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Vacation rentals in Pine Hills

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Top-rated vacation rentals in Pine Hills

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

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Top guest favorite
A charming exterior view of the studio garage apartment is shown, featuring a dark door adorned with a floral decoration. Stone steps lead up to the entry, surrounded by lush greenery and plants. The garage door is white with double panels, complementing the neutral wall color.
Guesthouse in College Park
4.99 out of 5 average rating, 114 reviews

The Studio

Nestled off of a quiet brick street behind a 1922 bungalow, this studio garage apartment is a blend of cozy charm and convenience. Ideal for a solo traveler, but can accommodate two. The Studio has a private entry encompassing 3 rooms (bed/kitchen/bath). WiFi(200mbps); Roku TV, Netflix) provided. Quality grocery stores, restaurants, bars and lakes are a short walk away. Access to major highways are minutes away, making this location perfect for the business or leisure travel.

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, 833 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
A spacious suite is displayed with light blue walls and a full bed featuring striped bedding. A smart TV is mounted on the wall, while a small kitchenette with a refrigerator and a dining area is visible. Natural light enters through a window shaded with blinds.
Guesthouse in Orlando
4.93 out of 5 average rating, 270 reviews

"Modern Suite"

"Completly private cozy one-bedroom/bathroom suite with a romantic kitchen & dining area. Centrally located 20 minutes drive from Universal Studios. , 15 minutes to Downtown Orlando, 30 minutes to Disneyworld. Walking distance to Central Florida Fairgrounds, and Chinatown. Book your stay today!" 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 favorite
An open living area features a comfortable sofa, decorative pillows, and a coffee table. A flat-screen TV is mounted on a white media unit, with greenery and framed art enhancing the space. Large windows allow natural light to fill the room, complemented by cozy blue curtains.
Home in Colonialtown South
4.95 out of 5 average rating, 189 reviews

Spacious 3BR/2B w/Workspace & Backyard Paradise

Bring the whole group to this great place with lots of room for fun and prime for a relaxing home base for your trip! With open concept common areas, full kitchen, laundry, and games to play, this makes for a super cute and spacious home! The backyard oasis has a hammock plus a patio with furniture, and partial sunshine. Located in a quiet neighborhood blocks from downtown Orlando and close to major attractions and highways. This home is loaded with everything you'll need!

Top guest favorite
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, 172 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.

Top guest favorite
A living area features a plush sofa and two armchairs arranged around a circular coffee table. Natural light filters through the window, illuminating the space. A vibrant area rug anchors the seating area, while a bouquet of flowers adds a touch of color on the table.
Home in Winter Garden
4.99 out of 5 average rating, 152 reviews

Downtown Winter Garden, Florida

Charming two bedroom, one bathroom home just three blocks from downtown Winter Garden Florida. Across the street from the West Orange Bike Trail and walking distance to restaurants, Splash pond, shopping and Farmers Market. The back yard is shaded by a 100 year old live oak tree. There is a “no pet policy” at the house. We do not accept guests under the age of 12. There are NO cameras on or around the property. I respect the privacy of my guests.

Guest favorite
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 College Park
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 favorite
A serene bedroom features a spacious bed dressed in crisp white linens, flanked by modern bedside lamps. A vibrant floral accent wall adds a pop of color, while light filters through plantation shutters, creating a calming atmosphere.
Home in College Park
4.96 out of 5 average rating, 108 reviews

Yale House in College Park 2 mi from Downtown

Yale House is a charming, historic 1927 home. This happy place is a stylish mix of nostalgia and modern life. The home is only steps away from shops & restaurants. The full kitchen and laundry have everything one needs for longer stays and includes a dedicated workspace with ethernet. There is wifi & 3 streaming TV’s with a huge comfy couch. Driveway parking for two cars. Two bedroom choices provide for a peaceful rest.

Guest favorite
An outdoor deck features a round table with two chairs beneath a vibrant orange umbrella. The entrance to the container studio is framed by glass doors, surrounded by plants. String lights are visible overhead, providing a cozy ambiance.
Shipping container in College Park
4.93 out of 5 average rating, 187 reviews

Cozy container in College Park and near Downtown

This is a unique stay in a container that has been transformed into a studio. Similar to a tiny home but without climbing into a loft. The Container is outfitted with a Kitchen, Bath and sleeping area. Cozy and quaint is the best way to describe it. The location is in my backyard in College park, near major roadways for easy travel to the theme parks, Winter Park restaurants and Downtown entertainment.

Guest favorite
A sleeping area features a full bed with a floral-patterned blanket, complemented by a decorative 'COZY' pillow. A wall-mounted shelf displays a plant and decorative items, while a ceiling fan provides air circulation. Soft lighting creates a calm ambiance.
Guesthouse in Maitland
4.78 out of 5 average rating, 120 reviews

Private full kitchen near Disney & Epic Universe!

Get ready for an Orlando escapade! Our quirky rental features a cozy futon over a twin and a full bed that sleeps up to 4. Nestled next to I-4, you're just 25 mins from Universal, Epic universe, and 35 mins from Disney, with more fun nearby. Enjoy a homey retreat with easy check-in and a fully stocked kitchen for your midnight snack raids. Book now for comfort, laughs, and unforgettable adventures!

Superhost
A modern kitchen features a large, white island at its center, complemented by stainless steel appliances. Sunlight streams through arched windows, illuminating the light grey walls and spacious layout. Wood-like flooring adds warmth, while a cozy living area is visible in the background.
Home in Ocoee
4.86 out of 5 average rating, 145 reviews

Come as a guest and leave as family, everyone does

Welcome to a warm, stylish home made for families and unforgettable stays. With plenty of space to relax and reconnect, it’s perfect for making memories together. Loved by our family for nearly 25 years, this home offers comfort, character, and a welcoming feel you’ll notice the moment you arrive.

Guest favorite
A living room area features a comfortable seating arrangement with a sectional sofa and armchair. A television is positioned on a glass-top stand, accompanied by decorative lamps. A mirror reflects light, enhancing the space, while a window with blinds allows natural light to filter in.
Home in Orlando
4.91 out of 5 average rating, 99 reviews

City Charmer

Come stay on the quiet side of Orlando, just a stone throw away to Baldwin Park. This half duplex has 2 bedrooms and 2 full baths in the heart of Orlando, FL. Just 25 mins from Orlando Intl Airport, a walking distance to local shops, restaurants, Publix, and the serene Lake Baldwin!

Popular amenities for Pine Hills vacation 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 vacation rentals in Pine Hills

  • Total vacation rentals

    Explore 260 vacation rentals in Pine Hills

  • Nightly prices starting at

    Pine Hills vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 5,600 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

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Pine Hills vacation 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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