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Longwood Rentals

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Results: 45 Rentals

  • Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more
    From $226 per night (USD)

    VRBO

    Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Discover the perfect blend of comfort and entertainment in our large, cozy, and newly renovated home. Just a short dista ...

    From $226 per night (USD)

    VRBO

    Details
  • Spacious and relaxing Home - North Of Orlando In Longwood, Florida
    From $329 per night (USD)

    Expedia

    Spacious and relaxing Home - North Of Orlando In Longwood, Florida

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    You’ll love our home because of the coziness, and beautiful garden view. Our house is good for couples, business travele ...

    From $329 per night (USD)

    Expedia

    Details
  • Cozy House in Historic Longwood FL
    Click For Pricing

    VRBO

    Cozy House in Historic Longwood FL

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    30

    Enjoy Casa Campos, located in historic Longwood, just 25 min away from Disney parks, and Universal studios. This Pet fri ...

    Click For Pricing

    VRBO

    Details
  • Family Home in Longwood: Private Yard & Fire Pit!
    From $195 per night (USD)

    Expedia

    Family Home in Longwood: Private Yard & Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Plan your next trip to Longwood, FL, with this vacation rental as the focal point for all your Orlando-area adventures! ...

    From $195 per night (USD)

    Expedia

    Details
  • Apartment in Historical Longwood
    From $60 per night (USD)

    VRBO

    Apartment in Historical Longwood

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    1

    Walking distance to town Longwood, great Farmer market on Saturdays and some times there are concerts on the weekends. S ...

    From $60 per night (USD)

    VRBO

    Details
  • Mountbrobg
    Click For Pricing

    VRBO

    Mountbrobg

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    My beautiful home to stay and my amenities ( Air conditioning) Wireless interne) (microwave) (flat screen ).(Wi-Fi. (Di ...

    Click For Pricing

    VRBO

    Details
  • Lakefront Home Where You Can Retreat And Relax - BACK ON VRBO AFTER 4 YEARS
    From $190 per night (USD)

    VRBO

    Lakefront Home Where You Can Retreat And Relax - BACK ON VRBO AFTER 4 YEARS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discounts offered when staying 1 month or more. Located within a short distance to all of the theme parks, golf, canoei ...

    From $190 per night (USD)

    VRBO

    Details
  • This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
    From $215 per night (USD)

    Expedia

    This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This is a 3-bedroom 2-bath home, bathroom in the main bedroom connects directly to the pool. Accommodates comfortably up ...

    From $215 per night (USD)

    Expedia

    Details
  • Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly
    From $263 per night (USD)

    VRBO

    Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Evergreen Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $263 per night (USD)

    VRBO

    Details
  • Enjoy a tailor made experience at this centrally-located place.
    From $135 per night (USD)

    VRBO

    Enjoy a tailor made experience at this centrally-located place.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a tailor made experience at this centrally-located place. Centrally located between all the beautiful beaches on ...

    From $135 per night (USD)

    VRBO

    Details
  • Beautiful back drop for your vacation.
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    Expedia

    Beautiful back drop for your vacation.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located home away from home. Only a short drive ...

    Click For Pricing

    Expedia

    Details
  • NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO
    Click For Pricing

    Expedia

    NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is a beautiful house 3 Bedrooms 2 Bathrooms washer and dryers HUGE Backyard, very close to Wakavia Springs, 30 min ...

    Click For Pricing

    Expedia

    Details
  • Luxury 2 room near Disney
    From $120 per night (USD)

    VRBO

    Luxury 2 room near Disney

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    1

    Near Disney, restaurants, Walmart, Publix , 2 bed 2 bath family friendly, brand new house, near the Sanford internationa ...

    From $120 per night (USD)

    VRBO

    Details
  • Peace and quiet
    From $180 per night (USD)

    VRBO

    Peace and quiet

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Quiet neighborhood close to everything. The mall is literally 10 minutes away and you’re also about 15 minutes away from ...

    From $180 per night (USD)

    VRBO

    Details
  • Downtown Historic Longwood steps to City park & SunRail
    From $225 per night (USD)

    VRBO

    Downtown Historic Longwood steps to City park & SunRail

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Brand New Property Built 2022 in Bustling downtown Longwood with lots of Activities steps away. 45 minutes to beaches ...

    From $225 per night (USD)

    VRBO

    Details
  • Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
    From $301 per night (USD)

    Expedia

    Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This beautiful secluded Chalet in walking distance to Downtown Longwood, sits on 2 wooded acres part of our 6 acres comp ...

    From $301 per night (USD)

    Expedia

    Details
  • Updated family-friendly house with pool
    From $279 per night (USD)

    VRBO

    Updated family-friendly house with pool

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Recently renovated private house with updated kitchen, private outdoor screened-in pool, spacious outdoor patio. Sleeps ...

    From $279 per night (USD)

    VRBO

    Details
  • Eclectic Home Where Luxury Meets Affordability
    From $150 per night (USD)

    Expedia

    Eclectic Home Where Luxury Meets Affordability

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This home is in a prime location standing between Orlando's major theme parks and beautiful beaches! Altamonte Springs i ...

    From $150 per night (USD)

    Expedia

    Details
  • Sunflower Victorian Beauty
    From $250 per night (USD)

    VRBO

    Sunflower Victorian Beauty

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This uniquely decorated and designed home is conveniently located to all attractions. Walking distance to the historic C ...

    From $250 per night (USD)

    VRBO

    Details
  • Incredible springs of Altamonte
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    Expedia

    Incredible springs of Altamonte

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This home has been fully-renovated. It’s located in the heart of Altamonte Springs! Enjoy all Altamonte has to offer ...

    Click For Pricing

    Expedia

    Details
  • Rustic 1950s Lakefront 3bd Home with Office
    From $500 per night (USD)

    VRBO

    Rustic 1950s Lakefront 3bd Home with Office

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come make Florida memories at this 1950's "cabin style" home in the heart of Altamonte Springs. Convenient to tons of sh ...

    From $500 per night (USD)

    VRBO

    Details
  • 6 months min
    From $102 per night (USD)

    Expedia

    6 months min

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The condo is fully remodeled with beautiful furniture and original European artwork. It is conveniently located right o ...

    From $102 per night (USD)

    Expedia

    Details
  • Altamonte Springs Home w\/ Canoe on Lake Marion
    From $89 per night (USD)

    VRBO

    Altamonte Springs Home w\/ Canoe on Lake Marion

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Plan an unforgettable retreat to celebrate an anniversary or your loved one’s birthday and stay at this Altamonte Spring ...

    From $89 per night (USD)

    VRBO

    Details
  • Cozy 3 Bedroom Home, Great location!!!!!
    Click For Pricing

    Expedia

    Cozy 3 Bedroom Home, Great location!!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience pure luxury in this stunning home, perfectly situated in an ideal location. With beautiful marble countertops ...

    Click For Pricing

    Expedia

    Details
  • 3B\/2Ba Home with Commmunity Pool. 30min from Universal Studios
    From $245 per night (USD)

    VRBO

    3B\/2Ba Home with Commmunity Pool. 30min from Universal Studios

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    In this home, you will find a newly renovated kitchen and bathrooms, with modern detailing and new appliances. There is ...

    From $245 per night (USD)

    VRBO

    Details
  • 5 Bedroom Single_family 420896 by Houzlet
    Click For Pricing

    Expedia

    5 Bedroom Single_family 420896 by Houzlet

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The Estates at Springs Landing is a community of 1 acre+ custom home sites located along the highly sought after Markham ...

    Click For Pricing

    Expedia

    Details
  • Cozy Floridian tropical condo.
    From $200 per night (USD)

    VRBO

    Cozy Floridian tropical condo.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a two bed room condo with the owner living onsite in the apartment. You will have access to a full bedroom and ...

    From $200 per night (USD)

    VRBO

    Details
  • Relaxing and Spacious Oasis near the Springs
    From $176 per night (USD)

    Expedia

    Relaxing and Spacious Oasis near the Springs

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Make some memories at this unique and spacious place located close to the natural springs of Orlando between the theme p ...

    From $176 per night (USD)

    Expedia

    Details
  • Spectacular Entire 1st Floor Condo Host by Freddie
    Click For Pricing

    VRBO

    Spectacular Entire 1st Floor Condo Host by Freddie

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spectacular Location Location Location! Highly desirable area in walking distance to shopping and restaurants. Guests lo ...

    Click For Pricing

    VRBO

    Details
  • Tiny home luxury living in Orlando metro area
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    Expedia

    Tiny home luxury living in Orlando metro area

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    About this space Loving the tiny home idea, but not willing to sacrifice comfort? The Tiny Cottage in The Springs brings ...

    Click For Pricing

    Expedia

    Details
  • Entire Condo with Stunning Lake View
    From $120 per night (USD)

    VRBO

    Entire Condo with Stunning Lake View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Discover tranquility at this entire 1-bedroom condo in Lake Mary, a serene lakeside haven. With cozy interiors and a pri ...

    From $120 per night (USD)

    VRBO

    Details
  • Centrally located home with a firepit, large yard
    From $165 per night (USD)

    Expedia

    Centrally located home with a firepit, large yard

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Fun in the Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $165 per night (USD)

    Expedia

    Details
  • WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home
    From $180 per night (USD)

    VRBO

    WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This family home in the desirable Rolling Hills Golf community has been renovated to be completely wheelchair accessible ...

    From $180 per night (USD)

    VRBO

    Details
  • Recharge @ Timberland Lodge: Pool Hottub Sauna
    From $488 per night (USD)

    Expedia

    Recharge @ Timberland Lodge: Pool Hottub Sauna

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Summary: This unique place has a style all its own. A lovely space to unwind and relax after a busy day whether it is wo ...

    From $488 per night (USD)

    Expedia

    Details
  • Sanitized & Super Clean North Orlando Family Home
    From $150 per night (USD)

    VRBO

    Sanitized & Super Clean North Orlando Family Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Home in quiet family neighborhood, 3 bedrooms plus a loft/office, 2.5 bathrooms. Downstairs is the master bedroom and ba ...

    From $150 per night (USD)

    VRBO

    Details
  • Tropical Oasis - Heated Luxury Pool - Game Room
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    Expedia

    Tropical Oasis - Heated Luxury Pool - Game Room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Summary: Whether you're on vacation with family, or traveling for work, this is your perfect home away from home! A shor ...

    Click For Pricing

    Expedia

    Details
  • Cottage II
    From $93 per night (USD)

    VRBO

    Cottage II

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Hidden Tiny Cottage II Living the experience of Tiny! Take it easy at this unique and tranquil getaway. You would l ...

    From $93 per night (USD)

    VRBO

    Details
  • Beautiful 2 bed townhome 35 minutes from Disney
    From $200 per night (USD)

    VRBO

    Beautiful 2 bed townhome 35 minutes from Disney

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Keep it simple at this peaceful and centrally-located home. Keep it simple at this peaceful and centrally-located home. ...

    From $200 per night (USD)

    VRBO

    Details
  • Florida plams 2 bedroom condo .
    From $171 per night (USD)

    VRBO

    Florida plams 2 bedroom condo .

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    You will enjoy a relaxing environment with a nice contemporary style . You can relax on the porch with all the greenery ...

    From $171 per night (USD)

    VRBO

    Details
  • Modern Guest Studio 15 mins from SFB Airport
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    VRBO

    Modern Guest Studio 15 mins from SFB Airport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This guest studio has its own private entrance, kitchen, washer and dryer, bathroom, and all important appliances (TV, F ...

    Click For Pricing

    VRBO

    Details
  • Enjoy your stay in our cozy 2 bedroom 1 bath Guest suite.Newly renovated space
    From $150 per night (USD)

    VRBO

    Enjoy your stay in our cozy 2 bedroom 1 bath Guest suite.Newly renovated space

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We are in the heart of central Florida with easy Acess to shopping at the Altamonte mall , 35 min drive to the east coas ...

    From $150 per night (USD)

    VRBO

    Details
  • 600 Plum Ln Altamonte Springs FL NEW ยท Modern & Cozy 4BR home
    From $176 per night (USD)

    VRBO

    600 Plum Ln Altamonte Springs FL NEW · Modern & Cozy 4BR home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Nestled in the heart of Altamonte Springs, Florida, this newly remodeled 4-bedroom, 1.5-bathroom family home takes the t ...

    From $176 per night (USD)

    VRBO

    Details
  • \Urban Oasis: A Tropical Hideout in the Heart of Orlando's Vibrant Suburbs\
    From $110 per night (USD)

    VRBO

    \"Urban Oasis: A Tropical Hideout in the Heart of Orlando's Vibrant Suburbs\"

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Discover the ultimate 2-bedroom cottage retreat nestled in the heart of Historical Sanford, Lake Mary, and Logwood. Conv ...

    From $110 per night (USD)

    VRBO

    Details
  • Cozy two bedrooms apt
    From $100 per night (USD)

    VRBO

    Cozy two bedrooms apt

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come unwind in our cozy two bedroom 2 bath apartment. This apartment is on the first floor and you'll have the complete ...

    From $100 per night (USD)

    VRBO

    Details
  • Cozy and Modern Studio suite in Longwood
    From $80 per night (USD)

    VRBO

    Cozy and Modern Studio suite in Longwood

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a lovely and quiet guest suite that is attached to the house. You will have a fully stocked and private kitchen ...

    From $80 per night (USD)

    VRBO

    Details