
Guesthouse holiday rentals in Polk County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Polk County
Guests agree: These guesthouses 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!

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.

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.

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.

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, 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, 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!

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.

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.
Popular amenities for Polk County guesthouses
Family-Friendly guesthouses

Historic Romance Studio B

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Luxury Anexo

BeachGuyDave's Reunion Guesthome

Cozy Guesthouse 60% Off Monthly Rate Inc Utilities

MR 1 - Comfort and Privacy

Nature Escape

Lake Morton Cottage
Guesthouses with a patio

Cozy Guest Home Resort

"Little Blue House" Getaway Near the Disney Parks

Kissimmee Studio

Florida Paradise

Thousand Oaks Peaceful Studio with Private Pool

Charm Private Apt D Near Downtown/ Chain of Lakes

Brand new nature studio loft cottage

Charming Dixieland Casita
Guest house rentals with a washing machine and dryer

The Forrestry

Spacious Lkld Guest House 2/1

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

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
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- Guesthouse rentals Florida
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Discovery Cove
- Magic Kingdom Park
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Amalie Arena
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
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