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House holiday rentals in Lakeland

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Top-rated house rentals in Lakeland

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

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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, 102 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
A single-story home is showcased with a light-colored exterior and a welcoming entrance featuring a large archway. Lush greenery surrounds the property, enhancing the well-maintained landscaping. A driveway leads to a two-car garage on the right, with a clear blue sky overhead.
Home in Lakeland
5 out of 5 average rating, 30 reviews

Beautiful Villa/Golf Retreat between Orlando&Tampa

Your home away from home! Welcome to your tranquil retreat in the heart of a golf course! 37 miles to Disney, 39 miles to Tampa and 8 miles to Tigertown! Perfect location to visit charming downtown Lakeland and midway between Tampa and Orlando! Community pool, jacuzzi, tennis court & gym access included (1 block away). **PLEASE NOTE**This is a 100% NON-SMOKING/VAPING AND NON-ANIMAL household. This includes service/support animals of any kind due to pet dander allergies in the immediate family.

Guest favourite
Home in Lakeland
4.96 out of 5 average rating, 164 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!

Guest favourite
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.
Home in Lakeland
4.88 out of 5 average rating, 146 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.

Guest favourite
A cozy living area features a light-colored sectional sofa adorned with decorative pillows. Hardwood flooring extends throughout the space, which is illuminated by overhead lights. A wooden dining table with four chairs is visible in the background, along with an open kitchen area and a charming mirror on the wall.
Home in Dixieland
4.85 out of 5 average rating, 104 reviews

Charming Dixieland Bungalow

Come to Lakeland, one of the fastest growing areas in Florida. This Beautiful Dixieland Bungalow is nestled in the center of Lakeland. This quaint 1920's home is on a large corner lot with a porch in the front to sip your coffee or tea on the back deck in the rear. Grill out or toss a football around in the large back yard. Enjoy all the activities Lakeland has offer this property is Located about 5 minutes Florida Southern University and about 10 minutes from Southeastern University.

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, 162 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!

Guest favourite
A spacious bedroom is furnished with a large bed, accompanied by bedside lamps. A cozy chair and a vibrant yellow sofa provide seating options. A dining table for two is positioned near the window, while framed artwork decorates the walls.
Home in South Lake Morton Historic District
4.93 out of 5 average rating, 113 reviews

Charming Historic Area Retreat!

Welcome to our charming one-bedroom short-term rental nestled in the scenic Lake Morton Historic District and conveniently located near the prestigious Florida Southern College. This thoughtfully designed accommodation offers a perfect blend of modern comfort and historic charm. Situated just a stone's throw away from the beautiful Lake Hollingsworth and Lake Morton our property provides an easy access to leisurely strolls around the lake and jogging trails.

Top guest favourite
Home in Lakeland
4.97 out of 5 average rating, 111 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.

Guest favourite
A spacious living area features a sectional sofa with an ottoman and two accent chairs, set on a soft, light rug. A ceiling fan provides cooling, while natural light filters through a large window dressed with sheer curtains. A small side table with a lamp complements the decor.
Home in Lakeland
4.83 out of 5 average rating, 117 reviews

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

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
A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.
Home in Plant City
4.98 out of 5 average rating, 613 reviews

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Dogs are allowed with pre-approval. NO cats allowed. There is a $100 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Top guest favourite
A single-story yellow house is surrounded by lush greenery, featuring large windows framed by dark shutters. A broad lawn stretches in front, complemented by a mature tree providing shade. The flat roof and symmetrical design contribute to the home's inviting appearance.
Home in Lakeland
4.92 out of 5 average rating, 109 reviews

Charming Lakeland Home

This beautiful home is conventionally located in the middle of Central Florida. 40 minutes from downtown Tampa for a beautiful walk at night, or 50 minutes from all the Orlando parks! Less then 5 minutes from shopping centers, a mall, walmart, etc. Extremely calm and safe area, I-4 not even 5 minutes away. This house is perfect if you plan on exploring everywhere!

Popular amenities for house rentals in Lakeland

When is the best time to visit Lakeland?

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Avg. price$153 SGD$155 SGD$167 SGD$157 SGD$140 SGD$140 SGD$140 SGD$140 SGD$134 SGD$140 SGD$152 SGD$155 SGD
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Quick stats about house rentals in Lakeland

  • Total holiday rentals

    Explore 540 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 16,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    360 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    530 of Lakeland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool 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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  5. Lakeland
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