
Guesthouse vacation rentals in Lakeland
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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.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 4,390 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
50 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!
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!
LocationFamilyWalkability

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.
ValueFamilyLong stay

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.
ValueLocationGetting around

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.
FamilyValueLong stay

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.
ValueLocationWalkability

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!
FamilyValueBathroom

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.
FamilyValueBathroom

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.
ValueFamilyAccess

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.
ValueLocationCleanliness

Estancia íntima 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.
LocationValueHospitality

La Casita Azul
The Little Blue House is a studio,guest house in our backyard. Separate entrance on the opposite side of the main house. This cozy comfortable room has a microwave, small refrigerator/freezer, and Kurig coffee maker( coffee included).It is perfectly located in the historic East Lake Morton, walking distance to Lake Morton, Lake Mirror, and downtown Lakeland. Perfect location to enjoy Lakeland.
LocationValueAccuracy

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.
LocationValueSleep quality
Popular amenities for Lakeland guesthouse rentals
Family-friendly guest house rentals

The Russell Lake House
LocationFamilyAmenities

Simple Apartment in quiet suburb
ValueFamilyCleanliness

Adorable Agave Suite w/ private pool and entrance
ValueLocationWalkability

Winter Oasis
ValueFamilyAmenities

Beautiful, peaceful cabin style in Tampa/Valrico
LocationFamilyView

Studio Zen
LocationValueGrill

The Paradise Hide Away
LocationFamilyWalkability

Quiet Room Close to Disney and Attractions
ValueFamilyBeach
Guest house rentals with a patio

Adorable 1 bedroom Guesthouse near Lego Land
FamilyValueLong stay

"Little Blue House" Getaway Near the Disney Parks
LocationValueAir conditioning

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

Charming Dixieland Loft
LocationValueCleanliness

Downtown Stylish Studio (Florida Southern College)
ValueLocationComfort

Florida Creek studio
LocationAir conditioningHospitality

Haven of peace Studio
FamilyLocationCleanliness

The Lake Hunter Hideout
FamilyLocationLayout
Guest house rentals with a washer and dryer

Private Clean Lakeland GuestHome
ValueFamilyHospitality

*Modern* Guesthouse steps to Lake Hollingsworth
FamilyLocationAmenities

Under The Oaks Cottage
LocationFamilyAmenities

Private Carriage Studio, Mins to Dwntwn, FSC
FamilyLocationDecor

Cozy guest house w/ fenced yard and hot tub
ValueLocationComfort

Hickory Breeze Guest House
ValueLocationLaundry

Modern Guest Studio with pool access
ValueLocationHospitality

Beauty & Beast Theme, Near Disney world, Sleeps 4
FamilyLocationKitchen
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 275 | ﺩ.ﺇ 283 | ﺩ.ﺇ 290 | ﺩ.ﺇ 297 | ﺩ.ﺇ 261 | ﺩ.ﺇ 253 | ﺩ.ﺇ 257 | ﺩ.ﺇ 261 | ﺩ.ﺇ 246 | ﺩ.ﺇ 257 | ﺩ.ﺇ 275 | ﺩ.ﺇ 268 |
| 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 |
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