
Guesthouse vacation rentals in Lakeland
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Top-rated guesthouse rentals in Lakeland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Swan City Studio +Courtyard, mins historic 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) SEU(1 mile) 17 mins from SUN N FUN!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!

Private Clean Lakeland GuestHome
Guests love our spacious and charming fully updated and renovated private guest home, just a short drive from Disney and Universal Orlando, Busch Gardens, and the beaches of Tampa Bay! Take an evening stroll to one of the serene surrounding lakes. Adjacent to famous Lake Hollingsworth and within close proximity of downtown Lakeland and the RP Funding Center. Perfect for your next getaway including High speed Wifi, 4K 55” TV with Netflix, private laundry & everything you need for your vacation!

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.

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.

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.

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.

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!

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.

Charming Lakeside Cottage
Escape to our cozy lakeside cottage, featuring a dock that’s perfect for watching sunrises, fishing, and launching your kayak. The property is on Lake Howard, which is part of the Winter Haven Chain of Lakes. Inside, you’ll find a fully equipped kitchen and comfortable living space for unwinding. Located just a short drive from the excitement of Legoland and Disney World, you can easily explore the area’s attractions while having a peaceful haven to return to.

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. The guesthouse is behind the main home. There is not a view of the lake from inside the guesthouse.

Charming Guesthouse A
This brand new apartment, one bedroom, one bath (one queen bed and one full folding bed)and full kitchen located in North side Lakeland with easy access to I-4, Orlando or Tampa 45 minutes away from Disney, 35 from Legoland, 40 from Bush Garden, and 35 from Ibor City. College:15 minutes from Florida Southern College and 20 minutes from both Florida Polytechnic University and Pol State College.

*Modern* Guesthouse steps to Lake Hollingsworth
This 1-Bedroom Guesthouse is located just steps away from Lake Hollingsworth. Enjoy all the activities, restaurants, and bars in downtown Lakeland. Tastefully renovated, this guesthouse was designed to provide comfort and a easy commute to Florida Southern College, downtown Lakeland, Lake Morton, Lake Mirror, and Dixieland Historic District.
Popular amenities for Lakeland guesthouse rentals
Family-friendly guest house rentals

New Modern Guest House! Great location. Smoke-Free

Kissimmee Studio

Beacon Bungalow

The Lake Hunter Hideout

2 King Beds + Fireplace + Fenced Yard Retreat

Cozy Studio Cabin on Tranquil 10-Acre Homestead

Studio Zen

Blue Door House "Grand studio"
Guest house rentals with a patio

"Little Blue House" Getaway Near the Disney Parks

Cozy Oaks Suite

Cozy Guesthouse in Winter Haven 2

Florida Paradise

Peaceful Winter Haven Stay|Near Downtown/Lakes

🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂

Orlando Private Tiny Guest House

Plant City Guest House
Guest house rentals with a washer and dryer

Cozy Guest Home Resort

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

Spacious Lkld Guest House 2/1

Relaxing Lakeland Getaway Near Downtown & Lakes

Hickory Breeze Guest House

Beauty & Beast Guest House, Near Disney, Sleeps 4

Under The Oaks Cottage

Modern Guest Studio with pool access
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ275 | ﺩ.ﺇ283 | ﺩ.ﺇ290 | ﺩ.ﺇ305 | ﺩ.ﺇ275 | ﺩ.ﺇ264 | ﺩ.ﺇ257 | ﺩ.ﺇ261 | ﺩ.ﺇ246 | ﺩ.ﺇ257 | ﺩ.ﺇ275 | ﺩ.ﺇ268 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about guesthouse rentals in Lakeland

Total vacation rentals
Explore 50 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 4,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Lakeland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lakeland rentals

4.8 Average rating
Lakeland stays are highly rated by guests—averaging 4.8 out of 5!
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