Guesthouse vacation rentals in Orlando

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Top-rated guesthouse rentals in Orlando

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Orlando

5 out of 5 average rating, 174 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.

Guest favorite

Guesthouse in Thornton Park

4.99 out of 5 average rating, 242 reviews

Black House- Private Cottage in Thornton Park!

This historic cottage is a unique free-standing detached dwelling in the heart of Thornton Park (Downtown Orlando). This little gem is newly renovated and gives the guest a perfect secluded launching point to hundreds of bars, eateries, parks as well as easy access to highways to visit Universal, Disney World, etc. Charming historic residence that provides private off street parking, yard/green space and a relaxing hammock just steps outside your door. The style is very unique and fun!

Guest favorite

Guesthouse in College Park

4.97 out of 5 average rating, 403 reviews

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

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

Superhost

Guesthouse in Clermont

4.85 out of 5 average rating, 150 reviews

Discover Tranquility at Our Charming Guest House

Welcome to our enchanting lakefront retreat nestled in the heart of a picturesque cyclist's town. Airbnb property offers a perfect blend of tranquility, scenic beauty, and convenient access to outdoor adventures. Situated directly on the shores of a serene lake, our guesthouse provides breathtaking views and a soothing ambiance that will rejuvenate your senses. Whether you're a nature lover, a cycling enthusiast, or simply seeking a relaxing getaway, this is the ideal destination for you.

Guest favorite

Guesthouse in Orlando

4.88 out of 5 average rating, 180 reviews

Adorable Studio Guest House

Enjoy a quiet peaceful stay just minutes outside of Downtown Orlando. Walk to local restaurants, bars and cafes. The guesthouse has a fully equipped kitchen, full bathroom, built-in closet, wi-fi, queen bed and pull-out murphy bed. The TV has access to Netflix, Hulu and Disney Plus. Owners live on property in the main house, and are available to answer any questions. Distances to Major Attractions: Downtown Orlando--10 Mins Airport--20 Mins Universal Studios--20 Mins Disney--30 Mins

Guest favorite

Guesthouse in Oviedo

4.96 out of 5 average rating, 258 reviews

Gated Luxury Country Home on Private 35 Acres

Unique 800 sq. ft standalone guesthouse on 35 private wooded acres. Relax in peace and quiet either outside with the beautiful scenery or inside with our professional GoldenWest 9' pool table. Fully furnished backyard patio with grill and smoker, firepit for cold evenings, kerosene lamps for ambiance, and lounge furniture for finishing that book you've been putting off. Conveniently located minutes away from 417, you are within reach of all that Orlando has to offer! NO CLEANING FEES!

Guest favorite

Guesthouse in Orlando

4.93 out of 5 average rating, 164 reviews

Hidden Luxury Gem w/ private porch

DETACHED GUEST HOUSE Enjoy our recently renovated guest house with a charming porch, detached from the main house. The house is beautifully decorated, and it has spacious bedroom w/ a comfort bed (tempur-pedic), a fully stocked kitchen, and a elegant dining/ living room (w/ sofa bed/ futon) Very central locate!! We are close to major highway (408, 417) 15 min from airport, 25 min from Disney/ universal park. This space was create thinking about your comfort. will love our porch.

Guest favorite

Guesthouse in Orlando

4.84 out of 5 average rating, 221 reviews

Lovely Spacious Guesthouse in Mills 50 District

Renovated guesthouse on the same property behind our 1920's historic home in the Mills 50 District near Downtown Orlando. A large room with a comfortable queen-sized bed, a flat screen TV, two accent chairs, a kitchen corner, a/c, mini-fridge, microwave, WiFi, coffee maker and full bathroom. There is also access to a shared laundry space in the same building. Within walking distance to many bars and restaurants! A very friendly and safe neighborhood with self-check-in.

Guest favorite

Guesthouse in Davenport

4.93 out of 5 average rating, 165 reviews

Winsome Farm Guest House

*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.

Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 249 reviews

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Guest favorite

Guesthouse in Orlando

4.94 out of 5 average rating, 110 reviews

Peaceful Guest-house in heart of Orlando

Charming and full of character, located in the Park at Lake Highland Neighborhood. This 1920s property hosts a rear guest house for visiting guests. This area is surrounded with hundreds of restaurants within walking distance of 1 mile vicinity. It is an excellent place to walk or bike to many of the local nooks such as Mills 50, Ivanhoe Village, Thorton Park, Lake Eola and College park. Rated #1 neighborhood in Central Florida.

Guest favorite

Guesthouse in Maitland

4.87 out of 5 average rating, 384 reviews

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space