Holiday rentals in Lakeland
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Quick stats about holiday rentals in Lakeland
Total holiday rentals
Explore 830 holiday rentals in Lakeland
Nightly prices starting at
Lakeland holiday rentals start at $13 SGD per night before taxes and fees
Verified guest reviews
Over 31,730 verified reviews to help you choose
Family-friendly holiday rentals
440 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 270 rentals that welcome pets
Holiday rentals with a pool
140 properties feature pools
Rentals with dedicated workspaces
480 properties have a dedicated workspace
Wifi availability
820 of Lakeland holiday rentals include wifi 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!
Downtown Lkld-Urban Luxury Loft
Discover urban comfort in our Downtown Lakeland Studio Loft! This trendy third floor apartment accommodates 4 guests, boasting open industrial ceilings and historic brick walls that add a chic touch to the space. The floor to ceiling windows bring in gorgeous natural sunlight. Step outside and immerse yourself in the heart of the city, with cafes, shops, and attractions just a stroll away. Whether you're here for business or leisure, our loft offers the perfect blend of style and convenience!
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
Welcome to your Lakeland retreat! This charming 3-bedroom home is thoughtfully styled, exceptionally clean, and fully equipped with all the conveniences of home. Located in the peaceful Lake Hunter neighborhood—just minutes from downtown, colleges, and spring training—it’s perfect for families, couples, or business travelers. Relax inside or enjoy the private backyard patio. Pets stay free! 8 mins to FSC 10 mins to Detroit Tigers 13 mins to Sun ’n Fun 30–45 min to Legoland, Disney & Tampa
Cute, Historic District Home - GREAT LOCATION
Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!
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.
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!
Charming abode-Peaceful backyard-EVcharger-Massage
Welcome to our beautiful updated 4/2 house, offers comfort, style, the kind of peaceful charm you need to relax or entertain 🛏️ Sleeps up to 8 guests and baby, crib&high chair are available 🛁 2 full bathrooms – clean, modern, and stocked with fresh towels & essentials🌳 Private backyard paradise – perfect for morning coffee, evening fire pit under the stars🍳 Fully equipped kitchen – spacious, open, and ready for your culinary adventures🛋️ Cozy living room w/ smart TV & Massage chair.
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.
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.
Charming Bungalow with Front Porch
Enjoy peace and serenity at this centrally located, charming, 1920's bungalow in Lakeland. You will find the front porch an inviting spot to relax and unwind on this quiet street in the Lake Morton historical district. Downtown Lakeland, a Publix grocery store, Dixieland shopping, restaurants, bars and a liquor store are less than a five minute drive away. FSC, Lake Morton and Lake Hollingsworth with its 3 mile, paved walking trail are within a few, walkable blocks.
Charming Lakefront Cottage with Stunning Views
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.
3/2 Beautiful Pool Home + Garage + Pet Friendly
Experience resort-style living in this elegant 3-bedroom, 2-bath pool retreat. Unwind by the sparkling pool and enjoy the fenced yard, perfect for kids and pets . Relax in sophisticated comfort and enjoy secure garage parking. Thoughtfully designed with upscale finishes and timeless style—your luxurious Lakeland escape awaits. PET FEE apply
Popular amenities for Lakeland holiday rentals
Stay near Lakeland's top sights
Other great holiday rentals in Lakeland
Modern 2BR/2BA Near Downtown Lakeland.
Three Little Birds | Historic Luxury Retreat
Luxury Heated Pool Home, 85 inch TV, King bed
House on the Heights
Walk to Lake Morton w/Game Room in Downtown
Charming Home Close to Downtown, Fully Renovated
Historic + Modern | Steps to FSC & Lake Morton
Private Bungalow In Peaceful Downtown Lakeland
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 SGD | $145 SGD | $145 SGD | $136 SGD | $123 SGD | $123 SGD | $120 SGD | $122 SGD | $119 SGD | $122 SGD | $129 SGD | $129 SGD |
| 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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- Walt Disney World Resort
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