Vacation rentals in Cassadaga

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Top-rated vacation rentals in Cassadaga

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Guest favorite
Two red kayaks are positioned on a tree trunk beside a peaceful lake, reflecting blue skies and lush greenery. A covered patio area is visible, alongside a hot tub, creating an inviting space for relaxation by the water.
Home in Lake Mary
4.85 out of 5 average rating, 362 reviews

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

Top guest favorite
A fire pit is positioned on a wooden deck, with flames gently flickering. Beyond the deck, a serene lake reflects the colors of a sunset, surrounded by marshland and trees. Silhouettes of the landscape contrast with the soft hues of the sky.
Cottage in DeBary
4.84 out of 5 average rating, 211 reviews

The Luxury Lake Front Zen Casa

The Zen Lake Front Cutie is teaming with wildlife! Enjoy exquisite sunsets while lounging on the wrap around deck or relaxing in the therapeutic hot tub. A star gazer's delight, a bird watcher's paradise. Zen & eclectic: original art, exotic décor, Zen lighting, & Indonesian wood. Just a hop from I4, 30 mins from New Smyrna beach, 40 mins from Orlando, 50 from MCO airport/Disney/Sea World. 5-10 mins from the natural Blue Springs, Green Springs, Gemini Springs & the iconic St. John's River.

Top guest favorite
An airy bedroom features two built-in beds with blue accents, positioned under a sloped ceiling. Natural light filters through a window, illuminating the space. Nightstands with lamps are placed beside each bed, and a small plant adds a touch of greenery.
Home in Lake Helen
4.96 out of 5 average rating, 174 reviews

Rustic Retreat in the heart of Lake Helen

This charming rustic home has a lot to offer. It has many nooks where your family can unite and create moments for their memory buckets. Florida room allows you to observe nature and is a perfect spot for your coffee. The house has one master bedroom (king size bed) with attached full bathroom. It has a second bedroom with two built-in beds (twin and full size). There is a separate shower room and a separate restroom. Upstairs it has a 3rd bedroom with 2 built in twin beds and a 1/2 bathroom.

Top guest favorite
The exterior of the bungalow features a pale blue façade with white trim and a welcoming yellow door. A Florida flag hangs prominently, and two plants sit on the porch steps. Steps with handrails lead to the spacious front porch, surrounded by lush greenery.
Bungalow in DeLand
5 out of 5 average rating, 171 reviews

Persimmon Place, family friendly historic cottage

Come unwind in a piece of history. Our 1920s historic bungalow offers just that! We've renovated this home to provide all the comforts you expect, while ensuring its unique character shines through. You'll love our prime location, just a few blocks from the lively heart of Downtown and the beautiful Stetson University campus. Start your day on the front porch, perfect for enjoying the neighborhood, or find a peaceful retreat on the back porch overlooking the fenced yard – a haven for kids.

Top guest favorite
The sleeping area features a spacious bed with crisp white linens and a decorative pillow in the center. Soft lighting is provided by two bedside lamps on wooden tables, and a piece of abstract wall art adds a subtle touch above the bed. Greenery is present in the form of a hanging plant.
Tiny home in Lake Helen
4.97 out of 5 average rating, 428 reviews

Mira Bella North

Tiny Home with full kitchen on a peaceful 13 acres in a small town. Owner lives on site, but the tiny home is away from the main house so it is private. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple kids. Room for more than one car or a trailer. (Not suitable for 4-legged travelers due to free ranging ducks, peacocks and close proximity to horses and miniature donkeys) (If your dates are unavailable, search Mira Bella South)

Guest favorite
Loft in Colonialtown South
4.92 out of 5 average rating, 983 reviews

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

Top guest favorite
A cozy living area features a blue sofa adorned with patterned cushions. A light wood table and chair provide space for work or relaxation. Two lamps and a flat-screen TV are positioned next to newly installed windows that offer natural light and outdoor views.
Guesthouse in DeLand
4.96 out of 5 average rating, 224 reviews

No Worries Carriage House, 5 min walk to Stetson

This second-floor carriage house is all yours. Located on a quiet street amidst historic homes. Walk to Stetson in 5 min. Downtown DeLand is an easy 15 min. walk. Your two bedrooms, full kitchen, private access will be great for a get-away for you and your guests. 42" flatscreen TV with cable and Amazon Prime with no ads. Wifi. The second-story banks of windows look out over beautiful, tropical plants. Space to work or relax. We look forward to you enjoying your stay with us.

Top guest favorite
A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.
Tiny home in Spring Lake
4.97 out of 5 average rating, 853 reviews

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

Top guest favorite
Home in Orange City
4.99 out of 5 average rating, 153 reviews

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

Top guest favorite
A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.
Guesthouse in DeLand
4.9 out of 5 average rating, 539 reviews

The Cottage at True Trail Farm

Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, Daytona Beach. Enjoy fresh eggs from our chickens in the morning before heading to the Springs for a cool dip or manatee watching only 10 minutes away.

Superhost
A porch swing is suspended from the ceiling, positioned beside vibrant cushions on a white swing. A small bistro table and chairs are visible, while the surrounding greenery features palm trees and manicured flower beds, providing a serene outdoor space.
Home in Garden District
4.85 out of 5 average rating, 116 reviews

Boutique Hideaway in DeLand • Steps from Downtown

Escape to this remodeled boutique hideaway steps from downtown DeLand. Enjoy a bright, thoughtfully designed space with a cozy living area, fully equipped kitchen, plush queen bedrooms, and private outdoor nook for morning coffee or evening wine. Walk to restaurants, shops, and local events, then return to comfort, privacy, and effortless relaxation. Well‑trained pets welcome.

Top guest favorite
Guesthouse in Deltona
4.99 out of 5 average rating, 149 reviews

Krater Key Lake House

Welcome to your lakeside retreat like no other! Our Airbnb offers the perfect blend of relaxation and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

Popular amenities for Cassadaga vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Volusia County
  5. Cassadaga