Holiday rentals with a fire pit in Winter Park

Guest house in College Park

A welcoming arrangement is presented on a woven tray, featuring a bottle of wine and two glasses alongside a decorative pumpkin and a small sign. The background displays a cozy bedroom with a quilted bedspread and decorative pillows.

4.99 out of 5 average rating, 140 reviews

Top 1% ABNB Villa Oasis w/ Botanical Courtyard

TOP 1% ABNB PRIVATE-SAFE-QUIET Villa Oasis central to DT ORL/Eola/Winter Park. Tranquil bamboo lined Cottage provides relaxed setting in much desired COLLEGE PARK neighborhood. Former recording studio @ 2X the living space of most College Park listings. Newly renovated bathroom, kitchen, outdoor space. Guest's own separate residence, bath/laundry room, garden patio and parking. I-4 EZ access to downtown ORL, Winter Park, THEME PARKS, central Fla activities! PLEASE MESSAGE with ANY QUESTIONS!!!

4.97 out of 5 average rating, 159 reviews

A spacious living area features a large, deep-seated sectional couch adorned with decorative pillows. A wooden tray rests on the couch. A dining table with chairs is positioned near bright windows, enhancing the natural lighting in the room.

Home in Winter Park

Stylish newly updated home in Winter Park

Sleeps 8 people comfortably but can fit 10. This home has VERY CONVENIENT ACCESS TO I-4 making it easy to get to Orlando's most sought after attractions, including Park Avenue, Downtown Orlando, Rollins College, Leu Gardens, Mills Ave, Baldwin Park, College Park, Camping World Stadium, Amway Arena, SunRail, and many hospitals. SHORT WALK to 3 notable restaurants Also nearby: Universal Studios (20 min) Outlet Mall (20 min) International Drive (25 min) Orlando Airport (30 min) Disney (~30-40 min)

4.98 out of 5 average rating, 123 reviews

The exterior of the Cozy Cottage is designed with a welcoming green facade, featuring glass doors that open to a charming patio. A stone path leads to a small round table with chairs, complemented by a decorative fountain and lush greenery surrounding the area.

Bungalow in College Park

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden with a stock tank pool in College Park, in The city of Orlando. Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Kia center, are all in the immediate area. UCF, Full Sail and Florida Central too.

4.98 out of 5 average rating, 121 reviews

A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.

Guest house in Longwood

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Place to stay in Audubon Park

A modern structure with a sloped roof is set amidst lush greenery. The open patio features sleek outdoor seating, providing a comfortable space for relaxation. Large windows allow natural light to fill the interior, while the manicured lawn adds to the serene environment.

4.98 out of 5 average rating, 107 reviews

Hip RetroModern Lakefront Cabana w/ EV Charger

The Kiwi Cabana is a modern euro-style studio that offers the best in location, comfort, and ambiance! Relax with a glass of wine on the patio or dock & enjoy a gorgeous sunset on the lake. Light the fire pit and fire up the grill for a romantic evening. Luxe Queen Murphy Bed. Wifi. Cable. Outdoor Lighting & Sound System. Spacious Leather Sectional. Multiple Coffeemakers. Dishwasher. Microwave. CounterTop Oven. Electric Vehicle Charger at Dedicated Guest Parking Space. STR License #1009857

Guest house in College Park

The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.

4.91 out of 5 average rating, 184 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

4.87 out of 5 average rating, 133 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

Bonheur A la Maison is the home that offers a beautiful, comfortable, spacious, convenient and all around happy feeling with the little extras and attention to detail to make you feel like you're basking in a lot of luxury for a simple price! Its everything you need from your blow dryer, to your plush robe and from your USB outlets at all bedsides to your built in wireless speakers for your music of choice. We tried to think of it all. Conveniently located near lots of shops and parks!

Guest suite in College Park

A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.

4.97 out of 5 average rating, 237 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

4.97 out of 5 average rating, 799 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 Spring Lake

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.

4.95 out of 5 average rating, 422 reviews

Cottage in Winter Park

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

4.96 out of 5 average rating, 219 reviews

A contemporary living area features a large flat-screen TV mounted on a wall. A wooden console table sits beneath it, displaying decorative items. Two upholstered chairs provide seating, with a colorful area rug added for warmth. Natural light filters through window coverings.

Flat in Winter Park

Apt C -Modern Elegance in the Heart of Winter Park

Light, bright and full of delight! Fastest internet speed available: 154MBPS download and 20 MBPS upload! Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Heated pool , poolside grill and bikes for your enjoyment! Three blocks to Park Ave and two blocks to the Winter Park Village! Simple elegance downtown defined by contemporary design and leisurely living. Enjoy the convenience and tranquility of one of Florida's best walking communities

4.99 out of 5 average rating, 168 reviews

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.

Guest house in Orlando

Luxe Guesthouse w/Pool/Hot tub-Near Rollins/UCF

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

Popular amenities for rentals with a firepit in Winter Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a firepit

4.93 out of 5 average rating, 239 reviews

A modern kitchen features white cabinets and stainless steel appliances, complemented by granite countertops. A large island with seating is positioned centrally, while the dining area is visible through glass doors leading to the backyard.

Home in Longwood

Cozy 3 Bedroom Home, Great location!!

4.86 out of 5 average rating, 339 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

4.97 out of 5 average rating, 153 reviews

An open studio layout is showcased, featuring a comfortable queen bed with decorative pillows and a soft throw blanket. A multi-functional sofa and coffee table are positioned in front of a flat-screen TV. A dining table for four is also visible, enhancing the inviting atmosphere.

Home in Minneola

Cozy Studio Near Disney/Universal/Training center

4.99 out of 5 average rating, 152 reviews

A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.

Home in Sanford

The Cypress House

4.96 out of 5 average rating, 251 reviews

A modern living area features two comfortable sofas, a wooden coffee table, and a vibrant green plant. A sleek television is mounted on the wall, while the open kitchen area showcases contemporary cabinetry and a light backsplash. Natural light flows in through large windows.

Home in Orlando

The Lake House - Next to Universal Studios - NEW ♥️

4.94 out of 5 average rating, 109 reviews

Home in Winter Park

Cheerful 3 bedroom with a spacious shaded yard

Home in Lake Eola Heights

A spacious living area features a modern sofa in light upholstery, complemented by a wooden coffee table. A sleek pool table occupies one corner, while large windows allow natural light to brighten the room. A contemporary floor lamp adds a touch of elegance to the space.

4.93 out of 5 average rating, 132 reviews

Spacious DT Orlando house off Lake Eola/ sleeps 6

4.91 out of 5 average rating, 137 reviews

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.

Home in Wadeview Park

SoDo Mid-Century Boho 2 BR w/Courtyard *Sleeps 6*

Apartment rentals with a firepit

4.98 out of 5 average rating, 93 reviews

A spacious bedroom is presented with a soft color palette featuring light gray walls and plush carpet. A king bed with decorative pillows is paired with bedside tables. Natural light enters through a window dressed with curtains. A wall-mounted TV and a full-length mirror enhance functionality.

Flat in Winter Garden

Serenity Vibes Comfy King Bed 12 Min to Parks/Golf

5 out of 5 average rating, 15 reviews

An open-plan studio layout is displayed, featuring a full kitchen with stainless steel appliances, a dining area with a small table, and a comfortable living space with a dark sofa. A spacious bed is positioned against the far wall, with ample natural light streaming in from multiple windows.

Flat in Apopka

Comfy Farm Studio Stay

4.71 out of 5 average rating, 237 reviews

A spacious bedroom is presented with a large bed, featuring gray and white bedding. Two decorative pillows enhance the bed's appeal. Wall art depicting flowers hangs above, and soft lighting is provided by two lamps. A mirrored closet and a vanity with a round mirror are visible.

Flat in Orlando

Comfortable Apartment -Parc Corniche /I-Drive

4.79 out of 5 average rating, 100 reviews

Aerial view of a resort-style pool area, featuring winding lazy river and colorful waterslides. Surrounding palm trees and lounge chairs enhance the tropical ambiance. The nearby lake provides a scenic backdrop, while various guests can be seen enjoying the water attractions.

Flat in Kissimmee

Magical Holiday+Relax+FreeParking

Flat in Central Business District

4.94 out of 5 average rating, 49 reviews

Downtown

4.87 out of 5 average rating, 259 reviews

The image displays a sprawling resort area featuring a winding lazy river surrounded by tropical landscaping. Water slides can be seen adjacent to the pool area, with palm trees interspersed throughout. Various lounge chairs and shaded seating arrangements are visible, promoting relaxation.

Flat in Kissimmee

Free Water Park luxury 2 Bd Condo near theme parks

4.91 out of 5 average rating, 155 reviews

A spacious living area features a sectional sofa and a round coffee table, complemented by soft lighting. A television is placed on a low cabinet, while decorative plants and a wall art piece add visual interest. Natural light enters through a window, enhancing the inviting atmosphere.

Flat in Winter Garden

Stay A While

4.9 out of 5 average rating, 148 reviews

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

Flat in Kissimmee

Modern 3 Bedroom Apartment Near the Theme Parks

Cabin rentals with a firepit

5 out of 5 average rating, 7 reviews

The cabin features a rustic exterior with a steeply pitched roof and wooden siding. A welcoming porch extends from the front, highlighted by neatly arranged stepping stones leading to the entrance. Surrounding greenery adds to the serene atmosphere of the property.

Cabin in Geneva

Cabin 52

A cozy cabin exterior is illuminated by soft lighting during twilight. The wooden logs are complemented by vibrant green doors and an American flag hanging from the porch. A welcoming ambiance is created by the warm glow of lights and the surrounded greenery.

Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW

A single-story cabin with a rustic wooden exterior is set amidst lush greenery. A welcoming front deck features bright blue chairs, and steps lead to the entrance. Native plants and flowers are positioned around the cabin, enhancing the natural surroundings.

Cabin in Montverde

4.8 out of 5 average rating, 5 reviews

Peaceful Fort Wilderness Cabin

A charming cabin is framed by leafy trees, featuring a light-colored exterior and a welcoming porch. Two bright blue chairs are placed on the deck, alongside flower pots with vibrant plants. A wooden ramp leads up to the entrance, enhancing accessibility.

Cabin in Apopka

4.71 out of 5 average rating, 7 reviews

Charming Hidden Cabin

5 out of 5 average rating, 10 reviews

The open living area is highlighted by wood accents and large windows allowing natural light. A comfortable sofa is paired with a rustic wooden coffee table, while a dining table complements the space. A flat-screen TV is mounted on the wall, surrounded by nature-themed decor.

Cabin in Davenport

Hidden Disney Cabin- Close to parks!

The exterior of a rustic cabin is adorned with warm string lights, creating a welcoming ambiance. A porch with steps leads up to the entrance, flanked by lush greenery. The wooden structure features a lighted wheel decoration and bright windows, giving it a charming appearance at dusk.

Cabin in Kissimmee

5 out of 5 average rating, 4 reviews

Authentic Disney Fort Wilderness Cabin near WDW

5 out of 5 average rating, 9 reviews

The open concept living area features wooden beams overhead, with a cozy couch and a dining table surrounded by rustic chairs. A wall-mounted television is positioned above a wooden console, while large windows allow ample natural light to brighten the space.

Cabin in Davenport

Vintage Disney Cabin -Close to parks!