
Guesthouse vacation rentals in Lakeland
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Top-rated guesthouses in Lakeland
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Lakeland guesthouses
Family-friendly guesthouses

๐๐ซ๐ข๐ฏ๐๐ญ๐ ๐ ๐ฎ๐๐ฌ๐ญ ๐ฌ๐ญ๐ฎ๐๐ข๐จ ๐ข๐ง ๐๐ซ๐๐ง๐๐จ๐ง ๐ ๐

Adorable accommodations

Cozy Guesthouse in Winter Haven 2

Kissimmee Studio

Grand Room

Cozy & Private Guest House

Blue Pool Cottage, fenced courtyard

Sunshine guesthouse
Guesthouses with a patio

The Forrestry

King-size Studio 4 min to Universal

Little Blue House of Kissimmee w/ private entrance

Florida Paradise

Downtown Stylish Studio (Florida Southern College)

My little casita

Cottage in Dixieland

Charming & Cozy Guest House Minutes from Disney
Guesthouse rentals with a washer and dryer

Spacious Lkld Guest House 2/1

Spacious Industrial Style Studio Guesthouse

Cozy Oaks Suite

*Modern* Guesthouse steps to Lake Hollingsworth

Under The Oaks Cottage

Cozy Casita close to downtown & Florida southern

The Lake Hunter Hideout

๐Historic 1924๐Carriage House๐กQuaint & Cozyโ๏ธ๐ช
Quick stats about guesthouse rentals in Lakeland
Total rentals
40 properties
Nightly prices starting at
$69ย CAD before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Seminoleย Vacation rentals
- Central Floridaย Vacation rentals
- Miamiย Vacation rentals
- Saint Johns Riverย Vacation rentals
- Orlandoย Vacation rentals
- Gold Coastย Vacation rentals
- Miami Beachย Vacation rentals
- Fort Lauderdaleย Vacation rentals
- Tampaย Vacation rentals
- Kissimmeeย Vacation rentals
- Four Cornersย Vacation rentals
- Panama City Beachย Vacation rentals
- Rentals with poolsย Lakeland
- Rentals with a fireplaceย Lakeland
- Apartment rentalsย Lakeland
- Rentals with a patioย Lakeland
- Cabin rentalsย Lakeland
- Rentals with a hot tubย Lakeland
- House rentalsย Lakeland
- Villa rentalsย Lakeland
- Lake house rentalsย Lakeland
- Rentals with a washer and dryerย Lakeland
- Cottage rentalsย Lakeland
- Condo rentalsย Lakeland
- Pet-friendly rentalsย Lakeland
- Rentals with outdoor seatingย Lakeland
- Smoking-friendly rentalsย Lakeland
- Fitness-friendly rentalsย Lakeland
- Rentals with lake accessย Lakeland
- Rentals with a firepitย Lakeland
- Family-friendly rentalsย Lakeland
- Waterfront rentalsย Lakeland
- Private suite rentalsย Lakeland
- Guesthouse rentalsย Florida
- Guesthouse rentalsย United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Weeki Wachee Springs
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Raymond James Stadium
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Magic Kingdom Park
- Amalie Arena
- Epcot
- Amway Center
- Aquatica
- Island H2O Water Park
- Walt Disney World Resort Golf
- Vinoy Park
- Disney's Hollywood Studios
- Streamsong Resort
- ChampionsGate Golf Club