Vacation rentals in Lakeland Highlands

4.86 out of 5 average rating, 139 reviews

Guest suite in Lakeland

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

4.96 out of 5 average rating, 178 reviews

Sunshine Studio +Private Courtyard, near SEU, FSC

Nestle into this cozy, NEWLY remodeled studio! It is centrally located in Lakeland and a short drive from downtown, Florida Southern College (1.4 miles) Southeastern University (1 mile) The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

4.89 out of 5 average rating, 111 reviews

Studio apt in Historic area of Lakeland

This second story studio is on our homes property. It has a Queen bed, bathroom and kitchen. It is nestled in the historic area of Lakeland, one block in from The "Frank Lloyd Wright" designed Florida Southern college, tours are available! Our Cobblestone streets take you to our neighborhood restaurants, the art museum, library, Hollis garden, we are between two lakes-Hollingsworth it has a great walking/running path, and Lake Morton a bird paradise. All within walking distance.

4.96 out of 5 average rating, 980 reviews

Treehouse in St. Cloud

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 suite in Lake Hollingsworth

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!

Superhost

Home in Dixieland

4.84 out of 5 average rating, 160 reviews

Hollingsworth Pool Home

This artistic, craftsman-style pool home is regally situated on a red brick street in Lakeland's beloved Lake Morton Historic District. Centrally located, with Lake Hollingsworth just 2 blocks away, the Hollingsworth House is also walking distance to Cob & Pen, Concord Coffee, and the trendy Dixieland neighborhood where you can shop at antique and boutique shops. The large pool is surrounded by 8 foot privacy fence and a fully-fenced in backyard. Free driveway parking.

Superhost

Apartment in Lakeland

4.82 out of 5 average rating, 121 reviews

❤️ Brand New Modern Studio Perfect for Long Stays

This modern and private modern studio has space for three people, located in one of the best areas of Lakeland, less than 1 mile from Lake Hollingsworth, close to downtown Lakeland and major universities. Close to Disney World and 1 hour from Clear Water Beach. It is a central but quiet neighborhood, close to Publix supermarket, restaurants, gas station and laundry. Without a doubt, a cozy space !!! Don’t hesitate to ask if you have any questions.

4.96 out of 5 average rating, 117 reviews

Apartment in Lakeland

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.

Superhost

4.87 out of 5 average rating, 112 reviews

Luxury Cottage on Prestigious Million$ Property

Close to everything. Away from it all. Situated on 5 grassy acres and home to the Lewman family, this pristine south Lakeland home is fully fenced with a gated entry. The Guest House sits detached next to the main house with plenty of shared parking. Enjoy the outside without the worry of traffic. Free Wifi. We pride ourselves in providing a clean and safe home for you to make your own while you are here.

4.92 out of 5 average rating, 152 reviews

Home in Dixieland

Downtown Lakeland Luxury Home

Absolute stunner. Brand new custom built home, fully fenced, and centrally located in Downtown Lakeland. 5 min to the RP Funding Center. 15 min to Joker Marchant Stadium (Tigertown). An hour from Disney or Clearwater Beach. And 5 min to Florida Southern College. This house was built by one of the best custom home builders in Central Florida and it will exceed all of your expectations.

4.95 out of 5 average rating, 133 reviews

Cozy Lake House Retreat - Amazing 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.

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Popular amenities for Lakeland Highlands vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Lakeland Highlands

4.94 out of 5 average rating, 87 reviews

Charming Historic Area Retreat!

AnthonyRating, 5 stars1 month ago

This Airbnb was exactly as expected and matched the photos perfectly! It’s cozy, homey, and super comfortable—especially that futon… seriously, it’s out-of-this-world comfy! This spot does exactly what you need: sleep, recharge, and head back out for more fun. It’s the perfect base for any trip. Now, if I had to find one thing to mention, it would be the shower. Us bigger guys will definitely feel a bit oversized in there! Not really a complaint—just something to keep in mind. Casey was absolutely great—super attentive and went out of her way to make sure we were comfortable and had everything we needed. 9.5/10—would absolutely recommend!

5 out of 5 average rating, 10 reviews

Christina Casa - a South Lakeland Getaway

ErinRating, 5 stars2 weeks ago

We really enjoyed staying here! We felt very comfortable in the space. Highly recommend if you are in the Lakeland area!

4.96 out of 5 average rating, 45 reviews

Condo in Mulberry

Second Wind

CarlaRating, 5 stars2 weeks ago

The place was more than we expected while staying there. When we are back in town again we will use this Air BNB.

5 out of 5 average rating, 74 reviews

Guest suite in Lakeland

Casa Planta Cozy Tropical Guest Suite

SheriseRating, 5 stars3 weeks ago

This rental is so amazing! I have rented this space twice. I ll would rent again! I will recommend to anyone staying in Lakeland to check this rental out!

5 out of 5 average rating, 14 reviews

Spacious Pool Home in South Lakeland

ZoliRating, 5 stars3 weeks ago

Great location and convenient check in. Great communication.

4.94 out of 5 average rating, 31 reviews

Florida Paradise

JohnRating, 5 stars3 days ago

Great, private studio apartment. very affordable, clean, friendly owner. If I travel back to Lakeland I will rent again for sure.

4.97 out of 5 average rating, 32 reviews

Luxury Backyard. King Size Beds. Massage Chair.

Anaiz ZianaRating, 5 stars2 weeks ago

Loved my stay here! Property was perfect for my family’s stay and host was great with last minute accommodations and communication. Would stay again!