The 30 Best Holiday Rentals in Orlando Metropolitan Area

Ranked 1 out of 2,920 in the region, as well as being 1 of 568 for holiday rentals in Orlando.

• “Excellent.”
• “Hidden Gem - Huge recommendation”
• “We spend some very nice days in Orlando, Roy showed us...”
• See more reviews of Roy's guest house

Ranked 2 out of 2,920 in the region, as well as being 2 of 568 for holiday rentals in Orlando.

• “Great!!!”
• “Great place for a family vacation.”
• “Like Home”
• See more reviews of New Spacious&Tranquil Townhouse near Disney

Ranked 3 out of 2,920 in the region, as well as being 3 of 568 for holiday rentals in Orlando.

• “Awesome!”
• “It was a pleasant stay”
• “Second year staying here and it was awesome!”
• See more reviews of Formosa Valley by UNE Homes

Ranked 4 out of 2,920 in the region, as well as being 4 of 568 for holiday rentals in Orlando.

• “The stay was great no complaints will stay again”
• “We absolutely loved our stay”
• “Great location and wonderful resort!”
• See more reviews of Magical Adventure Condo w Waterpark near Disney No Resort Fees

Ranked 5 out of 2,920 in the region, as well as being 5 of 568 for holiday rentals in Orlando.

• “anniversary”
• “everything was great.”
• “The location was amazing!”
• See more reviews of Downtown Tiny Life - Experience Tiny Living!

Ranked 6 out of 2,920 in the region, as well as being 6 of 568 for holiday rentals in Orlando.

• “Great place to stay, home away from home”
• “EXCELLENT!!!!”
• “We loved it!!!”
• See more reviews of Bed, Bath & Breakfast Vacation apartment

Ranked 7 out of 2,920 in the region, as well as being 1 of 471 for holiday rentals in Kissimmee.

• “Overall, this was a good stay. Not only would I recommend it, I'd stay here again.”
• “It’s location really convenient”
• “Beautiful”
• See more reviews of 4 Bedroom SunHaven Townhouse with Pool Near Disney

Ranked 8 out of 2,920 in the region, as well as being 7 of 568 for holiday rentals in Orlando.

• “Everything was beautiful nice spacious house ! Rooms was super big , kitchen big everything nice”
• “Nice enough to get the kids out of the theme parks a little early so we can spend time there. My feet thanks you!”
• “Very nice stay”
• See more reviews of New Modern & Spacious Townhouse near Disney

Ranked 9 out of 2,920 in the region, as well as being 8 of 568 for holiday rentals in Orlando.

• “We enjoyed our stay although short but would not rebook unless improvements to the property were made.”
• “Excellent location close to universal, property was clean and very spacious couldn’t falt it.”
• “Excellent space and great location. Best value!”
• See more reviews of Orlando Resort Rentals at Universal Boulevard

Ranked 10 out of 2,920 in the region, as well as being 9 of 568 for holiday rentals in Orlando.

• “The apartment is beautiful, spacious, comfortable.”
• “Nice, clean property. Would stay again.”
• “Home like appeal”
• See more reviews of Lovely Third-Floor Vista Cay Resort Condo

Ranked 11 out of 2,920 in the region, as well as being 10 of 568 for holiday rentals in Orlando.

• “Excellent apartment and owner was very nice”
• “Family”
• “Exactly what we were looking for. Great location for our young family.”
• See more reviews of DREAM Vacation BY A3G

Ranked 12 out of 2,920 in the region, as well as being 2 of 471 for holiday rentals in Kissimmee.

• “A fantastic stay!”
• “Great location and price. Would love to stay there again in the future.”
• “Lovely property close to Disney.”
• See more reviews of HAPPY PORT, a sua casa na Disney

Ranked 13 out of 2,920 in the region, as well as being 3 of 471 for holiday rentals in Kissimmee.

• “I really enjoyed myself and I will be back in the near future.”
• “Great”
• “Decent house with easy access to Disney”
• See more reviews of Renovated Entire Close 2 Disney

Ranked 14 out of 2,920 in the region, as well as being 4 of 471 for holiday rentals in Kissimmee.

• “Will be back”
• “My family stay was excellent.”
• “I didn’t want to leave. I will be back next year same time.”
• See more reviews of Lovely Condos 18 Minutes away from Disney!

Ranked 15 out of 2,920 in the region, as well as being 11 of 568 for holiday rentals in Orlando.

• “My family and I enjoyed this resort in a perfect location EVERY Thing was great. Run to this resort”
• “Close to everything and great value for money”
• “Me and my family enjoyed every moment we will definitely be coming back.”
• See more reviews of Villatel Orlando Resort

Ranked 16 out of 2,920 in the region, as well as being 5 of 471 for holiday rentals in Kissimmee.

• “Perfect stay”
• “Overall wonderful house, great location perfect for a large family. The pool area was nice”
• “Nice house and feel comfortable”
• See more reviews of Magical Disney Vacation Home - 5 bedrooms

Ranked 17 out of 2,920 in the region, as well as being 1 of 14 for holiday rentals in Lake Mary.

• “We were comfortable with the townhouse and the community was friendly.”
• “Overall, I highly recommend this rental apartment for anyone looking for a comfortable and convenient place to stay over”
• “Very nice 2-bedroom townhouse in safe quiet location run by helpful owner. Hope to stay again.”
• See more reviews of The Lux At Lake Mary

Ranked 18 out of 2,920 in the region, as well as being 6 of 471 for holiday rentals in Kissimmee.

• “clean and organized”
• “Great place near Disney”
• “Nice kitchen and utensils ”
• See more reviews of Cozy 5 Bed, wonderful clubhouse, Close to Disney

Ranked 19 out of 2,920 in the region, as well as being 12 of 568 for holiday rentals in Orlando.

• “Brilliant location, great value for money, helpful staff...”
• “Perfect”
• “Very nice apartment - clean, comfortable and well equipped.”
• See more reviews of Sonder at Vista Cay

Ranked 20 out of 2,920 in the region, as well as being 7 of 471 for holiday rentals in Kissimmee.

• “How quiet the area was”
• “Great location, very clean, nicely decorated.”
• “Great place just outside of the theme parks”
• See more reviews of Apartment 3 BR in Tuscana Resort , 15" from Disney

Ranked 21 out of 2,920 in the region, as well as being 8 of 471 for holiday rentals in Kissimmee.

• “I would look to stay in the same unit on the property every time I stay in the area.”
• “Beautiful Lush Flora and Fauna”
• “Would certainly return!”
• See more reviews of Bahama Bay, Davenport, Florida Oversize 2 Br condo

Ranked 22 out of 2,920 in the region, as well as being 9 of 471 for holiday rentals in Kissimmee.

• “Wonderful property in a beautiful community with nice features and amenities. Five stars.”
• “Clean and good value.”
• “Great place, staff and location. Horrible mattresses.”
• See more reviews of Kissimmee 3bed Villa Near Disney

Ranked 23 out of 2,920 in the region, as well as being 13 of 568 for holiday rentals in Orlando.

• “A beautiful and safe property”
• “Great value for money”
• “The entire family had a great vacation till the 5th day when gardener came to throw excess chlorine on the pool that dam”
• See more reviews of Luxurious Modern Villa near Disney with Theater, Pool and Spa in Encore Resort at Reunion

Ranked 24 out of 2,920 in the region, as well as being 14 of 568 for holiday rentals in Orlando.

• “A great place to gateway.”
• “Fabulous for any family”
• “The house was clean, had lots of space and had everything we...”
• See more reviews of The Wish House, just miles from Disney World

Ranked 25 out of 2,920 in the region, as well as being 10 of 471 for holiday rentals in Kissimmee.

• “very nice and homey place. I’ll definitely stay here again!”
• “Comfortable clean stay”
• “Great place location and price”
• See more reviews of Beautiful cozy Retreat near Disney - spacious condo

Ranked 26 out of 2,920 in the region, as well as being 11 of 471 for holiday rentals in Kissimmee.

• “It’s a lovely rental property , on a fantastic small estate with a security gate for both vehicles and for pedestrians.”
• “Lovely”
• “Great stay, we will be back in the area around Christmas looking forward to possibly booking again.”
• See more reviews of Gorgeous and New House at Le Reve Resort (214221)

Ranked 27 out of 2,920 in the region, as well as being 15 of 568 for holiday rentals in Orlando.

• “The place was very clean, accommodating, and professional.”
• “Beautiful, spacious 3 bed/bath”
• “very spacious and lovely, had many utensils and pots and...”
• See more reviews of **BRAND NEW** LUXURIOUS DECOR TOWNHOUSE WITH PRIVATE POOL HIT17145

Ranked 28 out of 2,920 in the region, as well as being 16 of 568 for holiday rentals in Orlando.

• “This was a clean, spacious property in a great location.”
• “It was clean”
• “Worth it!”
• See more reviews of Vista Cay Resort

Ranked 29 out of 2,920 in the region, as well as being 12 of 471 for holiday rentals in Kissimmee.

• “Beautiful home, rooms r spacious and comfortable. Disappointed with "heated" pool.”
• “Love our stay !”
• “This is a great property! I highly recommend booking.”
• See more reviews of Brand New Townhouse-Storey Lake

Ranked 30 out of 2,920 in the region, as well as being 17 of 568 for holiday rentals in Orlando.

• “Wendy, the host, was very kind and responsive.”
• “Absolutely great, perfect accommuand location”
• “A great find close to Disney”
• See more reviews of Disney Bunk Room--Windsor Hills