
Guesthouse vacation rentals in Polk County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Polk County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

The Paradise Hide Away
This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

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!

Sunshine Studio + Courtyard, Firepit, near 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) 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.

Adorable Agave Suite w/ private pool and entrance
Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

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.

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!

Adorable 1 bedroom Guesthouse near Lego Land
This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

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.

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.

Brutus Way Cottage, a cosy hide away
Enjoy a quick get away at Brutus Way Cottage. It is located to the rear of Lili Haven Bed N Breakfast. On your picturesque drive around Lake Howard, with its walking trail, you will take a right onto a quaint curvy lane known as S. Lake Cannon Drive NW . Be my guest at the cottage surrounded by flowers ; the cottage is nestled in the trees to the back past the Iron gates. Use of the Laundry room available upon request.
Popular amenities for Polk County guesthouse rentals
Family-friendly guest house rentals

Privatepool studio near Disney Restaurants & Shops

Legoland On The Lake

Luxury Anexo

*Modern* Guesthouse steps to Lake Hollingsworth

Orlando Private Tiny Guest House

Cozy Guesthouse 60% Off Monthly Rate Inc Utilities

MR 2 - Comfort and Privacy

Charming Guesthouse A
Guest house rentals with a patio

"Little Blue House" Getaway Near the Disney Parks

Cozy Oaks Suite

Kissimmee Studio

Florida Paradise

Thousand Oaks Peaceful Studio with Private Pool

Charm Private Apt D Near Downtown/ Chain of Lakes

Charming Dixieland Casita

Countryside, 2 bed guesthouse, self-check in
Guest house rentals with a washer and dryer

The Forrestry

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

Historic Romance Studio B

Private Carriage Studio, Mins to Dwntwn, FSC

Beauty & Beast Guest House, Near Disney, Sleeps 4

The Lake Hunter Hideout

Beautiful room for couples

Cozy Winter Haven Guesthouse 1
Destinations to explore
- Bed and breakfasts Polk County
- Rentals with a patio Polk County
- Rentals with a kayak Polk County
- Serviced apartment rentals Polk County
- Pet-friendly rentals Polk County
- Private suite rentals Polk County
- Rentals with a fireplace Polk County
- Farmstay rentals Polk County
- Condo rentals Polk County
- Rentals with beach access Polk County
- Rentals with an accessible height toilet Polk County
- Rentals with a home theater Polk County
- Hotel rooms Polk County
- Rentals with a fire pit Polk County
- Tiny house rentals Polk County
- Townhouse rentals Polk County
- Rentals with an EV charger Polk County
- RV rentals Polk County
- Boutique hotels Polk County
- Fitness-friendly rentals Polk County
- Resort rentals Polk County
- Rentals with breakfast Polk County
- Campsite rentals Polk County
- Cabin rentals Polk County
- Rentals with outdoor seating Polk County
- Loft rentals Polk County
- Family-friendly rentals Polk County
- Rentals with an accessible height bed Polk County
- Apartment rentals Polk County
- Rentals with a sauna Polk County
- Ski-in/ski-out rentals Polk County
- Waterfront rentals Polk County
- Villa rentals Polk County
- Rentals with lake access Polk County
- Smoking-friendly rentals Polk County
- Rentals with a washer and dryer Polk County
- Rentals with pools Polk County
- Vacation home rentals Polk County
- House rentals Polk County
- Beachfront rentals Polk County
- Luxury rentals Polk County
- Cottage rentals Polk County
- Rentals with a hot tub Polk County
- Aparthotel rentals Polk County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Camping World Stadium
- Southern Dunes Golf and Country Club
- Things to do Polk County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Nature and outdoors Florida
- Wellness Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Tours United States




