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, 102 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!

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

Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

4.92 out of 5 average rating, 689 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.

4.92 out of 5 average rating, 1,009 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.

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, 175 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.

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

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, 167 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)

4.93 out of 5 average rating, 413 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

4.88 out of 5 average rating, 265 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!

Welcome to Casa Linda Pool! This stylish 3BR, 2.5BA home sleeps 8 and features a private heated pool, fully equipped kitchen, open living space, and an amazing outdoor kitchen with BBQ grill, cooktop, and cooler for your drinks. Just minutes from Orlando Airport, Disney, and Universal. Perfect for families or groups looking to relax and enjoy Florida in comfort. Fast Wi-Fi, A/C, washer/dryer, and free parking included. Book now and enjoy your Orlando getaway!

A cozy living area is highlighted by a comfortable brown sofa adorned with decorative pillows. A round coffee table sits in front, while a television is mounted on a wall unit nearby. Light-colored wood flooring complements the neutral walls, and green botanical artwork adds a touch of nature.

4.92 out of 5 average rating, 123 reviews

Charming Mid-Century Bungalow

Relax in this cozy, comfortable, peaceful bungalow, centrally located just outside of Downtown Orlando. Nestled a few blocks south of the Milk District, in Orlando's Hourglass District, this home is walking distance to the trendy bars, breweries and restaurants of the neighborhood. Only one mile to the 408 freeway, it's less than 20 minutes to Universal and less than 10 minutes from beautiful Lake Eola, Thornton Park and Downtown Orlando proper.

4.91 out of 5 average rating, 460 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.

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.

Popular amenities for Conway family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.77 out of 5 average rating, 104 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

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

4.98 out of 5 average rating, 290 reviews

A themed bedroom features dark walls adorned with a space mural, creating an immersive atmosphere. A large bed is dressed in colorful bedding featuring popular characters. A wall-mounted television is positioned above a dresser, complementing the room's playful design.

Villa in Kissimmee

Disney-Themed Home w/ Game Room & Private Hot Tub!

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

4.91 out of 5 average rating, 112 reviews

Vivid Vintage I Stock Tank Pool + Golf & Arcade

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, 145 reviews

1924 Spanish Carriage House Lower

The interior showcases a spacious living area featuring contemporary furniture in neutral tones. A large dining table is centrally placed, and natural light filters through expansive windows, enhancing the openness of the space. The enclosed area includes a view of a private pool and hot spa.

4.91 out of 5 average rating, 342 reviews

Mid-century Modern Villa w/ Pool Near Universal

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.

4.92 out of 5 average rating, 174 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

Family- and pet-friendly home rentals

Guest suite in Azalea Park

A welcoming entrance is framed by a vibrant green leaf panel, with a cheerful sunflower decoration displaying the word 'WELCOME.' The surrounding area features a red fence and a light-colored door leading into the home.

4.93 out of 5 average rating, 196 reviews

Grey House near Orlando Universal Parks

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, 191 reviews

Beautiful House Completely Remodeled

A cozy bedroom is featured with a spacious bed covered in a yellow blanket. Artwork accents the walls, and a ceiling fan is visible above. A sliding barn door leads to the bathroom area, while a mirror and small closet add functionality to the space.

4.9 out of 5 average rating, 189 reviews

Tiny House | Airport & Downtown Orlando 15 Min

5 out of 5 average rating, 103 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

4.97 out of 5 average rating, 121 reviews

The bright living area features a deep green sofa, a round woven coffee table, and two yellow chairs. A large screen TV is mounted on the wall. Natural light enters through multiple windows, highlighting the neutral decor and welcoming atmosphere.

Townhouse in Orlando

Family Downtown Retreat | • Free Parking

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, 179 reviews

Private pool home near Downtown

A single-story house is surrounded by a well-maintained lawn, featuring a combination of modern wood and stucco exterior. Large windows provide ample natural light, while landscaped greenery adds charm. A driveway leads to a notable garage with a sleek white door, backed by a vibrant sunset sky.

4.91 out of 5 average rating, 134 reviews

SoDo 3 BR Oasis w/Outdoor Spaces * Sleeps 8*

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

Family-friendly home rentals with a pool

Superhost

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.

Home in Buenaventura Lakes

4.91 out of 5 average rating, 157 reviews

Villa Resort Club

A serene bedroom features a spacious bed dressed in soft gray bedding, complemented by decorative pillows. Natural light pours in through window blinds, illuminating the room. A small nightstand with a lamp is positioned beside the bed, and a textured area rug is laid on the wooden floor.

4.95 out of 5 average rating, 43 reviews

Alluring 2bd/2ba in East Orlando.

4.97 out of 5 average rating, 118 reviews

Private Pool Waterfront Home | Dock | Sleeps 8

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

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, 156 reviews

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

A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.

4.91 out of 5 average rating, 173 reviews

Modern Tropical House Heated Salt Pool

4.96 out of 5 average rating, 72 reviews

Condo in Orlando

London House | Orlando Airport Private Condo

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.