Family-friendly vacation 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, 103 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!

Indoor spacesKitchenSleep quality

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

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!

FamilyIndoor spacesSolo travel

4.92 out of 5 average rating, 690 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.

KitchenFamilyView

4.92 out of 5 average rating, 1010 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.

FamilyKitchenCleanliness

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, 177 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.

Indoor spacesKitchenWifi

Superhost

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.

Guest suite in Orlando

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

KitchenFamilySleep quality

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, 168 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 & 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)

Indoor spacesFamilyWifi

4.93 out of 5 average rating, 414 reviews

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.

Guest suite in Orlando

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

Indoor spacesKitchenAccuracy

4.91 out of 5 average rating, 462 reviews

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.

Guest suite in Orlando

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.

FamilyKitchenParks

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, 101 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.

KitchenIndoor spacesAir conditioning

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.

FamilyKitchenWifi

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.

Indoor spacesFamilyGetting around

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, 168 reviews

Spacious Home with Pool & Hot Tub near Downtown

FamilyIndoor spacesAccuracy

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

Indoor spacesFamilyAccuracy

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, 205 reviews

Luxe Guest House| Pool, HotTub| UCF, Rollins

FamilyKitchenCheckout

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, 146 reviews

1924 Spanish Carriage House Lower

KitchenIndoor spacesHeating

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

FamilyIndoor spacesValue

Superhost

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

4.89 out of 5 average rating, 227 reviews

Hot Tub, Fire Pit, Private Backyard, King Bed

KitchenIndoor spacesPool

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, 109 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

FamilyKitchenLocation

4.89 out of 5 average rating, 108 reviews

An outdoor area features a pool surrounded by lounge chairs and a sleek design. Soft lighting illuminates the space, creating a cozy ambiance. A sauna is visible, with a comfortable lounge area nearby, and a large screen mounted for entertainment.

Home in Longwood

Recharge @ Timberland Lodge: Pool Hottub Sauna

Indoor spacesFamilyHospitality

Family- and pet-friendly home rentals

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

FamilyIndoor spacesCheckout

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*

Indoor spacesKitchenOutdoor spaces

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, 162 reviews

Stay in the best neighborhood in downtown Orlando!

FamilyIndoor spacesPets

Superhost

A spacious backyard is surrounded by a wooden fence, providing privacy. A gravel pathway leads to a gazebo, which features red chairs inside. The yard is mostly grassy, with a few trees offering shade, creating a relaxing outdoor area.

4.91 out of 5 average rating, 519 reviews

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

FamilyIndoor spacesLayout

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

FamilyIndoor spacesCondition

4.82 out of 5 average rating, 114 reviews

A compact studio layout features a small dining area with a foldable table and two chairs beside a comfortable blue couch. Natural light streams in through a nearby door, and a bed is partially visible in the background, accompanied by soft drapes framing a window.

Apartment in Orlando

Lovely private studio rental with free parking.

Indoor spacesFamilyWalkability

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

KitchenFamilyQuiet

4.94 out of 5 average rating, 270 reviews

A modern living area features a black sectional sofa adorned with colorful throw pillows. A wall showcases an array of musical instruments, including guitars and a banjo. A wooden coffee table holds a game board, while art decorates the wall above with fish motifs.

Townhouse in Orlando

Cozy downtown!2bdr 2ba pets r FREE

KitchenFamilyComfort

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 266 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!

Indoor spacesFamilyPool

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

KitchenIndoor spacesValue

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

Indoor spacesFamilyWifi

4.95 out of 5 average rating, 187 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

FamilyKitchenWifi

4.97 out of 5 average rating, 118 reviews

Resort Like Private Pool, Waterfront Dock, Orlando

FamilyKitchenQuiet

A spacious resort-style swimming pool is enclosed in a screened area, ensuring a bug-free experience. Comfortable lounge chairs are positioned around the pool, with a separate shallow area and a seating spot beside the water. The inviting blue waters reflect the surrounding sunlight.

4.79 out of 5 average rating, 164 reviews

3 BED/2 BATH Home with pool near Disney

KitchenIndoor spacesQuiet

4.9 out of 5 average rating, 118 reviews

A cozy living area features a plush gray sofa adorned with festive throw pillows. A flat-screen TV is mounted on the wall, opposite a wooden media console, while a decorated Christmas tree stands in the corner, creating a cheerful atmosphere. Natural light fills the room from large windows.

Home in Oak Ridge

Disney Themed Home w/pool 7mins from Universal

KitchenIndoor spacesComfort