Guesthouse vacation rentals in Orange County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Orange County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Orange County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Jan 8 – 15
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Sep 26 – Oct 3
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Mar 30 – Apr 6
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Sep 12 – 19
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
May 23 – 30
Guesthouse in Orlando
4.96 out of 5 average rating, 369 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Jul 11 – 18
Guesthouse in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
May 22 – 29
Guesthouse in Orlando
4.96 out of 5 average rating, 82 reviewsBungalow Guesthouse Downtown Orlando
Mar 21 – 28
Guest house rentals with a patio
Guesthouse in Orlando
4.88 out of 5 average rating, 133 reviews“The Clementine” Quaint Boho Home in Local Orlando
Aug 23 – 30
Guesthouse in Maitland
4.98 out of 5 average rating, 117 reviewsPrivate 1-bd Mid-Century Guesthouse
Oct 14 – 21
Guesthouse in Orlando
4.94 out of 5 average rating, 140 reviewsHidden Luxury Gem w/ private porch
Jul 26 – Aug 2
Guesthouse in Orlando
4.96 out of 5 average rating, 137 reviewsStylish Private Guest Suite in Downtown Orlando
Oct 11 – 18
Guesthouse in Oviedo
5.0 out of 5 average rating, 17 reviewsCozy Knight Stay
Mar 11 – 18
Guesthouse in Orlando
4.99 out of 5 average rating, 67 reviewsBaldwin Park Guest House
Nov 15 – 22
Guesthouse in Orlando
4.99 out of 5 average rating, 80 reviewsKing Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location
Jan 12 – 19
Guesthouse in Orlando
4.92 out of 5 average rating, 38 reviewsCozy new guesthouse to yourself.
Sep 10 – 17
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.94 out of 5 average rating, 213 reviewsModern Guest Studio (Private) Pool / Spa available
Jul 14 – 21
Guesthouse in College Park
4.91 out of 5 average rating, 145 reviews8th Green Cottage - A relaxing oasis in the city
Jul 6 – 13
Guesthouse in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Sep 25 – Oct 2
Guesthouse in Orlando
4.84 out of 5 average rating, 201 reviewsLovely Spacious Guesthouse in Mills 50 District
Aug 10 – 17
Guesthouse in Orlando
4.98 out of 5 average rating, 106 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Jul 7 – 14
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Jun 8 – 15
Guesthouse in Orlando
4.85 out of 5 average rating, 133 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Sep 29 – Oct 6
Guesthouse in Apopka
4.86 out of 5 average rating, 140 reviewsPrivate Guest House - Lake Access Getaway
Jul 25 – Aug 1
Destinations to explore
- House rentals United States
- Guesthouse rentals United States
- Guesthouse rentals Orlando
- House rentals Orlando
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Kissimmee
- House rentals Kissimmee
- Resort rentals Orange County
- Serviced apartment rentals Orange County
- Apartment rentals Orange County
- Private suite rentals Orange County
- Waterfront rentals Orange County
- Rentals with a kayak Orange County
- Rentals with an accessible height bed Orange County
- House rentals Orange County
- Rentals with lake access Orange County
- Rentals with a fire pit Orange County
- Villa rentals Orange County
- Rentals with outdoor seating Orange County
- Wheelchair accessible rentals Orange County
- Family-friendly rentals Orange County
- Hotel rentals Orange County
- Rentals with a washer and dryer Orange County
- Cottage rentals Orange County
- Rentals with beach access Orange County
- Rentals with a home theater Orange County
- Rentals with a sauna Orange County
- Monthly Rentals Orange County
- Rentals with a hot tub Orange County
- Rentals with a patio Orange County
- Pet-friendly rentals Orange County
- Fitness-friendly rentals Orange County
- Townhouse rentals Orange County
- Rentals with breakfast Orange County
- Farmstay rentals Orange County
- Condo rentals Orange County
- Kid-friendly rentals Orange County
- Rentals with pools Orange County
- Smoking-friendly rentals Orange County
- Beachfront rentals Orange County
- Rentals with a fireplace Orange County
- Tiny house rentals Orange County
- Aparthotel rentals Orange County
- Rentals with an EV charger Orange County
- Rentals with an accessible height toilet 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