Holiday rentals in Conway

4.9 out of 5 average rating, 228 reviews

Luxury Home by - SoDo + BEST local eats + Downtown

Orlando Bound? ⚠️Look. No. Further.⚠️ 🫵 YOU'LL ENJOY🫵 Orlando as a local in our gorgeous, modern, near-perfectly located space. 🏡 YOUR HOUSE 🏡 Sprawl out in a newly renovated duplex—3 bedrooms, 2 baths, a FULL kitchen, and laundry. Plus, a game room with a solid wood Foosball table and tournament-grade Arachnid dartboard. Outside, a fully fenced backyard awaits with a FREE charcoal grill and cozy seating in the shade of a 9ft umbrella. 💤 MEMORY FOAM 💤 Cooling bedding, hypoallergenic crisp white sheets and duvet, 4 pillows (2 firm and 2 plush to choose AND have an extra for the knees), and liquid-proof protectors for peace of mind. 🚸WALKING DISTANCE🚸 Convenience stores (Wawa/Circle K), a full grocery store, amazing restaurants, and an iconic local dessert shop, Charlie's Bakery. And that's just the beginning! ⚡MINUTES FROM⚡ Foodie paradise! Indulge in historic icons like Stasio's Italian Deli, Beefy King, Gringos Locos Tacos (order the double D's!), and more. Don't miss the enormous Sunday Farmers Market in Downtown Orlando for souvenirs and local delights. ⏱️ONLY⏱️ 5️⃣min to major highways (408), SoDo District, Milk District, Hourglass District, and the Orlando Executive Airport 🔟min to Downtown, I-4, AMWAY Arena, Orlando City Soccer Stadium, Camping World Stadium, and Tinker Field (EDC Orlando Music Festival) 1️⃣5️⃣min to MCO International Airport (the most common airport) 2️⃣0️⃣min to Universal Studios, Citywalk, and International Drive (a dining, drinks and entertainment mecca with some of our favorite restaurants and the BEST escape games we've ever played) 3️⃣0️⃣min to Disney World, Disney Springs, and SFB Sanford Airport 1️⃣hr to Cocoa Beach 📖 LOCAL HANDBOOK 📖 Gives you the insider scoop. We're passionate food-obsessed travelers who've called Orlando home for over 7 years. Our recommendations are accessible online 📱 so they're always up-to-date because we live, eat, and experience Orlando with our friends and family Every. Single. Day. 🦸‍♀️ SUPERHOSTS 🦸🏼 For years, and worked with the same loyal, hard working, and well-paid cleaner for over 2 years and counting. 🎟️ BOOK WITH US 🎟️ Experience Orlando as a local.

FamilyValueWifi

4.84 out of 5 average rating, 129 reviews

A spacious living area is showcased with a comfortable gray sofa and a round coffee table placed on a light blue area rug. Modern wall art adorns the walls, and a dining table with four chairs is visible in the background. Natural light fills the space, highlighting the vaulted ceilings.

Apartment in Orlando

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

FamilyValueSolo travel

5.0 out of 5 average rating, 15 reviews

Downtown Luxury Home Near Disney & Universal

This beautifully designed home blends modern elegance, cozy comfort, and thoughtful luxury. Every detail has been curated for an effortless stay, featuring open living spaces, a fully equipped kitchen, and premium furnishings throughout. Just minutes from Lake Eola, Downtown Orlando, award-winning restaurants, and entertainment. Only 14 minutes from MCO Airport, Universal, Epic Universe, and 25 minutes to Disney—close to everything, yet tucked away in a peaceful, quiet, and safe neighborhood.

ValueLocationCheck-in

4.92 out of 5 average rating, 700 reviews

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

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.

FamilyLocationCheck-in

4.92 out of 5 average rating, 1020 reviews

Loft in Orlando

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.

ValueFamilyCondition

4.87 out of 5 average rating, 61 reviews

Private studio minutes to downtown airport & parks

Studio, Kitchenette, Wheelchair Access, Keypad. 21 & Over Enforced. No Smoking Indoors. Smoking OK in the Outdoor Patio Walk-in shower, Safety Bar, Shower Seat. Shampoo, Conditioner, Gel. *Minor Child Allowed with Parent(s) Street Parking Only. Safe, Residential Cul-de-Sac. Microwave, K-Cup Coffee, full Fridge/Freezer with ice. Sandwich Press, Dishes, Free Snacks, Coffee, Teas & Water. Sodo Area. @10 minutes to downtown & @15 to Airport. Quiet Cul-de-Sac. Room-Darkening Shades.

LocationValueAccuracy

A cozy studio suite is shown with warm wood accents. A small kitchenette is equipped with a microwave and refrigerator. A workspace with a blue desk and two chairs is visible. Bright green plants add a touch of nature, complemented by a vibrant area rug.

4.77 out of 5 average rating, 595 reviews

Private Cozy Cottage in heart of Orlando

Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

LocationValueHeating

5.0 out of 5 average rating, 21 reviews

Tiny home in Orlando

Cozy efficiency with kitchenette. Pet friendly

This recently renovated room features a private entrance, a bathroom, and a kitchenette. Pet friendly. It’s conveniently located on a quiet dead‑end street with easy access to parks, shops, and major attractions. Guests are just minutes from Fort Gatlin Recreation Complex - Community sports facilities (tennis/basketball), a pool, a playground and green spaces. Easy access to major roads makes it simple to reach downtown, Orlando Health and the airport.

LocationAmenitiesNearby

4.89 out of 5 average rating, 56 reviews

Safe, practical and central 100% independent

100% independent space. Separate entrance, ample on-site parking, with a wonderful outdoor living area, beds for up to 5 people, One queen-size bed, 1 bunk bed, 1 comfortable sofa bed, dining room, brand-new bathroom, 2-burner electric stove with utensils, washing machine and dryer, quiet neighborhood in a good location 15 minutes from MCO Airport, 30 minutes from Disney, 20 minutes from Universal, and 15 minutes from downtown Orlando.

ValueLocationParks

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.

4.94 out of 5 average rating, 173 reviews

Luxurious City Center! 20 min Disney /15 Universal

🌴 SPACIOUS 2BR/2BA ORLANDO RETREAT — GREAT CENTRAL LOCATION! Enjoy a stylish and spacious private second-floor home conveniently located between Downtown Orlando and the theme parks. With a king bedroom, queen bedroom, 2 private bathrooms, three huge 70" Smart TVs, full kitchen, fast WiFi + Ethernet, dedicated workspaces, and free laundry, this is a comfortable home base for families, couples, business travelers, or longer stays.

ValueLocationTV

4.9 out of 5 average rating, 473 reviews

Guest suite in Orlando

Private Studio • 5 Min to MCO • Free Parking

Enjoy a clean, cozy & completely private studio just 5 minutes from Orlando International Airport (MCO). Perfect for couples, solo travelers, business trips or layovers. Enjoy your own private entrance, free parking, a comfortable queen bed, equipped kitchenette for warm meals, fast Wi-Fi & a quiet place to relax. Conveniently located near Downtown Orlando, Universal, Disney & Orlando’s top attractions.

FamilyValueGetting around

The exterior of a single-story house presents a light blue façade surrounded by lush greenery and colorful plants. A covered entryway provides shelter, and a paved parking area is visible to the side. A wooden fence borders the yard, enhancing privacy.

4.9 out of 5 average rating, 156 reviews

Beautiful house cottage feel near Orlando airport

Warm and cozy cottage feel. Has all the amenities for a short or long term stay. Perfect for a small family or just friends visiting. Conveniently located close to the Orlando International airport, 10 minutes drive to downtown Orlando, 15 minutes drive to Universal studios and 20 minutes to Disney parks. Very quiet neighborhood close to grocery stores and a lot of restaurants and local bars.

LocationFamilyCleanliness

Popular amenities for Conway holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Conway

An aerial view of the house shows a spacious home with a landscaped yard, palm trees, and a brick pathway leading to the entrance. Lake Giles stretches behind the property, reflecting a colorful sky during sunset, while the downtown Orlando skyline is faintly visible in the distance.

4.9 out of 5 average rating, 86 reviews

Lakefront House with private Pool. Lake sunsets

LocationFamilyWalkability

4.92 out of 5 average rating, 65 reviews

A modern living area features a large sectional sofa in neutral tones, complemented by a decorative wall with stone accents. A wall-mounted television is visible, and natural light streams in through sliding glass doors, leading to an outdoor space with tile flooring.

Townhouse in Orlando

Modern Resort-Style Stay

ValueLocationDecor

A patio area features a wooden table and chairs, surrounded by potted plants. A lush green landscape extends beyond, with trees and a serene lake visible in the background, providing a peaceful outdoor setting.

5.0 out of 5 average rating, 17 reviews

Turtle Lake House

LocationIndoor spacesHospitality

4.82 out of 5 average rating, 57 reviews

The Villa Stay

LocationFamilyAccess

Superhost

A spacious living area features a comfortable sofa and armchairs, accented by light streaming through large windows. A dining table with chairs is positioned beside a well-equipped kitchen, which can be seen in the background. Soft neutral tones create a serene atmosphere.

Apartment in Orlando

Inspiration @ South Pointe

ValueFamilyAccuracy

4.71 out of 5 average rating, 196 reviews

Superhost

A bright living area features a gray sofa and a striped armchair, creating a comfortable seating arrangement. A decorative wall art piece adds interest above the sofa, while natural light filters in through large windows, illuminated by a welcoming lamp beside a small desk.

Apartment in Orlando

Business/Family Vacations Apartment

LocationValueTV

4.78 out of 5 average rating, 76 reviews

A spacious living area features a large, brown sofa facing a flat-screen TV and a double-sided fireplace. A geometric area rug sits beneath a coffee table. Light from the ceiling fan and windows enhances the bright, open layout, complemented by decorative wall art and plants.

4.92 out of 5 average rating, 111 reviews

Modern 3BR Home 10 Min from MCO

ValueFamilyLayout

The exterior of the property is framed by a vibrant tropical garden, featuring lush greenery and colorful plants. A stone pathway leads to the entrance of the house, bordered by well-maintained grass and large trees, creating a welcoming approach.