
House holiday rentals in Longwood
Find and book unique houses on Airbnb
Top-rated house rentals in Longwood
Guests agree: these houses 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 house rentals in Longwood
House rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!
Had a nice stay with family and friends at Alyssa’s place along with 2 dogs. Was so nice to be able to bring out pets along on vacation. The house was clean, beds were comfortable, lots of space. I Spent most of my time out in the pool which was amazing.

Private pool home near Downtown
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool
Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.

Pool + Heated spa Family friendly King suite Oasis
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then some…games indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like it’s home. We can’t rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! 💕

Modern Tropical House Heated Salt Pool
I had a wonderful stay at this property. The host provided clear and concise instructions, making the check-in process seamless. The house itself is beautiful, offering a perfect balance of privacy and comfort. Renting the entire place gave us the space we needed, and it came equipped with all the essentials. Highly recommend for anyone looking for a relaxing and practical getaway!

The Orlando Retreat.
My family and I stayed here for a few days in we generally enjoyed our stay. The bonus was that it was pet friendly and the pool was a nice touch! It being close to the road did not bother us, we actually really didn’t hear any noise everyone slept peacefully. My dog loved the yard. Everything was comfortable. Universal was only like 20mins away so the back the forth wasn’t an issue. Thank you again!

2-bedroom home with pool near Kings Landings!
Felt right at home. Johana’s house had everything we needed for a wonderful time with our family. Easy to get to and nearby the Springs which we loved visiting. The pool was perfect and enjoyable. Everything was clean and welcoming.

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney
We stayed here after a 8 night cruise from Port Canaveral. We had my senior parents with us and Jameson allowed us to check in a couple hrs early because they were exhausted from the busy early morning disembarkation. This was a perfect location..not in the middle of all the hustle and bustle but close enough to main attractions..like space center and Disney/Universal. We also had groceries delivered which was awesome to us country folks that live in the middle of nowhere and don't have access to these services at home 😅 The pool was very refreshing and was a hit for all 5 of us. We will def be back for any Orlando/Port Canaveral area vacations! Would recommend to anyone that have low mobility parents. The home has a nice and open floorplan for walkers or scooters and also has a nice step in shower that I felt was very safe for them to navigate.
Weekly house rentals

Luxurious lakefront home near DT and Winter Park
We had a lovely stay. It was so nice to come home to a clean comfortable home away from home at the end of the day. I love the decor!

Central Florida Pool Home
We were in the area for a softball tournament at the Seminole Softball complex which was a short drive away! Travis was an excellent and friendly host who answered all questions. We have stayed in a lot of Airbnb’s and this has to be the cleanest one we have stayed in! Everything was squeaky clean outside and inside! Home is well decorated, set up for entertainment and had everything we needed to be feel comfortable and at home. The pool was a perfect temperature and made me feel like I was in a backyard oasis! The screened in patio was perfect for having a few drinks while watching games on the very large TV and grilling hamburgers using one of the 3 options of grills provided. My daughter, husband and I enjoyed the Bocce Court as well as cornhole boards! To top it all off the beds and living room couch were super super comfortable! We throughly enjoyed our stay, this home is in our top 3 we have stayed. We will definitely book again when in the area! Thank you so much!

Nob Hill-Comfort cozy home away from home Longwood
We enjoyed our stay while in town for a family wedding. I was born and raised in Longwood/Altamonte and love the neighborhood they are in; family friendly, quiet, and green! The house was as expected and Jennifer was a great host. Thank you!

New built Private Studio Orlando/Winter Park area
This sweet little suite met all my needs for a week visiting friends. There was an internet problem one day, but Diana stayed in communication with me and the malfunction was corrected in a timely manner. The place is clean and well-appointed. I highly recommend it, and I would definitely return.

Cozy, Stylish & Charming Home
My family and me recently had the pleasure of staying in this cozy and warm house, and it was everything we hoped for and more. It was the perfect spot for our family trip to Florida. The house was exactly as described - cozy, clean and incredible welcoming. From the moment we walked in, felt right at home. The interior was thoughtfully decorated with charming, rustic touches and soft lighting that created an inviting atmosphere. This Airbnb had everything we needed for a comfortable family trip, from a well-equipped kitchen for cooking meals, to spacious bedrooms and plenty of thoughtful touches throughout. The bedrooms were comfortable with soft linens and plenty of blankets in case is needed. The living space was just the right size for us, to chill and relax. But what we loved the most was the patio – it was the perfect place to enjoy our morning coffee or unwind in the evenings after a day out. Santiago, the host went above and beyond to make sure we had a great stay.

Home in Altamonte Springs
Beautiful home felt very welcome experience was great no complaints thank you so much

Lakefront Home Where You Can Retreat and Relax
Great house with tons of space and a pretty lake view out back. Nice that the master is on the opposite end of the house from the rest of the guests. House was in excellent condition, in a quiet neighborhood, and the host was so helpful....even had coffee, crib sheets, and a high chair delivered (so our little one had a place to eat). We would recommend this to anyone.

July Discounts! Close to Disney World & Universal!
Everything was perfectly fine, only upon entry the floors definitely were not swept well or mopped. As far as just that the stay was great. Video games were a treat for us, got to jam out on guitar hero and enjoy my time there. Definitely recommend the stay !
Private house rentals

Casa Alma Vacation Home
Great home. We were a group of 8 and the home did not feel crowded. Kitchen was a beautiful space and open enough for us all to hang out. Host was very kind and responsive. Yard is spacious. Nice quiet neighborhood. Would definitely recommend and stay again!

Cozy Blue Bungalow
This is our second time there We enjoyed staying there . Paul is just a phone call away and very quick respond . When we look to stay in the area the blue bungalow is the place to stay

Secluded Pool Getaway
10/10 great place to stay! Everything from checkin to checkout was so easy and smooth and exactly what we wanted for the weekend. Spacious, comfortable, and feels like home. Thank you! Definitely recommend.

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area
The Blue Villa was an absolutely wonderful accommodation! From check in to check out, there was easy access, immediate responses to communications, peaceful neighborhood, great restaurants near by, leading to a fantastic stay. We would definitely return!

Cheerful 4-Bedroom Home With Pool
We had a great stay at this Winter Park apartment. It was spacious, comfortable, and very well located — close to everything we needed. The host was responsive, helpful, and accommodating throughout our stay, which made the experience even better. Would definitely recommend to anyone visiting the area!

Orlando Poolside Oasis
My friends and I really enjoyed the house it was very clean, well-organized, and overall a great place to stay. We didn’t encounter any issues, except for the lack of lighting in the backyard at night, which made it difficult to use the pool after dark. It wasn’t a major problem, but having some outdoor lights would definitely be a nice addition. Other than that, everything was perfect! The owners were very helpful and even allowed us early check-in, which we truly appreciated.

Lakefront House ~ Pool ~ 5 Star Location
WOW! What a great place. Very picturesque. Enjoyed the lakefront, pool, private. Location is close to the Altamonte Mall and alot of retail, restaurants, etc - however, the location is tucked away and you would never know it.

Best of Both Worlds Lakehouse
We had the best time here! It was the best base camp for our family vacation; two kids wanted to do universal and others spent all day fishing and was very successful! We literally used every part of the house and it was great - used the paddle boards multiple times a day, played games in the game room, grilled and family dinners, lounged on the sofas for movies and plenty of space for sleeping. Great community, very safe and peaceful neighborhood; easy Walmart grocery deliveries. Highly recommend!
Quick stats about house rentals in Longwood
Total rentals
60 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Pet-friendly rentals Longwood
- Rentals with outdoor seating Longwood
- Rentals with a washing machine and dryer Longwood
- Rentals with a fireplace Longwood
- Rentals with a patio Longwood
- Rentals with pools Longwood
- Family-friendly rentals Longwood
- House rentals Seminole County
- House rentals Florida
- House rentals 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
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park