
Holiday rentals in Pine Hills
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Top-rated holiday rentals in Pine Hills
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10 Minutes to Universal - Charming Private Home
Beautiful newly remodeled home centrally located. 3 bedrooms (2 King 1 Queen) and 2 full baths (1 walk in shower w/ grab bars). Carport. Huge and private yard to enjoy! Comfortable living room with big screen TV, couches and lazyboy recliners. Kitchen is fully stocked for cooking. Office desk and chair. Washer and Dryer. 10 Minutes to Universal Studios and just minutes more to International Drive, Mall of Millenia, Florida Mall, or Disney. Grocery, liquor, pizza, chinese within a 5 minute walk.

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.

Oasis Garden Cottage -cozy, chic, near everything!
Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

Key West Themed Lakefront Oasis with Sailboat
Please read the entire description before booking (including "policies and rules"). This is the lower half of a large lakehouse. Enjoy a resort-like experience with a private pool, heated spa, and stunning sunsets. With a fun Key West theme, it comfortably sleeps your group and features a separate entrance for complete privacy. Enjoy an outdoor kitchen, fire pit, and even a sailboat for a unique stay. Perfect for families seeking a memorable getaway. Kayaks are included for you to explore.

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.

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.

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.

"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

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.

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.

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.

Jo's place
This is a charming three bedroom two bath home, with a screened in pool and patio, updated kitchen and newly renovated bathrooms, in a relatively quiet residential area of Orlando . Many restaurants and fast food places are nearby and it is a easy commute to all the theme parks, shopping malls and premium outlets.
Popular amenities for Pine Hills holiday rentals
Other great holiday rentals in Pine Hills

Orlando Urban Oasis - 5BR 2BA

Scenic View w Pool/Fenced Yard/Centrally located

PineHills4BD2BTConvenientLarge

Meet. Play. Stay. • Relax & Play in Orlando

Welcome to your home away from home!

Cozy Orlando Stay • 5 Miles to Downtown

Orlando Home with pool

Walkable Mills 50 cottage w/ Patio under Oak Tree
When is the best time to visit Pine Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £48 | £48 | £49 | £41 | £41 | £44 | £48 | £46 | £41 | £41 | £42 | £42 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
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- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
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- Old Town
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