and outdoor dining → Dog friendly accommodation

Magnolia Manor | Bungalow Near Downtown Lakeland

Welcome to our cozy and comfortable home that is the perfect place for visiting Lakeland. The house features 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 8 guests. It has a fully equipped kitchen, a living room, dedicated work space for remote workers, and a dining area, perfect for gatherings. The house is located just minutes away from downtown, where you'll find a variety of restaurants, shops, and parks.

Charming Lakefront Cottage with Stunning Views

Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Pets only on preapproval and payment of a $50 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Karen’s Happy House

Enjoy a stylish experience at this centrally-located place. A cozy, charming 1925 cedar shake modern English style home. Experience a unique, warm & welcoming stay. There is a separate small cottage in the back that can be rented under a separate listing if you are looking for a family gathering spot!