Guest house holiday rentals in Orlando
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Top-rated guest house rentals in Orlando
Guests agree: these guest house rentals 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 guest house rentals in Orlando
Family-friendly guest house rentals
Guest house in Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
4–11 Jun
Guest house in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
20–27 Oct
Guest house in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
9–16 Sep
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
8–15 Jan
Guest house in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
12–19 Oct
Guest house in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
19–26 Jul
Guest house in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
5–12 Jun
Guest house in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
19–26 Nov
Guest house rentals with a patio
Guest house in Maitland
4.98 out of 5 average rating, 116 reviewsPrivate 1-bd Mid-Century Guesthouse
8–15 Dec
Guest house in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
5–12 May
Guest house in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
17–24 Dec
Guest suite in St. Cloud
4.93 out of 5 average rating, 137 reviewsCypress Lodge w/ Pool & Theater
5–12 Oct
Guest house in Lake Eola Heights Historic District
4.95 out of 5 average rating, 39 reviewsAdorable 1-bedroom minutes from downtown Orlando
2–9 May
Guest house in Orlando
4.94 out of 5 average rating, 54 reviewsThe Green Room Orlando
11–18 Oct
Guest house in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
17–24 Oct
Guest house in Orlando
4.91 out of 5 average rating, 57 reviewsLa Cottage
31 Dec – 7 Jan
Guest house rentals with a washing machine and dryer
Guest house in Orlando
4.98 out of 5 average rating, 346 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
26 Jan – 2 Feb
Guest house in Orlando
4.83 out of 5 average rating, 198 reviewsLovely Spacious Guesthouse in Mills 50 District
1–8 Feb
Guest house in Orlando
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
8–15 Jul
Guest house in Orlando
4.97 out of 5 average rating, 286 reviewsOasis Garden Cottage -cozy, chic, near everything!
24 Jun – 1 Jul
Guest house in Orlando
4.99 out of 5 average rating, 239 reviewsBlack House- Private Cottage in Thornton Park!
29 Jun – 6 Jul
Guest house in Davenport
4.93 out of 5 average rating, 150 reviewsWinsome Farm Guest House
10–17 Aug
Guest house in Orlando
4.98 out of 5 average rating, 105 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
3–10 Aug
Guest house in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
1–8 Apr
Quick stats about guest house 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
18T reviews
Destinations to explore
- St Petersburg Holiday rentals
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