Holiday houses in Pine Hills

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Top-rated holiday rentals in Pine Hills

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Guest favourite
A collage of images showcases the private cottage's inviting interior and outdoor amenities. The cozy bedroom features a spacious bed, the pool area is lined with lounge chairs, and the game room displays a pool table and bar. The kitchen is fully equipped for convenience.
Cottage in Orlando
4.94 out of 5 average rating, 189 reviews

Mills Cottage

Beautiful private upstairs cottage with deck overlooking the lake. It’s near other lakes and dog friendly parks are close. Comfort was the number one reason when choosing furniture and mattresses. Kitchen fully equipped: coffee maker, toaster, microwave, cook top oven, refrigerator, washer/dryer, iron & flat screen TV. Wifi, cable tv, Amazon & Netflix. A dedicated professional work space and desk. Includes light breakfast and snacks. Please note there is an additional charge to use the pool.

Guest favourite
The studio features a spacious bed adorned with a light blue coverlet. A decorative towel swan is positioned on the bed. A small dining table with chairs is visible in the corner, while natural light filters through the window, enhancing the vibrant green walls.
Guest suite in Pine Hills
4.94 out of 5 average rating, 220 reviews

Cozy Studio with Terrace

This newly renovated, modern, and clean, studio has been freshly designed with wonderful & bright colors and all-new furnishings. Everything is thoughtfully selected to create the perfect Airbnb stay. You'll stay 15 min from Downtown Orlando, 20 minutes from Universal Studios, and 30 minutes drive from Disneyworld. INCLUDED - 1 Full Bed - 1 Full Bathroom - 1 Smart ROKU TV - Wi-Fi 60 Mbps - Kitchen - Refrigerator - Dining table & chairs - 1 Parking Space - AC/Heater -Temperature Range 70°F-79°F

Top Guest favourite
Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.
Home in Clermont
4.94 out of 5 average rating, 219 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Guest favourite
A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.
Loft in Colonialtown South
4.92 out of 5 average rating, 652 reviews

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.

Top Guest favourite
The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.
Guesthouse in College Park
4.91 out of 5 average rating, 192 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

Top Guest favourite
A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.
Guesthouse in College Park
4.96 out of 5 average rating, 466 reviews

The Coach House -2 bedroom/3 bath Orlando Getaway!

2 Bedroom/3 Bath House. Pet-friendly. Designed by renowned architect James Gamble Rogers II, the house is a 25-min drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scenes.

Top Guest favourite
A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.
Guesthouse in Lake Mary
4.96 out of 5 average rating, 136 reviews

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Top Guest favourite
A comfortable seating area features a dark gray sectional sofa adorned with decorative pillows. A patterned area rug lies underneath, complementing the wooden floor. A dining table with colorful chairs is visible in the background, alongside a TV stand and natural light filtering through sheer curtains.
Guest suite in Orlando
4.96 out of 5 average rating, 191 reviews

Upscale Urban Chic Apartment

This warm “Carriage House Apartment” offers a cozy relaxed studio suite, it's 500 sq ft in a premiere established neighborhood. Built in 1938, updated for modern fine living with charm. Enjoy scenic views, romantic evening strolls through tree lined streets to nearby parks and lakes. Ample on street parking. Walking distance to shopping, bars, fine dining, the Orlando Regional Medical Center and near major attractions. Live a local’s life in the heart of Orlando, Florida.

Top Guest favourite
The exterior of a modern shipping container suite is displayed, featuring large windows that allow natural light to flood the interior. The surrounding landscape includes gravel and low-maintenance foliage, with a small deck leading to the entrance, emphasizing the blend of nature and contemporary design.
Tiny home in College Park
4.95 out of 5 average rating, 173 reviews

Shipping Container Oasis -HotTub- 30 min to Disney

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal on the Weber Spirit 2 gas grill, and soak your tired feet in the hot tub.

Guest favourite
A bright bedroom features a spacious bed with a plush headboard and soft linens. Natural light enters through two windows, illuminating the room. A round mirror is mounted on the wall above a minimalistic desk with a chair, adding functionality to the cozy space.
Home in Orlando
4.94 out of 5 average rating, 150 reviews

Priv. Modern Cozy CP 1B/1Ba Suite near DT Orl & WP

Private & Comfortable 1 bd/ba suite in a 2021 townhome with front view windows, queen size bed, walk-in shower& private entrance. Equipped w/ ceiling and portable fans, Roku smart TV, mini fridge/freezer, microwave, and Keurig. Located in a safe, quiet, walkable neighborhood. 5 minutes of College Park shops, 10 minutes from downtown Orlando, 25 minutes to Universal Studios, 30 minutes to Orlando International Airport, & 40 minutes to Disney.

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!

Top Guest favourite
Condo in Orlando
4.91 out of 5 average rating, 174 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Popular amenities for Pine Hills holiday rentals

When is the best time to visit Pine Hills?

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Frequently Asked Questions

  • What are the best places to stay in Pine Hills?

    Vacation rentals around Pine Hills neighborhoods give you easy access to parks and local eateries. Many homes are set up for families or groups looking for comfort and a lived-in feel.

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

    Try playtime in neighborhood parks, enjoy outdoor sports fields, or visit community centers that frequently suggest youth programs. Many families also explore nearby nature spots for a relaxed outing.

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

    Explore locally rooted parks and community spaces, discover diverse food offerings from small neighborhood restaurants, or learn about the arts at nearby cultural centers. Pine Hills has easy access to green spaces and creative hubs.

  • How is the weather in Pine Hills?

    Pine Hills has warm, humid summers around 90°F (32°C), with frequent afternoon rain, and mild winters near 70°F (21°C). Lightweight clothing and a raincoat come in handy throughout the year.

  • When is the best time to visit Pine Hills?

    Milder temperatures and lower humidity in late fall or early spring are often recommended by travelers. Summer is popular for community gatherings but comes with frequent afternoon rain and warmth.

  • What are the best places to visit in Pine Hills?

    Wander through neighborhood parks, stop by local art centers, or explore bustling multicultural markets around Pine Hills. These spots showcase the area's community spirit and variety.

  • What are some hiking trails in Pine Hills?

    Explore paved walking paths in community parks or seek nature trails in nearby green spaces just outside Pine Hills. These areas are relaxed options for those interested in a gentle outdoor experience.

  • What are some family activities we can do in Pine Hills?

    Families often enjoy spending time in local parks, picnic spots, and playgrounds around Pine Hills. Community centers sometimes host activities, and area recreation complexes have sports courts and open spaces for everyone.

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

    Spend a day exploring nearby lakes, visit larger art museums in Orlando, or enjoy family-friendly attractions around central Florida. Nature reserves and regional gardens are also frequently suggested.

  • Are there any pet friendly accommodations available in Pine Hills?

    Many vacation rentals in Pine Hills neighborhoods welcome pets, and several homes have fenced yards or easy park access. Trails and local green spaces make spending time with your companion animal convenient.

  • What are some local tips for visiting Pine Hills?

    Support locally owned eateries for a taste of Pine Hills’ culinary traditions, and relax in shaded parks during warmer afternoons. Engaging with community events can give insight into the area's vibrant cultures.

  • What is Pine Hills known for?

    Pine Hills is known for its multicultural community, locally owned restaurants with Caribbean and Latin American influences, and accessible parks. The area also has a history of strong neighborhood involvement.

  • What are the best hidden gems to explore in Pine Hills?

    Discover small multicultural bakeries, tucked-away art studios, and local gardens around Pine Hills. These less-traveled spots highlight everyday creativity and community roots.

  • What are the best foods to try in Pine Hills?

    Pine Hills has diverse Caribbean, Latin American, and Southern-inspired dishes, like jerk chicken, pastelitos, or fried fish. Local bakeries often feature sweet breads and pastries reflecting the area's cultural mix.

  • What should I bring for a trip to Pine Hills?

    Pack breathable clothing for warm, often humid weather, a rain jacket for summer months, and comfortable walking shoes for exploring parks or trails. Sunscreen and a reusable water bottle are frequently suggested.

  • What is the nightlife in Pine Hills like?

    Nightlife in Pine Hills centers around neighborhood bars, relaxed lounges, and local restaurants featuring live music or karaoke. For bigger venues and a wider variety of music, visitors usually explore nearby Orlando.

  • What are the most popular events or festivals in Pine Hills?

    Pine Hills hosts multicultural community celebrations, seasonal festivals in area parks, and neighborhood cultural fairs. These gatherings often feature local music, regional foods, and art activities.

  • Are there family friendly vacation rentals in Pine Hills?

    Family friendly stays are available in Pine Hills, with many homes featuring kitchens, multiple bedrooms, and yard space. Neighborhoods are close to parks and community centers, making outings easy for families.

Quick stats about holiday rentals in Pine Hills

  • Total holiday rentals

    Explore 260 holiday rentals in Pine Hills

  • Nightly prices starting at

    Pine Hills holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,600 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

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Pine Hills holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pine Hills rentals

  • 4.5 Average rating

    Pine Hills stays receive an average rating of 4.5 out of 5 from guests

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