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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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Guest favorite
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 Orlando
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 favorite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guesthouse in Ocoee
5 out of 5 average rating, 118 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Superhost
A spacious living area features a mix of modern and cozy furnishings, including a sectional sofa and vibrant accent chairs. Natural light enters through multiple windows, and sliding doors lead to an outdoor space. A coffee table and dining area complete the inviting atmosphere.
Townhouse in College Park
4.85 out of 5 average rating, 201 reviews

★Modern DT Home★King Bed☀️Patios✔Long Stays⚡️WiFi★

Enjoy your peaceful stay in a quiet neighborhood in this beautiful Mid-Century modern townhome, just 8 minutes from downtown! ✓ Private Entrance & Self-Check In ✓ Perfect for Longer Stays & Vacations ✓ Fast Wifi - Work Remote! ✓ Professionally Cleaned & Sanitized ✓ Fully Stocked Kitchen ✓ Complimentary Netflix ✓ In-Suite Laundry ✓ King Bed in Master ✓ Rain Shower in Master Bath ✓ Free Parking ✓ Private Backyard & Patio Seating ✓ Two Private En-Suite Balconies ✓ Ping-Pong ✓ Pack-n-Play

Top guest favorite
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.
Guesthouse in Orlando
4.97 out of 5 average rating, 367 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!

Guest favorite
A cozy seating area features a patterned armchair and a sleek gray sofa. A TV mounted on the wall displays a tranquil beach scene. Light streams in through a window with blinds, illuminating the natural wood floor and woven area rug.
Guesthouse in College Park
4.93 out of 5 average rating, 256 reviews

Bungalow Near Epic, Disney and Downtown Orlando

Discover our charming cottage behind our bungalow in Downtown Orlando's College Park - conveniently located near Epic Universe and the Disney parks! Enjoy urban living with a small-town vibe, biking along tree-lined streets to restaurants, shops, breweries, and farmers markets. Pack and play available on request Private access, yard, and driveway and a beautiful park across the street! Winter Park (10 mins), Downtown (10 mins), Disney and Universal (15-30 mins). STR Permit # STR-1118212

Top guest favorite
A spacious bedroom features a king-sized bed with a light-colored headboard, accented by a textured green throw. Double French doors lead to the balcony, while a stylish mirror and decorative elements complement the modern design. Natural light enhances the inviting atmosphere.
Bungalow in Lake Cherokee
4.97 out of 5 average rating, 112 reviews

The Den on Daniels

Escape to your own private oasis in the heart of Orlando! Nestled among trees, The Den on Daniels blends tranquility, charm, & modern comfort. Thoughtfully designed with high-end finishes, The Den includes a private balcony, perfect for morning coffee or relaxing evenings. Enjoy the peaceful, brick-paved streets & scenic walking areas, just under a mile from the heart of Downtown. Perfect for business or leisure, and stocked with coffee, soaps, towels, and an Alexa for your music needs!

Guest favorite
A welcoming living area features two gray armchairs with decorative cushions, positioned near a round coffee table. A wall-mounted television displays a colorful image, while a fireplace and built-in shelves enhance the room's charm. Bright natural light filters in through the windows.
Home in Orlando
4.92 out of 5 average rating, 132 reviews

Updated Home* 2 King Bed Suites * Downtown Orlando

Discover the charm of Delaney Park with this 2-bed, 2-bath home in Downtown Orlando. Located on the first floor, it's just 1 mile from the Dr. Phillips Performing Arts Center. Each bedroom has a private bath. Free parking, a full kitchen, and a fully fenced backyard for serene outdoor moments. Only 1.5 miles to Orlando Health Winnie Palmer Hospital, a 2-minute walk to Lake Davis, 2 miles to the Amway Center, 15 min. to Universal Studios, and 26 min. to Disney. Home is pet-friendly!

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, 834 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 favorite
A spacious family room features a comfortable black couch, a round coffee table with a floral arrangement, and a large area rug. Modern kitchen elements are visible in the background, complemented by sleek cabinetry and a bar area with seating.
Home in Wadeview Park
4.94 out of 5 average rating, 152 reviews

Luxurious City Center! 20 min Disney /15 Universal

Welcome to your ideal getaway! This beautifully appointed 2-bedroom, 2-bathroom vacation home offers everything you need for a memorable stay. Centrally located, this gem features high-end decor and a stunning kitchen that’s perfect for preparing meals together. PERFECT for business trips, family getaways or couples looking for a retreat. Enjoy both Downtown nightlife and the best Orlando Theme-parks. Free washer & dryer HUGE TVs in every room Fast Internet (Ethernet)

Top guest favorite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,094 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favorite
A charming arched bridge is framed by lush greenery and hanging Spanish moss. The surroundings are filled with trees and plants, creating a serene outdoor space that invites exploration.
Guesthouse in Orlando
4.91 out of 5 average rating, 188 reviews

Jefferson St. Cottage

This cottage is a unique free-standing detached dwelling in the heart of Lawsona Park in the Historic District in downtown Orlando. It sits behind the owner's main house in the back of the lot; privacy is not an issue. The cottage is loaded with all the amenities needed to enjoy your stay. We are close to highways to visit Universal, Disney World, Sea World any more attractions in central Florida. In addition, Uber is a very good option for transportation.

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.

Popular amenities for Pine Hills vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Pine Hills

Guest favorite
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

Superhost
A comfortable living area is featured, showcasing a neutral-toned sofa set paired with a glass coffee table. A soft area rug adds warmth to the tiled floor. Two ceiling fans are present, and natural light filters through the windows adorned with light curtains.
Home in Oak Ridge
4.9 out of 5 average rating, 21 reviews

Spacious & Family Friendly Home Near Everything!

Top guest favorite
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 Orlando
5 out of 5 average rating, 60 reviews

Swim & Chill Hideaway | Heated Pool + Fire Pit

Guest favorite
Condo in Orlando
4.83 out of 5 average rating, 29 reviews

Renata’s Waterscape Deluxe Condo

Guest favorite
Home in Orlando
4.9 out of 5 average rating, 99 reviews

Key West Themed Lakefront Oasis with Sailboat

Superhost
Home in Orlando
4.82 out of 5 average rating, 33 reviews

Charming 3-Bedroom Retreat

Guest favorite
A modern living room features a dark sofa accompanied by two cozy armchairs. A glass coffee table sits in the center, complemented by decorative items. Natural light filters through sheer curtains, illuminating the light-colored flooring and minimalist decor.
Apartment in Metro West
4.89 out of 5 average rating, 89 reviews

Escape to Orlando near Universal Studios.

Guest favorite
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
5 out of 5 average rating, 61 reviews

3BR Oasis DT ORL, Full Kitchen & Fenced Yard!

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

Destinations to explore

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