Casselberry Rentals
From $191 per night (USD)VRBO
Florida Vacation with pool fun for families
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Florida Vacation stay .Great location , 40 min away from all Orlando attractions . 50 min from the nearest beach . Toi ...
From $191 per night (USD)VRBO
From $531 per night (USD)Expedia
* Beautiful Lakehouse with Pool and Movie Theater*
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: This luxurious lakefront paradise is equipped with its very own private screened in pool, lakefront private bea ...
From $531 per night (USD)Expedia
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Winter Park Pool Home 4 beds 2 bath
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Centrally located. Quiet neighborhood. Swimming pool with diving board and lots of toys, floaties. Pool table recently u ...
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From $595 per night (USD)Expedia
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 $595 per night (USD)Expedia
From $377 per night (USD)VRBO
Casa Feliz
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and comfortable 3 bedroom 2 bathroom home with a fully enclosed pool in Maitland. Very quiet cul-de-sac with pl ...
From $377 per night (USD)VRBO
From $164 per night (USD)Expedia
Charming Winter Park 3 Bedroom Villa with Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This villa is centrally located in East Winter Park just off 436 between Aloma and Howell Branch Road with easy access t ...
From $164 per night (USD)Expedia
From $158 per night (USD)VRBO
Breezy Pool Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our Breezy Winter Park Home where you can relax and enjoy! The home is situated in a short drive to Downtown ...
From $158 per night (USD)VRBO
From $392 per night (USD)Expedia
Casa Bella
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Casa Bella offers new fixtures and equipment . A double car garage . 3 King size master bedrooms with their own full bat ...
From $392 per night (USD)Expedia
From $76 per night (USD)VRBO
Lakefront Luxury Furnished Split Floor Plan First Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
You will enjoy lake front living on Lake Howell, a 500 acre fishing, sailing and skiing lake. Large first floor 3 bedroo ...
From $76 per night (USD)VRBO
From $391 per night (USD)Expedia
Casa Winter Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Winter Park accommodates the need for personal space while enjoying, at the same time, the gathering with several f ...
From $391 per night (USD)Expedia
From $295 per night (USD)VRBO
Tranquil, Spacious property within an gated Community
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Tranquil, spacious 5 bedroom with flat screen TVs, 3.5 bathroom and 6.5 acre wooded single family home. Property sit i ...
From $295 per night (USD)VRBO
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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 ...
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From $252 per night (USD)VRBO
Family Friendly home with Fenced in Backyard to enjoy with kids & pets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom, 2 full bathrooms home is located in a lovely and quiet community. Close to shops, restaurants ...
From $252 per night (USD)VRBO
From $138 per night (USD)Expedia
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 $138 per night (USD)Expedia
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Ocean Guest House !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Ocean Guest House! It is a master suite of a single family home in Winter Park and it is not whole house. Gue ...
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Cheerful & Peaceful 3 Bedroom 1 Bathroom Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Keep it simple at this peaceful and centrally-located place. Residential home centrally located. 3 bedrooms house. Code ...
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Retro Rv adorable little romantic paradise
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This is a re fitted 1972 rv. All new appliances bedding paint outdoor Kitchen outdoor shower in addition to inside units ...
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Lake life house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet Lake house with huge yard and access to the lake. The space Is a private room in the house with private entrance a ...
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From $486 per night (USD)VRBO
Resort like Lake House on 2+ acres, Golf Course, pool, fishing dock, pool table
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2+ acres lake house retreat great for fishing and kayaking. This 4000 sqft property with extensive grounds overlooking a ...
From $486 per night (USD)VRBO
From $98 per night (USD)Expedia
Tiny remodel mobile home close to Orlando and Sanford Airport.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a memorable visit when you stay in this unique place. This mobile house is completely renovated on a NON HOA commu ...
From $98 per night (USD)Expedia
From $345 per night (USD)VRBO
Vacation Home away from home in Orlando
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Explore Orlando and Central Florida from a comfortable and spacious home in a safe neighborhood. Excellent for families/ ...
From $345 per night (USD)VRBO
From $138 per night (USD)VRBO
Very Special HGTV Type 2 bed 1 bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bed 1 Bath first floor, fenced in just completely remodeled Condo. Located on 500 Acre fish/ski Lake Howell. ...
From $138 per night (USD)VRBO
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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 ...
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From $361 per night (USD)Expedia
Cozy 4\/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to the Cozy Retreat, your home away from home in Casselberry / Orlando, FL! Our newly renovated 4 bedroom, 7 bed ...
From $361 per night (USD)Expedia
From $126 per night (USD)VRBO
Beautiful Direct Fish & Ski Lakefront Town home In N. Orlando with Pool & WiFi
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Direct lake front condo 2 bed 2 ½ bath townhouse w/private boat dock. Includes Electric with Password Protected Spectrum ...
From $126 per night (USD)VRBO
From $434 per night (USD)Expedia
Deck Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Nestled along the SHORELINE of be ...
From $434 per night (USD)Expedia
From $219 per night (USD)VRBO
Centrally located home with a firepit, recently renovated, & large enclosed 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 $219 per night (USD)VRBO
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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 ...
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From $169 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 $169 per night (USD)VRBO
From $351 per night (USD)Expedia
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Winter Park Citrus Escape! Our cozy 6-bed home (sleeps 8) is perfect for families and friends seeking a relax ...
From $351 per night (USD)Expedia
From $216 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 $216 per night (USD)VRBO
From $403 per night (USD)Expedia
The Lake House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our peaceful lakefront retreat located in a friendly neighborhood. Our spacious and inviting home offers the p ...
From $403 per night (USD)Expedia
From $130 per night (USD)VRBO
Charming 2BR\/2BA Winter Park Cottage, steps from Park Ave
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming 2-bedroom, 2-bathroom home nestled in the heart of Winter Park! Located just a short stroll away ...
From $130 per night (USD)VRBO
From $137 per night (USD)Expedia
7 Mi to Orlando: Lake Howell Condo w\/ Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to this inviting waterfront 1-bedroom, 1-bathroom vacation rental just 7 miles from Orlando! Designed for snowbir ...
From $137 per night (USD)Expedia
From $336 per night (USD)VRBO
Orlando Tropical Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Welcome to Orlando Tropical Oasis! Our four bedroom, two bathroom pool home is centrally located in the ...
From $336 per night (USD)VRBO
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scape to sunny Florida.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. 3 bedroom, 2 bathroom home . Master bedroom has a king size ...
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From $123 per night (USD)VRBO
Gorgeous and Cozy Two Bedroom Townhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful townhome has everything you need and is greatly located within miles of attractions, theme parks, college ...
From $123 per night (USD)VRBO
From $160 per night (USD)Expedia
Gorgeous Lake Howell Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated townhouse on gorgeous Lake Howell. Kick back and relax in this calm, stylish space. Centrally loc ...
From $160 per night (USD)Expedia
From $915 per night (USD)VRBO
*Travel Themed Property with Backyard Oasis*
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Welcome to "The Terminal" – a unique 6 bedroom, 3 bath paradise that takes you on a global adventure without le ...
From $915 per night (USD)VRBO
From $327 per night (USD)VRBO
Cozy Winter Park Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our charming Winter Park Getaway in Orlando, Fl. This cozy retreat offers all you need for a memorable short- ...
From $327 per night (USD)VRBO
From $275 per night (USD)VRBO
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our cozy 3-bedroom, 2-bathroom haven in Casselberry, Florida – your perfect home base for exploring Orlando a ...
From $275 per night (USD)VRBO
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Safe and Quiet - 3bdrm house in charming Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Safe, quiet neighborhood! Shopping and restaurants 3 mins, 417 & 408 expwys 5 mins. Yet, the 3/2 house is tucked away in ...
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From $346 per night (USD)VRBO
Prvt Home w\/large pool\/4Beds\/3Baths
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No matter the occasion—be it a family gathering, reunion, corporate retreat, wellness retreat, creative workshop, social ...
From $346 per night (USD)VRBO
From $250 per night (USD)Expedia
Modern, Charming Home in the heart of Winter Park- Perfect for a couples retreat or small group!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to our charming 3BD/1BA home in Winter Park, FL—modern, cozy, and pet-friendly! Perfect for families, couples, an ...
From $250 per night (USD)Expedia
From $213 per night (USD)VRBO
Cozy Central Florida Townhome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This stylish, updated house is a family-owned, 2 bed / 2 bath townhome located in Casselberry, Florida. Conveniently loc ...
From $213 per night (USD)VRBO
From $236 per night (USD)Expedia
Remodeled Home in the Orlando area w\/ Fire Pit! Close to Universal and Disney!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Remodeled, modern and spacious 3-bedroom home in the Orlando area. Perfect for a weekend trip to the parks or a family v ...
From $236 per night (USD)Expedia
From $305 per night (USD)VRBO
Tranquil Oasis: 4BR Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our spacious 4-bedroom, 2-bath home in Winter Park, FL! Perfect for families or groups, this inviting retreat ...
From $305 per night (USD)VRBO
From $291 per night (USD)Expedia
The Bird House Spa Winter Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Soar into The Birdhouse, a spa-like retreat for those who traveling to Central Florida for a little wow and a little rel ...
From $291 per night (USD)Expedia
From $182 per night (USD)VRBO
Charming 2-bedroom house with AC and WiFi in amazing Altamonte Springs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Central Florida is waiting for you at this 2-bedroom 1-bath house. Nestled in a nice and peaceful neighborhood, this fan ...
From $182 per night (USD)VRBO
From $338 per night (USD)Expedia
WHOLE HOUSE Near Universal & Seaworld
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The whole group will be comfortable in this spacious with 4 BR/3 full baths and unique space Huge garden . We are availa ...
From $338 per night (USD)Expedia
From $80 per night (USD)VRBO
Charming Casselberry Golf Community
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Suite in Charming ranch style home, conveniently located in a golf community. PRIVATE entrance to premises and to the s ...
From $80 per night (USD)VRBO
From $385 per night (USD)Expedia
Upscale 3\/2 Townhome | King Bed | Patio | Wifi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience luxury in Winter Park in our upscale two-story townhome! ✓ Private Entrance & Self-Check In ✓ Perfect f ...
From $385 per night (USD)Expedia
From $194 per night (USD)VRBO
Charming CozyLux 2-bedroom apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to this enchanting apartment in picturesque Winter Park. This cozy retreat features 2 bedrooms with a king bed, q ...
From $194 per night (USD)VRBO
From $143 per night (USD)Expedia
Apartment with WiFi, AC, and Pool in Casselberry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Casselberry, this adorable apartment is a dream. With 1 cozy bedroom featuring a queen bed, a well-equipped b ...
From $143 per night (USD)Expedia
From $356 per night (USD)VRBO
Moxy Luxe - Charming 4-bedroom house with AC and WiFi in delightful Casselberry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your new home away from home! This stunning single-level property boasts an open floor plan that is perfect f ...
From $356 per night (USD)VRBO
From $142 per night (USD)Expedia
3 bedroom 2 bathroom home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Longwood like a local in this 3-bedroom house. Nestled in a tranquil neighborhood, this gorgeous property off ...
From $142 per night (USD)Expedia
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Winter Park: 3-Bed 2-Bath House with King Bed, Gym, & Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable and modernized 3 bed 2 bath home in WInter Park is perfect for those traveling for work or event such a ...
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From $375 per night (USD)Expedia
Ayianna's Luxury Home.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our prime location is a gateway to endless world of excitement. Just moment away from the trendy Park Ave, You'll be spo ...
From $375 per night (USD)Expedia
From $202 per night (USD)VRBO
3 Bed 1.5 Bath Spacious house in Winter Park Orlando
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stay comfortably in Winter Park at this 3-bedroom house. Enjoy 2 king beds and 1 full bed, along with a cozy living room ...
From $202 per night (USD)VRBO
From $58 per night (USD)Expedia
Soothing 3-bedroom house with AC in Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Winter Park adventure begins at this charming 3-bedroom house. With a cozy atmosphere and modern amenities like a w ...
From $58 per night (USD)Expedia
From $178 per night (USD)VRBO
Casselberry Commons 2\/2 Midterm
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Space This thoughtfully designed home features two spacious bedrooms, each with its own private bathroom, plus a ded ...
From $178 per night (USD)VRBO
From $279 per night (USD)Expedia
Cozy 4\/3 House with Pool in fabulous Winter Park with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this charming house in Winter Park. This beautiful property offers 4 bedrooms, 3 full bathrooms with bathtub ...
From $279 per night (USD)Expedia
From $228 per night (USD)VRBO
Cozy 3\/2 House with Pool with AC, WiFi in Winter Park FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Winter Park like a local in this brilliant house with pool. The house has 3 queen size bedrooms, 2 full bath ...
From $228 per night (USD)VRBO