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Vacation rentals in Casselberry

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Quick stats about vacation rentals in Casselberry

  • Total vacation rentals

    Explore 150 vacation rentals in Casselberry

  • Nightly prices starting at

    Casselberry vacation rentals start at €18 per night before taxes and fees

  • Verified guest reviews

    Over 5,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Casselberry vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Casselberry rentals

  • 4.8 Average rating

    Casselberry stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Casselberry

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The inviting pool area is framed by a wooden deck, featuring two lounge chairs and a large umbrella for shade. The clear water reflects the blue sky and surrounding greenery, creating a serene atmosphere for relaxation.
Home in Altamonte Springs
4.95 out of 5 average rating, 111 reviews

Orlando Poolside Oasis

Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

Guest favorite
A well-lit bedroom features a spacious bed dressed in a light blue coverlet. A nightstand with a lamp is located beside the bed. An closet with sliding doors is visible, providing additional storage. Neutral-toned walls and tiled flooring contribute to a serene ambiance.
Guest suite in Casselberry
4.85 out of 5 average rating, 100 reviews

Comfortable and quiet place

Forget your worries in this spacious and serene space, we offer our guests k cups coffee(Victor Allens), sweteners (splenda) and "Oasis Bliss" personal care amenities( shampoo,conditioner, body lotion, bar soap).Private kitchen and bathroom. Also located less than an hour to Disney and Universal parks. Many restaurants and shoping centers around the area, 15 miles- 20 mins to "Orlando Sandford International Airport". Feel free to ask questions and our family will be in contact with you, thanks

Superhost
Treehouse in Geneva
4.88 out of 5 average rating, 1,147 reviews

Treehouse at Danville

Private Getaway seen on Netflix' Most Amazing Vacation Rentals! Fulfill your dream of staying in a tree house! For safety reasons, this venue is for adults only. We do not allow children or pets. The Treehouse has a tree trunk elevator, private shower, air-conditioning, and real toilet inside so that you can bring your significant other(no compost toilet here). This 18 foot yurt has accent lighting to create the mood of living in the trees on a starry night. Danville is a glamping experience.

Guest favorite
A refreshing pool is captured, with sunlight sparkling on the water's surface. The stone-accented summer kitchen with a wooden pergola is visible in the background, along with plants and seating, creating a relaxed outdoor setting.
Home in Casselberry
4.93 out of 5 average rating, 136 reviews

Villa with Guest House & Pool-Patio

Welcome to this Amazing House Pool-Patio with 4 Bedrooms + 2 Bathrooms and optional guest house to complete the 10 guests. True gem with covered summer kitchen, covered pergola, garage for two cars and a large driveway. 30 Minutes distance to Universal, Sea World, Volcano Bay and others. UCF in 15 minutes and Daytona beach/Cape Canaveral in 50’. Great restaurants and shops. The house is conveniently located for all attractions in Central Orlando. Airport is 25 minutes. SAFE NEIGHBORHOOD

Top guest favorite
A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.
Guesthouse in Longwood
4.98 out of 5 average rating, 140 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet yard and pool with hosts. 1 hr. from Disney & the beaches. 12 yr & older only. Single Sofa bed for 3rd guest. NOT a heated pool. Not Handicap Certified, but most wheelchair guests have not had issues. Narrowest opening 32" Ramp into unit by pool. Shower no steps. Queen bed height 29"-standard cabinets. Grab bars in bathroom. Airbnb's Accessibility Policy has exempted this listing from accepting Service & Emotional Support Animals due to owner's severe health condition.

Top guest favorite
A charming lakefront cottage is viewed from across the water, showcasing its blue exterior. The porch area includes a deck with seating, and two light-colored lounge chairs are positioned on the grassy lawn, surrounded by lush greenery and trees.
Cottage in Altamonte Springs
4.99 out of 5 average rating, 152 reviews

Charming Private Lakefront Cottage Retreat

You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

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
4.98 out of 5 average rating, 127 reviews

Florida Poolside Paradise a Great Place to Unwind!

Welcome to our exquisite 4-bedroom vacation rental in the heart of Maitland, Florida – a true gem where luxury meets convenience. This upscale home boasts fine furnishings and a private pool, making it the ideal retreat for families or groups seeking both comfort and style during their Sunshine State getaway. The house is located in a residential neighborhood with plenty of restaurants and shopping within a 5 minute drive. Convenient location off Rt 436. and half hour to the airport.

Top guest favorite
A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.
Home in Longwood
4.99 out of 5 average rating, 134 reviews

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

Guest favorite
A hot tub is positioned beside a gazebo, with comfortable seating and decorative lighting. Lounge chairs are arranged around a spacious pool deck, surrounded by green foliage and palm trees. The evening sky is visible in the background, creating a tranquil outdoor environment.
Home in Casselberry
4.98 out of 5 average rating, 49 reviews

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

Our home brings together elements of comfort, convenience, and fun with relaxed and social vibes. Ideal for families exploring central Florida who want to avoid the crowds. Nestled in a quiet neighborhood you’ll find shopping, restaurants, groceries, parks & golf walking distance. ☀️Highlights: Pool (not heated) & Hot Tub (very hot!) Outdoor lounges Propane firepit table & grill Table tennis Eclectic bar area Grand TVs Fully equipped kitchen Small Gym with free weights

Top 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
4.97 out of 5 average rating, 66 reviews

Luxury Villa: Heated Pool · Disney & Epic Universe

Perfect for families & groups — The Blue Villa! Sleeps 8: King, Queen, Twin, Trundle + Folding bed Heated private pool 24 hrs + BBQ Fully equipped kitchen Wi-Fi 1Gbs - 3 Smart TVs Free parking 4 cars + EV Charger L2 Home gym: elliptical & stationary bike Game room: ping pong, billar, darts, etc Private patio - quiet & safe area Workstation - in-unit laundry 24/7 Superhost support 30 min to Disney, Epic Universe & MCO Airport Self check-in via keypad. Make yourself at home!

Guest favorite
A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.
Home in Sanford
4.97 out of 5 average rating, 181 reviews

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

Guest favorite
Home in Casselberry
4.87 out of 5 average rating, 61 reviews

Entire Townhome | Stylish & Cozy | Peaceful

Bring the whole family and make this your home away from home. This townhome is equipped with everything needed to make your stay comfortable and feel at home. From washer and dryer, to a kitchen with everything needed to cook your meals. Parking is right in front of the townhome and the outdoor space can be used to relax and enjoy some quiet time. We are also roughly 30 minutes away from Universal and 40 from Disney for your park adventures!!

Popular amenities for Casselberry vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Casselberry

Guest favorite
Townhouse in Winter Springs
4.93 out of 5 average rating, 46 reviews

The Springs -Townhouse in the Winter Springs

Top guest favorite
The living area showcases a spacious sectional sofa adorned with accent pillows, positioned near a sleek electric fireplace. A large Smart TV is mounted above the mantel. Light wood flooring complements the modern design, while a vibrant green accent wall enhances the atmosphere.
Home in Winter Park
4.94 out of 5 average rating, 69 reviews

Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Top guest favorite
Guest suite in Winter Park
5 out of 5 average rating, 10 reviews

Nook Ave Studio| Priv Patio| Pool & Hot Tub Access

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
4.96 out of 5 average rating, 54 reviews

Central Florida Pool Home

Guest favorite
A tranquil outdoor space showcases a heated pool surrounded by a stone patio. Lounge chairs are positioned nearby, and vibrant bougainvillea adds color to the scene. The pale walls of the structure reflect daylight, while large windows offer views into the interior.
Apartment in Winter Park
4.93 out of 5 average rating, 27 reviews

Cozy Chambers 2 Blocks From Park Ave With Pool

Top guest favorite
A modern living area features a leather sectional sofa and a red accent chair. A coffee table sits at the center, complemented by decorative items. A wall-mounted television displays a talk show, while light from a nearby window enhances the open layout.
Townhouse in Casselberry
4.96 out of 5 average rating, 47 reviews

Gorgeous Lake Howell Townhouse

Guest favorite
A spacious bedroom features two sets of twin bunk beds, accommodating multiple guests. A cozy seating area with a chair and ottoman is positioned in front of a mounted TV. Large windows invite natural light, enhancing the bright, modern decor.
Home in Casselberry
4.9 out of 5 average rating, 92 reviews

July Specials, summer fun. Long term ok

Guest favorite
A brightly lit outdoor space features a spacious pool surrounded by playful decor, including inflatable floats. The backdrop showcases bold pink letters spelling 'GAME CHANGER.' String lights create an inviting atmosphere, and lounge chairs are arranged for relaxation.
Home in Casselberry
4.92 out of 5 average rating, 37 reviews

Pool, Hot Tub, Massage Chair, Golf, & Music Vibes!

When is the best time to visit Casselberry?

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Avg. price€118€115€124€111€109€104€99€106€104€106€115€119
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • What are the best places to stay in Casselberry?

    Vacation rentals in Casselberry are found in neighborhoods near parks and lakes, making it easy to access outdoor activities. Family homes and apartments are popular choices for groups and longer stays.

  • What are the best things to do in Casselberry with kids?

    Families often explore parks with playgrounds, lakes for birdwatching, and community recreation centers in Casselberry. Seasonal festivals and craft spaces are frequently suggested for hands-on fun.

  • What are some of the best things to do in Casselberry?

    Explore lakeside parks, try craft workshops at community centers, or attend outdoor concerts with local musicians. Art fairs and food markets are also popular throughout the year.

  • How is the weather in Casselberry?

    Casselberry has mild winters around 49–72°F (10–22°C) and warm, humid summers near 74–92°F (23–33°C), with higher rainfall in summer months. Lightweight clothing and a rain jacket are recommended.

  • When is the best time to visit Casselberry?

    Late winter through spring is often recommended, with pleasant temperatures and blooming landscapes. Outdoor festivals and farmers markets are common in these months.

  • What are the best places to visit in Casselberry?

    Frequently suggested spots in Casselberry include local parks, art galleries, and lakeside recreation areas. The city has community gardens and public spaces hosting events throughout the year.

  • What are some hiking trails in Casselberry?

    Casselberry's parks have walking and biking trails around lakes and wooded areas that are frequently suggested for leisurely hikes. Community paths make it easy to enjoy the city’s natural scenery.

  • What are some family activities we can do in Casselberry?

    Families can enjoy playgrounds at local parks, paddle on lakes, or participate in art workshops at community spaces. Storytime events and public concerts are often recommended for a lively day out.

  • What are some of the best day trip ideas from Casselberry?

    Day trips from Casselberry often include exploring nature preserves, visiting local art museums, and discovering larger city attractions around the region. Botanical gardens and historic districts are frequently suggested within reach.

  • Are there any pet friendly accommodations available in Casselberry?

    Many vacation rentals in Casselberry welcome pets, especially in areas near parks and lake walking paths. The city has green spaces for outdoor time with dogs and other pets.

  • What are some local tips for visiting Casselberry?

    Locals often suggest bringing comfortable shoes for lake park walks and checking community calendars for art fairs and concerts. Independent cafes and shops around the city provide a welcoming atmosphere.

  • What is Casselberry known for?

    Casselberry is known for its scenic lakes, community parks, and annual arts and music festivals. The city also has a strong tradition of outdoor recreation and neighborhood gatherings.

  • What are the best hidden gems to explore in Casselberry?

    Casselberry has small neighborhood gardens, mural-lined walking paths, and lakes often mentioned by locals for a peaceful retreat. Family-run eateries and independent shops add distinct flavor to the area.

  • What are the best foods to try in Casselberry?

    Casselberry has a mix of Southern-inspired dishes, Latin American flavors, and locally baked desserts. Independent restaurants and food markets often showcase regional favorites and fusion cuisine.

  • What should I bring for a trip to Casselberry?

    Pack lightweight clothing, sunscreen, and a rain jacket for summer, as humidity and quick showers are common. Comfortable walking shoes and insect repellent are also suggested for outdoor activities.

  • What is the nightlife in Casselberry like?

    Casselberry has a relaxed nightlife with neighborhood bars, live music venues, and casual eateries. Community events and local performances bring people together in the evenings.

  • What are the most popular events or festivals in Casselberry?

    Casselberry hosts annual arts and music festivals, food-centric events, and cultural celebrations during spring and fall. Outdoor concerts and holiday gatherings are also frequently suggested.

  • Are there family friendly vacation rentals in Casselberry?

    Casselberry has a range of vacation rentals, including homes and apartments well-suited for families. Many accommodations are located near parks, shopping, and local activities.

Destinations to explore

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  3. Florida
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