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Holiday rentals in Highland City

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Top-rated holiday rentals in Highland City

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Guest favourite
A small outdoor seating area is presented with a black round table and two folding chairs, situated on a green lawn area. A door adorned with a floral wreath provides access to the suite. Surrounding plants add greenery to the tranquil space.
Guest suite in Lakeland
4.85 out of 5 average rating, 173 reviews

Private Studio Suite

🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

Top guest favourite
The exterior of a spacious house is displayed, surrounded by lush green grass and mature trees. A pathway leads to the entrance, flanked by shrubbery. Bright daylight emphasizes the clean lines of the house and the inviting front porch.
Home in Lakeland
5 out of 5 average rating, 32 reviews

Tranquility! Cozy and quiet home

Spacious house on a quiet street where you can relax and recharge during your central Florida vacation. Sleeps up to 7 people. Guests have access to a full kitchen, a dining room, a large living room and a patio. Guests can also park up to two cars in the enclosed garage and do laundry in the laundry room. Master bedroom has a king size bed, an en-suite bathroom and a walk-in closet for anything you need to store. bedroom two has a king size bed. bedroom three has one queen and one double bed.

Top guest favourite
Guest house in Lakeland
4.95 out of 5 average rating, 200 reviews

Sunshine Studio + Courtyard, Firepit, near downtwn

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) Southeastern University (1 mile) 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!

Guest favourite
A compact bedroom features a spacious bed adorned with a white quilt and decorative towels shaped like a heart. A soft, brown armchair is placed beside a small nightstand, with a lamp providing warm light. A neutral rug covers the floor, complementing the room's decor.
Guest house in Lakeland
4.97 out of 5 average rating, 120 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.

Guest favourite
Camper van/Motorhome in Lakeland
5 out of 5 average rating, 7 reviews

2022 Wildwood 27RK RV Camper Pvt room Pvt bath

Description Hi! Thanks for clicking on this listing! We have an awesome travel trailer! This is 2022 Forrest River Wildwood 27RK Travel Trailer. Our location is between Tampa and Orlando. This rental is ideal for folks who are moving to Florida, college students, working professionals, short-time stays and folks who are curious about RV living. This RV is located on 0.25 acres in a safe and quiet residential neighborhood. The RV comes equipped with kitchen, bedroom, and camp necessities.

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.
Flat in South Lake Morton Historic District
5 out of 5 average rating, 114 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
A living area features a beige sofa adorned with decorative pillows, positioned across from a wooden dresser and a flat-screen television. A geometric area rug is placed on the light wood flooring, while a soft light enters through sheer curtains covering a window.
Guest house in Bartow
4.77 out of 5 average rating, 119 reviews

Simple Apartment in quiet suburb

This property is about 1 hour from Tampa & Orlando, away from traffic and noise. This 1 bedroom apartment offers a comfortable bed with simple amenities. We are not far from many attractions such as Disney, Universal Studios, LegoLand, Busch Gardens, Seaworld, and more. The property has its own private entrance to come and go as you wish. Pickelball are courts nearby as well as grocery stores, local coffee shops, and local restaurants - all within 5 min. driving distance of the property.

Superhost
A spacious bed with a dark gray blanket and neatly arranged towels is positioned against a wall. Natural light enters through a window covered with blinds, while a wall-mounted air conditioning unit is visible above the bed.
Guest house in Lakeland
4.81 out of 5 average rating, 26 reviews

Quiet Guesthouse in S. Lakeland, Fast Wi-Fi.

✨ LIVE authentically, LAUGH daily, and feel the LOVE of being HOME. ✨ Our home is a clean, welcoming shared space with a minimalist design for comfort and peace. Enjoy: • Fast WiFi (400mbps) • Smart TV • Kitchen essentials (sponges, soap, paper towels) • Refreshed common areas • Extended stay discounts This is a shared space, so you may meet other travelers, but we ensure a respectful, comfortable atmosphere. Experience warmth, simplicity, and convenience that feels like home.

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, 262 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!

Guest favourite
A spacious room features a queen size bed with a neatly arranged white blanket. Light tiles enhance the bright atmosphere, while a barn-style door leads to a private bathroom. A small kitchenette area with dark cabinetry and a modern sink is visible in the background.
Guest house in Winter Haven
4.82 out of 5 average rating, 265 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Top guest favourite
A spacious bedroom features a large bed dressed in soft pink bedding, complemented by decorative pillows. A bedside table holds a modern lamp, and a full-length mirror reflects the soft ambiance. A wall-mounted television is visible, enhancing the room's functionality.
Guest house in Lakeland
4.98 out of 5 average rating, 60 reviews

Intimate and peaceful stay

Descansa en esta estancia íntima y serena, perfecta para dos huéspedes. Cuenta con un dormitorio con cama king, baño completo y cocina equipada. El diseño blanco transmite calma y frescura. Disfruta del patio privado con columpio y mesa al aire libre. Comienza el día con café bajo el cielo o relájate por la tarde en el columpio. Ideal para parejas o viajeros solitarios que buscan privacidad y tranquilidad.

Popular amenities for Highland City holiday rentals

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