Holiday rentals 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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Top Guest favourite
Home in Lakeland
4.96 out of 5 average rating, 49 reviews

Private 2BR Home Near Tigertown • Pet Friendly

Experience comfort and privacy in this fully renovated 2BR private home near Tigertown. Designed for professionals and extended stays, it features a workspace, fast WiFi, Smart TV, in-home laundry, and relaxing front porch. Located in a quiet, safe neighborhood minutes from downtown, hospitals, dining, and shopping. Pet friendly (yard not fenced). Ideal for longer, comfortable stays. LegoLand 25 mins Bush Gardens: 45 mins Disney World: 45 mins Downtown Restaurants: 3-10 mins Mall/Cinema: 8 mins

Top Guest favourite
Guesthouse in Lakeland
4.95 out of 5 average rating, 202 reviews

Sunshine Studio + Courtyard, Firepit, near 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) 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!

Top Guest favourite
A charming exterior of the detached suite is framed by lush greenery and colorful landscaping. A patio area with a table and four chairs is visible, along with a sun umbrella. Soft lighting enhances the welcoming ambiance during the twilight hours.
Guesthouse in Lakeland
4.98 out of 5 average rating, 110 reviews

Serenity at Success

Nestled in the heart of the Lake Morton Historic District, this completely detached private suite offers both charm and convenience. Just a 2-min walk to Lake Morton, home to Lakeland’s famous swans, and only half a mile from Lake Hollingsworth, a favorite spot for walking, running, and cycling. FSC is just one block away, making this an ideal stay for campus visitors. Enjoy a leisurely one-mile stroll to downtown Lakeland, where you’ll find an array of restaurants, bars, and boutique shops.

Top Guest favourite
Guesthouse in Lakeland
4.93 out of 5 average rating, 103 reviews

La Casita Azul

The Little Blue House is a studio,guest house in our backyard. The backyard, which includes a covered deck, comfortable furniture, and a TV, is yours to enjoy. Separate entrance on the opposite side of the main house. This cozy comfortable room has a microwave, small refrigerator/freezer, and Kurig coffee maker( coffee included).It is perfectly located in the historic East Lake Morton, walking distance to Lake Morton, Lake Mirror, and downtown Lakeland. Perfect location to enjoy Lakeland.

Top Guest favourite
Apartment in Lakeland
4.99 out of 5 average rating, 101 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 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 out of 5 average rating, 118 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, 159 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
4.89 out of 5 average rating, 132 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.

Top Guest favourite
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.
Home in Lakeland
4.97 out of 5 average rating, 107 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.

Top Guest favourite
An inviting living space is seen, featuring a green sofa and a patterned rug. A kitchenette with stainless steel appliances is visible. Natural light filters through sheer curtains, illuminating various furnishings, including a small table and a dresser, creating a functional and cozy environment.
Apartment in Lakeland
4.97 out of 5 average rating, 102 reviews

Serenity Studio is steps from Lake Hollingsworth

Relax and unwind at Serenity Studio. This stylish space is located steps from Lake Hollingsworth in a quiet established neighborhood. Your privacy is Paramount. The studio is fully equipped with a kitchenette, washer/dryer, smart TV with high speed internet and cable connected. This is the perfect spot for a getaway!! You will leave well rested and refreshed. Welcome to Serenity Studio! This is a Pet Friendly Studio with additional pet fees.

Guest favourite
The living room features a cozy blue sofa paired with colorful armchairs. A wooden coffee table sits on a textured area rug, while sunlight streams through the windows adorned with blinds. Decorative accents, including wall art, contribute to the inviting atmosphere.
Home in Lakeland
4.89 out of 5 average rating, 171 reviews

The Funky Swan Shack by Lake Morton & Downtown

Enjoy every pop of color in our Vintage Florida Cottage located in the Lake Morton Historic District and just a short walk to Lake Morton, Lake Hollingsworth, and Florida Southern College. This home is just one mile from Downtown Lakeland, Dixieland Historic District, and all of Lakeland’s top restaurants and bars; and is in an absolutely perfect location for exploring all of Lakeland, Tampa, Orlando, Disney World, and Florida beaches.

Top Guest favourite
A bright living room features large windows overlooking greenery. A rich orange sofa is centered with multiple decorative pillows. A glass coffee table sits atop a patterned area rug, complemented by stylish seating and a small plant arrangement. A guitar leans against the wall, adding a creative touch.
Home in Lakeland
4.99 out of 5 average rating, 151 reviews

Luxury Mid Century Home w/ King Bed by Golf Course

A centrally located mid century home! Perfect for families looking to make lasting memories. Unwind in the relaxing living room that overlooks Cleveland Heights Golf Course. Common Grounds playground / tennis courts are directly across from your front door. A short stroll down the street will lead you to the prominent Lake Hollingsworth.

Popular amenities for Lake Hollingsworth holiday rentals

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