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
Jun 4 – 11
Guesthouse in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
Oct 20 – 27
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Sep 9 – 16
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Jan 8 – 15
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Oct 12 – 19
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Jul 19 – 26
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
Jun 5 – 12
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Nov 19 – 26
Guest house rentals with a patio
Guesthouse in Maitland
4.98 out of 5 average rating, 116 reviewsPrivate 1-bd Mid-Century Guesthouse
Dec 8 – 15
Guesthouse in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
May 5 – 12
Guesthouse in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
Dec 17 – 24
Guest suite in St. Cloud
4.93 out of 5 average rating, 137 reviewsCypress Lodge w/ Pool & Theater
Oct 5 – 12
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
4.94 out of 5 average rating, 54 reviewsThe Green Room Orlando
Oct 11 – 18
Guesthouse in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
Oct 17 – 24
Guesthouse in Orlando
4.91 out of 5 average rating, 57 reviewsThe Cottage
Dec 31 – Jan 7
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.98 out of 5 average rating, 346 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Jan 26 – Feb 2
Guesthouse in Orlando
4.83 out of 5 average rating, 198 reviewsLovely Spacious Guesthouse in Mills 50 District
Feb 1 – 8
Guesthouse in Orlando
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
Jul 8 – 15
Guesthouse in Orlando
4.97 out of 5 average rating, 286 reviewsOasis Garden Cottage -cozy, chic, near everything!
Jun 24 – Jul 1
Guesthouse in Orlando
4.99 out of 5 average rating, 239 reviewsBlack House- Private Cottage in Thornton Park!
Jun 29 – Jul 6
Guesthouse in Davenport
4.93 out of 5 average rating, 150 reviewsWinsome Farm Guest House
Aug 10 – 17
Guesthouse in Orlando
4.98 out of 5 average rating, 105 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Aug 3 – 10
Guesthouse in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Apr 1 – 8
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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