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 Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Guesthouse in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
Guesthouse in Orlando
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Guesthouses with a patio
Guesthouse in Orlando
5.0 out of 5 average rating, 158 reviewsThe Sacred Space Downtown Orlando Milk District
Guesthouse in Maitland
4.98 out of 5 average rating, 120 reviewsPrivate 1-bd Mid-Century Guesthouse
Guesthouse in Orlando
4.89 out of 5 average rating, 141 reviews“The Clementine” Quaint Boho Home in Local Orlando
Guesthouse in Orlando
4.94 out of 5 average rating, 141 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.94 out of 5 average rating, 36 reviewsDowntown Cozy/Modern Studio
Guesthouse in Orlando
4.84 out of 5 average rating, 62 reviewsAdorable Guesthouse with a beautiful lake view!
Guesthouse in Orlando
4.95 out of 5 average rating, 43 reviewsPalm Suite at Bliss House
Guesthouse in Orlando
4.95 out of 5 average rating, 56 reviewsThe Green Room Orlando
Guest house rentals with a washing machine and dryer
Guesthouse in Orlando
4.98 out of 5 average rating, 356 reviewsLakefront Seclusion Modern Guesthouse+Pool+Hot Tub
Guesthouse in Orlando
4.9 out of 5 average rating, 385 reviewsBungalow Close to Attractions and Downtown Orlando
Guesthouse in Orlando
4.91 out of 5 average rating, 148 reviews8th Green Cottage - A relaxing oasis in the city
Guesthouse in Orlando
4.97 out of 5 average rating, 290 reviewsOasis Garden Cottage -cozy, chic, near everything!
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Orlando
4.93 out of 5 average rating, 229 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Guesthouse in Apopka
4.86 out of 5 average rating, 142 reviewsPrivate Guest House - Lake Access Getaway
Guesthouse in Orlando
4.98 out of 5 average rating, 110 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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