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Holiday rentals in Fairview Shores

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Top-rated holiday rentals in Fairview Shores

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Top guest favourite
A spacious living area features a large, deep-seated sectional couch adorned with decorative pillows. A wooden tray rests on the couch. A dining table with chairs is positioned near bright windows, enhancing the natural lighting in the room.
Home in Winter Park
4.98 out of 5 average rating, 189 reviews

Stylish newly updated home in Winter Park

Sleeps 8 people comfortably but can fit 10. This home has VERY CONVENIENT ACCESS TO I-4 making it easy to get to Orlando's most sought after attractions, including Park Avenue, Downtown Orlando, Rollins College, Leu Gardens, Mills Ave, Baldwin Park, College Park, Camping World Stadium, Amway Arena, SunRail, and many hospitals. SHORT WALK to 3 notable restaurants Also nearby: Universal Studios (20 min) Outlet Mall (20 min) International Drive (25 min) Orlando Airport (30 min) Disney (~30-40 min)

Guest favourite
A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.
Flat in College Park
4.93 out of 5 average rating, 329 reviews

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

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 Colonialtown South
4.92 out of 5 average rating, 666 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.

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, 374 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!

Top guest favourite
The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.
Guest house in College Park
4.91 out of 5 average rating, 194 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

Guest favourite
Loft in Colonialtown South
4.92 out of 5 average rating, 980 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
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, 291 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 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, 846 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
A serene bedroom features a spacious bed with white linens and decorative pillows against a backdrop of warm wooden paneling. Modern pendant lights hang symmetrically above the bedside tables, and a soft area rug is placed beneath the bed, enhancing the calming atmosphere.
Home in Winter Park
4.82 out of 5 average rating, 128 reviews

Sleeps 3, Winter Park & Downtown

Welcome to gorgeous Winter Park! Enjoy this stylish centrally-located 1/1 home with newly renovated bedroom and fully remodeled bathroom. Just a few minutes from the beautiful cobblestone Park Avenue with the best restaurants, shops and Rollins College, always happening downtown Orlando (Kia Center, Camping World Stadium, Orlando City Stadium etc) and vibrant College Park neighborhood. Take a 25 min drive to south and you'll reach all major theme parks.

Guest favourite
The exterior of a modern shipping container suite is visible, showcasing its dark, textured panels. A spacious wooden deck leads to the entrance, bordered by gravel and natural landscaping. The sun's soft glow reflects off the container's surface, creating a serene atmosphere.
Tiny home in College Park
4.94 out of 5 average rating, 179 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.

Guest favourite
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, 154 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.

Guest favourite
An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.
Home in Orlando
4.91 out of 5 average rating, 159 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

Popular amenities for Fairview Shores holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Fairview Shores's top sights

AdventHealth Orlando

30 locals recommend

Orlando Museum of Art

279 locals recommend

Mead Botanical Garden

77 locals recommend

Other great holiday rentals in Fairview Shores

Superhost
The front entrance of the townhouse is framed by landscaping, featuring manicured grass and small shrubs. A stone pathway leads to the entrance, which is flanked by two outdoor chairs. A balcony extends above, enhancing the home's inviting facade.
Townhouse in College Park
4.95 out of 5 average rating, 83 reviews

WINTER PARK TOWNHOUSE - NEAR DOWNTOWN & PARKS

Guest favourite
The exterior view of the bungalow features a landscaped front yard with well-maintained greenery. A welcoming entrance with a bright red door is highlighted, complemented by vibrant hedge plants. The driveway leads to an attached one-car garage, set against a backdrop of mature trees.
Home in Winter Park
4.92 out of 5 average rating, 38 reviews

Cozy retreat - 8 min. to Park Ave / Pets welcome

Guest favourite
A spacious living room features a sectional sofa adorned with colorful throw pillows. A glass coffee table sits in the center, complemented by polished hardwood floors. Natural light filters through the large window, enhancing the inviting ambiance of the room.
Home in Winter Park
4.85 out of 5 average rating, 98 reviews

Winter Park - 3br 2bath home

Top guest favourite
Home in Orwin Manor
4.97 out of 5 average rating, 71 reviews

Charming Bungalow in Winter Park

Guest favourite
Home in Orlando
4.92 out of 5 average rating, 13 reviews

Private Studio| Workspace | Onsite washer dryer

Guest favourite
Flat in Winter Park
4.95 out of 5 average rating, 88 reviews

B - Modern Elegance! 3 blocks to Park Ave

Guest favourite
The image captures the serene lakeside view of a spacious property surrounded by lush greenery and cypress trees. A wooden dock extends over the calm water, highlighting the landscape and offering access to canoes and kayaks. A well-maintained lawn features inviting outdoor seating areas.
Home in Winter Park
4.91 out of 5 average rating, 70 reviews

Lakefront Paradise Near Attractions

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, 96 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

When is the best time to visit Fairview Shores?

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Avg. price€ 98€ 96€ 98€ 94€ 91€ 96€ 94€ 91€ 84€ 90€ 106€ 103
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 Fairview Shores?

    Staying near the lakeside or in residential neighborhoods of Fairview Shores often appeals to those seeking quiet surroundings and green spaces. Properties with outdoor patios, access to local parks, or proximity to the water are often preferred.

  • What are the best things to do in Fairview Shores with kids?

    Explore local parks, walk along shaded trails, or enjoy a family picnic by the lake in Fairview Shores. Interactive museums and hands-on science centers in the broader area are also popular with children.

  • What are some of the best things to do in Fairview Shores?

    Enjoy a walk along lakeside paths, paddle on the water, or relax in green spaces throughout Fairview Shores. The area is also known for community art, locally rooted cafés, and easy connections to cultural sites around Orlando.

  • How is the weather in Fairview Shores?

    Fairview Shores has warm, humid summers with highs around 90–92°F (32–33°C) and milder winters averaging 49–72°F (10–22°C). Expect summer rain storms and relatively dry, comfortable conditions in fall and winter.

  • When is the best time to visit Fairview Shores?

    Late fall through early spring is often recommended for Fairview Shores, with comfortable temperatures around 49–79°F (10–26°C) and lower humidity. Summers are warm and humid with brief, frequent rain showers.

  • What are the best places to visit in Fairview Shores?

    Explore serene lakesides, community parks, and local art spaces in Fairview Shores. The area has cozy cafés and eateries, with convenient access to museums and cultural sites in the Orlando area.

  • What are some hiking trails in Fairview Shores?

    Fairview Shores has shaded walking paths in neighborhood parks and around local lakes. For a greater variety of hiking experiences, nature preserves and larger trail systems can be found in the greater Orlando region.

  • What are some family activities we can do in Fairview Shores?

    Families can visit neighborhood parks, kayak on the lakes, or share a meal at locally-owned restaurants in Fairview Shores. Seasonal community events and nearby cultural attractions offer additional activities for all ages.

  • What are some of the best day trip ideas from Fairview Shores?

    Explore the nearby lakes for kayaking or fishing, discover museums and botanical gardens in the greater Orlando area, or enjoy a relaxing afternoon at local springs. Outdoor recreation and cultural destinations are often recommended for visitors seeking a wider experience.

  • Are there any pet friendly accommodations available in Fairview Shores?

    Fairview Shores has pet-friendly accommodations in various neighborhoods, including properties with fenced yards and easy park access. Local parks are frequently suggested for guests traveling with dogs.

  • What are some local tips for visiting Fairview Shores?

    Join locals for early morning walks along the lakes, and try family-run restaurants for a taste of the neighborhood's culinary diversity. Bring sun protection and check community boards for pop-up events or festivals during your stay.

  • What is Fairview Shores known for?

    Fairview Shores is known for its tranquil residential atmosphere, lakeside activities, and easy access to Orlando's recreational and cultural attractions. The neighborhood has a mix of locally rooted eateries, community parks, and green spaces.

  • What are the best hidden gems to explore in Fairview Shores?

    Explore smaller neighborhood parks, quiet lakeside spots, or locally-owned bakeries and coffee shops around Fairview Shores. Community art installations and garden spaces are often appreciated by those seeking off-the-beaten-path experiences.

  • What are the best foods to try in Fairview Shores?

    Fairview Shores features Southern-inspired comfort food, fresh seafood, and multicultural dishes at locally-owned restaurants and cafés. Bakeries, lakeside grilling spots, and Cuban sandwiches are frequently suggested flavors in the area.

  • What should I bring for a trip to Fairview Shores?

    Pack comfortable walking shoes, light clothing for warm temperatures, and rain gear for summer months. Sunscreen, a reusable water bottle, and swimwear are also useful if you plan to spend time at local parks or lakes.

  • What is the nightlife in Fairview Shores like?

    Nightlife in Fairview Shores is relaxed, with a focus on casual restaurants and laid-back bars. For a broader selection of live music, clubs, and late-night dining, visitors often explore venues in nearby Orlando neighborhoods.

  • What are the most popular events or festivals in Fairview Shores?

    Fairview Shores often hosts community festivals, seasonal markets, and outdoor concerts throughout the year. Larger cultural events and music festivals are frequently found in nearby Orlando during spring and fall.

  • Are there family friendly vacation rentals in Fairview Shores?

    Many vacation rentals in Fairview Shores accommodate families, with options that include spacious layouts, kitchens, and easy access to parks. Neighborhoods have playgrounds and outdoor spaces that are frequently suggested for travelers with children.

Quick stats about holiday rentals in Fairview Shores

  • Total holiday rentals

    Explore 120 holiday rentals in Fairview Shores

  • Nightly prices starting at

    Fairview Shores holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 6,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    120 of Fairview Shores holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fairview Shores rentals

  • 4.8 Average rating

    Fairview Shores stays are highly rated by guests – averaging 4.8 out of 5!

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