Guesthouse vacation rentals in Orlando
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Orlando
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 Orlando guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Orlando
4.99 out of 5 average rating, 199 reviewsYour Home Away From Home
Aug 26 – Sep 2
Guesthouse in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 21 – 28
Guesthouse in Orlando
4.84 out of 5 average rating, 318 reviewsNice Brand New Studio !!
Sep 5 – 12
Guesthouse in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
Aug 16 – 23
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
Sep 23 – 30
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Jul 26 – Aug 2
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
Jun 5 – 12
Guesthouse in Clermont
4.85 out of 5 average rating, 149 reviewsDiscover Tranquility at Our Charming Guest House
Jun 21 – 28
Guest house rentals with a patio
Guesthouse in Orlando
4.95 out of 5 average rating, 133 reviewsStylish Private Guest Suite in Downtown Orlando
Sep 2 – 9
Guesthouse in Maitland
4.98 out of 5 average rating, 117 reviewsPrivate 1-bd Mid-Century Guesthouse
Dec 21 – 28
Guesthouse in Orlando
4.88 out of 5 average rating, 131 reviews“The Clementine” Quaint Boho Home in Local Orlando
Jul 3 – 10
Guesthouse in Orlando
4.93 out of 5 average rating, 138 reviewsHidden Luxury Gem w/ private porch
May 26 – Jun 2
Guesthouse in Lake Eola Heights Historic District
4.95 out of 5 average rating, 39 reviewsAdorable 1-bedroom minutes from downtown Orlando
May 2 – 9
Guesthouse in Orlando
4.8 out of 5 average rating, 56 reviewsVintage Florida Vibes House
Aug 31 – Sep 7
Guesthouse in Orlando
4.92 out of 5 average rating, 59 reviewsThe Cottage
Nov 17 – 24
Guesthouse in Orlando
4.95 out of 5 average rating, 37 reviewsPalm Suite at Bliss House
Jan 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in Orlando
4.97 out of 5 average rating, 287 reviewsOasis Garden Cottage -cozy, chic, near everything!
Sep 5 – 12
Guesthouse in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Sep 17 – 24
Guesthouse in Orlando
4.83 out of 5 average rating, 199 reviewsLovely Spacious Guesthouse in Mills 50 District
Mar 27 – Apr 3
Guesthouse in Orlando
4.91 out of 5 average rating, 144 reviews8th Green Cottage - A relaxing oasis in the city
Aug 18 – 25
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Dec 5 – 12
Guesthouse in Orlando
4.99 out of 5 average rating, 240 reviewsBlack House- Private Cottage in Thornton Park!
Jun 29 – Jul 6
Guesthouse in Orlando
4.85 out of 5 average rating, 132 reviews☼BohoBungalow ☼ Close to EVERYTHING! Work frm home
Dec 3 – 10
Guesthouse in Orlando
4.98 out of 5 average rating, 105 reviewsLuxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF
Jun 30 – Jul 7
Quick stats about guesthouse 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 Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Kissimmee Vacation rentals
- Rentals with an EV charger Orlando
- Monthly Rentals Orlando
- Rentals with a fireplace Orlando
- Cabin rentals Orlando
- Ski-in/ski-out rentals Orlando
- Pet-friendly rentals Orlando
- Rentals with a fire pit Orlando
- Tiny house rentals Orlando
- Waterfront rentals Orlando
- Private suite rentals Orlando
- Rentals with beach access Orlando
- Beachfront rentals Orlando
- Mansion rentals Orlando
- Rentals with an accessible height toilet Orlando
- Smoking-friendly rentals Orlando
- Rentals with lake access Orlando
- Resort rentals Orlando
- Family-friendly rentals Orlando
- Villa rentals Orlando
- Wheelchair accessible rentals Orlando
- Aparthotel rentals Orlando
- Cottage rentals Orlando
- Rentals with outdoor seating Orlando
- Hotel rentals Orlando
- Townhouse rentals Orlando
- Rentals with pools Orlando
- Rentals with a kayak Orlando
- Apartment rentals Orlando
- Boutique hotel rentals Orlando
- Condo rentals Orlando
- Rentals with breakfast Orlando
- House rentals Orlando
- Rentals with a washer and dryer Orlando
- Rentals with a sauna Orlando
- Kid-friendly rentals Orlando
- Rentals with a patio Orlando
- Serviced apartment rentals Orlando
- Rentals with a home theater Orlando
- Fitness-friendly rentals Orlando
- Rentals with a hot tub Orlando
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- House rentals Kissimmee
- Guesthouse rentals Kissimmee
- Guesthouse rentals Tampa
- House rentals Tampa
- House rentals Orange County
- Guesthouse rentals Orange County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes