House vacation rentals in Longwood

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Popular amenities for Longwood house rentals

House rentals with a pool

Guest favorite
The in-ground swimming pool, shaped in a natural curve, is surrounded by a red deck and lush greenery. Pool toys and a basketball hoop are visible, alongside lounge chairs, providing space for relaxation and enjoyment.
Home in Orlando
4.88 out of 5 average rating, 123 reviews

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

SuzanneRating, 5 starstoday
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.
Superhost
A screened-in pool features a curvy design, surrounded by a spacious deck. The water is clear and inviting, reflecting sunlight. Lush greenery and tropical plants are visible around the pool area, creating a serene outdoor environment.
Home in Altamonte Springs
4.82 out of 5 average rating, 129 reviews

Quiet Place, convenient to everything!

FrancisRating, 5 stars1 month ago
The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!
Top guest favorite
A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.
Home in Orlando
4.99 out of 5 average rating, 135 reviews

Private pool home near Downtown

VanRating, 5 stars2 weeks ago
Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd
Top guest favorite
A sparkling pool is surrounded by a screened enclosure, featuring a yellow floating toy. A soothing spa area with bubbling jets is visible, with lush greenery framing the scene. A shaded area with an umbrella is included, providing a relaxing retreat.
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 favorite
A tranquil pool area is surrounded by lush tropical plants, featuring a well-maintained saltwater pool with clear blue water. A shaded lounge area includes a comfortable chair, while a towel and snacks are neatly arranged beside the pool, highlighting a serene outdoor retreat.
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!
Superhost
An open-concept living area features a modern kitchen with a central island and stainless steel appliances. A comfortable sectional sofa is paired with wooden armchairs, and a round coffee table sits in the center. Large windows bring natural light into the space, enhancing the clean, neutral decor.
Home in Apopka
4.84 out of 5 average rating, 119 reviews

2-bedroom home with pool near Kings Landings!

AshtonRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at this property! Very clean and cozy, making it easy to relax and feel at home. The pool was a major highlight! It was well-maintained, refreshing, and the perfect place to unwind under the sun. We loved spending our afternoons there. The area was incredibly peaceful, offering an escape from the hustle and bustle. Very quiet and secluded neighborhood. We couldn’t have asked for a better experience and would love to return in the future. Highly recommend!
Guest favorite
A spacious backyard features a glistening pool surrounded by a neatly paved area. Metal dining chairs and a table are positioned near the pool. The house is visible in the background, showcasing a sleek design and multiple windows.
Home in Orlando
4.93 out of 5 average rating, 182 reviews

The Orlando Retreat.

TaylirRating, 5 stars2 weeks ago
Had a wonderful time!! Pool was great and house was very comfortable! We always feel right at home this is our second stay!! 😁
Top guest favorite
A bright pink flamingo and a white unicorn float are positioned in a crystal-clear pool. Sunlight reflects off the water's surface, while lush greenery is visible in the background, adding to the relaxing outdoor environment.
Home in Oviedo
4.95 out of 5 average rating, 111 reviews

3 bedroom Modern pool home,close to UCF&Boombah

JudiannRating, 5 stars2 weeks ago
This was my second time renting from Loida, home was exactly as pictured and described. Loida was very responsive to all my questions! She was wonderful and easy to work with. I would absolutely rent again!

Weekly house rentals

Superhost
A decorative entrance to the property is framed by two sculpted lions, set in front of large clay pots filled with plants. A stone pathway leads through an ornate metal gate, surrounded by greenery and trees, enhancing the inviting atmosphere of the retreat.
Home in Altamonte Springs
4.68 out of 5 average rating, 25 reviews

Ebb and Flow Retreat

TiffanyRating, 5 stars3 weeks ago
Wonderful stay only minutes away from the Seminole Softball park and mall. It's a clean space and comfortable for a weekend stay. The only thing I didn't love was the AC control is not in the unit. There is an instruction that you an ask for it to be adjusted but when I woke up a bit warm at 2am that wasn't very practical. There are fans in the bedrooms though. The plants and foliage on property are gorgeous and I felt very safe. Would definitely stay again.
Top guest favorite
A bocce ball court is presented with a lush green playing area bordered by wooden planks. Colorful bocce balls are positioned at one end of the court. The surrounding features include a stone pathway and a wooden fence, providing an enclosed and inviting recreational space.
Home in Longwood
4.94 out of 5 average rating, 34 reviews

Central Florida Pool Home

ElenaRating, 5 stars1 month ago
Travis’s place was great, our dogs felt right at home, safe & fenced yard. Travis was very thoughtful he left fresh bow of water. The home is clean, organized, & well stocked. Perfect spot near restaurants & shops. Close to wedding venue Lake Mary Event Center no more than 13 minutes. First Watch 7 min a–l utes away. The kitchen, living room, pool are cc just great. The beds are very comfortable. We swam, sunbathed, and relaxed. We definitely recommend this pace for future families. Travis is a wonderful host, thank you.
Guest favorite
A spacious living area showcases comfortable seating with colorful chairs in blue and orange. An elegant coffee table occupies the center, while a large TV hangs on the wall. Bright lighting enhances the open floor plan, accented by decorative plants and modern artwork.
Home in Casselberry
4.92 out of 5 average rating, 25 reviews

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

DebbieRating, 5 stars3 days ago
The palace looked exactly like your pictures! The pool was perfect! Great communication
Guest favorite
A welcoming entrance features a stylish door with a circular window. A decorative sign spells out 'WELCOME.' Potted plants enhance the space, and a rocking chair is positioned by the entry. Natural light illuminates the area, highlighting the clean lines and modern design.
Home in Lake Mary
4.97 out of 5 average rating, 90 reviews

Cozy, Stylish & Charming Home

RossibellyRating, 5 stars4 days 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
A modern living area is accentuated by a vibrant blue sectional sofa and an elegant glass coffee table. Neutral-toned walls are contrasted by bold geometric designs. Natural light filters in through large windows adorned with light curtains, enhancing the spaciousness of the room.
Home in Altamonte Springs
4.91 out of 5 average rating, 11 reviews

Stylish and Cozy Castle near EPIC Universe Park!

RyanRating, 5 stars1 month ago
upon arrival the bottom lock on the door was keeping me from getting inside not even 60 seconds after i text deja she gave me a solution and i was inside in no time. there was no paper towels when we got there but deja was SUPER fast to get some more delivered to the house and also through in some bottled water for me and my girl. Deja is a great host with great communication and will make sure your stay is worth every penny!
Superhost
A serene view of the lake is captured through large glass windows, displaying calm waters and natural greenery along the shoreline. The setting sun casts a warm glow on the landscape, highlighting the tranquil atmosphere. The indoor seating area, with woven chairs, offers a cozy vantage point.
Home in Longwood
5 out of 5 average rating, 5 reviews

Lakefront Home Where You Can Retreat and Relax

MarkRating, 5 stars4 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 favorite
A spacious living area features a large sectional sofa adorned with decorative cushions. A round glass coffee table sits in front, complemented by a subtle bouquet. Natural light enters through a set of glass doors leading to outdoor space, enhancing the inviting layout.
Home in Casselberry
4.83 out of 5 average rating, 29 reviews

Stylish and cozy townhome!

SherieRating, 5 stars3 days ago
The townhome was clean and in a safe neighborhood! It was stocked with everything we needed to feel at home. The beds and couches were comfy, which is a big plus as well! Grace was quick to respond when we had questions and was super friendly!
Guest favorite
The living area features a large flat-screen television mounted on a textured wall. A round mirror and console table add a modern touch. Soft lighting illuminates the space, creating a welcoming environment for relaxation. Neutral tones are complemented by a geometric patterned area rug.
Home in Winter Springs
4.92 out of 5 average rating, 26 reviews

Cozy Poolside Escape

PressleyRating, 5 stars4 days ago
Booking with Joana was a breeze, so easy to work with and accommodated all of our needs! She was very responsive through all the hours of the day/night. We had some kiddos staying in the place and it was kid friendly. Will be using her place again when I have family in town next!

Private house rentals

Guest favorite
An open living area features a modern kitchen equipped with stainless steel appliances, including a microwave and refrigerator. A comfortable green sofa with throw pillows faces a wall-mounted television. A glass coffee table is surrounded by four chairs, enhancing the inviting communal space.
Home in Winter Park
4.93 out of 5 average rating, 71 reviews

Winter Park Guest Suite near UCF/FullSail/Rollins!

AngelRating, 5 stars3 weeks ago
We came from South Carolina to visit our son who is a musician that recently graduated from Full Sail. Valerie's place is in the same neighborhood where he stays. The studio was just as pictured and described - cute, cozy, and quiet! It makes me want to convert our garage into an in-law sweet because of how perfectly everything was done!
Guest favorite
A tranquil waterway flows through a lush natural setting, surrounded by vibrant greenery and palm trees. The clear water reflects the surrounding foliage, creating a serene atmosphere in this peaceful landscape.
Home in Altamonte Springs
4.84 out of 5 average rating, 55 reviews

Near Orlando Attractions Wekiwa Springs House

BradRating, 5 stars3 weeks ago
Great value. The cozy home is on a dead end street which makes it a quiet place with little noise / traffic. We wanted to be near Sanlando Park, so location was ideal for us. It is also nice for getting to New Smyrna Beach, less than an hour away. I also really liked the furniture which includes several nice, quality wooden pieces. I would 100% stay here again.
Guest favorite
A welcoming single-story home is nestled among lush greenery, featuring a well-manicured front yard with diverse plants and shrubs. A driveway leads to a garage, while a vibrant red door adds a pop of color to the inviting exterior.
Home in Altamonte Springs
4.93 out of 5 average rating, 43 reviews

Secluded Pool Getaway

MariaRating, 5 stars3 weeks ago
We all enjoyed our stay. The house was very well maintained, clean & we appreciated the extra supplies in the house. The host was very responsive, helpful & friendly! The location was great, just minutes from I4. Would recommend to everyone!
Guest favorite
The living area features a modern sectional sofa arranged around a textured coffee table. A colorful area rug adds warmth. A dining table with black chairs is set nearby, illuminated by pendant lights. Large windows provide ample natural light, and contemporary wall art enhances the ambiance.
Home in Orlando
4.93 out of 5 average rating, 92 reviews

Luxurious and modern cottage near UCF

CassieRating, 5 stars2 weeks ago
Drove down for formula drift & it was the perfect spot in a quiet neighborhood! Very clean & tidy & the decor made you feel right at home. Definitely recommend staying here if you’re in the area!
Guest favorite
A spacious backyard is highlighted by a heated saltwater pool with illuminated edges, reflecting the vibrant colors of the sunset. String lights are draped overhead, enhancing the serene ambiance. Comfortable lounge chairs are positioned nearby, creating an inviting space for relaxation.
Home in Apopka
4.92 out of 5 average rating, 24 reviews

Pool+Grill+Gated Yard+Movie theater+Plenty Parking

SamirRating, 5 stars1 month ago
Dee & Julia were fantastic hosts and the space was great! It was super close to the main Orlando attractions and the pool was Amazing and super clean. I also loved that the space was dog friendly! Our pups felt right at home! Side note- the blender in this house was amazing!
Guest favorite
The pool area is shown with clear blue water reflecting sunlight, surrounded by lush palm trees. String lights hang above the pool, creating a vibrant outdoor atmosphere. A scenic view of the lake is visible in the background, enhancing the inviting environment.
Home in Altamonte Springs
4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars4 days 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 favorite
A wooden dock extends over a serene lake, surrounded by lush greenery and trees. The calm water reflects the blue sky and distant houses. Adjacent seating is visible, offering a relaxing outdoor spot to enjoy the scenic view.
Home in Apopka
4.97 out of 5 average rating, 59 reviews

Best of Both Worlds Lakehouse

BelindaRating, 5 stars1 week ago
We enjoyed our stay at this spacious nicely decorated home. We caught large mouse bass and bream off the dock every day. The air conditioned garage game room was a hit. The beds were comfortable, there was plenty of hot water, it was easy to prepare meals in the well stocked kitchen, and the WiFi supported all five adults. We appreciated not getting a starter pack of the basic essentials of toilet paper, garbage bags, etc. The owner was very responsive and hospitable. We enjoyed going to the Titanic Experience Gala Dinner, which was excellent. Three other recommendations are the Exotic Animal Experience, Avian Reconditioning Center and Oakland Nature Preserve.
Top guest favorite
The screened-in pool area features a tranquil pool with a soft blue hue, surrounded by white decking. A small table holds a lit lantern beside two lounge chairs, providing a serene space for relaxation under the evening sky.
Home in Maitland
4.99 out of 5 average rating, 75 reviews

Florida Poolside Paradise a Great Place to Unwind!

DanRating, 5 stars3 weeks ago
Terrie is a great host. Her responses were always super quick and helpful. The space had everything we needed for a weekend stay with our family. We traveled to Florida on Memorial Day Weekend for a wedding in Winter Park, and had an awesome time hanging out by the pool, grilling, and visiting the local farmer's market. I'd definitely book this Airbnb again.

Quick stats about house rentals in Longwood

  • Total rentals

    60 properties

  • Nightly prices starting at

    G$2,092 GYD 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