
Guesthouse vacation rentals in Lakeland
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Top-rated guesthouses in Lakeland
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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!

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.

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.

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.

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 ****

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.

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.

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!

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.

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.

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

Studio Zen
Rustic cabin 3 miles from Dade City, San Antonio and Saint Leo, Florida. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends - please count each pet as an extra person when reserving. Imagine glamping+++. Campground feel with more amenities, comfort and privacy.
Popular amenities for Lakeland guesthouses
Family-friendly guesthouses

Tiny Lakeview Suite Near Disney & Universal

The Paradise Hide Away

Your little space

Kissimmee Studio

Grand Room

Thousand Oaks Peaceful Studio with Private Pool

Cozy & Private Guest House

Cozy studio for perfect get away
Guesthouses with a patio

King-size Studio 4 min to Universal

"Little Blue House" Getaway Near the Disney Parks

Florida Paradise

My little casita

Cottage in Dixieland

Cozy Winter Haven Guesthouse 1

Historic lakefront guesthouse

Unit B Apt Relax House
Guesthouse rentals with a washer and dryer

Spacious Lkld Guest House 2/1

Cozy Oaks Suite

Private Carriage Studio, Mins to Dwntwn, FSC

*Modern* Guesthouse steps to Lake Hollingsworth

Private Clean Lakeland GuestHome

Under The Oaks Cottage

Downtown Stylish Studio (Florida Southern College)

The Lake Hunter Hideout
Quick stats about guesthouse rentals in Lakeland
Total rentals
40 properties
Nightly prices starting at
$70 CAD before taxes and fees
Total number of reviews
3.6K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Universal Studios Florida
- Orange County Convention Center
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- Universal's Volcano Bay
- SeaWorld Orlando
- Weeki Wachee Springs
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