Holiday rentals with a fireplace in Orange County

4.85 out of 5 average rating, 345 reviews

Two red kayaks are positioned on a tree trunk beside a peaceful lake, reflecting blue skies and lush greenery. A covered patio area is visible, alongside a hot tub, creating an inviting space for relaxation by the water.

Home in Lake Mary

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

Superhost

A bright sleeping area features a spacious bed with light grey bedding. A woven blanket is draped casually across the foot of the bed. A piece of art depicting hands is mounted above the bed, while a floor lamp stands beside it, illuminating the room.

4.72 out of 5 average rating, 127 reviews

Cozy Vintage Bungalow @Mills50 District

This special place is close to everything, making it easy to plan your visit. Location at this vintage duplex is second to none. You'll enjoy being walking distance to MILLS50 district food, dive bars, entertainment, breweries and so much more! The property has received a makeover while retaining its original vintage charm. Still original and preserve are some accents in the bathroom, vanity mirror is original steel, as is the flooring and more 😎 ✅26 Min to DisneyWorld 🌏 ✅️15 Min Univervsal

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.

4.97 out of 5 average rating, 137 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

4.99 out of 5 average rating, 225 reviews

A modern kitchenette features light cabinets and a combination of granite countertops. Stainless steel appliances, including a microwave and dishwasher, are visible. Pine wood floors run throughout, contributing to a warm appearance. Natural light fills the room through a window, illuminating the adjoining dining area.

Bungalow in Orlando

King/Queen Bungalow w/ porch | central vibey area

Our 1920's historic home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. When you're ready, retreat to our porch swing and watch the sunset reflect off the trees. We lived in this space for four years and left it just as we crafted it.

4.84 out of 5 average rating, 130 reviews

Designer’s Zen Loft— Private Stay | (6PM-10AM)

Minutes from the airport, Vista Charm offers a Picture-perfect— Stylish & Serene, private escape— no shared spaces. Close to major parks and top restaurants. Self check-in 6 PM | Check-out 10 AM. Early (2 PM) & late (12 PM) check-outs available for $49 each — request ahead! Relax in comfort with an adjustable queen bed, spa-style bath, and your own parking spot (extra parking $19). Make it unforgettable — ask about our birthday or romantic décor add-ons! Max 2 guests | No smoking | No pets

4.93 out of 5 average rating, 269 reviews

A modern studio space features a cozy living area with a blue sofa adorned with a yellow cushion, complemented by a decorative area rug. A full kitchen with gray cabinetry and a dining space are visible, with sheer curtains allowing natural light to filter in.

Guest suite in Orlando

Guesthouse in Mills 50 with yard walking to bars

If you are looking for a private space close to the heart of downtown, you found it! This cute mid-century modern guesthouse has everything you need. Enjoy the full kitchen, shower, and outdoor space. You will have an outdoor seating area where you can enjoy a meal or just the relaxing sounds of the fountain. This property is within walking distance of some of Orlando's best bars and restaurants and a short uber to all the other hot spots in Orlando and Winter Park. Doorbell camera on front.

4.97 out of 5 average rating, 358 reviews

The front porch features two wicker chairs with bright orange cushions, inviting relaxation. Potted plants and hanging baskets add greenery, while a gentle overhang provides shade. A pathway leads to the entrance and a nearby guest house, framed by well-maintained shrubs.

Guesthouse in Orlando

Oasis Garden Cottage -cozy, chic, near everything!

Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

4.95 out of 5 average rating, 178 reviews

A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.

Home in Maitland

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

4.97 out of 5 average rating, 810 reviews

A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.

Tiny home in Orlando

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

4.86 out of 5 average rating, 108 reviews

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

Condo in Orlando

5 mins Universal 10 mins Epic park | Rustic LOFT

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

Superhost

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.

4.9 out of 5 average rating, 146 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.