Vacation rentals in Lake Hollingsworth

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Top-rated vacation rentals in Lake Hollingsworth

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Guest favorite
Guesthouse in Lakeland
4.94 out of 5 average rating, 211 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 favorite
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, 146 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 favorite
Apartment in Lakeland
4.99 out of 5 average rating, 127 reviews

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 .

Top guest favorite
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, 177 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 favorite
Home in Lakeland
4.97 out of 5 average rating, 71 reviews

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

Top guest favorite
Guesthouse in Lakeland
4.9 out of 5 average rating, 145 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.

Superhost
Home in Lakeland
5.0 out of 5 average rating, 3 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.

Guest favorite
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, 124 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 favorite
Home in Lakeland
4.97 out of 5 average rating, 114 reviews

Our Nest | King Bed | Frank Lloyd Wright 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.

Guest favorite
Home in Lakeland
5.0 out of 5 average rating, 10 reviews

Walk to Lake Morton w/Game Room in 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.

Top guest favorite
Home in Lakeland
4.85 out of 5 average rating, 59 reviews

Modern 2BR/2BA Near Downtown Lakeland.

Relax in this comfortable 2BR/2BA home located in a quiet Lakeland neighborhood, perfect for families, remote workers, and business travelers. ✨ Why guests love it✨ ✔ 2 full bathrooms ✔ Fast Wi-Fi for work + streaming ✔ Washer & dryer ✔️Private Garage Parking ✔️Fully Equipped kitchen 📍 Prime Location •Minutes to Florida Southern College •Easy access to Downtown Lakeland restaurants & shops •Short drive to LEGOLAND Florida Resort

Top guest favorite
A serene bedroom features a black metal bed with a floral patterned quilt and a checkered pillow. Soft light filters through sheer curtains, highlighting a bedside lamp with a wooden base. A framed artwork hangs on the wall, contributing to the calm ambiance.
Tiny home in Lakeland
5.0 out of 5 average rating, 69 reviews

The Lakeland Cottage.

**Prime location** Downtown Lakeland. Nestled on an alley in one of Lakeland’s historic neighborhoods, within walking distance to downtown and between two of the most popular lakes (Lake Morton and Lake Hollingsworth) we have a delightful and relaxing tiny home waiting for you to come stay! We are also located one block from Florida Southern College, five minutes from Southeastern University and just minutes from the RP Funding Center.

Popular amenities for Lake Hollingsworth vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Lakeland
  6. Lake Hollingsworth