Vacation rentals in Casselberry

Apartment in Florida Center

The iconic entrance of Walt Disney World is displayed, featuring colorful banners and characters, including Mickey Mouse and Minnie Mouse. Lush palm trees frame the scene under a bright sky, inviting visitors to experience the magic of the park.

5 out of 5 average rating, 6 reviews

Enclave byJS Luxury Vacation Orlando

The best vacation in Orlando,Enclave by JS Luxury Vacation is what you are looking for in comfort and luxury!Affordable rates, unlike the competition. Located in the heart of International Dr,close to the main attractions,Fun Spot,Malls,Walt Disney World,Epic Universe and within walking distance to Universal Studios.Free parking,laundry,restaurant,special parking space for those who need a ramp.Balcony in all apartments.Indoor heated pool,gym, jacuzzi.3 m from turnpike1/2 mile from hway 4.Enjoy.

4.8 out of 5 average rating, 251 reviews

Townhouse in Kissimmee

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

Stunning LAKEFRONT view with SOUTH exposure for all day SUNLIGHT. MODERN furniture & HARDWOOD floors! Private JACCUZI! 5 SMART TVs & FREE WIFI. 4 BDS (2 with ensuite, one on each floor) & 3.5 BATH. SS appliances, water filter and quartz counter tops. 10 mins to Disney, 15 mins to Sea World, 20 mins to Universal. Walk to Old Town, Fun Spot, restaurants and stores. Uber/Lyft/Lynx bus to Disney. Resort heated pool, water slides, fitness, tennis, restaurant/bar, mini store and 24/7 gate with guard.

4.83 out of 5 average rating, 69 reviews

A meandering lazy river is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. The clear water reflects the sky, creating a serene atmosphere. Sun loungers are situated along the riverbanks, inviting relaxation in the outdoor space.

Villa in Kissimmee

Home w/ PVT Pool, Game Room & Resort access 2100

Our luxurious 5-bedroom, 5.5-bathroom home boasts a spacious living room with Smart TV, a fully-equipped kitchen and dining room, a cozy upstairs living area perfect for movie nights as well as an air-conditioned game room featuring a pool table and air hockey. Venture to the backyard to find even more amazing features such as a spacious private pool and SPA, sun loungers, a barbecue and a table with 6 seats where you and your guests will be able to enjoy some sun-filled al fresco dining.

4.95 out of 5 average rating, 161 reviews

Condo in Kissimmee

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

4.86 out of 5 average rating, 29 reviews

A comfortable living area features a gray sofa with decorative throw pillows, a round mirror, and a colorful artwork on the wall. A flat-screen TV is positioned on a light-toned cabinet. Natural light streams in through large windows, enhancing the open ambiance.

Cottage in Kissimmee

Cottage Retreat 3BR w Free Parking near WDW

Welcome to the Margaritaville Resort 3BR Cottage in Kissimmee! - Spacious living area with a well-equipped kitchen and comfortable bedrooms. - Enjoy relaxing views in a tropical ambiance surrounded by palm-lined streets. - Short drive to Walt Disney World (10 min), Universal Studios (32 min), and SeaWorld Orlando (29 min). - Amenities include flat-screen TVs, high-speed Wi-Fi, outdoor patio, and free parking. - Perfect for creating unforgettable memories with family and friends.

4.88 out of 5 average rating, 56 reviews

Home in Kissimmee

Baby Safe w *Indoor PlayGround*

**Property Requires refundable Security Deposit**Close to Disney Parks! Home equipped for baby! Full nursery, double stroller, highchair, packnplay, outlet covers, baby gates, toys, books, bouncy, and more. Kids love the Toy Story indoor playground with ball-pit, trampoline & slide, the fun doesn't stop at Disney! 6 themed bedrooms (3 Kids & 3 Adult themes), 5 baths, appliance stocked kitchen, a movie/game loft w/ 2 queen sofa sleepers, in-ground pool and Jacuzzi with BABY GATE!

4.65 out of 5 average rating, 54 reviews

Condo in Davenport

Paradise near Disney

All you want and need in Florida is located at my beautiful vacation resort. 1300 square feet of luxury for the right price. First floor, largest patio in all units. 2 amazing club houses. 4 heated pools 5 jacuzzis, restaurant, pool side bars, spa, splash pad, tennis courts, basketball courts even a BEACH with dock for fishing, bbq grills with tables, kids playground, amazing scenic walks, pool tables, volley ball, ping pon,convenience store all available in this amazing resort.

4.88 out of 5 average rating, 26 reviews

A screened lanai offers a view of a green landscape bordered by a black fence, with tree silhouettes framed against the sky. A decorative lamp sits on a table, providing subtle illumination. Two black chairs and a small side table are arranged around the space.

Home in The Villages

Entire Home in The Villages Absolutely Beautiful!!

Neighborhood Pool, WIFI, Free Parking, Backyard View Excellent location, 2 bed 2 bath open floor plan home that borders a nature preserve looking out the lanai in the Village of Palo Alto. Walking distance to Spanish Springs and close to Lake Sumter Landing. Enjoy area amenities including pools, golf courses, tennis, pickle ball, shuffleboard and live entertainment every night of the week in three different locations. I do not live there. Prices include golf cart!

4.92 out of 5 average rating, 12 reviews

Home in Orlando

PuraVida Lakehouse+Bungalow - Full Property

Welcome to our Pura Vida jungle-inspired urban lake house, nestled in the heart of Orlando! Combining tropical tranquility with modern luxury, this unique retreat offers the perfect escape for travelers seeking a serene atmosphere just minutes from the city's attractions. **NO PARTY OF ANY KIND OR EVENT ALLOWED** Circular driveway makes for free and easy parking. Located 15 min from the airport, 15 min to Universal, 30 min to Disney, and 50 min to Cocoa Beach.

5 out of 5 average rating, 7 reviews

A sandy beach area is shaded by a thatched roof structure, featuring a ping pong table in the center. Surrounding seating includes blue lounge chairs, with hammocks positioned nearby, all set against a backdrop of tranquil water and greenery.

Apartment in Davenport

Bahama Bay Resort * Disney Area

Bahama Bay is a Gated Resort just 10 miles from Disney! With 4 Pools * 6 Hot Tubs * A Splash Pad * Shuffleboard * Sandy Beach Area * Tiki Bar Restaurant * Walking Trails & More is a great place for a Vacation! * NO Resort FEE * Parking is FREE! Resort Villa * 2nd floor Villa * 4 Swimming Pools * 6 Hot tubs * White sandy Beach * On-site Restaurant Tiki & Bar * Beach Volleyball * Tennis * Pickle Ball * Basketball * Fishing * Nature Trails *

4.95 out of 5 average rating, 20 reviews

A staircase featuring light wooden steps leads to an upper level, surrounded by neutral-colored walls. A door is visible on the left side, while a cozy living area with a large sofa is partially shown in the background, enhancing the welcoming entryway.

Townhouse in Kissimmee

The Best New TownHome in Kissimmee.

Escape to sunny Kissimmee, Florida, and enjoy the ultimate vacation at our stunning Airbnb rental! Located just minutes from Walt Disney World, Universal Studios, SeaWorld, and other top attractions, this home is perfect for creating unforgettable memories. Perfect for families, couples, or groups, this rental combines convenience, comfort, and style in one incredible location. Your dream vacation in Kissimmee starts here—book now to secure your stay!

5 out of 5 average rating, 7 reviews

Home in Mount Dora

Doras Dream, 4 Bedrooms, Sleeps 12, Downtown

Welcome to Doras Dream, a spacious retreat located in the heart of Downtown. This spacious home, located just minutes from the heart of charming downtown Mount Dora, is the perfect getaway for families. Comfortably accommodating up to 12 guests, the house is uniquely designed to offer shared or private living arrangements, thanks to a privacy door that separates the front and back of the home.

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Popular amenities for Casselberry vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Casselberry's top sights

Enzian Theater77 locals recommend

Winter Park Village68 locals recommend

Winn-Dixie53 locals recommend

Regal Cinemas Winter Park Village43 locals recommend

Starbucks39 locals recommend

Whole Foods Market34 locals recommend

Other great vacation rentals in Casselberry

4.88 out of 5 average rating, 553 reviews

A spacious pool area is showcased, featuring a tranquil pool with a curved edge, surrounded by stone pavers. A covered patio area includes wooden furniture, while a waterfall feature adds a natural element. Lush greenery and trees frame the scene, creating a private atmosphere.

Bungalow in Maitland

Maitland-Orlando Area, FL. Pool House Bungalow

4.92 out of 5 average rating, 194 reviews

A tranquil natural landscape featuring vibrant greenery and a clear blue stream. The scene includes large, flat rocks surrounded by dense vegetation and a wooden walkway that curves gently through the lush environment.

Home in Longwood

Cozy 3 Bedroom Home, Great location!!

Home in Altamonte Springs

The kitchen features white cabinetry and modern appliances, including a stove, refrigerator, and microwave. A small dining table with four chairs is positioned in the center, surrounded by ceramic tile flooring. Natural light enters through a nearby window, illuminating the space.

4.85 out of 5 average rating, 220 reviews

Guest House near attractions

4.97 out of 5 average rating, 250 reviews

The exterior of the home features a welcoming front entrance with a gray door and arched window. The pathway is lined with colorful foliage, and tropical plants surround the entrance. A lamp post stands at the forefront, providing soft illumination amidst the lush greenery.

Home in Sanford

Clean, cozy home in a GREAT location

4.99 out of 5 average rating, 590 reviews

A serene lake scene is captured at sunset, reflecting hues of orange and blue across the water's surface. A wooden dock extends into the lake, surrounded by lush greenery, providing a tranquil atmosphere.

Guest suite in Chuluota

Enjoy Our Beautiful Sunsets and Peaceful Sunrises

Guest suite in Altamonte Springs

A scenic view features a wooden swing nestled under a pergola, with a clear lake and lush greenery in the background. Palm trees line the shore, while a wooden dock extends into the water, inviting relaxation amidst the natural surroundings.

4.96 out of 5 average rating, 169 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

4.93 out of 5 average rating, 104 reviews

Home in Casselberry

Villa with Guest House & Pool-Patio