House holiday rentals in Lakeland

4.95 out of 5 average rating, 37 reviews

Lake Hunter Cozy Cottage, Sleeps 6

☀️ Visit central Florida and stay at this stylish colonial cottage 🏡 Perfect for families & groups of 6! This peaceful bungalow is close to the best of Lakeland, including restaurants and shops located nearby. Less than 2miles from Bonnet Springs & Downtown Lakeland! Pets welcome, we love your fury friends! 🐶 🦢Lakeland is known as the "Swan City” these swans are a beloved by the community. They’re mins away from this cottage, making it a popular destination for birdwatching & outdoor lovers!

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!

5 out of 5 average rating, 118 reviews

Home in Auburndale

Stylish 3BR Retreat with Pool Near Attractions - P

Come relax at this clean, modern and cozy home. Hang out in the private pool or play yard games. Family & pet-friendly with fenced backyard. Walking distance to Lake Juliana for great fishing and watersports! At "The EstablishMint" you will experience Central Florida in a professionally designed home close to Disney, Legoland, Golf Courses, Lake Myrtle Sports Complex, Winter Haven Chain of Lakes, Waterskiing, Bike Trails. Between Tampa & Orlando. Minutes from Lakeland. Extended stays welcome!

4.87 out of 5 average rating, 115 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.

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!

4.89 out of 5 average rating, 27 reviews

Entire House in Lakeland

A fun-filled family getaway awaits at this updated Lakeland house! This 3-bedroom, 2-bathroom home has everything you need for a convenient, city center stay, including a full kitchen, Smart TVs, and a spacious backyard. Located just 2 miles from Publix Field at Joker Marchant Stadium and 4 miles from downtown, allows easy and short distance access to all the fun! Visit local attractions like Silver Moon Drive-In Theatre and Lakeside Village. Centered between Orlando and Tampa!

Superhost

4.84 out of 5 average rating, 161 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.

5 out of 5 average rating, 35 reviews

Morton House on the Lake (Downtown/FSC)

Welcome to our charming 3-bedroom, 2-bathroom home on Lake Morton. This spacious retreat comfortably sleeps 8 guests. The lakefront location offers the best views and is the home of Lakeland's iconic swans. You'll enjoy the convenience of being within walking distance of Downtown, where you can explore a variety of shops, restaurants, and entertainment options. The Morton house is steps from the library, coffee house, and the Polk Museum of Art.

Superhost

4.86 out of 5 average rating, 86 reviews

3/2 Luxury Spanish Villa + Pool + Pet Friendly

Experience paradise in our stunning 1920s Spanish Mediterranean-style pool home—perfect for families, pets, and pure relaxation. Conveniently located just minutes from I-4, with easy access to Disney, beaches, Tampa, and Orlando! Enjoy a short walk to the lake and a quick drive to downtown Lakeland, where you’ll find great restaurants, entertainment, and family-friendly parks. Have questions? Don’t hesitate to reach out—we’re happy to help!

4.9 out of 5 average rating, 151 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.