
Holiday houses in Casselberry
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Top-rated holiday rentals in Casselberry
Guests agree: these stays are highly rated for location, cleanliness and more.

Comfortable Guest Suite-Stylish Altamonte Springs!
Enjoy a stylish experience with *remodelled pool* in this Altamonte Springs Florida guest suite. This luxury 830 sq ft unit offers a living room, kitchenette, bedroom, bathroom and large pool in the peaceful Spring Valley Farms residential community. It is located 8 miles north of downtown Orlando, a primo location close to downtown, both ocean coasts, Wakiwa Springs State Park, theme parks (Disney, Universal, SeaWorld, more), Crane's Roost, and many other great destinations in central Florida!

Bonsai House
Welcome to Bonsai Home, a unique blend of modern comfort and nature's embrace. Our charming abode, nestled between Orlando and Winter Park, offers a harmonious fusion of stylish interior design and a soothing ambiance. As you settle into your cozy living space, indulge in our thoughtful amenities and captivating details inspired by the tranquility of bonsai. Rest assured that we are at your service whenever you need assistance or have any inquiries. We extend our warmest welcome to Bonsai Home!

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

St.John suite
Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

The Secret Sanctuary in Sanford, 5min from Airport
Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

"Winnie's Place" A Peaceful Guesthouse with Pool.
Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Contemporary Loft Near Downtown
Conveniently located between the foodie-friendly Milk District and Downtown Orlando, this impeccably thought-out space features a spacious loft style open floor plan perfect for a couple or small group. The floor to ceiling windows allow natural light to fill the space while providing complete privacy during your stay. Upscale Winter Park restaurants and the vibrant Thornton Park art scene are only a short drive away. Universal is only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

Cozy 2/2 Home - Downtown Winterpark/Orlando
You will be close to everything when you stay at this centrally-located bungalow. Located right off I-4, 5 minutes from Advent Health Hospital, you will be 5 minutes from Downtown Orlando an, 10 min from Downtown Winter Park, 15 min from Universal Studios, and 25 min from Disney! Dubsdread golf course within walking distance! Large 70 inch 4K tv with surround sound, large sofa to enjoy watching your favorite movies, 2 rooms with queen beds, and 2 bathrooms equipped with bluetooth music

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Orlando, spacious, quiet, centrally located, suite
This suite includes private entrance, living room, kitchen with utensils and cookware, one bedroom with king bed and private bath. Third and fourth persons may be accommodated with recliner that lays flat into a queen-size bed in living room. Also a queen size air mattress and portacrib is available. Excellent location for Disney, Universal, SeaWorld, and beaches. Approx. 35 min. to Disney; 27 min. to Universal; 23 min. to convention center; 45 min. to beach; and 35 min. to Airport.

Baldwin Park Guest House
Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

Private entrance/bathroom 10 min from DT Orlando
Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.
Popular amenities for Casselberry holiday rentals
Other great holiday rentals in Casselberry

Luxurious Lakefront Home | Near DT & Winter Park

The Lake House

2B/2B Close to Orlando/Winter Park/Winter Springs

Sunset Lake Retreat

Wana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ

The Bungalow

Blue Villa, Heated Pool, 8PPL, Gym, BBQ & Fire Pit

Comfortable and quiet place
When is the best time to visit Casselberry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 AUD | $211 AUD | $209 AUD | $194 AUD | $191 AUD | $182 AUD | $174 AUD | $186 AUD | $183 AUD | $185 AUD | $186 AUD | $193 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Casselberry?
Experience the best of Casselberry with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Casselberry have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Casselberry. Enjoy a tailored experience with all the comforts you desire.
Are there Casselberry house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Casselberry, available on Airbnb. Make a splash and soak up the sun in style!
Are there house rentals with a dedicated workspace in Casselberry?
Yes! Work meets play with ease at over 50 house rentals in Casselberry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Casselberry have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Casselberry. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Casselberry?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with free parking, over 90 homes with a kitchen, over 100 homes with air conditioning, over 100 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly house rentals in Casselberry?
Four-legged friends are welcome in Casselberry. Choose from more than 30 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Casselberry?
Casselberry has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Casselberry have wifi?
Absolutely! We offer over 100 house rentals with wifi in Casselberry. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Casselberry have a kitchen?
Absolutely! We offer over 90 house rentals with a kitchen in Casselberry. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Casselberry

Total holiday rentals
Explore 140 holiday rentals in Casselberry

Nightly prices starting at
Casselberry holiday rentals start at $31 AUD per night before taxes and fees

Verified guest reviews
Over 4,500 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Casselberry holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Casselberry rentals

4.8 Average rating
Casselberry stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a fire pit Casselberry
- Rentals with pools Casselberry
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- Rentals with lake access Casselberry
- Apartment rentals Casselberry
- Family-friendly rentals Casselberry
- Rentals with a patio Casselberry
- Rentals with outdoor seating Casselberry
- House rentals Casselberry
- Rentals with a fireplace Casselberry
- Fitness-friendly rentals Casselberry
- Pet-friendly rentals Casselberry
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Walt Disney World Resort Golf
- Reunion Resort Golf Courses - Palmer & Watson
- Daytona International Speedway
- Playalinda Beach
- Discovery Cove
- Aquatica
- Apollo Beach
- Island H2O Water Park
- Titusville Beach
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club




