Family-friendly holiday rentals in Conway

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.

4.95 out of 5 average rating, 105 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

4.92 out of 5 average rating, 1012 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.

A spacious guest room features a comfortable bed adorned with a pink throw blanket. Elegant wallpapers and green curtains complement the decor. A seating area includes a cozy couch and a round dining table. Natural light enters through a unique arched window, enhancing the inviting ambiance.

4.92 out of 5 average rating, 314 reviews

Luxurious Bath, Peaceful Stay: Private Guesthouse

This beautifully appointed guesthouse offers a serene retreat with a double sink, a large walk-in shower, and a luxurious bathroom. Enjoy complete privacy from the main house as you enter your secluded space through a private entrance and patio garden. Whether you're seeking a romantic getaway or a peaceful solo retreat, this guesthouse provides the perfect escape. ⁃ Orlando airport: 16 minutes ⁃ Downtown Orlando: 10 minutes ⁃ Disney parks: 25 minutes ⁃ Universal studio: 27 minutes

The studio features a spacious queen size bed with a warm throw blanket, paired with nightstands on either side. A dining area with high chairs is visible near a modern kitchen, which includes stainless steel appliances. A ceiling fan and artwork enhance the stylish decor.

4.97 out of 5 average rating, 178 reviews

Modern 1950s Studio • Near Downtown & Theme Parks

Fully renovated 1950s studio (2024) in a safe, quiet Orlando neighborhood! Enjoy a plush queen bed, walk-in shower, Roku TV, and full kitchen with Keurig. Includes a private driveway, separate entrance, and cozy living area with stylish modern décor. In-unit washer and dryer for your convenience. Just 3 mi to downtown, 10 mi to Universal, 8 mi to the airport, and 18 mi to Disney—perfect for couples or solo travelers seeking comfort, privacy, and modern style in a peaceful setting.

A contemporary studio space is presented with a soft grey sofa, adorned with cushions, along with a small wooden side table. Adjacent to the living area is a stylish dining table and chairs, while the kitchenette features modern appliances and light-colored cabinets.

4.87 out of 5 average rating, 136 reviews

Cute Guest Suite in Orlando

Welcome to our charming studio apartment in the heart of South Orlando, just minutes away from the vibrant Sodo and Hourglass Districts! This cozy Airbnb property is the perfect retreat for up to four guests, offering a comfortable and stylish space that feels like home away from home. Travel Times to Major Destinations: MCO Airport: 15 minutes Disney: 25 minutes Universal Studios: 20 minutes Downtown Orlando: 15 minutes Orlando Health: 10 minutes Advent Health: 15 minutes

A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.

4.93 out of 5 average rating, 415 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

A bright sleeping area features a spacious bed dressed in white linens. Decorative circular accents adorn the walls, complemented by soft lighting from two bedside lamps. Natural light filters through a window covered with sheer curtains, enhancing the serene atmosphere.

4.91 out of 5 average rating, 464 reviews

Cozy Studio 5min from Orlando Airport UNIT A

Cozy private studio just 5 minutes from Orlando International Airport (MCO) and close to Disney, Universal, and major attractions. This studio is attached to a single-family home but is completely private, with its own entrance and free parking. Enjoy an open layout with a comfortable queen bed, kitchenette for warm meals, fast Wi-Fi, and a quiet space perfect for business trips, layovers, or a relaxing Orlando getaway.

A living area is viewed from the seating arrangement, featuring a dark leather couch adorned with decorative pillows. A round coffee table sits in front, highlighted by a vase of flowers. A television displays a colorful scene, while a bright kitchen area is visible in the background.

4.96 out of 5 average rating, 102 reviews

Delaney House w Private Backyard

Recently renovated property that adds comfort on top of a great location. Located in the heart of Delaney Park, this home is 1 mile from both ORMC and Downtown Orlando. Downtown is home to great restaurants, bars and entertainment. 1/1 duplex in Delaney Park with private entry and backyard. Quiet neighborhood with dedicated off-street parking. Washer/Dryer in unit. Ideal for couples & business travel.

A bright living area is presented with vaulted ceilings and hardwood floors. Comfortable seating is arranged around a central coffee table, with soft lighting provided by table lamps. Natural light filters through the windows, illuminating the decor and creating a welcoming atmosphere.

4.85 out of 5 average rating, 124 reviews

Historic lakefront guesthouse

Relax and enjoy the serenity of this historic guesthouse with large grounds and a beautiful lake. Start out your day with a cup of your favorite coffee out on the balcony or shoreside, watching the sun reflect off the lake and listening to nature. Then take out a kayak or paddle board for a bit of cardio before heading out to the parks, or enjoy some of Orlando’s hidden secrets for a bit of local fun.

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, 154 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.

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.85 out of 5 average rating, 180 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

Welcome to the Oasis! A spacious and stylish POOL home located in a quiet neighborhood in Central Orlando! Enjoy this trendy, cozy & private 3 bedroom, 2 bathroom home that sleeps up to 6 people comfortably. The LARGE backyard is a true sanctuary with lush landscaping, a stunning pool and oversized patio with plenty of space to relax, whine down and enjoy the Florida sun.

The spacious studio features a king bed with light bedding, a ceiling fan, and natural light from side windows. A 70-inch TV is positioned on a media stand across from the bed. A cozy seating area includes a circular coffee table and a decorative pouf.

4.93 out of 5 average rating, 135 reviews

Chic, luxury escape near Disney Universal & Epic

Welcome to your perfect Orlando retreat! Our newly built guesthouse combines modern luxury with a cozy charm, offering a beautifully decorated, spacious haven designed to make your stay unforgettable. With elegant finishes and stylish decor, this clean guesthouse provides the ultimate in comfort & sophistication.

Popular amenities for Conway family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

4.96 out of 5 average rating, 170 reviews

Spacious Home with Pool & Hot Tub near Downtown

4.84 out of 5 average rating, 127 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.

Condo in Orlando

Entire Condominium- Luxury Gated Community

4.77 out of 5 average rating, 105 reviews

A serene bedroom is presented, featuring a spacious bed dressed in a gray and blue quilt. Two bedside lamps are placed on either side of the bed. Natural light filters through a large window, adorned with light curtains, enhancing the calm atmosphere.

Apartment in Orlando

Beautiful 2 Bed 2 Bath Condo

A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.

4.99 out of 5 average rating, 112 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.

4.99 out of 5 average rating, 206 reviews

Luxe Guest House| Pool, HotTub| UCF, Rollins

4.89 out of 5 average rating, 227 reviews

A scenic hot tub is surrounded by a stone patio and lush greenery, providing a serene outdoor space. Features include decorative tile accents and a gentle water feature, contributing to a calming atmosphere. Comfortable seating is positioned nearby for relaxation.

Home in Azalea Park

Hot Tub, Fire Pit, Private Backyard, King Bed

A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.

4.98 out of 5 average rating, 148 reviews

1924 Spanish Carriage House Lower

4.93 out of 5 average rating, 199 reviews

A collage of images showcases the private cottage's inviting interior and outdoor amenities. The cozy bedroom features a spacious bed, the pool area is lined with lounge chairs, and the game room displays a pool table and bar. The kitchen is fully equipped for convenience.

Cottage in Orlando

Mills Cottage

Family- and pet-friendly home rentals

A spacious living area features light-colored wooden flooring and large windows allowing natural light to fill the space. Two comfortable sofas are arranged around a glass coffee table, and a potted plant adds a touch of greenery. A dining table is visible in the background.

5.0 out of 5 average rating, 163 reviews

Stay in the best neighborhood in downtown Orlando!

4.81 out of 5 average rating, 166 reviews

The living area includes a large sectional sofa with decorative pillows, providing a comfortable seating space. A small dining table and chairs are set near a window. The kitchen features wooden cabinets and white appliances, with a door leading to the outside.

Townhouse in Orlando

Private 1/1 Townhome centrally located in Orlando

The open concept living area features a modern kitchen accessible from the lounge space. Bar seating for four is available at the kitchen peninsula. Colorful artwork adorns the walls, while natural light illuminates the room from numerous bright windows.

4.91 out of 5 average rating, 171 reviews

SoDo Mid-Century Boho 2 BR w/Courtyard *Sleeps 6*

5.0 out of 5 average rating, 104 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.

4.95 out of 5 average rating, 192 reviews

Beautiful House Completely Remodeled

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.96 out of 5 average rating, 181 reviews

Private pool home near Downtown

The living area features a stylish black sofa with colorful throw pillows, a queen bed with a tufted headboard, and a vibrant area rug. Natural light fills the space through large windows, complemented by a ceiling fan and modern decor. A dining table for four is also visible.

4.83 out of 5 average rating, 162 reviews

Adorable and private suite in Orlando

A fenced backyard features a compact lawn area with a stone pathway leading to a tent-like gazebo. Two fire pits are positioned in designated spots, accompanied by four yellow chairs, creating a comfortable outdoor gathering space.

4.91 out of 5 average rating, 520 reviews

Pet friendly house w/washer & dryer & AC & Parking

Family-friendly home rentals with a pool

A living area is presented with a comfortable gray sofa adorned with decorative pillows. A white coffee table is centered in front, accompanied by a minimalist glass side table. Tall plants bring a touch of greenery, while a television completes the space.

4.93 out of 5 average rating, 157 reviews

Kyle's Place - Private Unit, Pool + Laundry Room

4.88 out of 5 average rating, 268 reviews

A sparkling pool is surrounded by a paved patio, featuring several lounge chairs with blue cushions. Large umbrellas provide shade for relaxation. Lush greenery is visible in the background, enhancing the outdoor setting.

Home in Belle Isle

Year around Heated Pool 7 min from MCO Airport!

4.97 out of 5 average rating, 119 reviews

Resort Like Private Pool, Waterfront Dock, Orlando

4.95 out of 5 average rating, 188 reviews

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

Condo in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Guest suite in Thornton Park

A serene pool area is surrounded by a well-maintained patio with paver stones. Lush greenery and tall palm trees are visible in the background, creating a peaceful atmosphere. A staircase leads to an upper level, enhancing the outdoor space's layout.

4.97 out of 5 average rating, 266 reviews

Orlando Oasis in the heart of Thornton Park

4.98 out of 5 average rating, 130 reviews

The screened-in pool area features a tranquil pool with a soft blue hue, surrounded by white decking. A small table holds a lit lantern beside two lounge chairs, providing a serene space for relaxation under the evening sky.

Home in Maitland

Florida Poolside Paradise a Great Place to Unwind!

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.9 out of 5 average rating, 163 reviews

Villa Resort Club