Guest house holiday rentals in Orange County
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Orange County
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 Orange County
Family-friendly guest house rentals
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 Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
26 Aug – 2 Sep
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
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
5–12 Jun
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
16–23 Aug
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
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
20–27 May
Guest house rentals with a patio
Guest house in Orlando
4.96 out of 5 average rating, 185 reviewsCharming 1 bedroom Casita with private entrance
9–16 Feb
Guest house in Orlando
4.88 out of 5 average rating, 132 reviews“The Clementine” Quaint Boho Home in Local Orlando
3–10 Jul
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
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
26 May – 2 Jun
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 Orlando
4.95 out of 5 average rating, 39 reviewsAdorable 1-bedroom minutes from downtown Orlando
2–9 May
Guest house in Orlando
5.0 out of 5 average rating, 18 reviewsAdorable, Guest House in Orlando.
14–21 Jun
Guest house in Orlando
4.92 out of 5 average rating, 59 reviewsThe Cottage
17–24 Nov
Guest house rentals with a washing machine and dryer
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
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
18–25 Aug
Guest house in Orlando
4.84 out of 5 average rating, 200 reviewsLovely Spacious Guesthouse in Mills 50 District
27 Mar – 3 Apr
Guest house in College Park
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
5–12 Dec
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, 106 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
30 Jun – 7 Jul
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 Apopka
4.86 out of 5 average rating, 140 reviewsPrivate Guest House - Lake Access Getaway
19–26 Jul
Destinations to explore
- Guest house rentals United States
- House rentals United States
- Guest house rentals Orlando
- House rentals Orlando
- Guest house rentals Florida
- House rentals Florida
- Guest house rentals Florida
- House rentals Florida
- House rentals Kissimmee
- Guest house rentals Kissimmee
- Villa rentals Orange County
- Rentals with an accessible-height bed Orange County
- Rentals with a sauna Orange County
- Farm stay rentals Orange County
- Tiny house rentals Orange County
- Wheelchair-accessible rentals Orange County
- Hotel rentals Orange County
- Rentals with a cinema Orange County
- Rentals with lake access Orange County
- Rentals with breakfast Orange County
- Pet-friendly rentals Orange County
- Rentals with beach access Orange County
- Rentals with an EV charger Orange County
- Rentals with a patio Orange County
- Apartment rentals Orange County
- Rentals with a hot tub Orange County
- Flat rentals Orange County
- House rentals Orange County
- Family-friendly rentals Orange County
- Rentals with a washing machine and dryer Orange County
- Family-friendly rentals Orange County
- Rentals with a firepit Orange County
- Monthly Rentals Orange County
- Cottage rentals Orange County
- Resort rentals Orange County
- Rentals with a fireplace Orange County
- Private suite rentals Orange County
- Waterfront rentals Orange County
- Beachfront rentals Orange County
- Townhouse rentals Orange County
- Smoking-friendly rentals Orange County
- Rentals with pools Orange County
- Rentals with a kayak Orange County
- Serviced apartment rentals Orange County
- Rentals with outdoor seating Orange County
- Aparthotel rentals Orange County
- Rentals with an accessible-height toilet Orange County
- Fitness-friendly rentals Orange County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom