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
26 Aug – 2 Sep
Guest house in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
21–28 Mar
Guest house in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
5–12 Sep
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
16–23 Aug
Guest house in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
23–30 Sep
Guest house in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
26 Jul – 2 Aug
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 Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
21–28 Jun
Guest house rentals with a patio
Guest house in Orlando
4.95 out of 5 average rating, 133 reviewsStylish Private Guest Suite in Downtown Orlando
2–9 Sep
Guest house in Maitland
4.98 out of 5 average rating, 117 reviewsPrivate 1-bd Mid-Century Guesthouse
21–28 Dec
Guest house in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
3–10 Jul
Guest house in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
26 May – 2 Jun
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
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
31 Aug – 7 Sep
Guest house in Orlando
4.92 out of 5 average rating, 59 reviewsThe Cottage
17–24 Nov
Guest house in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
7–14 Jan
Guest house rentals with a washing machine and dryer
Guest house in Orlando
4.97 out of 5 average rating, 287 reviewsOasis Garden Cottage -cozy, chic, near everything!
5–12 Sep
Guest house in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
17–24 Sep
Guest house in Orlando
4.83 out of 5 average rating, 199 reviewsLovely Spacious Guesthouse in Mills 50 District
27 Mar – 3 Apr
Guest house in Orlando
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
18–25 Aug
Guest house in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
5–12 Dec
Guest house in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
29 Jun – 6 Jul
Guest house in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
3–10 Dec
Guest house in Orlando
4.98 out of 5 average rating, 105 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
30 Jun – 7 Jul
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
18K reviews
Destinations to explore
- St Petersburg Holiday rentals
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