Holiday houses in Lake Hollingsworth

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!

Value · Family · Comfort

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!

Family · Location · Quiet

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!

Location · Value · Indoor spaces

Luxury 3BR Near Downtown | Pet Friendly + Peaceful

Welcome to your Lakeland retreat! This charming 3-bedroom home is thoughtfully styled, exceptionally clean, and fully equipped with all the conveniences of home. Located in the peaceful Lake Hunter neighborhood—just minutes from downtown, colleges, and spring training—it’s perfect for families, couples, or business travelers. Relax inside or enjoy the private backyard patio. Pets stay free! 8 mins to FSC 10 mins to Detroit Tigers 13 mins to Sun ’n Fun 30–45 min to Legoland, Disney & Tampa

Family · Location · Decor

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 .

Location · Family · Indoor spaces

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!

Value · Location · Long stay

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!

Value · Family · Beach

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

Family · Location · Quiet

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.

Value · Location · Backyard

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.

Location · Family · Accuracy

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.

Value · Location · Cleanliness

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.

Family · Location · Sleep quality