Holiday rentals with a patio in Winter Park

Guesthouse in College Park

4.99 out of 5 average rating, 131 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, 119 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, 202 reviews

Cabin in Orlando

Peaceful wooden bungalow w private yard

NOTHING IS SHARED, very private with your own entrance, Take it easy at this unique and tranquil getaway. A wooden cabin with a private back yard perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, Sea World. Kitchenette with all amenities, free parking, fresh sheets, towels, coffee! WiFi + Smart TV Netflix, Prime, Hulu, etc. This Bungalow in the city sleeps 2 people on a luxurious queen bed. We live close by should you need us

4.99 out of 5 average rating, 133 reviews

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, 183 reviews

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.

4.93 out of 5 average rating, 237 reviews

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.

4.99 out of 5 average rating, 121 reviews

Guesthouse in Orlando

Baldwin Park Guest House

Welcome to Beautiful Baldwin Park, This Brand New Private sanctuary with modern day decorations, amenities and large screen television is the perfect place for a couple or single to experience the beautiful Orlando area. Conveniently located near the Orlando International Airport, Winter Park and downtown area Enjoy your morning coffee on the private patio . This entire property is very clean and well maintained, we look forward to being your host for your next central Florida visit

4.98 out of 5 average rating, 103 reviews

Bungalow in College Park

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the many theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden in College Park, located 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.

Tiny home in Baldwin Park

4.96 out of 5 average rating, 286 reviews

Lake View from King Bed+Free Bikes+Kayaks+Espresso

The Perfect Couple’s Getaway❤️ (😊 read the reviews) - Espresso ☕️ - Couple’s Rain Shower -Beautiful View of Lake from Bed - Hammock in Garden - Propane Grill+Utensils - FREE Bikes+Kayaks+Paddle Boards - Smart TV + Streaming - Private Garden Yard with Seating Wake up to epic lake views from your king bed. Sip strong Cuban espresso, then launch a kayak or paddle board into calm waters—or bike into one of three charming nearby towns: Winter Park, Baldwin Park, or Downtown Orlando.

4.86 out of 5 average rating, 116 reviews

Home in Winter Park

𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜| ᴏʀʟᴀɴᴅᴏ

Enjoy this private 2/1 home with stylish decor. The property is very well located! Just a short car ride away from gorgeous Park Avenue and the best restaurants, Rollins College, College Park, downtown (Kia Center, Camping World Stadium, Dr. Phillips Center) and 30 minutes from all major theme parks. ✔ Comfortable 3 x Queen beds + pull out sofa ✔ Full Kitchen ✔ Parking on driveway and free street parking ✔ Smart TV ✔ Washer/Dryer "FREE" ✔ Dining table ✔ High-Speed Wi-Fi

4.9 out of 5 average rating, 135 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.

Tiny home in College Park

4.96 out of 5 average rating, 149 reviews

Shipping Container home-30min to Disney-hot tub

Step into this unique experience: a shipping container transformed into a luxury 1 bedroom 1 bathroom suite. The space is perfect for couples, business travelers, tourists, and families. After a busy day in the parks or shopping, come back to a cozy outdoor paradise with lights strung up under a covered pergola. Lounge on the couch and enjoy a gas fireplace table, grill a meal, and soak your tired feet in the hot tub.

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Popular amenities for Winter Park Holiday Houses with Outdoor Verandahs

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Pool

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Apartment rentals with a patio

4.99 out of 5 average rating, 152 reviews

Parent's Retreat!

TraceyRating, 5 stars2 weeks ago

The UCF Parents Retreat was absolutely perfect. It is just 10 minutes from campus! It’s a charming, cozy apartment that made us feel right at home. My daughter and I loved our stay, and even Lucy, our 12-year-old Cocker Spaniel, settled in immediately. The bed was especially comfortable, which was a huge plus. I would highly recommend this spot to anyone visiting UCF!

4.92 out of 5 average rating, 93 reviews

Downtown Orlando Zen High-Rise - Free Parking!

Mariahs PlaceRating, 5 stars1 month ago

This location, condo, and amenities were great. Glorious was a wonderful host. I would recommend and would rent again!

4.93 out of 5 average rating, 40 reviews

Luxury Apt + Pool + BBQ + Gym.

CheyenneRating, 5 stars2 weeks ago

This little studio was absolutely amazing for what I needed! It was a reasonable size and price. Also right down the street from the event I was going to! Lando is also an amazing host definitely would stay here again!

4.93 out of 5 average rating, 190 reviews

Apartment in Kissimmee

Lovely one bedroom apartment.

AlexisRating, 5 stars2 weeks ago

Very nice stay was nice and tidy the way it should be and the boat were excellent every issue we had they were right they’re to help

Apartment in Altamonte Springs

4.81 out of 5 average rating, 43 reviews

Apartment in Altamonte Springs!

RonRating, 5 stars3 weeks ago

Great place to stay, especially if you're needing an extended stay. We felt right at home. We walked around the neighborhood and it was super quiet, gated, and felt safe. Beautiful apartment!

4.67 out of 5 average rating, 3 reviews

Apartment in Winter Park

Cozy by the Creek

MichelleRating, 5 stars1 month ago

Cozy by the Creek was just as described, cozy and comfortable. Edna went out of her way to accommodate us last minute. She was quick to respond and extremely helpful. She provided the necessities to make our stay amazing.

4.8 out of 5 average rating, 131 reviews

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry

TheresaRating, 5 stars1 month ago

This place was an absolute delight to stay in. The bed was nice, plenty of sitting space. The Bathroom was well maintained as well. We were unable to use the hammock as it was dirty and had a few rips, but outside of that, the outside area was super cute. Definitely nice for a little couples getaway. There are a bunch of amazing places to eat in the area as well. 100% recommended.

4.93 out of 5 average rating, 106 reviews

Spacious DT Orlando house off Lake Eola/ sleeps 6

AngieRating, 5 stars1 week ago

Juan was very responsive and accommodating for our entire stay. The location was perfect as it was central to the activities, restaurants, and bars we had in our itinerary. I would stay at Juan's home again!

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Holiday House Rentals with a Verandah

4.92 out of 5 average rating, 203 reviews

Home in Longwood

Cozy 3 Bedroom Home, Great location!!

JosephRating, 5 stars2 weeks ago

Ahmad and his team were great hosts and the property was very enjoyable. Ahmed was very helpful, but a quicker response time on communications would have even better!

4.97 out of 5 average rating, 128 reviews

Beautiful House Completely Remodeled

LeaRating, 5 stars3 weeks ago

We’ve stayed at Jonny’s place several times and always make it a point to come back when we’re in Florida. Jonny is an amazing host and this home is beautiful and always exceeds expectations. This home is the best AirBnb I have stayed in and matches the description and photos. As always, thank you Jonny, we will be back next year!

4.99 out of 5 average rating, 135 reviews

Private pool home near Downtown

VanRating, 5 stars2 weeks ago

Great house. Great host. Always attentive and responsive. 2nd stay. Will go for a 3rd

4.98 out of 5 average rating, 45 reviews

Charming Bungalow in Winter Park

TaralynnRating, 5 stars5 days ago

Loved the stay at this place! The instructions were clear on how to get to the parking and the large kitchen island was a great gathering spot. This house had more than enough space for what our needs were. Host was very responsive. Thank you for having us!

4.93 out of 5 average rating, 182 reviews

The Orlando Retreat.

TaylirRating, 5 stars2 weeks ago

Had a wonderful time!! Pool was great and house was very comfortable! We always feel right at home this is our second stay!! 😁

4.79 out of 5 average rating, 189 reviews

Home in Milk District

The Calm Green One - Downtown

BárbaraRating, 5 stars1 month ago

The house was perfect for my stay in Orlando. Quiet neighborhood and close to restaurants and outlets. The house is spacious, comfortable, clean, and beautifully decorated—perfect for a couple or two girlfriends staying together. Check-in was easy, and the instructions were also great. Highly recommended!

4.93 out of 5 average rating, 92 reviews

Luxurious and modern cottage near UCF

CassieRating, 5 stars2 weeks ago

Drove down for formula drift & it was the perfect spot in a quiet neighborhood! Very clean & tidy & the decor made you feel right at home. Definitely recommend staying here if you’re in the area!

4.99 out of 5 average rating, 113 reviews

Home in Longwood

Private 4-Bedroom home with pool!

ElsaRating, 5 stars2 weeks ago

I fully recommend staying in this beautiful and charming home. Our host Nicolas was amazing and he made us feel right at home. The place is very peaceful and at the same full of positive energies. 5 stars all the way!

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Holiday condos with a patio

4.92 out of 5 average rating, 113 reviews

Condo in Florida Center

Remodeled 2BD/2BA Condo mins from Universal Studio

JasonRating, 5 stars5 days ago

May was great! Went to Universal Studios and it was right down the street. May was always responsive to any questions I had. Would stay again for sure

4.87 out of 5 average rating, 103 reviews

Condo in Florida Center

Luxury Condo On I-Drive & One Mile from Universal

Jose EduardoRating, 5 stars1 week ago

We had an absolutely wonderful stay at Mike's place in Orlando! From the moment we booked, Mike was an exceptional host - incredibly communicative, friendly, and always quick to respond to any questions we had. We couldn't have asked for a better experience. We would highly recommend his place to anyone visiting Orlando and will definitely be back on our next trip!

4.92 out of 5 average rating, 103 reviews

Condo in Orlando

Waterfront Condo minutes from Disney & Universal

CharleneRating, 5 stars3 weeks ago

Great location. Very comfortable and well maintained. Would stay here again. Ryan was very helpful with all my questions.

4.91 out of 5 average rating, 155 reviews

Condo in Kissimmee

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

TraceyRating, 5 stars4 days ago

Place was fairly clean. Loved the patio, was very peaceful in the mornings. Kitchen had basic tools. Loved the location. As mentioned it was the ideal spot for shopping for essentials-Publix, target. Was in Orlando for Stray Kids concert and location for venue was not too far away, about 30 minutes.