Holiday rentals in Pine Hills

Find and book unique accommodation on Airbnb

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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,150 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

    90 properties have a dedicated workspace

  • Wifi availability

    240 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

Top-rated holiday rentals in Pine Hills

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

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Top 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
4.95 out of 5 average rating, 238 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

LocationValueAccuracy

Top guest favourite
A cozy sleeping area features a spacious bed with a light-patterned coverlet. Adjustable reading lamps are positioned on either side. A simple desk with a chair and a small bookshelf are present, complemented by a light decorative wall piece. Natural light enters through a window with blinds.
Guest suite in College Park
4.97 out of 5 average rating, 479 reviews

A SUITE RETREAT with a Garden View in the City

A lovely remodeled in-law suite in a 1920s Mission Styled home in College Park suited for 2 people with a separate entrance, private bath & a little kitchenette.The Suite looks out into a garden to offer a relaxing view. Even though you are in the Downtown area, the suite was designed to offer solitude. We are walking distance to many restaurants & only an easy 5 minute drive to downtown Orlando. I am looking forward to hosting any and all who would like to visit. All are welcome. #STR-1009437

FamilyLocationSolo travel

Top guest favourite
A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.
Home in Orlando
4.97 out of 5 average rating, 108 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

FamilyValueDecor

Guest favourite
A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.
Home in Orlando
4.88 out of 5 average rating, 109 reviews

Recharging Lakeview Oasis w/Pool centrally located

Fall in love w/ our peaceful home w/ incredible backyard & pool overlooking Lake Gandy! Experience the tranquility of this safe, residential area. New furnishings for your comfort, cozy living room w/ an 85" Smart TV, comfortable bedrooms, laundry room & fully-equipped kitchen for a nice meal. Have fun at our spacious backyard, great for entertainment, bbq's & fire pit s’mores nights! Enjoy delicious organic fruit in the yard! Only 25min away from amusement parks & MCO! Superb for long stays!

FamilyLocationOutdoor spaces

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, 331 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, zip code 32804. 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 add the pet to the reservation.

LocationValueLong stay

Guest favourite
Home in Orlando
4.89 out of 5 average rating, 106 reviews

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.

LocationFamilyGetting around

Top guest favourite
The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.
Guest house in Orlando
4.97 out of 5 average rating, 388 reviews

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!

ValueFamilyOutdoor spaces

Top guest favourite
Loft in Orlando
4.92 out of 5 average rating, 1016 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.

ValueFamilyHospitality

Top guest favourite
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
4.97 out of 5 average rating, 118 reviews

1927 Bungalow · Walk to College Park Shops

A 1927 bungalow in College Park with its original character intact — plantation shutters, wood floors, a record player and a wall of albums worth digging through. A walk-everywhere address: Publix, Starbucks and the shops on Edgewater are two minutes away. Inside, a full kitchen with dishwasher, in-unit laundry, 1000 Mbps fiber and a real desk with ethernet — a week here works as easily as a weekend. Private patio and driveway parking for two.

FamilyValueSleep quality

Top 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, 74 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.

ValueLocationBathroom

Guest favourite
A spacious guest suite features a king-sized bed covered with neutral linens. A comfortable sofa is positioned nearby, and a working desk is visible against one wall. Large windows provide ample natural light, with a wall-mounted TV and air conditioning unit also present.
Guest suite in Orlando
4.84 out of 5 average rating, 184 reviews

Private guest suite - Studio Retreat w Laundry!

Newly renovated guest suite with private patio located in a quiet neighborhood in central Orlando! A large room with a comfortable king-sized bed, a smart TV, sofa sleeper (full size bed - best for kids), washer and dryer, kitchen corner, working desk, a/c, refrigerator, double cast iron burner, WiFi, coffee maker, toaster and full bathroom. Hablamos Español

ValueLocationParking

Guest favourite
Home in Pine Hills
4.73 out of 5 average rating, 178 reviews

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.

FamilyLocationLong stay

Popular amenities for Pine Hills holiday rentals

When is the best time to visit Pine Hills?

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Avg. price$74 SGD$84 SGD$86 SGD$81 SGD$90 SGD$83 SGD$83 SGD$80 SGD$71 SGD$71 SGD$72 SGD$72 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°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.