Holiday houses in Orange County

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Top-rated holiday rentals in Orange County

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Guest favourite

Guest suite in Orlando

4.98 out of 5 average rating, 303 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

16–23 Oct

$156 NZD per night

Guest favourite

Guesthouse in Orlando

5.0 out of 5 average rating, 162 reviews

Treehouse Inn Downtown Orlando, 2 bedrooms 2 bath

Treehouse in Downtown Orlando is surrounded by majestic heritage Oaks. Two Bed Two Bath with a Mini-Master & full Kitchen. Very private deck near Bamboo Hedge. Two blocks from a small neighborhood Deli serving breakfast, lunch and dinner with Great coffee & Craft beers. We are walking distance from popular Thornton Park pubs and restaurants. Lake Greenwood and Lake Davis are close by for a leisurely walk or brisk jog. Enhanced cleaning in use. Jakob and Marty are happy to help with your stay.

2–9 Jul

$233 NZD per night

Guest favourite

Loft in Orlando

4.94 out of 5 average rating, 461 reviews

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and The City Beautiful’s Downtown, 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 a 20 minute drive, Disney is 35 min., MCO 20 minutes

18–25 Aug

$278 NZD per night

Guest favourite

Tiny home in Orlando

4.98 out of 5 average rating, 101 reviews

Private, Modern & Clean Tiny Home. “La Casita”

Take it easy at this unique and tranquil getaway. This tiny house fits up to 4 guests and comes equipped with everything you would have in a full size home; full sized kitchen, a washer/dryer combo. Queen bed in the main bedroom and two twin beds in the upstairs loft area. We do not recommend smaller children in the loft area. This is in a quiet neighborhood, so please no parties or loud events. We live right next to the tiny home so if you need absolutely anything, don’t be afraid to reach out

26 Aug – 2 Sep

$218 NZD per night

Guest favourite

Apartment in Orlando

4.99 out of 5 average rating, 138 reviews

Peaceful and private

This apartment is located in a separate area of the house with a private entrance. It has 1 bedroom with a queen size bed, 55” smart tv, dresser, closet, and 2 nightstands. The den contains a 50” smart tv, kitchenette, sink, microwave, cooktop, small refrigerator/freezer, sofa, and loveseat. The bathroom has double vanity sink, shower, tub, linen closet and body soap dispenser. No shared areas. Wifi, Netflix, Amazon Prime Video, HBO Max included. Queen air mattress available. Private back patio

12–19 Feb

$172 NZD per night

Guest favourite

Guesthouse in Orlando

5.0 out of 5 average rating, 155 reviews

The Sacred Space Downtown Orlando Milk District

This delightful hideaway embodies brightness, cleanliness, and a fragrance-free environment. Enjoy a tranquil stay with hypoallergenic bedding and experience unmatched comfort on a luxurious purple mattress for rejuvenating sleep. Conveniently located near Lake Eola, lively bars, and an abundance of dining options, this private sanctuary provides the perfect balance of convenience and serenity. Amidst the bustling surroundings, our tranquil retreat remains tucked away, offering a peaceful stay.

15–22 Jan

$227 NZD per night

Guest favourite

Guesthouse in Orlando

4.96 out of 5 average rating, 252 reviews

Peculiar One bedroom Studio.

"(Non Smoker and No Pets)". This is an amazing and comfortable in law-suite to stay in. It is a separate portion of my home with its own private entrance. In the kitchen there is a large mini-fridge/freezer, microwave and a coffee maker. There is also an under counter washer and dryer. The sitting area includes a small couch with a twin mattress. This place is close to Walmart and Publix (5 minutes away). All attractions including Disney, Sea World and Universal are within 20-30minutes.

23–30 Sep

$145 NZD per night

Guest favourite

Guesthouse in Orlando

4.88 out of 5 average rating, 219 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 $10 every extra day.

1–8 Oct

$244 NZD per night

Guest favourite

Home in Maitland

4.97 out of 5 average rating, 118 reviews

The Butterfly Bungalow near Park Ave

This 1950s bungalow has been lovingly restored to maintain it's Florida charm and offer simple comforts. Located in a family-friendly neighborhood just a few blocks from the Enzian Theater, the bungalow is close to restaurants and shops lining the cobblestone streets of Park Ave, and centrally located to historic areas of both Winter Park and Maitland. Park Ave shopping district - 1.5 miles Whole Foods - 0.8 miles Publix - 0.8 miles SunRail - 1.7 miles Downtown Orlando - 8 miles

30 Dec – 6 Jan

$280 NZD per night

Guest favourite

Tiny home in Orlando

4.98 out of 5 average rating, 639 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.

28 Oct – 4 Nov

$231 NZD per night

Guest favourite

Guesthouse in Orlando

4.95 out of 5 average rating, 132 reviews

Jefferson St. Cottage

This cottage is a unique free-standing detached dwelling in the heart of Lawsona Park (Historic Downtown Orlando). It sits behind the owner's main house in the back of the lot. The cottage is newly updated with all the amenities to give guests a perfect secluded area near bars, eateries, parks as well as easy access to highways to visit Universal, Disney World, Sea World any more attractions in central Florida.

25 Oct – 1 Nov

$196 NZD per night

Guest favourite

Guesthouse in Orlando

4.93 out of 5 average rating, 161 reviews

Private Backyard Cottage in Mills50

Airy one-bedroom garden cottage in Orlando's hippest historic neighborhood. Walk or bike to great restaurants, parks, and bars. Located 5 to 10 min to Downtown Orlando, Florida Hospital, and Winter Park; 20 to 30 min to Universal, Disney, and UCF. Recently upgraded with queen bed, stove, and access to brand-new washer/dryer. (City of Orlando Short-Term Rental registered.)

13–20 Aug

$196 NZD per night