Family-friendly holiday rentals in Lake Eola

A charming exterior of a cottage-style house is framed by lush greenery and well-kept landscaping. A friendly Golden Retriever stands on the front lawn, which features a mix of plants and decorative elements. A welcoming porch with seating is visible, inviting relaxation.

4.9 out of 5 average rating, 796 reviews

Thornton Park's Historic Guest House - private

Please, read my reviews so you know what to expect when staying at the Thornton Park Guest House! Jackson, our Golden Retriever, is the real Super Host! Come join us for a weekend getaway, work trip or just so you don’t have to drive home after a fun night! We welcome all to stay with us! Orlando has some amazing historic neighborhoods that most people don't know about! Here's a great spot that's only a few blocks to Lake Eola, located in one of the most beautiful neighborhoods in FL!

4.98 out of 5 average rating, 231 reviews

A modern kitchenette features light cabinets and a combination of granite countertops. Stainless steel appliances, including a microwave and dishwasher, are visible. Pine wood floors run throughout, contributing to a warm appearance. Natural light fills the room through a window, illuminating the adjoining dining area.

Bungalow in Orlando

King/Queen Bungalow w/ porch | central vibey area

Our 1920's historic home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. When you're ready, retreat to our porch swing and watch the sunset reflect off the trees. We lived in this space for four years and left it just as we crafted it.

4.92 out of 5 average rating, 641 reviews

A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.

Loft in Orlando

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and Downtown Orlando, 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 only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

4.97 out of 5 average rating, 242 reviews

A serene pool area is surrounded by a well-maintained patio with paver stones. Lush greenery and tall palm trees are visible in the background, creating a peaceful atmosphere. A staircase leads to an upper level, enhancing the outdoor space's layout.

Guest suite in Orlando

Orlando Oasis in the heart of Thornton Park

The perfect Oasis located in the beautiful Historic Thornton Park, one of the safest and quietest neighborhoods in Downtown Orlando, this brand new studio apt is perfect for couples, business travelers, and families of 3. Enjoy custom cozy decor, a super-comfy queen bed, full kitchen amenities, and a private view of the pool & downtown skyline. Easily walk to great parks, restaurants, bars, shopping, and Lake Eola. 20 min to Universal. 25 min to Disney. *VIDEO TOUR* available on YouTube.

4.95 out of 5 average rating, 245 reviews

Home in Orlando

Walk Everywhere! Heart of Lake Eola Thornton Park

Located on a brick paved road in the heart of beautiful, historic Thornton Park in Downtown Orlando this cozy, private home is just steps from restaurants, coffee shops, bars, & Lake Eola! Walk to Kia Center, Dr. Phillips Center, Exploria Stadium, Central Business District, 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 Beach!

A bright and airy studio space is depicted, featuring a spacious bed with a light-colored blanket. A wooden tray sits on the bed with a drink. A TV is mounted on the wall opposite a casual seating area with a coffee table and a comfortable couch.

4.94 out of 5 average rating, 269 reviews

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

A cozy studio suite is shown with warm wood accents. A small kitchenette is equipped with a microwave and refrigerator. A workspace with a blue desk and two chairs is visible. Bright green plants add a touch of nature, complemented by a vibrant area rug.

4.76 out of 5 average rating, 538 reviews

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.

4.76 out of 5 average rating, 700 reviews

A studio apartment is depicted, featuring a bed with yellow bedding and neatly arranged towels. A television is positioned on a light-colored cabinet. A window allows natural light, while white shelving units and a mirrored wall contribute to the space's functionality.

Guest suite in Orlando

Downtown Private Efficiency Lake Eola Central Bus

Rental agreement needs to be e-signed before check in & ID submitted for legality. Info will not be shared. Check in information will not be shared unless rental agreement is signed and valid ID submitted. Please send an inquiry not a booking request if you cannot instant book so no payment is required. Must climb a few stairs to get in. There is a stocked kitchenette with sink, refrigerator, microwave, (no stove). Please note this is a studio. It is a small place to crash.

4.92 out of 5 average rating, 182 reviews

A round dining table is set in front of a vibrant wall mural featuring large tropical flowers and lush leaves. Four light blue chairs surround the table, while a potted plant sits at the center, offering a refreshing touch to the bright and colorful space.

Loft in Orlando

Charming Downtown Loft in Trendy Neighborhood

Stay in this beautifully decorated loft located in the heart of downtown Orlando. A comfy queen size bed w/memory foam mattress, and full size sofa bed can comfortably sleep 4. Open concept loft has a well equipped modern kitchen that allows guests to cook their favorite meal or enjoy take-out from one of the areas top rated restaurants. A separate dining area gives you plenty of room to relax and enjoy your morning coffee, or watch Netflix on the 55" wall mounted tv.

4.94 out of 5 average rating, 143 reviews

A spacious living area features a modern sofa in light upholstery, complemented by a wooden coffee table. A sleek pool table occupies one corner, while large windows allow natural light to brighten the room. A contemporary floor lamp adds a touch of elegance to the space.

Home in Orlando

Spacious DT Orlando house off Lake Eola/ sleeps 6

Nestled in the historic Lake Eola Heights neighborhood and centrally located a block from Lake Eola Park. Close to bars and restaurants, and only a 20 min drive to MCO & all major theme parks. Space was designed with luxury appointments, for the upscale traveler to be comfortable as well as someone seeking accommodations with better offerings than that of what hotels have to offer. With 2 King beds in the bedrooms our space is big enough to fit your entire group.

A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.

5 out of 5 average rating, 268 reviews

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!