Holiday houses in Orlando

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Top-rated holiday rentals in Orlando

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Guest favourite

Apartment in Winter Park

4.95 out of 5 average rating, 282 reviews

Get a Little Glam in a Retro Palm Beach-Style Boudoir

The whole upstairs portion of the building is all yours. Location is prime as it is close to all things wonderful in Winter Park FL. Two streets behind is Lake Killarney. The space is beautifully decorated and offers guests a charming get away. Please note: It is a 13.6 mile drive (21 - 40 minutes depending on traffic) from Universal Studio's and a 21.7mile drive (24 - 45 minutes depending on traffic) to Disney World. There is a lock box located under the stairwell on the left side of the building. I will message you with your code for access. Once you get your key, head on up the stairs and enjoy your home away from home. Welcome! I live 3 minutes away from the Air BnB property and I work in the downstairs portion of the building, so I am local and available to assist with any additional requests. Message me anytime! Or text 407 575 3502 The Fairbanks corridor of Winter Park is the main artery to affluent areas, offering great shopping and dining close by. This hidden gem is a short walk to grocery stores, restaurants, and Winter Park Village shopping district with its movie theater. Light sleepers, please be aware that there is the potential for traffic noise. The BnB offers a large parking lot. You should have no problem at all if you desire to arrive by car. The area is also safe to bike around and Uber or Lyft operates in the area. No smoking please.

15–22 Aug

$239 NZD per night

Guest favourite

Guest suite in Orlando

4.99 out of 5 average rating, 122 reviews

Beautiful studio with pool & close to attractions!

An amazing studio space, attached to the main home, with private entrance, King size bed, full bath, and kitchenette. Recently renovated and very comfortable. New Mitsubishi mini-split AC system and a Nespresso Machine for your morning coffee. Access to pool area, gazebo, and washer/dryer outside! Centrally located: under 20 minutes to the airport, 5 minutes to Florida Mall, 10 minutes to Mall at Millenia, under 20 minutes to Universal Studios, 35 minutes to Disney, and 10 minutes to Downtown!

18–25 Aug

$174 NZD per night

Guest favourite

Guest suite in Orlando

4.98 out of 5 average rating, 300 reviews

A SUITE RETREAT with a Garden View in the City

A lovely remodeled in-law suite in a 1920s Mission Styled home in College Park suited for 2 people with a separate entrance, private bath & a little kitchenette.The Suite looks out into a garden to offer a relaxing view. Even though you are in the Downtown area, the suite was designed to offer solitude. We are walking distance to many restaurants & only an easy 5 minute drive to downtown Orlando. I am looking forward to hosting any and all who would like to visit. All are welcome. #STR-1009437

20–27 Jan

$158 NZD per night

Guest favourite

Guesthouse in Delaney Park

4.95 out of 5 average rating, 129 reviews

Stylish Private Guest Suite in Downtown Orlando

Enjoy an artistic experience at this centrally-located detached guest suite in Downtown Orlando. This recently renovated home away from home is your perfect spring board for all things Orlando & the surrounding areas. The suite is 15-20 minutes from Universal Studios and about 25-30 minutes to Disney parks. Our historic neighborhood also provides some of the best scenic walks around the lakes downtown Orlando is known for. You'll LOVE the Delaney Park Casita! We hope to host you soon!

14–21 Jul

$236 NZD per night

Guest favourite

Home in Orlando

4.97 out of 5 average rating, 121 reviews

Walk Everywhere! Lake Eola DTO Thornton Park

Located on a brick paved road in the heart of beautiful, historic Thornton Park in Downtown Orlando with restaurants, coffee shops, and bars just steps from your front door! Walk to Kia (Amway) Center, Phillips Center, Exploria Stadium, Central Business District, Church St Station, Publix, bars, restaurants, & lakes! Close to I-4 & freeways! 7 miles to Universal, International Drive, outlet malls, & springs! 16 miles to Disney Parks & Disney Springs! 50 miles to Daytona & Cocoa Beaches!

8–15 Aug

$268 NZD per night

Guest favourite

Guesthouse in Orlando

4.94 out of 5 average rating, 211 reviews

Modern Guest Studio (Private) Pool / Spa available

Private Guest Studio (Not Shared ) in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. Pool & Spa available (Not Shared) All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

4–11 Oct

$237 NZD per night

Guest favourite

Home in Winter Garden

4.92 out of 5 average rating, 165 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

29 Mar – 5 Apr

$237 NZD per night

Guest favourite

Guesthouse in Orlando

4.87 out of 5 average rating, 214 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $5 every extra day.

11–18 May

$251 NZD per night

Guest favourite

Tiny home in Orlando

4.98 out of 5 average rating, 632 reviews

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.

8–15 Aug

$250 NZD per night

Guest favourite

Yurt in Baldwin Park

4.96 out of 5 average rating, 213 reviews

Lakefront Yurt King Bed *A/C* Kayaks, Bikes

The Orlando Yurt Experience for Adults Only. Imagine Laying in Bed, Just Feet From the Water. Watching the Sunset or Looking Up at the Stars... ★★★★★ "It was the most peaceful, serene and gorgeous space. It was a breathtaking experience." Zonnetta Marie - April 2023 400sf Yurt with Huge King Bed & Private Lakeside Deck. Private Outdoor Bathroom & Shower for Two. Indoor & Outdoor Dining Areas. Alexa Controlled Heat & A/C. Free Unlimited Use of Kayaks & Bicycles.

5–12 May

$218 NZD per night

Guest favourite

Guest suite in Orlando

4.99 out of 5 average rating, 241 reviews

Location, Location, Location near all attractions

This is a poolside in-law apartment with a full kitchen, bedroom, full bath and a living room located in a quiet, residential neighborhood in an upper scale part of town. It has a king size bed & will accommodate 2 adults comfortably. This in-law apartment is an addition that was built onto the back of our home. It is completely closed off from the our main house and has it's own main entrance so it is private. So, you will have the apartment all to yourselves.

7–14 Dec

$295 NZD per night

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 787 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 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; meemaws-country -cottage which sleeps six.

11–18 Mar

$323 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Orlando holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Orlando's top sights

Universal CityWalk991 locals recommend

Orlando Vineland Premium Outlets1,502 locals recommend

The Florida Mall656 locals recommend

The Mall at Millenia1,167 locals recommend

Outlets Orlando116 locals recommend

Amway Center259 locals recommend

Other great holiday rentals in Orlando

Guest favourite

Home in Orlando

4.92 out of 5 average rating, 118 reviews

Hidden Gem in SODO! - MCO ~16min

10–17 Dec

$187 NZD per night

Guest favourite

Guest suite in Orlando

4.9 out of 5 average rating, 216 reviews

Lakeview Vacation Suite

18–25 Oct

$224 NZD per night

Guest favourite

Guest suite in Orlando

4.97 out of 5 average rating, 212 reviews

2/2 Spacious Modern House

30 Jul – 6 Aug

$271 NZD per night

Guest favourite

Guesthouse in Orlando

4.95 out of 5 average rating, 129 reviews

Jefferson St. Cottage

18–25 Mar

$195 NZD per night

Guest favourite

Loft in Orlando

4.86 out of 5 average rating, 1095 reviews

Downtown (Ivanhoe Village) Loft Apartment

27 Feb – 6 Mar

$187 NZD per night

Guest favourite

Guest suite in Orlando

4.99 out of 5 average rating, 338 reviews

Sunny Resort Style - Pool & central location ☀️

28 Sep – 5 Oct

$248 NZD per night

Guest favourite

Guesthouse in Orlando

4.92 out of 5 average rating, 159 reviews

Private Backyard Cottage in Mills50

28 Sep – 5 Oct

$205 NZD per night

Guest favourite

Guest suite in Orlando

4.96 out of 5 average rating, 260 reviews

Stylish Private Studio - Closest to Universal Fun!

29 Jun – 6 Jul

$143 NZD per night

Show all

Quick stats about holiday rentals in Orlando

Total rentals	10K properties
Rentals with dedicated workspaces	5.3K properties have a dedicated workspace
Rentals with a pool	7.1K properties have a pool
Pet-friendly rentals	2K properties allow pets
Family-friendly rentals	5.4K properties are a good fit for families
Total number of reviews	296K reviews

Holiday houses in Orlando

Top-rated holiday rentals in Orlando

Apartment in Winter Park

Guest suite in Orlando

Guest suite in Orlando

Guesthouse in Delaney Park

Home in Orlando

Guesthouse in Orlando

Home in Winter Garden

Guesthouse in Orlando

Tiny home in Orlando

Yurt in Baldwin Park

Guest suite in Orlando

Treehouse in Saint Cloud

Holiday rentals for every style

Cottages

Apartments

Houses

Popular amenities for Orlando holiday rentals

Stay near Orlando's top sights

Other great holiday rentals in Orlando

Home in Orlando

Guest suite in Orlando

Guest suite in Orlando

Guesthouse in Orlando

Loft in Orlando

Guest suite in Orlando

Guesthouse in Orlando

Guest suite in Orlando

Quick stats about holiday rentals in Orlando

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore