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 Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
25 Jun – 2 Jul
Guest house in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
25 Sep – 2 Oct
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
29 Aug – 5 Sep
Guest house in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
12–19 Apr
Guest house in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
23–30 May
Guest house in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
30 Jun – 7 Jul
Guest house in Orlando
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
13–20 Jul
Guest house in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
13–20 May
Guest house rentals with a patio
Guest house in Orlando
4.88 out of 5 average rating, 133 reviews“The Clementine” Quaint Boho Home in Local Orlando
5–12 Oct
Guest house in Orlando
4.96 out of 5 average rating, 138 reviewsStylish Private Guest Suite in Downtown Orlando
5–12 Sep
Guest house in Maitland
4.98 out of 5 average rating, 118 reviewsPrivate 1-bd Mid-Century Guesthouse
4–11 Sep
Guest house in Orlando
4.94 out of 5 average rating, 140 reviewsHidden Luxury Gem w/ private porch
26 Jun – 3 Jul
Guest house in Orlando
4.94 out of 5 average rating, 34 reviewsDowntown Cozy/Modern Studio
3–10 Aug
Guest house in Orlando
4.82 out of 5 average rating, 60 reviewsVintage Florida Vibes House
30 Oct – 6 Nov
Guest house in Thornton Park
4.95 out of 5 average rating, 56 reviewsThe Green Room Orlando
13–20 Oct
Guest house in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
16–23 Oct
Guest house rentals with a washing machine and dryer
Guest house in College Park
4.91 out of 5 average rating, 146 reviews8th Green Cottage - A relaxing oasis in the city
19–26 Oct
Guest house in Orlando
4.98 out of 5 average rating, 352 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
14–21 Sep
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
4.98 out of 5 average rating, 107 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
27 Sep – 4 Oct
Guest house in Orlando
4.85 out of 5 average rating, 133 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
1–8 Aug
Guest house in College Park
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
14–21 Dec
Guest house in Davenport
4.93 out of 5 average rating, 153 reviewsWinsome Farm Guest House
7–14 Jan
Guest house in Apopka
4.86 out of 5 average rating, 140 reviewsPrivate Guest House - Lake Access Getaway
28 Jul – 4 Aug
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
- Anna Maria Island Holiday rentals
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