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Vacation rentals in Lakeland

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Top-rated vacation rentals in Lakeland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
Guesthouse in Lakeland
4.95 out of 5 average rating, 205 reviews

Sunshine Studio + Courtyard, mins from SUN N FUN!

Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College(1.4 miles) SEU(1 mile) 17 mins from SUN N FUN!The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

Top guest favourite
A serene lakeside view showcases the tranquil waters of Lake Hollingsworth, surrounded by lush greenery and walking paths. Patterns of vegetation are visible along the shoreline, while distant trees line the horizon, creating a peaceful natural landscape.
Home in Lake Hollingsworth
4.99 out of 5 average rating, 101 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!

Top guest favourite
The bedroom features a large tufted bed with soft linens, complemented by a decorative bench at the foot. Industrial-style accents are visible in the exposed brick wall and ceiling beams, while natural light fills the space through floor-to-ceiling windows, framed by navy curtains.
Apartment in Downtown Lakeland
4.94 out of 5 average rating, 85 reviews

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!

Top guest favourite
Home in Lakeland
4.97 out of 5 average rating, 162 reviews

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!

Top guest favourite
Guesthouse in Lakeland
4.92 out of 5 average rating, 106 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
Apartment in Lakeland
4.99 out of 5 average rating, 102 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
A bright workspace is showcased with large windows offering views of the lake. Two yellow armchairs sit beside a glass-top table. A desk with a lamp is positioned against the wall, with a potted plant adding a touch of greenery.
Apartment in South Lake Morton Historic District
5 out of 5 average rating, 123 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, 161 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!

Top guest favourite
A craftsman style bungalow is depicted, featuring a blue exterior and a welcoming front porch with white railings. Lush greenery surrounds the house, complemented by colorful flowering plants. The structure is set under a bright sky, framed by large trees providing shade and a sense of tranquility.
Bungalow in Dixieland
4.96 out of 5 average rating, 116 reviews

Central Location, Charming Historic Bungalow

Craftsman style bungalow on quiet, cobblestone streets in a beautiful Historic District. Enjoy the neighborhood park, sip a latte at the Hillcrest Coffee Shop, enjoy the birds and wildlife of Lake Hunter or take a short walk to downtown Lakeland with it's many wonderful restaurants, entertainment venues and more beautiful lakes. The RP Funding Center is a 10 minute walk away and the location also provides easy access to I-4 for trips to Tampa or Orlando.

Guest favourite
The image captures a serene lake view from a grassy area, with a wooden deck overlooking calm waters. Lush trees frame the scene, providing shade and a natural ambiance. Water lilies are visible on the surface, enhancing the tranquil lakeside setting.
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.

Top guest favourite
The living room features a gray sofa with yellow accent pillows and a coffee table. A circular dining table for four is visible in a nook area, with a kitchen accessible in the background. A wall-mounted TV and large windows allow natural light in.
Guesthouse in Lake Hollingsworth
4.99 out of 5 average rating, 92 reviews

*Modern* Guesthouse steps to Lake Hollingsworth

This 1-Bedroom Guesthouse is located just steps away from Lake Hollingsworth. Enjoy all the activities, restaurants, and bars in downtown Lakeland. Tastefully renovated, this guesthouse was designed to provide comfort and a easy commute to Florida Southern College, downtown Lakeland, Lake Morton, Lake Mirror, and Dixieland Historic District.

Top guest favourite
A bright living room features large windows overlooking greenery. A rich orange sofa is centered with multiple decorative pillows. A glass coffee table sits atop a patterned area rug, complemented by stylish seating and a small plant arrangement. A guitar leans against the wall, adding a creative touch.
Home in Lake Hollingsworth
4.99 out of 5 average rating, 154 reviews

Luxury Mid Century Home w/ King Bed by Golf Course

A centrally located mid century home! Perfect for families looking to make lasting memories. Unwind in the relaxing living room that overlooks Cleveland Heights Golf Course. Common Grounds playground / tennis courts are directly across from your front door. A short stroll down the street will lead you to the prominent Lake Hollingsworth.

Popular amenities for Lakeland vacation 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 vacation rentals in Lakeland

  • Total vacation rentals

    Explore 790 vacation rentals in Lakeland

  • Nightly prices starting at

    Lakeland vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 29,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    440 properties have a dedicated workspace

  • Wifi availability

    770 of Lakeland vacation 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

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