Guesthouse holiday rentals in Orlando
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Top-rated Guesthouses in Orlando
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Orlando guesthouses
Family-Friendly guesthouses
Guesthouse in Winter Park
4.82 out of 5 average rating, 235 reviewsWELCOME HOME IN WINTER PARK
Guesthouse in Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Guesthouse in Orlando
4.84 out of 5 average rating, 321 reviewsNice Brand New Studio !!
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Guesthouse in College Park
4.97 out of 5 average rating, 374 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Guesthouse in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
Guesthouses with a patio
Guesthouse in Orlando
4.95 out of 5 average rating, 135 reviewsJefferson St. Cottage
Guesthouse in Maitland
4.98 out of 5 average rating, 121 reviewsPrivate 1-bd Mid-Century Guesthouse
Guesthouse in Lake Eola Heights
4.88 out of 5 average rating, 144 reviews“The Clementine” Boho Home in Orlando’s Food Scene
Guesthouse in Orlando
4.94 out of 5 average rating, 142 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Delaney Park
4.96 out of 5 average rating, 152 reviews*Stylish* Private Guest Suite-Downtown Orlando
Guesthouse in Orlando
4.95 out of 5 average rating, 37 reviewsDowntown Cozy/Modern Studio
Guesthouse in Orlando
4.84 out of 5 average rating, 68 reviewsVintage Florida Vibes House
Guesthouse in Orlando
4.93 out of 5 average rating, 41 reviewsCozy new guesthouse to yourself.
Guest house rentals with a washing machine and dryer
Guesthouse in Orlando
4.9 out of 5 average rating, 390 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in College Park
4.91 out of 5 average rating, 151 reviews8th Green Cottage - A relaxing oasis in the city
Guesthouse in College Park
4.93 out of 5 average rating, 231 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Guesthouse in College Park
4.93 out of 5 average rating, 103 reviewsBeautiful 1 Bed/1 Bath in College Park Orlando
Guesthouse in Orlando
4.83 out of 5 average rating, 205 reviewsLovely Spacious Guesthouse in Mills 50 District
Guesthouse in Thornton Park
4.99 out of 5 average rating, 241 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Orlando
4.85 out of 5 average rating, 135 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Orlando
4.98 out of 5 average rating, 111 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Quick stats about guesthouse rentals in Orlando
Total rentals
230 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
18K reviews
Destinations to explore
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