
Vacation rentals in Lake Hollingsworth
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Top-rated vacation rentals in Lake Hollingsworth
Guests agree: these stays are highly rated for location, cleanliness, and more.

Swan City Studio +Courtyard, mins historic downtwn
Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College(1.4 miles) SEU(1 mile) 17 mins from SUN N FUN!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!

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!

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.

Romantic Lakefront – Feed Swans – Walkable Dining
Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

Matty’s Citrus Connection
You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

Private Bungalow In Peaceful Downtown Lakeland
Unwind in our Serene downtown Lakeland! This peaceful home perfect for families and groups. ★ "Very pretty house and clean! And the host was always responsive. Would definitely stay here next time!!" This bungalow in close proximity to the best attractions and lifestyle Florida has to offer. This home has many restaurants and shops located nearby to choose from. The perfect place to relax and enjoy the historic city of Lakeland. A quick walk to Lake Hollingsworth and or nearby museums.

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, private laundry, smart TVs and WiFi, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

King Beds+Pet Friendly | Near Downtown & Tigertown
Experience comfort and privacy in this fully renovated 2BR home. Perfect for professionals and extended stays, it offers a dedicated workspace, fast WiFi, Smart TV, in-home laundry, and a relaxing front porch. Located in a quiet, safe neighborhood just minutes from downtown, hospitals, dining, and shopping. Pet-friendly (yard not fenced). Ideal for longer, stress-free stays. LegoLand 25 mins Bush Gardens: 45 mins Disney World: 45 mins Downtown Restaurants: 3-10 mins Mall/Cinema: 8 mins

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.

Eclectic On The Alley
1925 Historic Downstairs Garage Apartment in the highly desired Dixieland District, that has antiquing, restaurants, bakeries, coffee shops, and more...all within walking distance! Within a block from either side of the house is Reececliffe Diner and Patio 850, that's a restaurant and wine bar. It’s a lovely five minute walk to Lake Morton, home of the swans, from which our nickname “Swan City” hails. You can easily walk to downtown, which is a total of one mile from the house.

Lakehouse Oasis: Pool, hot-tub, FSC, Hollingsworth
Charming Lakehouse: Start your day with refreshing morning walks—or stroll with your dogs—and soak in the serene beauty of nature. Watch for Florida’s unique wildlife as you wander through the beautiful area Enjoy the best of lakeside living in this spacious home, located only a minute away from the beautiful Lake Hollingsworth. The house features a large open-concept layout with original Saltillo tile flooring that adds warm, modern, and rustic charm all throughout the home.

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.
Popular amenities for Lake Hollingsworth vacation rentals
Other great vacation rentals in Lake Hollingsworth

Bungalow on Belmar (Historic Lake Hollingsworth)

Lake Hollingsworth Retreat | Lake View | FSC SEU

Luxury Cozy Home·3BR/2BA· Dixieland Lakeland

The Lakeland Cottage.

2/1 Fenced Home Pet Friendly

Modern 2BR/2BA Near Downtown Lakeland.

The Suite Spot @ Lake Hollingsworth

Green Roof House
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