
Guest house holiday rentals in Lakeland
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Top-rated guest house rentals in Lakeland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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!

Cozy patio level studio In Historic district
This cozy, Patio level studio is on our homes property, it has a KITCHENETTE, WITH LIMITED COOKING. It is nestled in the Historic District of Lakeland and mere steps from Florida Southern a Frank Lloyd Wright designed campus, a tour is recommended! Our cobblestone streets take you to unique neighborhood restaurants. We are walking distance of beautiful downtown Lakeland. We are between two lakes- Lake Hollingsworth, a great 3+ mile walking/running path and Lake Morton which is a bird paradise.

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.

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.

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.

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

"Little Blue House" Getaway Near the Disney Parks
Your home away from home! Enjoy a comfortable and relaxing stay in our Casa Azul. Spacious and modern, it features a bedroom with a double bed, a private bathroom, a living room with a sofa bed, a dining room, and a fully equipped kitchen. Ideal for vacations with family or friends.

One Bedroom Country Cottage
Charming and warm country cottage that has just been completely renovated. This 500 SF cottage is detached from the main house providing you with plenty of privacy. Perfect for snowbirds, traveling nurses, business people and couples looking for the perfect getaway.
Popular amenities for guest house rentals in Lakeland
Family-friendly guest house rentals

Charming Lakeside small House

Kissimmee Studio

Thousand Oaks Peaceful Studio with Private Pool

Beacon Bungalow

Beauty & Beast Guest House, Near Disney, Sleeps 4

Beautiful and Cozy apartment

Cozy studio for perfect get away

Winter Haven Guest Suite
Guest house rentals with a patio

King-size Studio 4 min to Universal

Florida Paradise

Cozy Casita close to downtown & Florida southern

My little casita

Cottage in Dixieland

Beautifully Serenity Villa Apartment for vacation

Unit B Apt Relax House

Charming & Cozy Guest House Minutes from Disney
Guest house rentals with a washing machine and dryer

Spacious Lkld Guest House 2/1

Spacious Industrial Style Studio Guesthouse

Cozy Oaks Suite

Private Carriage Studio, Mins to Dwntwn, FSC

*Modern* Guesthouse steps to Lake Hollingsworth

Private Clean Lakeland GuestHome

Under The Oaks Cottage

The Lake Hunter Hideout
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $103 SGD | $106 SGD | $110 SGD | $108 SGD | $98 SGD | $94 SGD | $91 SGD | $93 SGD | $87 SGD | $98 SGD | $98 SGD | $103 SGD |
| 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 guest house rentals in Lakeland

Total holiday rentals
Explore 40 holiday rentals in Lakeland

Nightly prices starting at
Lakeland holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 3,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Lakeland holiday rentals include wifi 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!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
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- Disney Springs
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