Family-friendly holiday rentals in Conway

A cozy seating area features a plush gray couch in the foreground, with a dining table set for snacks and beverages. A vibrant green grass wall decorated with a heart shape made of butterflies creates a lively backdrop, enhancing the space's inviting atmosphere.

4.98 out of 5 average rating, 298 reviews

Beautiful and Photogenic Suite by Airport

Entire, private second floor Separate, personal entry Eclectic butterfly &nature theme Personal AC Unit Photogenic grass wall-perfect for selfies &family photos Seasonal wall w/ decorations 2 Queen Beds Clean, well-supplied bathroom Free onsite parking Complimentary beverages &snacks Less than 10 min. to MCO Airport Less than 20 min. to iDRIVE, Downtown Orlando, MILK District, &Seaworld Less than 30 min. to Disney &Disney Springs, Universal Studios, Islands of Adventure, &ALL Malls/Outlets

Loft in Colonialtown South

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.

4.92 out of 5 average rating, 658 reviews

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.

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, 291 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

4.97 out of 5 average rating, 156 reviews

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.

Guest house in Orlando

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 comfortable seating area features a dark gray sectional sofa adorned with decorative pillows. A patterned area rug lies underneath, complementing the wooden floor. A dining table with colorful chairs is visible in the background, alongside a TV stand and natural light filtering through sheer curtains.

4.96 out of 5 average rating, 191 reviews

Upscale Urban Chic Apartment

This warm “Carriage House Apartment” offers a cozy relaxed studio suite, it's 500 sq ft in a premiere established neighborhood. Built in 1938, updated for modern fine living with charm. Enjoy scenic views, romantic evening strolls through tree lined streets to nearby parks and lakes. Ample on street parking. Walking distance to shopping, bars, fine dining, the Orlando Regional Medical Center and near major attractions. Live a local’s life in the heart of Orlando, Florida.

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.

4.87 out of 5 average rating, 132 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

4.97 out of 5 average rating, 1,109 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.

Guest house in Wadeview Park

A spacious bedroom features a large bed with white bedding and decorative pillows. Two soft bedside lamps illuminate the area, complemented by a cozy armchair and a decorative bench at the foot of the bed. Exposed brick wall accents the room.

4.98 out of 5 average rating, 127 reviews

The Cottage A Pet Friendly Guesthouse

Welcome to The Cottage! A pet friendly, super cute, and quiet studio apartment built in 2016, located above the detached garage behind my house. Pets always stay for free, and no additional cleaning fees are charged. Private self access is provided so you come and go as you please. The unit has a full kitchen, king sized bed, 4 pillows, 100% cotton sheets and coverlet. Laundry detergent and dish soap are provided. Trash is located on the west sideof the building.

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, 434 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.

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, 147 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, 167 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.

Guest house in Wadeview Park

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.

4.92 out of 5 average rating, 123 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 and 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

4.97 out of 5 average rating, 270 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!

4.86 out of 5 average rating, 148 reviews

A spacious living area features a modern sectional sofa arranged facing a stone fireplace. Large glass doors provide natural light and views of the outdoor space. Decorative plants and a wall-mounted mirror add elegance to the cozy atmosphere.

Home in Maitland

Bonheur Ala Maison

4.93 out of 5 average rating, 128 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

4.96 out of 5 average rating, 152 reviews

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.

Home in Lake Formosa

Spacious Home with Pool & Hot Tub near Downtown

4.91 out of 5 average rating, 175 reviews

Apartment in Orlando

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

Guest suite in Lake Underhill

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, 403 reviews

Downtown Orlando Garden Retreat

4.96 out of 5 average rating, 111 reviews

Apartment in Orlando

IS1-107 - Orlando Condo Near Disney | 2BR

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, 155 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

Family- and pet-friendly home rentals

Guest suite in Wadeview Park

A studio space features an open layout with a kitchen area equipped with modern appliances, including a refrigerator and stove. A dining table and chairs are positioned nearby. A bed is set against the wall, and natural light is filtered through a window.

4.88 out of 5 average rating, 102 reviews

Private Studio, with off-street parking!

4.98 out of 5 average rating, 414 reviews

Guest suite in Sky Lake

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

Superhost

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.

4.91 out of 5 average rating, 116 reviews

30 day plus 3/2 Mid‑Century • 6 min from Downtown

4.98 out of 5 average rating, 278 reviews

A charming outdoor patio area is presented, featuring a table with four black chairs and an umbrella for shade. A low wall defines the space, complemented by potted plants and a grassy area. The tiny home entrance is visible, framed by a wooden porch.

Tiny home in Sky Lake

Private Tiny Home w/ Yard + Grill

Guest house 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, 816 reviews

Thornton Park's Historic Guest House - private

4.92 out of 5 average rating, 235 reviews

A playful scene features a dinosaur costume clad in a checkered apron and chef's hat, kneeling beside an open oven. Colorful cookies are placed on a paper towel on the oven's rack, adding a whimsical touch to the kitchen setting.

Home in Wadeview Park

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

Townhouse in Milk District

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.

4.94 out of 5 average rating, 256 reviews

Cozy downtown!2bdr 2ba pets r FREE

4.85 out of 5 average rating, 110 reviews

A comfortable living area is furnished with a dark sofa and an armchair. A light-colored throw blanket is draped over the sofa, and a patterned area rug adds warmth to the tiled floor. Natural light streams through the windows, illuminating the dining area in the background.

Guest house in Orlando

1/1 Private Guesthouse in Orlando (South Downtown)

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 608 reviews

A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.

Bungalow in Fern Park

Maitland-Orlando Area, FL. Pool House Bungalow

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.

4.96 out of 5 average rating, 253 reviews

Orlando Oasis in the heart of Thornton Park

Home in Colonialtown South

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, 166 reviews

Private pool home near Downtown

The private pool is surrounded by a spacious patio, featuring a gentle curve and inviting turquoise water. A covered dock is visible in the background, with lush greenery and a fence enhancing the outdoor space.

4.96 out of 5 average rating, 114 reviews

Private Pool 4/2 Waterfront Oasis Weekly Discounts

4.95 out of 5 average rating, 167 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.

Apartment in Orlando

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

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, 110 reviews

The Perfect Home - Heated Pool - Next to Universal

4.95 out of 5 average rating, 133 reviews

A bright pink flamingo and a white unicorn float are positioned in a crystal-clear pool. Sunlight reflects off the water's surface, while lush greenery is visible in the background, adding to the relaxing outdoor environment.

Home in Oviedo

3 bedroom Modern pool home,close to UCF&Boombah