Holiday rentals in Lakeland

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Top-rated holiday rentals in Lakeland

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Guest favourite
A modern dining area features a round glass table surrounded by four gray chairs. A small kitchenette with stainless steel appliances is visible in the background. A cozy sleeping area is partially visible through an open doorway, indicated by a spacious bed just beyond. Decorative elements, including a vase with greenery, add a touch of style.
Guest house in Lakeland
4.81 out of 5 average rating, 115 reviews

Private Clean Lakeland GuestHome

Guests love our spacious and charming fully updated and renovated private guest home, just a short drive from Disney and Universal Orlando, Busch Gardens, and the beaches of Tampa Bay! Take an evening stroll to one of the serene surrounding lakes. Adjacent to famous Lake Hollingsworth and within close proximity of downtown Lakeland and the RP Funding Center. Perfect for your next getaway including High speed Wifi, 4K 55” TV with Netflix, private laundry & everything you need for your vacation!

Guest favourite
Guest house in Lakeland
4.97 out of 5 average rating, 122 reviews

The Studio - LKLD

The Studio, stylish and comfy, is located on our home property. With easy access to I-4, you are a short distance from Tampa, Orlando, and many of our beautiful beaches! You are also a 15 minute drive to Southeastern University, Florida Southern College, downtown, and many of our amazing and unique local businesses! With a central location like this, there’s nowhere you can’t go. Nestled in a quiet neighborhood, it’s the perfect weekend stay! Disclaimer: There are chickens & roosters around.

Top guest favourite
A serene outdoor area features a sparkling swimming pool with a spa on one side, surrounded by a stone patio. Three lounge chairs are positioned nearby, facing a tranquil green landscape with trees in the background.
Tiny home in Lakeland
4.99 out of 5 average rating, 130 reviews

Charming Tiny House on 5 acres with POOL/ HOT TUB

Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Top guest favourite
The exterior of a charming blue studio guest house is featured, surrounded by landscaped gravel and stone pathways. Comfortable outdoor seating is positioned under a covered deck with string lights, while a patio area includes a television for entertainment.
Guest house in Lakeland
4.93 out of 5 average rating, 100 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
An inviting outdoor living space features a cozy seating area with wicker chairs and vibrant cushions. A rustic table and barstools complement the area, surrounded by lush greenery and potted plants. Overhead fans provide comfort, while colorful wall art adds character to the ambiance.
Flat in Lakeland
4.99 out of 5 average rating, 100 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
Flat in South Lake Morton Historic District
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 Lake Hollingsworth
4.98 out of 5 average rating, 156 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!

Superhost
Flat in Dixieland
4.83 out of 5 average rating, 12 reviews

Downtown Studio - Family & Pets friendly

This charming second-floor home is perfect for you & your family to enjoy. We’re pet-friendly and situated in a safe, historic neighborhood. Please message us with any questions about your stay. What's near? Lakeland's historic parks, beautiful lakes, famous bakeries, wine bars, live music, & restaurants. Downtown Lakeland: 4 mins St Pete Beach: 1 hr Disney World: 40 min Tampa: 38 min Lego Land: 30 min Mall/Cinema: 13 min Please reach out with any questions or booking inquiries.

Top guest favourite
Guest house in South Lake Morton Historic District
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
The quaint lakefront cottage is framed by large, leafy trees and draped with Spanish moss. A gravel entrance leads to a welcoming porch, featuring large screened windows. Lush greenery surrounds the property, creating a natural, serene setting.
Guest house in Lakeland
4.98 out of 5 average rating, 266 reviews

Modern lakeside retreat by SEU and FSC

This 1920’s 1 bedroom 1 bath lakefront historic cottage is separate from the main house with its own entrance, parking, screened front porch, fire pit dock & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks, stand up paddle board, 4 seater pedal boat, and fishing poles and tackle are provided for your enjoyment. Come unwind and enjoy the lake views from the hammock and private beach!

Top guest favourite
Guest house in Lakeland
4.96 out of 5 average rating, 27 reviews

Modern private Guesthouse, mins from SEU

Welcome to your cozy, private, and modern retreat in a quiet, safe neighborhood. Whether you're visiting for business or leisure, this space offers the perfect balance of comfort and convenience. You'll be just minutes from shopping centers, restaurants, and grocery stores. Plus, with quick access to the Polk Parkway, you can easily connect to I-4 and get wherever you're going in no time. Relax, unwind, and make yourself at home in this peaceful and well-located getaway.

Guest favourite
A serene screened-in patio offers comfortable seating with plush cushions, overlooking tranquil waters. Large glass windows frame sweeping views of the lake, allowing natural light to fill the space. A dining table can be seen in the distance, providing an inviting spot for meals.
Home in Lakeland
4.93 out of 5 average rating, 167 reviews

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.

Popular amenities for Lakeland holiday rentals

When is the best time to visit Lakeland?

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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.

Quick stats about holiday rentals in Lakeland

  • Total holiday rentals

    Explore 790 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 29,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    440 properties have a dedicated workspace

  • Wifi availability

    770 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!

Destinations to explore

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