Family-friendly holiday rentals in Conway

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!

4.92 out of 5 average rating, 137 reviews

The master bedroom features a spacious king bed, complemented by nightstands with lamps on either side. A ceiling fan provides airflow, while wall-mounted shelves display decorative items. The room is softly lit with natural light filtering through a window framed by natural tones.

Guesthouse in Orlando

King Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location

Welcome to the guest apartment of our centrally located home on a quiet suburban street between Downtown Orlando, UCF, Orlando Airport, and near all parks. Our 2 bed 1 bath guest home with an additional sleeper sofa is a great spot for family vacations to Central Florida. Beaches, Disney, the Amway Center, Dr. Phillips Center, UCF and so much more. Our home is a quiet place to rest your head at night or enjoy a relaxing beverage on your private patio after a long day enjoying Orlando.

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, 303 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

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.

4.96 out of 5 average rating, 182 reviews

Beautiful House Completely Remodeled

Forget your worries in this spacious and serene space. Completely remodeled, everything is brand new. You will love to stay at this beautiful house come and see for yourself! Only 10 minutes away from the airport. 15 minutes away from UCF. 20 minutes from SeaWorld and Aquatica. 30 minutes from Universal Studios, Island of Adventure and Volcano Bay. 30 minutes from Disney World. 10 minutes from Lake Nona. 15 minutes from Down Town. 25 minutes to the Outlets. 15 minutes to Kia Center.

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, 135 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 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, 158 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)

4.97 out of 5 average rating, 1,130 reviews

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

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.

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, 408 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.

4.9 out of 5 average rating, 450 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 light-filled living area features a green velvet couch and two leather chairs surrounding a circular coffee table. A flat-screen TV is mounted on a light wood console. Sheer curtains frame the sliding glass doors, which open to a view of the backyard.

4.92 out of 5 average rating, 119 reviews

Charming 3/2 Mid‑Century • 6 min from Downtown

We’re committed to creating comfortable experiences for our guests. We offer contact-free check-in, which limits in-person interaction. If you are bringing your pet with you will need to reach out to us prior to booking. There is a $200 fee per pet. - Digital check-in - Professionally cleaned - Utilities included - Coffee machine fresh towels - Fast WiFi - Google Home - Washer/dryer - Fully equipped kitchen

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.

4.89 out of 5 average rating, 152 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.

4.86 out of 5 average rating, 174 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.

Popular amenities for Conway family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An open living space features a dining area with a modern table set for four. Industrial-style stools provide seating. The background reveals a connected kitchen with stainless steel appliances. Natural light fills the room through large windows, creating a bright and inviting atmosphere.

4.93 out of 5 average rating, 184 reviews

Cozy 3-bedroom home 4-min from Universal Studios

4.91 out of 5 average rating, 106 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

4.93 out of 5 average rating, 132 reviews

A refreshing pool is captured, with sunlight sparkling on the water's surface. The stone-accented summer kitchen with a wooden pergola is visible in the background, along with plants and seating, creating a relaxed outdoor setting.

Home in Casselberry

Villa with Guest House & Pool-Patio

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.

4.97 out of 5 average rating, 103 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

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.

4.91 out of 5 average rating, 163 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

A spacious guest room is highlighted by a large bed with a white duvet. Natural light filters through a decorative window, illuminating the earthy tile floor. A comfortable seating area and a mini-fridge are also visible, enhancing the welcoming atmosphere of the space.

4.88 out of 5 average rating, 158 reviews

Palm Suite at Bliss House

4.95 out of 5 average rating, 103 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

4.96 out of 5 average rating, 131 reviews

Home in Davenport

Magical 2 pool-Spa & Game Room Villa near “Disney”

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 200 reviews

Apartment in Alafaya

Apartment, 7 Min to Orlando Airport/ Lake Nona

The open living area features modern decor with a neutral palette and touches of greenery. A comfortable seating arrangement includes a black sofa and an accent chair. Large glass doors allow natural light to fill the space, connecting the indoors to the outdoor pool area.

4.98 out of 5 average rating, 121 reviews

The Perfect Home - Heated Pool - Next to Universal

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.

4.92 out of 5 average rating, 137 reviews

Updated Home* 2 King Bed Suites * Downtown Orlando

Guesthouse in Thornton Park

A charming exterior of a cottage-style house is framed by lush greenery and well-kept landscaping. A friendly Golden Retriever stands on the front lawn, which features a mix of plants and decorative elements. A welcoming porch with seating is visible, inviting relaxation.

4.9 out of 5 average rating, 833 reviews

Chic Guesthouse Near Lake Eola & 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.

4.84 out of 5 average rating, 156 reviews

Adorable and private suite in Orlando

4.98 out of 5 average rating, 133 reviews

A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.

Home in Longwood

Private 4-Bedroom home with pool!

4.94 out of 5 average rating, 262 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

The kitchen features wood cabinetry with polished countertops and modern appliances, including a refrigerator, stove, and microwave. Natural light enters through a window overlooking the dining area, accentuating the clean, organized space. A small potted plant adds a touch of greenery.

4.89 out of 5 average rating, 155 reviews

Contemporary Farmhouse Bungalow near Downtown

Family-friendly home rentals with a pool

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.

4.96 out of 5 average rating, 94 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

4.99 out of 5 average rating, 287 reviews

A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.

Guesthouse in Orlando

Livingston Pool House- In The Heart of Downtown

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, 259 reviews

Orlando Oasis in the heart of Thornton Park

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, 174 reviews

Private pool home near Downtown

4.98 out of 5 average rating, 428 reviews

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

4.99 out of 5 average rating, 127 reviews

A modern farmhouse is showcased against a bright blue sky, framed by lush greenery and vibrant flower beds. The entrance features large arched windows and a welcoming front door, while palm trees add a tropical touch to the landscape.

Home in Apopka

Rate Discount~ Pool~Private Country Retreat

4.88 out of 5 average rating, 256 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!

A serene sunset is captured, displaying a gradient of orange and pink hues reflected on a calm lake surface. Silhouetted trees frame the scene, enhancing the tranquility of the moment as the sky transitions into twilight.