
Guesthouse vacation rentals in Lakeland
Find and book unique guesthouse rentals on Airbnb
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 G$8,367 GYD 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.

Cottage On Cambridge-Lake Hollingsworth/FSC Area
This cozy Studio Cottage is located steps away from Lake Hollingsworth and close to Florida Southern College. It's a separate home located behind the main one and is private. You can enjoy all outside living areas. If you've stayed in previous years it’s unrecognizable from before! I'm just re-listing after almost 2 years when Hurricane Milton decided to crash it with our big Oak tree. The Cottage has been completely rebuilt! Landscape is so different without our beloved Magnolia and Oak trees!
4.96 out of 5 average rating, 304 reviews
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!
4.94 out of 5 average rating, 215 reviews
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.
4.9 out of 5 average rating, 203 reviews
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.
4.97 out of 5 average rating, 145 reviews
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.
4.98 out of 5 average rating, 116 reviews
Lakefront Cottage in the Trees. Near SEU and FSC
This 1920’s 1 bedroom 1 bath lakefront historic cottage is separate from the main house with its own parking, fire pit, outdoor grill / picnic area, dock & beach. The queen bed and large couch sleeps 3 adults. Only a half mile from Southeastern University and 2 miles to Florida Southern College. Kayaks, stand up paddle board, 4 seater pedal boat, fishing poles and basic tackle are provided for your enjoyment. Come unwind and enjoy the lake and views from the hammock and your private beach!
4.98 out of 5 average rating, 280 reviews
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.
4.79 out of 5 average rating, 145 reviews
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.
4.98 out of 5 average rating, 129 reviews
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.
4.97 out of 5 average rating, 208 reviews
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.
4.99 out of 5 average rating, 100 reviews
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.
4.92 out of 5 average rating, 119 reviews
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.
4.99 out of 5 average rating, 113 reviewsPopular amenities for Lakeland guesthouse rentals
Family-friendly guest house rentals

Quaint and Charming Pool Cottage....
4.94 out of 5 average rating, 446 reviews
Adorable Agave Suite w/ private pool and entrance
4.94 out of 5 average rating, 215 reviews
The Russell Lake House
4.87 out of 5 average rating, 285 reviews
Winter Oasis
4.94 out of 5 average rating, 125 reviews
Beautiful, peaceful cabin style in Tampa/Valrico
4.92 out of 5 average rating, 140 reviews
Studio Zen
4.82 out of 5 average rating, 277 reviews
Quiet Room Close to Disney and Attractions
4.98 out of 5 average rating, 538 reviews
The Paradise Hide Away
4.94 out of 5 average rating, 227 reviewsGuest house rentals with a patio

Charming Dixieland Casita
4.84 out of 5 average rating, 141 reviews
Adorable 1 bedroom Guesthouse near Lego Land
4.82 out of 5 average rating, 294 reviews
Kissimmee Studio
4.91 out of 5 average rating, 100 reviews
"Little Blue House" Getaway Near the Disney Parks
4.98 out of 5 average rating, 353 reviews
🌟Historic 1924💕Carriage House🏡Quaint & Cozy☀️🪂
4.97 out of 5 average rating, 145 reviews
Florida Creek studio
5.0 out of 5 average rating, 14 reviews
Charming Dixieland Loft
4.75 out of 5 average rating, 63 reviews
Haven of peace Studio
4.98 out of 5 average rating, 93 reviewsGuest house rentals with a washer and dryer

Private Clean Lakeland GuestHome
4.82 out of 5 average rating, 126 reviews
Private Poolside Villa
4.96 out of 5 average rating, 258 reviews
Under The Oaks Cottage
4.99 out of 5 average rating, 128 reviews
Cozy guest house w/ fenced yard and hot tub
4.8 out of 5 average rating, 132 reviews
Hickory Breeze Guest House
4.95 out of 5 average rating, 243 reviews
Private Carriage Studio, Mins to Dwntwn, FSC
4.87 out of 5 average rating, 113 reviews
Beautiful garage suite w/washer and dryer
4.99 out of 5 average rating, 123 reviews
Near Disney world, Beauty & Beast Theme, Sleeps 4
4.93 out of 5 average rating, 104 reviewsWhen is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,688 GYD | G$16,106 GYD | G$16,525 GYD | G$16,943 GYD | G$14,851 GYD | G$14,433 GYD | G$14,642 GYD | G$14,851 GYD | G$14,015 GYD | G$14,642 GYD | G$15,688 GYD | G$15,270 GYD |
| 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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- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney Springs
- Weeki Wachee Springs
- SeaWorld Orlando
- Orange County Convention Center
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Epcot
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- Disney's Animal Kingdom Theme Park
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