Guesthouse vacation rentals in Orlando
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Top-rated guesthouse rentals in Orlando
Guests agree: these guesthouse rentals 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 Orlando guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
Jul 11 – 18
Guesthouse in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 21 – 28
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Sep 5 – 12
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Mar 23 – 30
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Oct 31 – Nov 7
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
Jun 5 – 12
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Jun 19 – 26
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Dec 31 – Jan 7
Guest house rentals with a patio
Guesthouse in Maitland
4.98 out of 5 average rating, 116 reviewsPrivate 1-bd Mid-Century Guesthouse
Jan 11 – 18
Guesthouse in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
Apr 3 – 10
Guesthouse in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
Jun 7 – 14
Guesthouse in Orlando
4.94 out of 5 average rating, 54 reviewsThe Green Room Orlando
Sep 17 – 24
Guesthouse in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
Oct 9 – 16
Guesthouse in Lake Eola Heights Historic District
4.95 out of 5 average rating, 39 reviewsAdorable 1-bedroom minutes from downtown Orlando
May 2 – 9
Guesthouse in Orlando
4.91 out of 5 average rating, 58 reviewsThe Cottage
Nov 17 – 24
Guesthouse in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
Jan 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.97 out of 5 average rating, 286 reviewsOasis Garden Cottage -cozy, chic, near everything!
Sep 5 – 12
Guesthouse in Orlando
4.98 out of 5 average rating, 347 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Sep 17 – 24
Guesthouse in Orlando
4.83 out of 5 average rating, 199 reviewsLovely Spacious Guesthouse in Mills 50 District
Jan 28 – Feb 4
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Jun 2 – 9
Guesthouse in Orlando
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
Oct 17 – 24
Guesthouse in Orlando
4.99 out of 5 average rating, 239 reviewsBlack House- Private Cottage in Thornton Park!
Jun 29 – Jul 6
Guesthouse in Orlando
4.98 out of 5 average rating, 105 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Jun 30 – Jul 7
Guesthouse in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Nov 17 – 24
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
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