House holiday rentals in Lakeland

4.96 out of 5 average rating, 140 reviews

Clean Lakeland Home w/ Water Views & RV Parking!!!

This super clean, cute as a button Single Family Home provides ample parking with a huge fenced in backyard perfect for your short-term stay! You will find thoughtful touches throughout like USB Wall Outlets and complimentary bicycles! Conveniently located at the center of Lakeland, just minutes of a walk to Lakeland Regional Medical Center (Hospital) along with the newly constructed Carol Jenkins Women's Center. This home has it all and anxiously awaits your arrival to begin making memories!

4.96 out of 5 average rating, 51 reviews

Vintage Styled Mid-Century 2/1 with Sunroom & Yard

Step into the past with modern comforts at our Lakeland, Florida, vintage mid-century modern home. Nestled on a quarter-acre next to Beacon Hill and Dixieland, our two-bedroom, one-bathroom home embodies Lakeland's charm. Explore Downtown Lakeland, Munn Park, Lake Hollingsworth, all just 10 minutes away. Relax in the fenced backyard, and bring along your pets! Venture to Tampa's Hard Rock Casino, downtown Tampa, Disney, Clearwater, St. Petersburg, and Orlando—all within an hour-and-a-half drive.

4.99 out of 5 average rating, 73 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!

4.87 out of 5 average rating, 116 reviews

The Woodsy Weekender

Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

5 out of 5 average rating, 10 reviews

Nature Lovers Lake Home w/ Pool

Kick back and relax in this calm, stylish space just feet away from the lake. Imagine sipping on your morning coffee from the back pool deck, watching the birds, turtles, and yes alligators as the sun comes up. Soak in the beautiful, peaceful, and natural surroundings and views. Water's Edge is a newly renovated property (Mar 2025) that has been professionally designed and is well stocked with everything you need in a vacation "home-base". Great location 7 minutes from downtown Lakeland.

4.98 out of 5 average rating, 129 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!

Superhost

4.83 out of 5 average rating, 162 reviews

Hollingsworth Pool Home

This artistic, craftsman-style pool home is regally situated on a red brick street in Lakeland's beloved Lake Morton Historic District. Centrally located, with Lake Hollingsworth just 2 blocks away, the Hollingsworth House is also walking distance to Cob & Pen, Concord Coffee, and the trendy Dixieland neighborhood where you can shop at antique and boutique shops. The large pool is surrounded by 8 foot privacy fence and a fully-fenced in backyard. Free driveway parking.

4.97 out of 5 average rating, 104 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.

4.88 out of 5 average rating, 102 reviews

Magnolia Manor | Bungalow Near Downtown Lakeland

Welcome to our cozy and comfortable home that is the perfect place for visiting Lakeland. The house features 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 8 guests. It has a fully equipped kitchen, a living room, dedicated work space for remote workers, and a dining area, perfect for gatherings. The house is located just minutes away from downtown, where you'll find a variety of restaurants, shops, and parks.

5 out of 5 average rating, 27 reviews

The Olive Branch – 5 Star Historic Bungalow

Escape to a luxurious, spotless 2-bed, 2-bath haven in Lakeland’s heart! Savor morning espresso on the tranquil screened patio and unwind with evening wine on the serene deck. Enjoy plush bedding, ice-cold A/C, and 5-Star Superhost amenities in this restored gem blending charm with comfort. Explore on 3 included bikes, perfect for rides around Lake Hollingsworth or downtown Lakeland. Book now for a stylish getaway!

4.92 out of 5 average rating, 153 reviews

Downtown Lakeland Luxury Home

Absolute stunner. Brand new custom built home, fully fenced, and centrally located in Downtown Lakeland. 5 min to the RP Funding Center. 15 min to Joker Marchant Stadium (Tigertown). An hour from Disney or Clearwater Beach. And 5 min to Florida Southern College. This house was built by one of the best custom home builders in Central Florida and it will exceed all of your expectations.