Holiday houses in Lakeland
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Quick stats about holiday rentals in Lakeland
Total holiday rentals
Explore 870 holiday rentals in Lakeland
Nightly prices starting at
Lakeland holiday rentals start at $17 NZD per night before taxes and fees
Verified guest reviews
Over 33,750 verified reviews to help you choose
Family-friendly holiday rentals
460 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 300 rentals that welcome pets
Holiday rentals with a pool
150 properties feature pools
Rentals with dedicated workspaces
490 properties have a dedicated workspace
Wi-Fi availability
850 of Lakeland holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Lakeland rentals
4.8 Average rating
Lakeland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Lakeland
Guests agree: these stays are highly rated for location, cleanliness and more.
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!
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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.
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Three Little Birds | Historic Luxury Retreat
Three Little Birds | Historic Lakeland Luxury Retreat Welcome to Three Little Birds, a beautifully restored 1910 historic bungalow blending timeless charm with refined modern luxury. Enjoy a charming front porch, spacious living room with fireplace, and a stylish game/family room, 4 bedrooms and 3 full baths, thoughtfully designed throughout. Walk 10 minutes to Downtown. Coffee shops are steps away, with restaurants and bookstores nearby. Elevated, family friendly, and truly unforgettable.
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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!
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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 .
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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!
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Luxury Cozy Home·3BR/2BA· Dixieland Lakeland
Welcome to our brand-new minimalist home in the heart of the Historic Dixieland District, just steps from beautiful Lake Hunter. Thoughtfully designed for comfort and simplicity, this stylish retreat features all-new furniture and hosts up to 6 guests. Enjoy 3 spacious bedrooms with Queen Size beds, Smart TVs, a modern kitchen, fast WiFi, and in-unit laundry. Close to downtown and just 40 minutes from Disney, Universal, Legoland, Tampa, and Orlando, plus 1 hour from Clearwater Beach.
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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.
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Eclectic On The Alley
1925 Historic Downstairs Garage Apartment in the highly desired Dixieland District, that has antiquing, restaurants, bakeries, coffee shops, and more...all within walking distance! Within a block from either side of the house is Reececliffe Diner and Patio 850, that's a restaurant and wine bar. It’s a lovely five minute walk to Lake Morton, home of the swans, from which our nickname “Swan City” hails. You can easily walk to downtown, which is a total of one mile from the house.
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Welcome to your home away from home!
Enjoy a refreshing dip in the private pool or unwind in the serene outdoor space, perfect for soaking up the Florida sun. The separate office space is great for remote work or studying, ensuring you can balance productivity with leisure. We pride ourselves on being kid and pet friendly, making it easy for everyone to feel at home. Located near local attractions, parks, and dining options, you'll have everything you need at your fingertips.
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Relax in Heated Saltwater Pool w/ Screened Lanai
Experience luxury and comfort in this spacious rental featuring a master suite with king bed and en suite bath, fully equipped kitchen, dedicated office, and cozy living areas. Enjoy a heated saltwater pool, outdoor TV, grill, and large fenced yard. All bedrooms have large beds, TVs, and ample storage. Includes free WiFi, private driveway, and welcome snacks. Perfect for families, couples, or business travelers!
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Lakefront 3BR/2BA near downtown Lakeland
Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.
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Popular amenities for Lakeland holiday rentals
Other great holiday rentals in Lakeland
Cozy Retreat in the city
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“Relaxing Pool Retreat Near Downtown Lakeland”
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McQuillen Mansion
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Lake Hunter Cozy Cottage, Sleeps 6
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Luxury Pool Retreat | Heated Pool & Pet Friendly
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Relaxing 3BR Oasis Private Pool
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Lakeland Highlands Oasis - 3BR Heated Pool Home
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Luxury Lake Morton Lakeland | Walk to Downtown
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When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 NZD | $188 NZD | $188 NZD | $197 NZD | $168 NZD | $161 NZD | $156 NZD | $158 NZD | $155 NZD | $158 NZD | $168 NZD | $168 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Lakeland?
Lakeland has stays downtown, around Lake Hollingsworth, and in historic neighborhoods known for tree-lined streets. These areas make it easy to explore local parks, dining options, and cultural attractions.
What are the best things to do in Lakeland with kids?
Families can explore interactive exhibits at local museums, discover animals and guided tours at Safari Wilderness Ranch, and enjoy playgrounds and green spaces around Lake Mirror. Parks in the area frequently have open lawns and picnic spots, making them a welcoming choice for outdoor play.
What are some of the best things to do in Lakeland?
Explore the walkways around Lake Hollingsworth, visit art exhibits at cultural museums, and catch a performance in a local theater. Public gardens and historic sites are often recommended for a relaxing afternoon.
How is the weather in Lakeland?
Lakeland has mild winters around 51–72°F (10–22°C), while summers reach 74–91°F (23–33°C) and tend to be humid with frequent rain showers. Light layers and rain gear are useful year-round.
When is the best time to visit Lakeland?
Spring and fall are often recommended for outdoor activities in Lakeland, with comfortable temperatures and less rainfall than the summer months. Mild winter weather also draws those seeking a break from colder climates.
What are the best places to visit in Lakeland?
Explore gardens near Lake Mirror, visit the Polk Museum of Art, and stroll through the historic downtown area for shopping and dining. Local parks offer scenery and quiet spots for a picnic.
What are some hiking trails in Lakeland?
Lakeland has scenic trails around Circle B Bar Reserve, along the shores of Lake Parker, and through wooded areas in local city parks. These paths are suited for casual strolls or wildlife watching.
What are some family activities we can do in Lakeland?
Families frequently enjoy nature walks at Circle B Bar Reserve, exploring hands-on exhibits in local museums, and attending seasonal community events in city parks. Outdoor playgrounds are scattered across neighborhoods.
What are some of the best day trip ideas from Lakeland?
Around Lakeland, discover botanic gardens, explore wildlife preserves, or relax at regional state parks offering hiking and water activities. Art galleries and small-town main streets nearby invite cultural exploration.
Are there any pet friendly accommodations available in Lakeland?
Lakeland has pet friendly stays in areas near Lake Hollingsworth, downtown, and in residential neighborhoods with walking paths and parks nearby. Many hosts welcome guests traveling with animals.
What are some local tips for visiting Lakeland?
Pack sun protection, check local farmer’s markets for fresh produce, and explore lakeside walking paths early in the morning for quieter scenery. Attending community events is a fun way to connect with residents.
What is Lakeland known for?
Lakeland is known for its scenic lakes, historic downtown, and strong connection to local arts and culture. The city has public gardens, a major art museum, and vibrant seasonal community events.
What are the best hidden gems to explore in Lakeland?
Relax in the Hollis Garden near Lake Mirror, find public murals around the downtown area, and watch waterfowl in quiet lakeside parks. Small local cafés and shops often have creative touches and community stories.
What are the best foods to try in Lakeland?
Lakeland’s dining scene includes Southern-style comfort food, fresh citrus-based dishes, and locally inspired barbecued meats. Neighborhood bakeries are known for pies and handmade sweets.
What should I bring for a trip to Lakeland?
Bring light clothing, sun protection, comfortable walking shoes, and a rain jacket for summer showers. A reusable water bottle is helpful while exploring parks and lakesides.
What is the nightlife in Lakeland like?
Lakeland’s nightlife centers on casual bars, live music venues, and restaurants offering local flavors. Downtown hosts evening events and gatherings with music or art themes throughout the year.
What are the most popular events or festivals in Lakeland?
Lakeland hosts seasonal art fairs, classic car shows, and outdoor music festivals, especially during spring and fall months. Community celebrations often feature local food, crafts, and live performances.
Are there family friendly vacation rentals in Lakeland?
Lakeland has family friendly vacation rentals in quiet neighborhoods, near lakes, and close to parks with playgrounds and open spaces. Many hosts provide amenities for guests traveling with children.
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