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
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
26 Sep – 3 Oct
Guest house in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
8–15 Jan
Guest house in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
12–19 Sep
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
30 Mar – 6 Apr
Guest house in Orlando
4.94 out of 5 average rating, 388 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
27 Jun – 4 Jul
Guest house in Orlando
4.96 out of 5 average rating, 369 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
11–18 Jul
Guest house in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
22–29 May
Guest house rentals with a patio
Guest house in Maitland
4.98 out of 5 average rating, 117 reviewsPrivate 1-bd Mid-Century Guesthouse
14–21 Oct
Guest house in Orlando
4.88 out of 5 average rating, 133 reviews“The Clementine” Quaint Boho Home in Local Orlando
23–30 Aug
Guest house in Orlando
4.94 out of 5 average rating, 139 reviewsHidden Luxury Gem w/ private porch
26 Jul – 2 Aug
Guest house in Orlando
4.96 out of 5 average rating, 137 reviewsStylish Private Guest Suite in Downtown Orlando
11–18 Oct
Guest house in Thornton Park
4.95 out of 5 average rating, 55 reviewsThe Green Room Orlando
7–14 Sep
Guest house in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
18–25 Sep
Guest house in Orlando
4.92 out of 5 average rating, 38 reviewsCozy new guesthouse to yourself.
10–17 Sep
Guest house in Orlando
5.0 out of 5 average rating, 27 reviewsLocation, Location, Location!
4–11 Aug
Guest house rentals with a washing machine and dryer
Guest house in College Park
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
11–18 May
Guest house in Orlando
4.94 out of 5 average rating, 213 reviewsModern Guest Studio (Private) Pool / Spa available
14–21 Jul
Guest house in Orlando
4.84 out of 5 average rating, 201 reviewsLovely Spacious Guesthouse in Mills 50 District
10–17 Aug
Guest house in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
25 Sep – 2 Oct
Guest house in Orlando
4.91 out of 5 average rating, 145 reviews8th Green Cottage - A relaxing oasis in the city
6–13 Jul
Guest house in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
8–15 Jun
Guest house in Orlando
4.98 out of 5 average rating, 106 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
7–14 Jul
Guest house in Davenport
4.93 out of 5 average rating, 152 reviewsWinsome Farm Guest House
8–15 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
18K reviews
Destinations to explore
- St Petersburg Holiday rentals
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