House holiday rentals in Longwood

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Popular amenities for house rentals in Longwood

House rentals with a pool

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 124 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

SuzanneRating, 5 stars1 week ago
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.
Top guest favourite
Home in Orlando
4.99 out of 5 average rating, 135 reviews

Private pool home near Downtown

VanRating, 5 stars3 weeks ago
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd
Guest favourite
Home in Casselberry
4.87 out of 5 average rating, 101 reviews

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

BeverlyRating, 5 stars1 week ago
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.
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 130 reviews

Pool + Heated spa Family friendly King suite Oasis

VivianRating, 5 stars1 week ago
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!!! 💕
Guest favourite
Home in Orlando
4.9 out of 5 average rating, 146 reviews

Modern Tropical House Heated Salt Pool

LuisRating, 5 stars3 months ago
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!
Guest favourite
Home in Orlando
4.93 out of 5 average rating, 183 reviews

The Orlando Retreat.

NisiRating, 5 stars6 days ago
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!
Superhost
Home in Apopka
4.84 out of 5 average rating, 121 reviews

2-bedroom home with pool near Kings Landings!

MelissaRating, 5 stars2 days ago
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.
Top guest favourite
Home in Ocoee
4.96 out of 5 average rating, 114 reviews

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

StephanieRating, 5 starstoday
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

Guest favourite
Home in Casselberry
4.96 out of 5 average rating, 47 reviews

Luxurious lakefront home near DT and Winter Park

CatherineRating, 5 stars1 month ago
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!
Top guest favourite
Home in Longwood
4.94 out of 5 average rating, 35 reviews

Central Florida Pool Home

LisaRating, 5 stars1 week ago
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!
Guest favourite
Home in Longwood
4.99 out of 5 average rating, 68 reviews

Nob Hill-Comfort cozy home away from home Longwood

MoniqueRating, 5 stars1 month ago
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!
Guest favourite
Home in Winter Park
4.95 out of 5 average rating, 20 reviews

New built Private Studio Orlando/Winter Park area

GregoryRating, 5 stars1 month ago
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.
Guest favourite
Home in Lake Mary
4.97 out of 5 average rating, 90 reviews

Cozy, Stylish & Charming Home

RossibellyRating, 5 stars1 week ago
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.
Superhost
Home in Altamonte Springs
4.78 out of 5 average rating, 88 reviews

Home in Altamonte Springs

KatherineRating, 5 stars3 weeks ago
Beautiful home felt very welcome experience was great no complaints thank you so much
Superhost
Home in Longwood
5 out of 5 average rating, 5 reviews

Lakefront Home Where You Can Retreat and Relax

MarkRating, 5 stars5 months ago
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.
Guest favourite
Home in Casselberry
4.93 out of 5 average rating, 41 reviews

July Discounts! Close to Disney World & Universal!

BrandonRating, 5 stars1 week ago
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

Guest favourite
Home in Lake Mary
5 out of 5 average rating, 12 reviews

Casa Alma Vacation Home

TimRating, 5 stars2 months ago
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!
Superhost
Home in Altamonte Springs
4.88 out of 5 average rating, 32 reviews

Cozy Blue Bungalow

EdwinRating, 5 stars2 weeks ago
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
Guest favourite
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Secluded Pool Getaway

KyleRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Casselberry
4.92 out of 5 average rating, 26 reviews

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area

SabrinaRating, 5 stars3 days ago
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!
Superhost
Home in Winter Park
5 out of 5 average rating, 6 reviews

Cheerful 4-Bedroom Home With Pool

AmandaRating, 5 stars1 week ago
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!
Guest favourite
Home in Altamonte Springs
4.95 out of 5 average rating, 86 reviews

Orlando Poolside Oasis

DarielRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars1 week ago
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.
Top guest favourite
Home in Apopka
4.95 out of 5 average rating, 61 reviews

Best of Both Worlds Lakehouse

BobbyRating, 5 stars6 days ago
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

  1. Airbnb
  2. United States
  3. Florida
  4. Seminole County
  5. Longwood
  6. House rentals