Holiday rentals with outdoor seating in Casselberry

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Casselberry

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite
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, 354 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 favourite
A serene view of Lake Ada at sunset is captured, showcasing a wooden dock extending over the calm water. Silhouettes of trees line the shore, and a hammock is positioned in the foreground, inviting relaxation amidst the tranquil setting.
Home in Sanford
4.89 out of 5 average rating, 126 reviews

Edgewater lake house Sanford SFB airport Boombah

This is a beautiful 3 bedroom 2 bath home on Lake Ada. Just 10 minutes to Sanford SFB airport. Clean, uncluttered home equipped with everything you need for a fun vacation, just bring your toothbrush and shampoo. Master bedroom with full bath and direct access to the screen porch. Flat TV in master, BR 3 and the living room and WiFi throughout. In the fenced back yard, there is a fire pit with gate access to the dock and lake. Screen porch and gas grill great for entertaining family and friends.

Superhost
The living area features a bold accent wall and modern furnishings. A yellow sofa is complemented by four accent chairs with striped cushions. A decorative coffee table sits at the center, surrounded by plants and artwork, creating a welcoming atmosphere.
Home in Goldenrod
4.8 out of 5 average rating, 165 reviews

Modern 4-Bed Home in Winter Park (FullSail/UCF)

✨ MODERN WINTER PARK RETREAT ✨ 🏡Welcome to our stylish escape in Winter Park. Situated on a half-acre lot in a tranquil neighborhood, this modern 4-bed, 3-bath home is just minutes from Full Sail, UCF, Park Avenue, and Downtown Orlando. With open-concept living, a fully stocked kitchen, a fenced backyard with a basketball court, and high-speed Wi-Fi, this home is perfect for family vacations, group getaways, or business trips. 📝PLEASE NOTE: 🧺 A washer & dryer is now included as an amenity!

Top Guest favourite
Guesthouse in Sanford
4.95 out of 5 average rating, 200 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a Private Studio Guest House with its own entrance, fence, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Guest favourite
A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.
Bungalow in Fern Park
4.87 out of 5 average rating, 603 reviews

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.

Guest favourite
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, 125 reviews

Villa with Guest House & Pool-Patio

Welcome to this Amazing House Pool-Patio with 4 Bedrooms + 2 Bathrooms and optional guest house. Luxury and 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 and accessible for all attractions in Central Orlando. Airport is 25 minutes. SAFE NEIGHBORHOOD

Guest favourite
A spacious living area is highlighted by a brown sofa and a round dining table surrounded by wooden chairs. A ceiling fan circulates air while large windows provide natural light and views of the backyard. A television is mounted on the wall.
Guest suite in Casselberry
4.91 out of 5 average rating, 110 reviews

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.

Top Guest favourite
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
4.99 out of 5 average rating, 113 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 favourite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,097 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Top Guest favourite
A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.
Houseboat in Sanford
4.98 out of 5 average rating, 198 reviews

Enjoy the Magic - Floating Cottage on the River

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Guest favourite
Home in Goldenrod
4.93 out of 5 average rating, 120 reviews

Cheerful 3 bedroom with a spacious shaded yard

Charming mid-century home that has been updated for a comfortable and relaxing stay. Plenty of space indoors to relax and chill or head outdoors to spread out and enjoy the lovely shaded yard with friends. Centrally located for convenient access to everything that Central Florida has to offer. The major amusement parks (30-40 minutes), East coast beaches (45-60 minutes), downtown Orlando (15 minutes), Park Ave (10 minutes) and UCF (10 minutes)

Top Guest favourite
Home in Spring Lake
4.97 out of 5 average rating, 874 reviews

The Little Tree House at Country Club of Orlando

Urban cool meets childhood fancy in this upper separate downtown boutique bungalow in the Country Club of Orlando. The Little Treehouse is the perfect Central Florida romantic getaway for two in this 260 sq. ft. 2nd floor renovated 1926 carriage house. Conveniently located 5 minutes from Downtown, Amway Arena, Camping World Stadium and just 15 minutes to Universal Studio and 25 minutes from Disney!

Popular amenities for Casselberry outdoor seating rentals

When is the best time to visit Casselberry?

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Avg. price$202 AUD$222 AUD$218 AUD$212 AUD$215 AUD$266 AUD$219 AUD$218 AUD$248 AUD$250 AUD$277 AUD$285 AUD
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Quick stats about holiday rentals with outdoor seating in Casselberry

  • Total holiday rentals

    Explore 50 holiday rentals in Casselberry

  • Nightly prices starting at

    Casselberry holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Casselberry holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Casselberry rentals

  • 4.9 Average rating

    Casselberry stays are highly rated by guests—averaging 4.9 out of 5!