House holiday rentals in Lakeland

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.

4.98 out of 5 average rating, 112 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!

ValueLocationQuiet

4.98 out of 5 average rating, 132 reviews

Home in Cypress Gardens

Adult-Only Retreat w/ Pool & Spa | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

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A charming exterior view of the home showcases a well-maintained façade with blue siding and a welcoming front porch. Large windows illuminate the entrance, while a manicured lawn and driveway enhance the inviting curb appeal.

5.0 out of 5 average rating, 108 reviews

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

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4.94 out of 5 average rating, 185 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!

LocationFamilySleep quality

A quaint green cabin is nestled among tall trees, featuring a sloping roof and large windows that invite natural light. String lights are visible, adding a touch of charm, while the front porch offers a welcoming space for relaxation.

4.88 out of 5 average rating, 160 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.

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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.

4.98 out of 5 average rating, 177 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!

ValueFamilyBathroom

4.78 out of 5 average rating, 208 reviews

The living area features a modern sofa with decorative pillows, complemented by two accent chairs in vibrant yellow and patterned fabric. A wooden coffee table sits centrally, and a large wall tapestry adds a colorful touch above the seating. Natural light filters in through the window adorned with sheer and dark curtains.

Home in Crystal Lake

Boho Cozy Home Across from SEU Soccer Field

Looking for a cozy, chic place to stay in Central Lakeland? Look no further! Newly remodeled with all the classy boho vibes. ACROSS FROM SOCCER FIELDS OF SOUTHEASTERN UNIVERSITY - CLOSER THAN COMMUTER PARKING. MINUTES AWAY FROM FLORIDA SOUTHERN, DOWNTOWN LAKELAND, LAKE HOLLINGSWORTH & MORE. Less than 1 mile: Grove Park Plaza with Publix, CVS, Subway, Chamberlains, etc. Lakeland is the Perfect Location between Orlando & Tampa! COVID UPDATE: We follow CDC Best Practices for Sanitation.

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An open-concept living area showcases a cozy blue sofa and plush area rug. A large flat-screen television is mounted on the wall, while a light-filled space connects to the kitchen and dining area, defined by modern furnishings and an inviting color scheme.

4.96 out of 5 average rating, 101 reviews

3 Bedroom House | 2 Blocks from Lake Hollingsworth

Enjoy the convenience of this beautiful home located around the most sought-after area, Lake Hollingsworth. Located just two blocks from the lake, one block from Cleveland Heights country club, and directly across from Common Ground park, this property boasts an unbeatable location. Comfortably sleeping 6 guests, this 3 bedroom, 2 bathroom home is the perfect place to stay when visiting Lakeland if you want to experience all of the city's beauty, restaurants, shopping, and things to do.

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A spacious living area features two red leather sofas positioned around a coffee table. A fireplace is situated under a wall-mounted television. Light-colored wood flooring complements the soft area rug, while a green accent wall adds a touch of color. Decorative wall hangings enhance the space.

4.98 out of 5 average rating, 53 reviews

Glamorous 3BR Retreat on an Acre!

Welcome to your North Lakeland retreat! This home offers the perfect blend of comfort and tranquility, set on a peaceful privacy fenced acre of land. Enjoy the spacious layout and the updated kitchen with Keurig coffee maker. Each bedroom is designed with relaxation in mind and features memory foam mattresses and smart tv's in each bedroom. Relax on the screened back porch or play board games in the gaming area. This serene getaway is the ideal spot for a vacation or a quiet retreat.

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4.97 out of 5 average rating, 114 reviews

Our Nest | King Bed | Frank Lloyd Wright 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.

ValueFamilyView

A welcoming front view of the house showcases a covered porch with potted plants framing the entrance. Steps lead up to a blue front door, surrounded by a well-maintained lawn. The neighborhood features mature trees and a spacious driveway beside the home.

4.9 out of 5 average rating, 136 reviews

Magnolia Manor | Bungalow Near Downtown Lakeland

Welcome to our cozy and comfortable home that is the perfect place for visiting Lakeland. The house features 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 8 guests. It has a fully equipped kitchen, a living room, dedicated work space for remote workers, and a dining area, perfect for gatherings. The house is located just minutes away from downtown, where you'll find a variety of restaurants, shops, and parks.

LocationFamilyCheck-in

4.93 out of 5 average rating, 186 reviews

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 Crystal Lake

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 house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 171 reviews

A spacious lawn is framed by large oak trees draped with Spanish moss. Comfortable lounge chairs are positioned facing the tranquil water, creating a serene outdoor space. The lake is visible in the background, enhancing the natural beauty of the setting.

Home in Auburndale

Lake Whistler Beach House with lakefront pool

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The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.

4.98 out of 5 average rating, 137 reviews

Spectacular Waterfront Home in Winter Haven

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A large outdoor space features a private pool surrounded by loungers in blue and a shaded dining area. A patio table with chairs is placed in the foreground, while a safety fence encloses the pool area, providing a secure environment.

4.98 out of 5 average rating, 120 reviews

Kid-friendly Home w/ Pool & BBQ

ValueFamilyPets

4.99 out of 5 average rating, 107 reviews

Home in Davenport

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

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4.89 out of 5 average rating, 133 reviews

Home in Haines City

Breathtaking Home

ValueFamilyWalkability

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 219 reviews

Legoland Lakehouse Canoe & Kayak Retreat

ValueFamilyView

The exterior of the home features a sleek black façade with large windows allowing natural light in. A neatly landscaped yard includes tropical plants and colorful foliage, enhancing the inviting entrance. The driveway leads to a single-car garage, with ample space to welcome guests.

4.99 out of 5 average rating, 143 reviews

Cheerful 4 Bed, 3 Bath Home with Screened Pool

LocationFamilyHospitality

A charming lake home is showcased with a light-coloured façade and blue shutters. A welcoming entrance is flanked by decorative chairs, with well-maintained landscaping featuring green grass and flower beds enhancing the outdoor appeal.

4.98 out of 5 average rating, 124 reviews

Lake View, Game Room, 10 min Legoland

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Weekly house rentals

5.0 out of 5 average rating, 11 reviews

Luxury near Downtown Lakeland | Walk to the Lakes

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4.95 out of 5 average rating, 43 reviews

Luxury Cozy Home·3BR/2BA· Dixieland Lakeland

ValueLocationAir conditioning

5.0 out of 5 average rating, 4 reviews

Lakehouse Oasis: Pool, hot-tub, FSC, Hollingsworth

LocationFamilyBathroom

A spacious outdoor pool area is highlighted with a curvy shape and gentle steps leading in. Sun loungers are positioned nearby, inviting relaxation. A well-kept lawn and trees surround the area, adding to the tranquil environment, while a covered patio is visible adjacent to the pool.

4.9 out of 5 average rating, 78 reviews

Prado Paradise

ValueLocationKitchen

4.88 out of 5 average rating, 24 reviews

Welcome to your home away from home!

LocationFamilyGetting around

A cozy living area features a light grey sectional sofa facing a large wall-mounted TV. Soft lighting is provided by a ceiling fan and lamps. A decorative black cabinet adds contrast, while a round table is set in the dining area, visible through an adjacent doorway.

4.93 out of 5 average rating, 67 reviews

Blue Cottage On Parker [Downtown Lakeland]

ValueFamilyGetting around

4.97 out of 5 average rating, 72 reviews

King Beds+Pet Friendly | Near Downtown & Tigertown

LocationValueGetting around

An aerial view captures the scenic expanse of Lake Hollingsworth alongside the vibrant community. The image features palm trees and nearby buildings, with clear blue skies and soft clouds framing the serene lake waters, providing a glimpse of the inviting local atmosphere.

5.0 out of 5 average rating, 22 reviews

Lake Hollingsworth Retreat | Lake View | Sleeps 9

LocationFamilyCleanliness

Private house rentals

4.85 out of 5 average rating, 60 reviews

Modern 2BR/2BA Near Downtown Lakeland.

ValueLocationIndoor spaces

A modern living area showcases a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, while soft lighting highlights the muted tones of the walls. Minimalist artwork is displayed above the sofa, and a spacious kitchen area is visible in the background.

5.0 out of 5 average rating, 55 reviews

Chic Villa in Lakeland *No Cleaning Fee*

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4.84 out of 5 average rating, 43 reviews

Private Pool + Fenced Yard | Family Getaway

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4.95 out of 5 average rating, 39 reviews

McQuillen Mansion

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4.82 out of 5 average rating, 17 reviews

The Lake House

LocationFamilyCheck-in

A modern kitchen is showcased with white cabinetry and stainless-steel appliances. A central island features bar stools, and a decorative bowl adds color. Natural light filters through a window above the sink, highlighting the granite countertops and tiled backsplash.

4.99 out of 5 average rating, 90 reviews

Pets Welcome. Cozy Sail Away Retreat!

FamilyLocationBackyard

Home in Lakeland Highlands

5.0 out of 5 average rating, 34 reviews

Christina Casa - a South Lakeland Getaway

LocationFamilyCleanliness

A softly lit living area features a gray armchair and a side table beside a light rug. Beyond flowing curtains, a spacious bedroom is visible, highlighted by bright blue patterned walls and a comfortable bed. A small plant adds a touch of greenery.