Guesthouse vacation rentals in Lakeland

4.96 out of 5 average rating, 185 reviews

Swan City Studio + Cozy Courtyard, near downtown

Your cozy retreat awaits you in Swan City 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!

Guesthouse in South Lake Morton Historic District

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.

4.89 out of 5 average rating, 183 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.

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.

4.96 out of 5 average rating, 105 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.

Guesthouse in South Lake Morton Historic District

A charming exterior of the detached suite is framed by lush greenery and colorful landscaping. A patio area with a table and four chairs is visible, along with a sun umbrella. Soft lighting enhances the welcoming ambiance during the twilight hours.

4.98 out of 5 average rating, 106 reviews

Serenity at Success

Nestled in the heart of the Lake Morton Historic District, this completely detached private suite offers both charm and convenience. Just a 2-min walk to Lake Morton, home to Lakeland’s famous swans, and only half a mile from Lake Hollingsworth, a favorite spot for walking, running, and cycling. FSC is just one block away, making this an ideal stay for campus visitors. Enjoy a leisurely one-mile stroll to downtown Lakeland, where you’ll find an array of restaurants, bars, and boutique shops.

4.83 out of 5 average rating, 120 reviews

The living area features a dark blue couch adorned with a light throw blanket, positioned on a vibrant orange rug. A sliding barn door is visible, leading to the bedroom. A potted plant adds greenery next to the entrance to the kitchen, showcasing warm wood cabinetry.

Guesthouse in Dixieland

Charming Dixieland Casita

Charming one bedroom one bath guest house with separate living room located in the historic district of Dixieland. Just a few blocks from downtown Lakeland and only one mile from the beautiful 168 acre Bonnet Springs Park and the Florida Children's Museum. This cozy home is surrounded by all the best coffee shops, restaurants, beautiful lakes, and shopping/entertainment that Lakeland has to offer. For our coffee lovers, Hillcrest Coffee is only 500 feet from our Dixieland Bungalow.

Guesthouse in Beacon Hill

A cozy studio is displayed, featuring a spacious bed against a light wall and a comfortable black sofa. A small, white side table rests next to the sofa, complementing a textured rug on the tiled floor. Natural light filters through adjacent windows.

4.87 out of 5 average rating, 102 reviews

Private Carriage Studio, Mins to Dwntwn, FSC

A lovely space to unwind and relax after a busy day whether it is work or play. Awake refreshed and ready for a day exploring Lakeland and highly desired surrounding cities via this clean, sunny studio with full kitchen, bathroom, and washer/dryer. Head out and wander through the nearby farmers’ market every Saturday in downtown Lakeland and pick up local ingredients to later craft a meal in the fully stocked kitchen. 1.2 miles from Florida Southern!! 2.9 miles from SEU. (Queen Bed)

4.98 out of 5 average rating, 240 reviews

A serene pool area is enclosed by a protective screen, featuring a clear swimming pool surrounded by a tiled patio. A comfortable seating area is visible in the background, with a stylish egg chair. Lush greenery enhances the tranquil setting.

Guesthouse in Auburndale

Private Poolside Villa

Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. The apartment is behind my personal home with no connecting doors. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

4.95 out of 5 average rating, 206 reviews

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

A wooden dock extends over calm waters, reflecting hues of orange and pink from the sunset. Surrounding vegetation adds a natural frame to the serene lake view, while the distant shoreline is faintly visible against the evening sky.

4.98 out of 5 average rating, 250 reviews

Modern lakeside retreat by SEU and FSC

This 1/1 lakefront historic cottage, built in 1920, 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 and fishing poles are provided for your enjoyment during your stay. Come unwind and enjoy the lake views from the hammock and private beach!

Superhost

An inviting outdoor pool area features a rock waterfall and is surrounded by a screened enclosure. Soft lighting enhances the tranquil blue water, while tropical plants can be seen in the background. A few chairs are positioned nearby for relaxation.

4.87 out of 5 average rating, 113 reviews

Luxury Cottage on Prestigious Million$ Property

Close to everything. Away from it all. Situated on 5 grassy acres and home to the Lewman family, this pristine south Lakeland home is fully fenced with a gated entry. The Guest House sits detached next to the main house with plenty of shared parking. Enjoy the outside without the worry of traffic. Free Wifi. We pride ourselves in providing a clean and safe home for you to make your own while you are here.

4.98 out of 5 average rating, 171 reviews

The calm waters of Lake Ariana reflect a stunning sunset, featuring a gradient of orange, pink, and deep blue hues. Silhouettes of trees and a boathouse are visible along the shoreline, adding depth to the serene landscape.

Guesthouse in Auburndale

Cozy 2-bedroom guesthouse on the lake

Enjoy a relaxing getaway on the beautiful Lake Ariana. Two bedrooms with queen beds comfortably accommodating four adults. Fully equipped kitchen and full bathroom with tub. Laundry room with washer and dryer. Private parking with plenty of room for boat or jet skis. Private entry with hosts on premises. Camera at exterior door for security.