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Holiday houses in Lake Hollingsworth

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Top-rated holiday rentals in Lake Hollingsworth

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Lakeland
4.94 out of 5 average rating, 214 reviews

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!

Top Guest favourite
A cozy living room features a mix of seating options, including a leather sofa and a patterned couch. A coffee table sits centrally on a wooden floor, while large windows allow natural light. Decorative elements include a gas fireplace with a stone surround and a smart TV on the wall.
Bungalow in Lakeland
4.99 out of 5 average rating, 222 reviews

Historic Downtown Bungalow w/piano

NO PET OR CLEANING FEES. The Daugherty House, a refurbished, downtown Lakeland, 1918 historic, 3 bed, 2 bath bungalow, between Lake Mirror and Lake Morton, features a 1907 upright piano, beautiful bedrooms with new mattresses and box springs, a spacious rocking chair front porch, cozy Florida room with a fold out couch, a gas fireplace, and memorabilia from Lakeland's history. The home's filled with antiques and modern conveniences, and the kitchen has all your cooking needs. CLICK SHOW MORE.

Top Guest favourite
A serene lakeside view showcases the tranquil waters of Lake Hollingsworth, surrounded by lush greenery and walking paths. Patterns of vegetation are visible along the shoreline, while distant trees line the horizon, creating a peaceful natural landscape.
Home in Lakeland
4.98 out of 5 average rating, 113 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
The living room features a vintage vinyl record wall that adds character. A spacious white sofa and a brown leather couch are positioned for relaxation. Natural light filters through shuttered windows, illuminating the hardwood floor and a round area rug with a geometric pattern.
Home in Lakeland
4.96 out of 5 average rating, 102 reviews

LKLD Legacy near Downtown Lakeland

The LKLD Legacy is a midcentury ranch, and third generation owned home, in the heart of Lakeland. It's located 5 minutes from downtown, near colleges, and close to I4 exits toward Tampa & Orlando (37mi to Disney, 19mi to Legoland)! The home is in a family-friendly neighborhood and within walking distance to parks and lakes. The large fenced in backyard is perfect for kids and pets (*pet fee required*). Before you leave, snap a photo with the instant camera and add it to our guest photo album!

Guest favourite
The bedroom features a large tufted bed with soft linens, complemented by a decorative bench at the foot. Industrial-style accents are visible in the exposed brick wall and ceiling beams, while natural light fills the space through floor-to-ceiling windows, framed by navy curtains.
Apartment in Lakeland
4.95 out of 5 average rating, 102 reviews

Downtown Lkld-Urban Luxury Loft

Discover urban comfort in our Downtown Lakeland Studio Loft! This trendy third floor apartment accommodates 4 guests, boasting open industrial ceilings and historic brick walls that add a chic touch to the space. The floor to ceiling windows bring in gorgeous natural sunlight. Step outside and immerse yourself in the heart of the city, with cafes, shops, and attractions just a stroll away. Whether you're here for business or leisure, our loft offers the perfect blend of style and convenience!

Top Guest favourite
A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.
Apartment in Lakeland
5.0 out of 5 average rating, 154 reviews

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!

Top Guest favourite
The open living area features a comfortable sofa set, a stylish area rug, and large windows allowing natural light to fill the space. An island kitchen with contemporary bar seating and modern appliances is visible, creating a seamless flow between dining and living spaces.
Home in Lakeland
4.98 out of 5 average rating, 180 reviews

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!

Top Guest favourite
Guesthouse in Lakeland
4.91 out of 5 average rating, 150 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.

Guest favourite
A cozy living area features hardwood floors and large windows allowing natural light. The space includes a brown sofa and a wooden coffee table placed on a patterned rug. A small dining area with two chairs and a kitchen nook with appliances is visible in the background.
Apartment in Lakeland
4.94 out of 5 average rating, 102 reviews

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.

Superhost
Home in Lakeland
5.0 out of 5 average rating, 4 reviews

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.

Top Guest favourite
A spacious bedroom is furnished with a large bed, accompanied by bedside lamps. A cozy chair and a vibrant yellow sofa provide seating options. A dining table for two is positioned near the window, while framed artwork decorates the walls.
Home in Lakeland
4.93 out of 5 average rating, 126 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.

Top Guest favourite
Home in Lakeland
5.0 out of 5 average rating, 12 reviews

Luxury Lake Morton Lakeland | Walk to Downtown

Welcome to The Laureate House, a thoughtfully restored century-old home where historic charm meets soft luxury. With 2 king bedrooms, 2 baths, and a bonus bedroom, the home sleeps 7 comfortably. Original hardwood floors, elegant details and warm natural light set a timeless tone, while modern updates ensure comfort and relaxing peace. Located on one of Lakeland’s most sought-after streets between Lake Morton & Lake Hollingsworth, just minutes from downtown.

Popular amenities for Lake Hollingsworth holiday rentals