Casselberry Rentals
- From $197 per night (USD)
VRBO
Florida Vacation with pool fun for families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Florida Vacation stay .Great location , 40 min away from all Orlando attractions . 50 min from the nearest beach . Toi ...
From $197 per night (USD)VRBO
- From $63 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 $63 per night (USD)VRBO
- From $134 per night (USD)
VRBO
Beautiful home in Casselberry!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Have fun with your family & friends in this stylish house. 3 bedroom 1 bathroom , location 30 minutes drive to from D ...
From $134 per night (USD)VRBO
- From $179 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 $179 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Casselberry Vacation Rental Condo on Lake Howell!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect snowbird hideaway awaits at this waterfront 1-bedroom, 1-bathroom vacation rental condo, just 7 miles from O ...
From $99 per night (USD)VRBO
- From $102 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 $102 per night (USD)VRBO
- From $297 per night (USD)
VRBO
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 $297 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Beautiful Direct Lakefront Town home In N. Orlando with 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 HI SPEED ...
From $108 per night (USD)VRBO
- From $125 per night (USD)
VRBO
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 $125 per night (USD)VRBO
- 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
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $400 per night (USD)
VRBO
Resort like Lake House on 2+ acres, Golf Course, pool, fishing dock, pool table
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
2+ acres lake house retreat great for fishing and kayaking. This 4000 sqft property with extensive grounds overlooking a ...
From $400 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Mirror Manor Lakehouse
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: This luxurious lakefront paradise is equipped with its very own private screened in pool, lakefront private bea ...
From $463 per night (USD)Expedia
- From $275 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 $275 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Family-Friendly Home in Casselberry w\/ Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Escape to sunny Casselberry, FL, and make unforgettable memories with loved ones when you book this modern 3-bedroom, 2- ...
From $204 per night (USD)Expedia
- From $136 per night (USD)
VRBO
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 ...
From $136 per night (USD)VRBO
- From $125 per night (USD)
VRBO
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 $125 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Great family neighborhood. Close to theme parks! Pet friendly, sleeps 6.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Legacy Park community of Casselberry, Florida! This stunning 3-bedroom, 2 and a half bathroom townhouse offers the perfe ...
From $350 per night (USD)VRBO
- From $150 per night (USD)
Expedia
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 $150 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Single-story home with community pool\/tennis access, grill, patio, AC, & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Castle Berry Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $263 per night (USD)VRBO
- Click For Pricing
VRBO
Affordable Convenient Pet-friendly family space
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ideal place to stay for a family vacation. Only minutes from Orlando International airport and area attractions. Conveni ...
Click For PricingVRBO
- 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
- From $320 per night (USD)
Expedia
Casa Feliz
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and comfortable 3 bedroom 2 bathroom home with a complete enclosed pool in Maitland. Very quiet cul-de-sac with ...
From $320 per night (USD)Expedia
- From $77 per night (USD)
VRBO
Modern and Romantiv Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy this Romantic and Spacious Villa. Relax on a hammock backyard and enjoy his all time shade. In the midle of everyt ...
From $77 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Luxury Villa, 3bed\/2bath Great Location with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy an elegant and modern villa in the heart of Winter Park, This home with 3 bedrooms, 2 bathrooms and a spectacular ...
From $139 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Casa Winter Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This property location is perfect to stay nearby Rollins College, Farmers Market, Casa Feliz, UCF and many more historic ...
From $320 per night (USD)VRBO
- From $119 per night (USD)
Expedia
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 $119 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Fern Park House w\/ Pool: Private Patio & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Start your Florida vacation out right at this 1-bedroom, 1-bathroom Fern Park vacation rental guesthome. Perfect for sma ...
From $80 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Casa Bella
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Casa Bella offers our guests all the new fixtures and equipment that a modern home should have. The moment you enter int ...
From $320 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly\/dogs only
- 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 $200 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Luxury King Condo min from everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to luxury living. We're ready to transform your stay into a dream come true You'll be staying in a modern, remo ...
From $135 per night (USD)VRBO
- From $90 per night (USD)
VRBO
Adorable and espacious, 2 Beds, with great location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this beatiful and spacious place in the midle of everyting, fully fence backyard, 5 minutes from romantic Park Ave ...
From $90 per night (USD)VRBO
- From $60 per night (USD)
Expedia
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 ...
From $60 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Villa con pool and guest house. Unique backyard with summer kitchen and pergola
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing and pirvate house. The house offers 4 bedrooms and two bathrooms for 8 people with an optional guest house. All ...
From $345 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Pondside Retreat with Koi in Charming Winter Park, FL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome home to your pondside retreat, perfect for relaxing longer stays with access to all the best of Central Florida. ...
From $195 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- Click For Pricing
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 PricingExpedia
- From $87 per night (USD)
VRBO
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 $87 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Home away from home in Orlando!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Explore Orlando and Central Florida from a comfortable and spacious home in a safe neighborhood. Excellent for families/ ...
From $200 per night (USD)Expedia
- From $102 per night (USD)
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 ...
From $102 per night (USD)VRBO
- From $125 per night (USD)
VRBO
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 ...
From $125 per night (USD)VRBO
- From $110 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 $110 per night (USD)VRBO
- From $100 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 $100 per night (USD)VRBO
- From $435 per night (USD)
VRBO
The Terminal Summary:
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Welcome to "The Terminal" – a unique 6 bedroom, 3 bath paradise that takes you on a global adventure without le ...
From $435 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Are You Ready to Live Like Locals?
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our newly reno ...
From $134 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
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 PricingExpedia
- 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
- From $230 per night (USD)
VRBO
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 $230 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Private Oasis in the heart of Central Florida
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom 2 bathroom private home with a split floor plan giving the master bedroom additional privacy. Lounge by your f ...
From $275 per night (USD)VRBO
- 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 PricingExpedia
- From $168 per night (USD)
VRBO
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 $168 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- 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
- From $120 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 $120 per night (USD)Expedia
- From $203 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 $203 per night (USD)VRBO
- From $225 per night (USD)
Expedia
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 $225 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Poolside Paradise in Winter Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this Space: Welcome to "Paradise Found," an alluring 4-bedroom, 2-bathroom oasis presented by Bombshell Stays. Loc ...
From $175 per night (USD)VRBO
- From $85 per night (USD)
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 ...
From $85 per night (USD)VRBO
- From $280 per night (USD)
VRBO
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 $280 per night (USD)VRBO
- From $97 per night (USD)
VRBO
Beautiful cozy house with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This charming one-bedroom house offers a relaxed and sophisticated living experience. Immerse yourself in the beauty of ...
From $97 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cozy Home 4 bedroom 5 bed with Jet Tub.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family to this great place with lots of room for fun. This North Orlando getaway is equipped with 4 bedr ...
From $250 per night (USD)VRBO