Guesthouse vacation rentals in Lakeland

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Top-rated guesthouse rentals in Lakeland

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Guest favorite
Guesthouse in Lakeland
4.95 out of 5 average rating, 191 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!

Guest favorite
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.
Guesthouse in Lakeland
4.96 out of 5 average rating, 111 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 favorite
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.
Guesthouse in South Lake Morton Historic District
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.

Guest favorite
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.
Guesthouse in Beacon Hill
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)

Guest favorite
A two-story green studio building is prominently displayed, featuring white accents and large windows. A set of stairs leads to the entrance. The surrounding area is landscaped with small plants and a paved path, offering a welcoming and tidy exterior.
Guesthouse in South Lake Morton Historic District
4.89 out of 5 average rating, 123 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.

Superhost
A serene lakefront scene captures a sparkling pool surrounded by palm trees at sunset. The sky features vibrant hues of orange and purple, reflecting in the calm water. Two lounge chairs are positioned beside the pool, creating a peaceful retreat.
Guesthouse in Winter Haven
4.87 out of 5 average rating, 278 reviews

The Russell Lake House

This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet, and walk-in shower. AC and heat are available. The property has a pool that can be used while onsite. The entire property's back yard is on a lake (lakefront) with a dock. Ample off street parking, quiet neighborhood with a private entrance for guests. **** we are in the process of rebuilding the dock so it will be unavailable until further notice ****

Guest favorite
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
4.97 out of 5 average rating, 243 reviews

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.

Top guest favorite
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
4.94 out of 5 average rating, 213 reviews

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.

Top guest favorite
A cozy bedroom features a tufted gray headboard above a neatly made bed with white linens. Decorative pillows are arranged on the bed, and whimsical letters spelling 'DREAM' adorn the wall above. Two bedside tables with lamps provide a soft glow.
Guesthouse in Four Corners
4.98 out of 5 average rating, 497 reviews

Quiet Room Close to Disney and Attractions

Quaint and quiet retreat just minutes from attractions. Private in-law suite and bathroom, detached from main house. Features all the basic amenities of a hotel room with the feeling of home. Room is perfect for up to three persons. Queen bed and additional sleeper sofa. Located in Reunion Resort. There is a pool, gym, and spa located within the resort but not on the property and is for Reunion club members only.

Top guest favorite
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.
Guesthouse in Lakeland
4.98 out of 5 average rating, 253 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!

Top guest favorite
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
4.98 out of 5 average rating, 177 reviews

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.

Guest favorite
A spacious sleeping area features a queen bed adorned with neatly arranged towels and decorative pillows. Light-colored bedding contrasts with a soft green accent wall. Nearby, artwork is displayed above the bed, and a cozy sofa and kitchenette are visible in the background.
Guesthouse in Dixieland
4.93 out of 5 average rating, 154 reviews

Cottage in Lakeland w/ Parking

Spacious Cottage/Guest House, centrally located in Lakeland downtown. There is a beautiful park across the street for exercising. Walgreens one block away, local bars, restaurants, antique stores and lots of lovely historic bungalows. This unit has the access through the alley. It is easy to find, very private and peaceful

Popular amenities for Lakeland guesthouse rentals

When is the best time to visit Lakeland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ290ﺩ.ﺇ297ﺩ.ﺇ308ﺩ.ﺇ305ﺩ.ﺇ275ﺩ.ﺇ264ﺩ.ﺇ257ﺩ.ﺇ261ﺩ.ﺇ246ﺩ.ﺇ275ﺩ.ﺇ275ﺩ.ﺇ290
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Quick stats about guesthouse rentals in Lakeland

  • Total vacation rentals

    Explore 40 vacation rentals in Lakeland

  • Nightly prices starting at

    Lakeland vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Lakeland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeland rentals

  • 4.9 Average rating

    Lakeland stays are highly rated by guests—averaging 4.9 out of 5!

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