Holiday houses in Lake Hollingsworth

4.96 out of 5 average rating, 178 reviews

Guesthouse in Lakeland

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!

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!

4.93 out of 5 average rating, 249 reviews

Townhouse in Lakeland

Glam Townhouse in Downtown Lakeland - 2bed/2bath

Location, Comfort, and Privacy! We have all you look for one night or extended stay. This apartment was newly remodeled and designed for you to feel like home. Private garage, lock code system (key-less). Walking distance from Lake Hollingsworth, Morton, local coffee shops, restaurants, gas stations, etc. Lakeland is also conveniently located between Orlando and Tampa. 40minutes from Disney & Bush Gardens, 30min to Legoland, 1 hour from Orlando/Universal, and the gorgeous beaches on the gulf.

5 out of 5 average rating, 126 reviews

Top 1% Stay – Cozy Lakefront with Hand-Fed Swans

In the Heart of Lakeland, FL... on the Banks of Lake Morton! Nestled between the Historic District and beautiful South Lake Morton Historic District... (or as we like to call it, "Swan Lake") this property is located in easy walking distance to: Restaurants & Shopping Lakeland Public Library The Polk Museum of Art Historic Downtown Lakeland Lake Hollingsworth Florida Southern College Lake Mirror Hollis Gardens AND of course... Lake Morton Take it easy at this unique and tranquil getaway.

4.94 out of 5 average rating, 63 reviews

*Historic* Home Downtown LKLD/Lake Hollingsworth

Central and cozy 2 bedroom home located in Historic Downtown Lakeland! This home is located near Lake Hollingsworth and Florida Southern College. The area is quiet brick paved street just walking distance to Concord Coffee, Born & Bread, popular restaurants, Florida Southern College, Lake Morton, and Lake Hollingsworth. Easily travel to LEGOLAND and theme parks in Tampa and Orlando. The home has an open layout, a full bathroom, full kitchen and a queen sofa bed in the living room.

4.89 out of 5 average rating, 111 reviews

Guesthouse in Lakeland

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.

4.84 out of 5 average rating, 281 reviews

Guest suite in Lakeland

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!

4.88 out of 5 average rating, 332 reviews

2BR/1BA Downtown Cozy Hideaway w/ Big Yard

This cozy mother in law suite is a duplex that shares a wall with the main house but not an entrance. You will be blocks away from a neighborhood playground as well as beautiful Lake Hollingsworth. Being in the heart of Lakeland, you are never far from entertainment or nature. It's almost equally distant from Orlando and Tampa at about a 45-minute drive and the beach being about an hour and 20 minutes away. All that downtown has to offer is just 2 miles away.

4.94 out of 5 average rating, 87 reviews

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.

4.97 out of 5 average rating, 104 reviews

“Our Nest” Cozy Retreat Near Downtown & FSC Campus

Welcome to Our Nest—a peaceful retreat along Lakeland’s historic brick streets. Just steps from Frank Lloyd Wright’s iconic architecture, this one-bedroom stay offers a plush king bed, stocked kitchen, fast Wi-Fi, smart TV, and a private patio perfect for slow mornings or quiet evenings. Walk to Lakes Morton and Hollingsworth, explore cafés, or relax as swans drift by. Clean, quiet, and thoughtfully prepared—the kind of place we’d want to find ourselves in.

Superhost

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.

4.89 out of 5 average rating, 209 reviews

Charming Bungalow steps from Lake Hollingsworth

This charming bungalow with screened in front porch and cozy porch swing, sits on a quiet red brick neighborhood street in Lakeland's beloved Lake Morton Historic District. Centrally located, with Lake Hollingsworth just 1 block away, the Blue Bungalow at Hollingsworth is also walking distance to Florida Southern College and Dixieland where you can shop at antique and boutique shops. Free driveway parking.

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Other great holiday rentals in Lake Hollingsworth

5 out of 5 average rating, 8 reviews

Brisa sur

TaniaRating, 5 stars1 week ago

everything was as expected, thank you!!

4.99 out of 5 average rating, 130 reviews

Luxury Mid Century Home w/ King Bed by Golf Course

MandyRating, 5 stars2 weeks ago

First time in Lakeland and it was absolutely amazing! Not only does this home match the pics but it is very inviting. My fam and I felt right at home, my toddler loved the park across the street, the beds are super comfy and the stores/restaurants are very close. The host is very responsive and accommodating with great recommendations! Gorgeous home in beautiful Lakeland.

5 out of 5 average rating, 45 reviews

Freshly Updated Luxury Downtown Home

DeverouxRating, 5 stars4 days ago

We had a wonderful stay at Melissa's place in Lakeland! From booking to checkout, everything was seamless. Melissa provided clear check-in instructions and the door code system worked perfectly. The home was incredibly well-stocked - full kitchen with Keurig and French press, all toiletries provided, and thoughtful extras like a basket of "forgot items" (toothbrushes, etc.). As a family with kids, we loved finding child plates, utensils, pack n play, and high chair ready for us. Having laundry facilities with detergent was so convenient. Melissa's communication was excellent - she checked in at just the right times and her local guidebook recommendations were spot-on. The location was perfect for exploring Lakeland. This truly felt like a home away from home with every detail thoughtfully considered. Melissa goes above and beyond to ensure her guests have everything they need for a comfortable stay. Highly recommend - we'll definitely be back!

4.79 out of 5 average rating, 185 reviews

Boho Cozy Home Across from SEU Soccer Field

LauraRating, 5 stars3 weeks ago

My sister and I found this place a few years ago while visiting. It’s always booked up but we finally got to book it! It was very convenient since we were needing to be at seu for missions trips. We can’t wait to stay again soon and hopefully in a few months!

Superhost

Guesthouse in Lakeland

4.79 out of 5 average rating, 39 reviews

Blue Pool Cottage, private fenced courtyard

MarkRating, 5 stars2 months ago

I'll admit it was a little weird going through the Garage to get to my cottage, but totally worth it. We stayed at a hotel in Orlando a few nights earlier (you know to go to Disney) and the Blue Cottage was so much better. You feel like you have your own space, even with several other guest rooms on the property. No loud traffic or other noise at night etc. The only con was that the shower is a little small, but it worked and it is a minor nit-pick. Will certainly try to say again next time we are in the area. Highly Recommend!

4.72 out of 5 average rating, 18 reviews

Fully Equipped Studio for Long or Short Term Stay

AmberRating, 5 stars1 month ago

We’ve stayed at this location previously for Mayfaire. It’s a very convenient walkable location and had everything we needed. Communication was great and we were offered flexibility for our checkout.

4.98 out of 5 average rating, 328 reviews

Private room in Lakeland

Cumberland Manor- Lovely 1 Bedrm in historic home.

KevinRating, 5 stars1 day ago

This was the perfect place for a short stay. I don’t need more than what she provided me, very clean, very quiet. Even got a thunderstorm to put me to sleep!