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Holiday rentals in Highland City

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Top-rated holiday rentals in Highland City

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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, 28 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.

Guest favourite
An inviting outdoor patio is presented, featuring comfortable seating on a woven couch and armchairs under a vibrant blue umbrella. Lush greenery and palm trees surround the area, adding to the tranquil ambiance, while a charming two-story building serves as a backdrop.
Guest house in South Lake Morton Historic District
4.89 out of 5 average rating, 186 reviews

Cozy patio level studio In Historic district

This cozy, Patio level studio is on our homes property, it has a KITCHENETTE, WITH LIMITED COOKING. It is nestled in the Historic District of Lakeland and mere steps from Florida Southern a Frank Lloyd Wright designed campus, a tour is recommended! Our cobblestone streets take you to unique neighborhood restaurants. We are walking distance of beautiful downtown Lakeland. We are between two lakes- Lake Hollingsworth, a great 3+ mile walking/running path and Lake Morton which is a bird paradise.

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
4.96 out of 5 average rating, 112 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
The Tiny House is situated in a serene outdoor setting, featuring a light-blue exterior with a metal roof. A wooden porch with rocking chairs extends at the front, while the surrounding landscape includes lush green grass and landscaping along a gravel path.
Tiny home in Lakeland
4.99 out of 5 average rating, 120 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
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, 102 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 wooden deck overlooks the calm waters of Lake Ariana, framed by greenery. A small table with two chairs is positioned to enjoy the view, while a potted plant adds a touch of nature to the space. Spanish moss drapes gracefully from nearby branches.
Flat in Auburndale
4.95 out of 5 average rating, 244 reviews

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

Top guest favourite
A modern kitchen space is presented with white cabinetry and a marble-topped island featuring three brown leather stools. Open shelving holds kitchen essentials, with a gas stove and stainless-steel appliances visible. Natural light filters in through a nearby window, enhancing the inviting atmosphere.
Home in Lakeland
5 out of 5 average rating, 14 reviews

Luxury Modern Home In S Lakeland

Two story luxurious modern home in South Lakeland. This home offers a peaceful urban oasis for any traveler. Large living space with a beautifully designed kitchen w/ refrigerator & freezer. Lounge and unwind on the comfortable outdoor furniture in the private patio. Or retreat to the plush beds in the bedrooms. All rooms equipped with 50"+ smart TVs. Ideally located, close to grocery stores, shops, cultural attractions, the interstate, and the city's best restaurants.

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, 256 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, front porch & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks, 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
A spacious bedroom is highlighted by a wooden headboard above a queen-sized bed. The soft beige bedding complements the neutral wall color. A bedside lamp provides gentle light, while a partial view of an additional sleeping area can be seen through an open doorway.
Flat in Cleveland Heights
4.96 out of 5 average rating, 142 reviews

Hidden Ruby Apartment

Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, front porch sitting area, washer and dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.

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
5 out of 5 average rating, 41 reviews

Estancia Intima y Serena

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.

Guest favourite
A spacious outdoor area includes a pool surrounded by a white deck. Seating options are available, featuring lounge chairs and tables. The two-story building provides multiple balconies, framed by lush greenery and palm trees, contributing to a serene environment.
Loft in Auburndale
4.93 out of 5 average rating, 233 reviews

2 Bedroom Apartment near Legoland and Disney

This Private Studio features 2 bedrooms, kitchenette with dining area, private bath, walk-in closet, own entrance and from the Main Studio bedroom a large Balcony with Spectacular lake views. The Kitchenette with dining table and the bathroom is located in between of the 2 Bedrooms. The second Bedroom is only 10'x10' with a Queen bed and Wardrobe. Early Check in or late check outs are not available

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
4.94 out of 5 average rating, 153 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 Highland City holiday rentals

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  4. Polk County
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