Holiday rentals in Lakeland Highlands

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Top-rated holiday rentals in Lakeland Highlands

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Guest favourite

Guest suite in Lakeland

4.86 out of 5 average rating, 139 reviews

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Top guest favourite

Home in Lakeland

5 out of 5 average rating, 10 reviews

Christina Casa - a South Lakeland Getaway

Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

Guest favourite

Guest house in Lakeland

4.89 out of 5 average rating, 173 reviews

Cozy patio level studio In Historic district

This cozy, Patio level studio is on our homes property, it has a KITCHENETTE, WITH LIMITED COOKING. It is nestled in the Historic District of Lakeland and mere steps from Florida Southern a Frank Lloyd Wright designed campus, a tour is recommended! Our cobblestone streets take you to unique neighborhood restaurants. We are walking distance of beautiful downtown Lakeland. We are between two lakes- Lake Hollingsworth, a great 3+ mile walking/running path and Lake Morton which is a bird paradise.

Top guest favourite

Home in Lakeland

5 out of 5 average rating, 70 reviews

Lakeland LakeFront 4BD|3BA FSC SEU Sun&Fun Tigers

Welcome to Laketitude—your spacious lakefront escape on Lake Hollingsworth! Just steps from Florida Southern College and Frank Lloyd Wright gems, minutes to downtown Lakeland, Sun ’n Fun, and Tiger Town, with Tampa and Orlando only 40 mins away. This 4BR/3BA retreat sleeps 10 and features a large backyard, 65” Smart TV, Xbox, coffee bar, and full kitchen—perfect for families, college visits, and getaways. Don’t miss out on our deep connection with FSC’s rich history- message us to learn more!

Top guest favourite

Guest suite in Lakeland

5 out of 5 average rating, 75 reviews

Casa Planta Cozy Tropical Guest Suite

Casa Planta, is a tropical garden inspired oasis. Your getaway begins with a relaxing, peaceful walk through a lush, hidden tropical garden, surrounded by lots of greenery leading to your private entrance. From walking the grounds with a nice beverage, enjoying dozens of different plant species Florida has to offer, to cooling off by the pool, you can just relax and exist! This 2 bedroom 1 bath suite is attached to the main house but completely blocked off from it and has a private entrance.

Top guest favourite

Treehouse in St. Cloud

4.96 out of 5 average rating, 982 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favourite

Home in Lakeland

4.91 out of 5 average rating, 57 reviews

The White House+Pet Friendly+Fenced yard

Pet friendly with fully fenced home! Discover our 3-bedroom, 2-bathroom home in Lakeland, designed for your ultimate relaxation. Unwind in the sunroom or the spacious living area, where comfort is a priority. The fully equipped kitchen and cozy bedrooms ensure a pleasant stay. Enjoy our coffee bar and outdoor BBQ grill, perfect for leisurely mornings and evening gatherings. With nearby amenities for outdoor fun, this retreat perfectly balances convenience and relaxation.

Guest favourite

Guest suite in Lakeland

4.84 out of 5 average rating, 281 reviews

Cozy Suite in the Heart of Lakeland

This amazing, private suite is located on one of the most desired streets in all of Lakeland, and right near the beautiful Lake Hollingsworth. It is less than a block away from both the lake and Commonground Park. It is located along the I-4 between Tampa (40 min drive) and Orlando/Disney and its attractions (1 hr drive). It has close access to route 98 and the 570 Polk Pkwy and many other attractions, shopping, restaurants, and entertainment. You will love this place!

Top guest favourite

Flat in Lakeland

4.96 out of 5 average rating, 117 reviews

Hidden Ruby-Apartment with Kitchen and Laundry

Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, front porch sitting area, washer and dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.