
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 G$8,371 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.

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.
ValueFamilyOutdoor spaces

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.
LocationValueAccuracy

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.
ValueLocationBathroom

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.
ValueLocationKitchen

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.
LocationFamilyHospitality

*Modern* Guesthouse steps to Lake Hollingsworth
This 1-Bedroom Guesthouse is located just steps away from Lake Hollingsworth. Enjoy all the activities, restaurants, and bars in downtown Lakeland. Tastefully renovated, this guesthouse was designed to provide comfort and a easy commute to Florida Southern College, downtown Lakeland, Lake Morton, Lake Mirror, and Dixieland Historic District.
LocationValueComfort

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
LocationValueDecor

Downtown Lakeland - Cozy Guest House Studio
Come relax or explore Lakeland in this cozy guest house in a quiet neighborhood, and yet centered located.
FamilyValueGetting around

Quaint and Charming Pool Cottage....
Beacon Hill Historic District neighborhood is centrally located near downtown and Lake Hollingsworth.
FamilyValueDecor

Modern Retreat w/Privacy-Parking
Kick back and relax in this calm, stylish space. Your privacy and comfort is our goal
ValueFamilyAccess
Popular amenities for Lakeland guesthouse rentals
Family-friendly guest house rentals

The Russell Lake House
FamilyLocationParks

Adorable Agave Suite w/ private pool and entrance
FamilyLocationView

Winter Oasis
FamilyLocationGetting around

Beautiful, peaceful cabin style in Tampa/Valrico
FamilyLocationIndoor spaces

Modern efficiency ~ Great location
ValueLocationPool

Quiet Room Close to Disney and Attractions
FamilyLocationComfort

Relaxing Lakeland Getaway Near Downtown & Lakes
LocationQuietOutdoor spaces

Chic One Bedroom Guesthouse
LocationAmenitiesCondition
Guest house rentals with a patio

"Little Blue House" Getaway Near the Disney Parks
ValueLocationGetting around

Orlando Private Tiny Guest House
ValueFamilyTV

Kissimmee Studio
LocationFamilyCleanliness

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

Haven of peace Studio
LocationFamilyAmenities

Downtown Stylish Studio (Florida Southern College)
ValueLocationSleep quality
Guest house rentals with a washer and dryer

Private Clean Lakeland GuestHome
LocationValueWifi

Private Carriage Studio, Mins to Dwntwn, FSC
ValueLocationLaundry

Beautiful garage suite w/washer and dryer
FamilyValueLaundry

CLEAN & Modern 2BR w/ sunny yard, close to Disney
FamilyLocationIndoor spaces

Winsome Farm Guest House
ValueFamilyParking

Charming Guesthouse
LocationFamilyCheckout
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,696 GYD | G$16,114 GYD | G$16,533 GYD | G$16,951 GYD | G$14,858 GYD | G$14,440 GYD | G$14,649 GYD | G$14,858 GYD | G$14,021 GYD | G$14,649 GYD | G$15,696 GYD | G$15,277 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
- Weeki Wachee Springs
- Orange County Convention Center
- SeaWorld Orlando
- Disney Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Tinker Field
- Amalie Arena
- Old Town
- LEGOLAND Florida Resort
- Reunion Resort Golf Courses - Palmer & Watson
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club





