Holiday rentals in Pine Hills

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Top-rated holiday rentals in Pine Hills

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

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Guest favourite
Guest suite in Pine Hills
4.94 out of 5 average rating, 231 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
Home in Pine Hills
5 out of 5 average rating, 41 reviews

Adventures in Orlando

Beautifully remodeled 3-bedroom, 2-bath home just minutes from all major theme parks! This family-friendly retreat features Smart TVs in every bedroom and living room, a fully stocked kitchen, full-size washer and dryer, outdoor dining area with BBQ, and a large fenced backyard perfect for your pets and kids. Enjoy easy access to the resort-style pool just a one-minute walk away, plus nearby shopping including Walmart and Publix. Everything you need for a comfortable and memorable stay is here!

Top guest favourite
The backyard features a large pool with a hot tub and a patio area shaded by wooden structures. Comfortable outdoor seating is positioned under the patio, providing a relaxing space. A playful inflatable float can be seen in the shimmering water.
Home in Orlando
4.97 out of 5 average rating, 104 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

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 Orlando
4.92 out of 5 average rating, 680 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.

Guest favourite
Loft in Orlando
4.92 out of 5 average rating, 994 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 favourite
Guest house in Orlando
4.99 out of 5 average rating, 126 reviews

Location, Location, Location!

Enjoy a stylish experience at this centrally-located Guest House. It is located in an excellent area close to the downtown Orlando, excellent restaurants, and much more. It is fully furnished and equipped with new appliances (washer and dryer included) and furniture. It is located minutes from Winter Park, Downtown Orlando and theme parks. Downtown Orlando 3 miles (6 min) Advent Health Hospital 0.6 miles (2 min) Walt Disney World 20 miles (23 min) Universal Studios 11 miles (18 min)

Top guest favourite
A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.
Guest suite in College Park
4.97 out of 5 average rating, 313 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Top guest favourite
A warm indoor space features a spacious bed adorned with soft linens, complemented by wooden accents and greenery. A cozy sitting area is visible, along with a rustic desk and wall art that reads "TO THE MOON & BACK," creating a serene environment.
Tiny home in Orlando
4.97 out of 5 average rating, 867 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.

Guest favourite
The exterior of the bungalow is surrounded by vibrant greenery, featuring classic window shutters and inviting textures. Elements indicating various amenities include icons for bicycle rentals, pet policy, kitchen accessibility, rental vehicles, and event approvals, enhancing the overall experience.
Home in College Park
4.99 out of 5 average rating, 75 reviews

Sleeps 6 | Car Rental | Prime DTO Location

Fully private 3BR/1BA home just minutes from Downtown Orlando! Features a full kitchen, bathroom, living room, laundry, and a fenced yard. All three bedrooms include king beds for maximum comfort. Enjoy smart TVs, complimentary coffee, and essentials like shampoo, conditioner, and body wash. Pet-friendly with a $67 fee (including service animals). Located in a quiet, charming area just minutes from theme parks, fairgrounds, shopping, restaurants, and nightlife.

Guest favourite
The exterior of a two-story townhome is shown, featuring light grey walls and a blue front door. A balcony is visible on the upper level. Neatly arranged shrubs and grass adorn the front yard, complemented by a walkway leading to the entrance.
Home in Orlando
4.94 out of 5 average rating, 159 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 Ocoee
4.91 out of 5 average rating, 90 reviews

Lakefront in West Orlando Florida

Orlando West - Lakefront on a Crystal Clear Spring Fed lake with white sand beach -2 Car Garage for storage and security -Completely renovated -Split plan for privacy -20 Minutes to Disney and all Theme Parks - WIFI - Motion sensor lighting on exterior - Large Covered Screen Porch overlooking the Lake -Open deck with BBQ Grill and Firepit for the perfect end of the day with Family or Friends.

Guest favourite
A sparkling pool is seen surrounded by a spacious patio, featuring a white covered area with comfortable seating. A hammock hangs nearby, offering a shaded space for relaxation. The pool water glimmers under natural light, enhancing the serene atmosphere of the outdoor area.
Home in Pine Hills
4.99 out of 5 average rating, 68 reviews

Swim & Chill Hideaway | Heated Pool + Fire Pit

Escape to your private paradise nestled in the heart of a tranquil neighborhood. Our cozy home offers a perfect blend of comfort, convenience, and relaxation, complete with a sparkling pool oasis that's sure to delight guests. Whether seeking a peaceful retreat or a fun-filled getaway, our home provides the perfect backdrop for unforgettable memories with family and friends.

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 £7 per night before taxes and fees

  • Verified guest reviews

    Over 5,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    250 of Pine Hills holiday rentals include wifi 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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  5. Pine Hills