Vacation rentals in Lake Hollingsworth

4.99 out of 5 average rating, 119 reviews

A view of The Shaw House from the front yard, showcasing a two-story structure with a wide balcony. Lush green landscaping includes tropical plants and neatly arranged stones beside a manicured lawn. Palm trees provide a sense of openness and enhance the overall tropical aesthetic of the property.

Apartment in Lakeland

The Swan Suites at The Historic Shaw House

The Swan Suites- Located at the Historic Shaw House's Bridal Suite in Downtown Lakeland overlooking Lake Mirror and Hollis Gardens. This beautiful property has been set up to accommodate Bridal Parties getting married in Downtown Lakeland and on Lake Mirror, but also works for regular guests! Relax and stay right in the heart of Downtown Lakeland with lots of local shopping and restaurants just blocks away. The Historic Shaw House, built in 1895, is a wonderful space to host your stay or event.

4.96 out of 5 average rating, 183 reviews

Guesthouse in Lakeland

Swan City Studio +Private Courtyard, near downtown

Nestle into this cozy, freshly remodeled studio! It is centrally located in Lakeland, 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, 135 reviews

A bright workspace is featured, highlighted by large windows allowing natural light to fill the room. A simple desk is paired with a chair, and a vibrant plant adds a touch of greenery. The tranquil view of Lake Morton is visible through the windows.

Apartment in Lakeland

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.

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.

4.98 out of 5 average rating, 132 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, smart TVs and WiFi throughout, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

4.9 out of 5 average rating, 118 reviews

A two-story green studio building is prominently displayed, featuring white accents and large windows. A set of stairs leads to the entrance. The surrounding area is landscaped with small plants and a paved path, offering a welcoming and tidy exterior.

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.

Two cozy leather armchairs are positioned beside a small side table, enhanced by natural light streaming through the window. Bamboo shades cover the windows, offering a blend of shade and brightness while providing a view of the outdoors.

5 out of 5 average rating, 28 reviews

Historic University Neighborhood

Escape to our exquisite home, perfectly situated in the heart of the most exclusive & upscale neighborhood! This safe, serene enclave offers the best of both worlds: a peaceful spotless retreat just steps from the area’s most popular Lake Hollingsworth & renowned Florida Southern University. Stroll to the vibrant lakefront for scenic walks, and immerse yourself in the cultural buzz of the nearby university campus and only a short 5 min drive to SEU campus! Book your stay today!

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.

4.93 out of 5 average rating, 98 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.

A spacious kitchen features light grey cabinetry and a modern refrigerator, complemented by a round dining table set with a black and white checkered runner. Natural light fills the area, illuminating the cooking space equipped with essential appliances and countertop prep areas.

4.97 out of 5 average rating, 105 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.

4.96 out of 5 average rating, 159 reviews

The spacious bedroom features a queen-sized bed dressed in neutral linens. Light filters through sheer curtains, illuminating a dresser and a television. A bedside lamp adds functionality, while decorative elements enhance the calming decor of the room.

Apartment in Lakeland

Hidden Emerald-Apartment with Kitchen and Laundry

Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between the major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, yard sitting area, washer & dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.

Superhost

A welcoming living area features a large sectional sofa arranged around a coffee table on a plush area rug. Natural light enters through multiple windows, highlighting the hardwood flooring and open layout connecting to a modern kitchen.

4.89 out of 5 average rating, 212 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.