
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.

Livingston Hideaway • Walk To Lake Eola • Hot Tub
Welcome to Livingston Hideaway, a charming historic duplex in downtown Orlando, just two blocks from Lake Eola. This private space offers a quiet, residential feel while being steps from dining, nightlife, and events. Perfect for couples or business travelers, it features a private entrance, fenced outdoor area with hot tub and putting green, free parking, and fast Wi-Fi. Thoughtfully updated with modern comforts, Livingston Hideaway blends historic character with walkable downtown convenience.

Cozy Guest Suite in heart of Downtown Orlando
Private, artistically inspired detached guest suite with your own entrance & easy parking. Only 20-30 minutes from the theme parks. Less than 2.5 miles from the Kia Center, Camping World Stadium, Inter&Co Soccer Stadium, and the Dr. Phillips Center is 1 mile away. The suite is near major highways & toll roads making travel a breeze! Safe, quiet, beautiful historic neighborhood including many of the the lakes downtown Orlando is known for. You'll LOVE your stay, check out our 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.

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.

Location, Location, Location!
Enjoy a stylish experience at this centrally-located Guest House. It is located in an excellent area close to the downtown Orlando, excellent restaurants, and much more. It is fully furnished and equipped with new appliances (washer and dryer included) and furniture. It is located minutes from Winter Park, Downtown Orlando and theme parks. Downtown Orlando 3 miles (6 min) Advent Health Hospital 0.6 miles (2 min) Walt Disney World 20 miles (23 min) Universal Studios 11 miles (18 min)

King Bed 👑 Fire Pit 🔥 Private ⭐️ Grill 🍗 Location
Welcome to the guest apartment of our centrally located home on a quiet suburban street between Downtown Orlando, UCF, Orlando Airport, and near all parks. Our 2 bed 1 bath guest home with an additional sleeper sofa is a great spot for family vacations to Central Florida. Beaches, Disney, the Amway Center, Dr. Phillips Center, UCF and so much more. Our home is a quiet place to rest your head at night or enjoy a relaxing beverage on your private patio after a long day enjoying Orlando.

The Green Room Orlando
Come enjoy The Green Room experience in beautiful Downtown Orlando in Thornton Park. Rub shoulders with some famous artists and performers! This stylish space is just what anyone needs before a big show or just a walk to Lake Eola. So many amenities in this hip studio! Fall asleep on our comfortable memory foam bed under the warm custom wood ceilings. You can relax on the couch watching your favorite shows, have a drink on the patio, or wash off the theme parks with a nice shower!

Bright + Modern Downtown Guesthouse near Lake Eola
Best location in Orlando. No need for a car. This beautiful, historic 1947 garage apartment is a 5-minute walk to Lake Eola, and within walking distance of many lovely cafes, restaurants, and bars. We are very proud of our little guesthouse behind our home. We would love to host you and show off our beautiful city. Driving distances to major attractions: - Dr Phillips Center || 5 min (1.2 miles) - Amway Center || 5 min (1.5 miles) - Universal Studios || 20 min - Disney || 30 min

Modern 1950s Studio • Near Downtown & Theme Parks
Fully renovated 1950s studio (2024) in a safe, quiet Orlando neighborhood! Enjoy a plush queen bed, walk-in shower, Roku TV, and full kitchen with Keurig. Includes a private driveway, separate entrance, and cozy living area with stylish modern décor. In-unit washer and dryer for your convenience. Just 3 mi to downtown, 10 mi to Universal, 8 mi to the airport, and 18 mi to Disney—perfect for couples or solo travelers seeking comfort, privacy, and modern style in a peaceful setting.

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.

Luxe Guest House| Pool, HotTub| UCF, Rollins
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 guest house rentals in Orlando
Family-friendly guest house rentals

Tiny Home in Orlando, Florida

Charming Downtown Apartment - Walk to Everything

Relaxing Private Studio in the Trees!

Welcome to The Blue House

Beauty & Beast Guest House, Near Disney, Sleeps 4

Orlando Private Tiny Guest House

Modern efficiency ~ Great location

Beautiful garage suite w/washer and dryer
Guest house rentals with a patio

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

Blue Heron Bungalow

Jefferson St. Cottage

College Park Villa Oasis w/ Botanical Courtyard

Guesthouse Close to Downtown Orlando/UCF/Airport

La Casita

Amazing New Pool House!

Private 1-bd Mid-Century Guesthouse
Guest house rentals with a washing machine and dryer

Bungalow Near Epic, Disney and Downtown Orlando

Orlando Birdcage Private Apt, Walkable Downtown

8th Green Cottage - A relaxing oasis in the city

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

Black House- Private Cottage in Thornton Park!

Modern Guest Studio with pool access

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

𝑀𝒾𝓁𝓁𝓈 𝟧𝟢| 𝒮𝓉𝓊𝒹𝒾𝑜| 𝒪𝓇𝓁𝒶𝓃𝒹𝑜
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $109 SGD | $108 SGD | $109 SGD | $105 SGD | $104 SGD | $107 SGD | $104 SGD | $104 SGD | $105 SGD | $109 SGD | $112 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 310 holiday rentals in Orlando

Nightly prices starting at
Orlando holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 28,680 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
140 properties have a dedicated workspace

Wifi availability
300 of Orlando holiday rentals include wifi access

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

4.8 Average rating
Orlando stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Orlando’s top spots include Universal CityWalk, International Drive and Dr. Phillips Center for the Performing Arts
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
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