
Guest house holiday rentals in Orlando
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Top-rated guest house rentals in Orlando
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

Garden House near Orlando's cultural hub
On a quiet cobblestone street, yet close to art and culture, more than 3 dozen restaurants in walking distance, Florida Hospital and family-friendly activities. You’ll love our place because of the location, the large bathroom with jacuzzi, the skylights, window seat, porch swing. It is nestled in our back yard surrounded by trees and has its own private entrance via a rustic walk way of pavers and stones. Couples, families, most anyone will find it charming. STR 1009942 (City registration)

King-size Studio 4 min to Universal
Amazing location! king-size private studio, perfectly situated in the desirable Dr. Phillips area, You'll be just 4 minutes from the excitement of Universal Studios and CityWalk. "Restaurant Row," home to some of Orlando’s finest dining only 7 minutes away. The Orlando Convention Center is a quick 10-minute drive, MCO Airport is about 20 minutes away, and Disney is just 18 minutes from your doorstep. Newly remodeled bathroom, a convenient kitchenette, a fridge, a microwave, and a 65-inch TV

1924 Spanish Carriage House Lower
Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

Vintage Florida Vibes House
Enjoy a peaceful & stylish getaway in this detached Guesthouse with private entrance, gardens, kitchen & pool. Sip coffee in the shade of our Oak trees. Grill out while you watch TV and cool off in the pool after a day at the parks. Sit under the stars and string lights and nestle into your cozy beds, with your own dedicated central AC unit and ceiling fans to keep you comfortable. Only 2 miles from downtown Orlando and directly off the I4 highway that takes you to every park & attraction.

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!

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.

The 𝕆𝕣𝕝𝕒𝕟𝕕𝕠 is the first step in the process.
✔ 2022 built totally private detached guest house away from the main house ✔ Private two parking spots ✔ private front & back yard space ✔ Fully fenced for maximum privacy ✔ Private patio space in private backyard seats 4 people ✔ Comfortable Queen bed + Queen pull out sofa unit ✔ Full Kitchen ✔ Small back patio with chairs ✔ Smart TV ✔ Washer/Dryer FREE in unit ✔ Workspace ✔ High-Speed Wi-Fi ✔ Free Parking (2 spaces) ✔ All essentials included towels, shampoo, conditioner

Private Cozy Cottage in heart of Orlando
Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

The Cottage A Pet Friendly Guesthouse
Welcome to The Cottage! A pet friendly, super cute, and quiet studio apartment built in 2016, located above the detached garage behind my house. Pets always stay for free, and no additional cleaning fees are charged. Private self access is provided so you come and go as you please. The unit has a full kitchen, king sized bed, 4 pillows, 100% cotton sheets and coverlet. Laundry detergent and dish soap are provided. Trash is located on the west sideof the building.

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Downtown private pool house. Two blocks from ORMC
Recharge in this private one bedroom, one bath pool house. Relax in the pool after a long day and enjoy a restful night in a very comfortable queen size bed. Walking distance to downtown and ORMC. Two miles to Kia (Amway) Center. Three miles to Camping World. Nine miles to Universal Studios. 14 miles to SeaWorld. 15 miles to Disney.
Popular amenities for guest house rentals in Orlando
Family-friendly guest house rentals

Charming Lakeside small House

Spacious getaway close to Universal and Outlets!

Upstairs cottage room by airport

WELCOME HOME IN WINTER PARK

Cozy Lake View Stay

Cozy & Deluxe studio for 2 near Disney & parks

Historic lakefront guesthouse

Love Nest Studio nearby highways and Airport
Guest house rentals with a patio

“The Clementine” Boho Home in Orlando’s Food Scene

Blue Heron Bungalow

Livingston Hideaway - 2 Blocks From Lake Eola

Downtown Cozy/Modern Studio

Private 1-bd Mid-Century Guesthouse

NEW 1BRM Guesthouse | King Bed | Central Florida

Sage Guest House

Cozy Knight Stay
Guest house rentals with a washing machine and dryer

Private Luxurious Apt. - Historic Downtown Orlando

Top 1% ABNB Villa Oasis w/ Botanical Courtyard

Jefferson St. Cottage

Modern 1950s Studio • Near Downtown & Theme Parks

Kyle's Place - Private Unit, Pool + Laundry Room

Cozy guest house close to Downtown Orlando

The Coach House -2 bedroom/3 bath Orlando Getaway!

Peculiar One bedroom Studio.
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $111 SGD | $109 SGD | $109 SGD | $105 SGD | $104 SGD | $107 SGD | $104 SGD | $104 SGD | $103 SGD | $109 SGD | $109 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about guest house rentals in Orlando

Total holiday rentals
Explore 270 holiday rentals in Orlando

Nightly prices starting at
Orlando holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 26,210 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
270 of Orlando holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orlando rentals

4.9 Average rating
Orlando stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Orlando’s top spots include Universal CityWalk, International Drive and Kia Center
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Daytona International Speedway
- Universal's Volcano Bay
- Playalinda Beach
- Discovery Cove
- Aquatica
- Apollo Beach
- Island H2O Live!
- Titusville Beach
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
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