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 Windermere
4.94 out of 5 average rating, 241 reviewsSmall Guesthouse near Orlando's Theme Parks
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Guesthouse in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
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 Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Guesthouse in Orlando
4.96 out of 5 average rating, 370 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 Maitland
4.98 out of 5 average rating, 119 reviewsPrivate 1-bd Mid-Century Guesthouse
Guesthouse in Orlando
4.88 out of 5 average rating, 136 reviews“The Clementine” Quaint Boho Home in Local Orlando
Guesthouse in Orlando
4.94 out of 5 average rating, 140 reviewsHidden Luxury Gem w/ private porch
Guesthouse in Orlando
4.94 out of 5 average rating, 34 reviewsDowntown Cozy/Modern Studio
Guesthouse in Orlando
4.92 out of 5 average rating, 38 reviewsCozy new guesthouse to yourself.
Guesthouse in Orlando
4.95 out of 5 average rating, 38 reviewsPalm Suite at Bliss House
Guesthouse in Orlando
5.0 out of 5 average rating, 27 reviewsLocation, Location, Location!
Guesthouse in Orlando
4.92 out of 5 average rating, 61 reviewsThe Cottage
Guest house rentals with a washing machine and dryer
Guesthouse in Orlando
4.94 out of 5 average rating, 214 reviewsModern Guest Studio (Private) Pool / Spa available
Guesthouse in Orlando
4.98 out of 5 average rating, 352 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Guesthouse in Orlando
4.91 out of 5 average rating, 147 reviews8th Green Cottage - A relaxing oasis in the city
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Guesthouse in Orlando
4.85 out of 5 average rating, 133 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Guesthouse in Orlando
4.98 out of 5 average rating, 108 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Guesthouse in Davenport
4.94 out of 5 average rating, 154 reviewsWinsome Farm Guest House
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
- St Petersburg Holiday rentals
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