Holiday Homes in Southwest Orlando

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
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22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Southwest Orlando

Retro Waterfront - Pool & Hottub, Tiki Bar, Dock, Fire-Pit, Kayaks, Paddleboards
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Retro Waterfront - Pool & Hottub, Tiki Bar, Dock, Fire-Pit, Kayaks, Paddleboards

9.8 out of 10, Exceptional, (7)
"We absolutely loved everything about this place! "
Retro Waterfront - Pool & Hottub, Tiki Bar, Dock, Fire-Pit, Kayaks, Paddleboards
Charming 4-bedroom house with pool table in BEAUTIFUL Orlando
Relax in this inviting living room with a large sectional sofa, flat-screen TV, and cozy fireplace.

Charming 4-bedroom house with pool table in BEAUTIFUL Orlando

2.0 out of 10, (1)
"When we arrived at the house, the grass was over grown, people were walking through the yard right next to the house. Once we got into the house, the floors were sticky. Part of the stairs were broken. Parts of the outlets were broken. The host was very hard to reach. "
The price is NZ$651
includes taxes & fees
3 Aug - 4 Aug
Charming 4-bedroom house with pool table in BEAUTIFUL Orlando
The Spellbinding | Exciting NEW home w/in-home entertainment near top shopping
Surrounded by lush tropical surroundings, this resort features a stunning waterfall and a serene swimming pool.

The Spellbinding | Exciting NEW home w/in-home entertainment near top shopping

2.5 star property
10.0 out of 10, Exceptional, (5)
"Perfect spot for our family! Beds were super comfy and pool was the perfect way to end our days after the parks. We will definitely be back. "
The Spellbinding | Exciting NEW home w/in-home entertainment near top shopping
Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.
Relax by the pool surrounded by lush trees and a serene body of water.

Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.

7.8 out of 10, Good, (18)
"We loved the location in proximity to the swim meet we were in town for. The pool was way too chilly, but we dipped any way. May want to consider a heater or disclaimer (apologies if there was one). Some of the fixtures are worn in the master bathroom as we could never get the overhead to work properly, may want to have your property manager take a look. Overall we had a blast, it was perfect with all the lovely modern updates, and ample room for entertaining. We would definitely return."
Universal Studios LAKE HOUSE RETREAT with 5 bedrooms and a private pool.
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
Enjoy cooking in this well-equipped kitchen with a stainless steel range, microwave, and ample counter space.

Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9

7.8 out of 10, Good, (20)
"Enjoyed the stay"
The price is NZ$470
includes taxes & fees
28 July - 29 July
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
Tiny tropical Orlando Univesal-Disney
Stroll up to this charming home, featuring a cozy porch and lush surroundings.

Tiny tropical Orlando Univesal-Disney

6.0 out of 10, (11)
"Perfect little cottage for our two night stay. Close to all the attractions and shopping, very clean, and my husband loved the upgrades. Fully fenced with lock drive in gate and had TV's in every room. Would definitely stay again. "
Tiny tropical Orlando Univesal-Disney
Villa Serendipity | Cozy Villa on I-Drive w/ Spacious LR/DR, Dollhouse BR & Pool
Surrounded by lush palm trees, this mountain features a stunning waterfall cascading down its side.

Villa Serendipity | Cozy Villa on I-Drive w/ Spacious LR/DR, Dollhouse BR & Pool

10.0 out of 10, Exceptional, (1)
"The stay was convenient and the villa had everything we needed."
Villa Serendipity | Cozy Villa on I-Drive w/ Spacious LR/DR, Dollhouse BR & Pool
Betty's Bliss | Peaceful retreat w pool & high-end decor - near shopping & parks
Surrounded by lush tropical surroundings, this property offers a serene escape with a waterfall and a clear blue swimming pool.

Betty's Bliss | Peaceful retreat w pool & high-end decor - near shopping & parks

9.0 out of 10, Wonderful, (4)
"This house was perfect for my family. Plenty of stores and restaurants nearby. Neighborhood was quiet and safe."
Betty's Bliss | Peaceful retreat w pool & high-end decor - near shopping & parks
Orlando Modern Spacious Home Near Universal
Enjoy meals in this stylish dining area with a glass-top table and comfortable seating for six.

Orlando Modern Spacious Home Near Universal

9.2 out of 10, Wonderful, (51)
"The house was everything excepted beds were comfortable the house was well cleaned will definitely be staying again the neighborhood was quite and clean the house was conveniently located close to all stores and restaurants "
Orlando Modern Spacious Home Near Universal
The Secret Garden Games Getaway 4 bedroom home
Secure parking area with a chain-link fence.

The Secret Garden Games Getaway 4 bedroom home

10.0 out of 10, Exceptional, (2)
"I would leave chocolates in the treasure chest"
The price is NZ$688
includes taxes & fees
29 July - 30 July
The Secret Garden Games Getaway 4 bedroom home
Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise
Relax in the Cabaña's outdoor seating area, featuring a sectional sofa, armchairs, and a small table.

Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise

9.4 out of 10, Exceptional, (31)
"We were so grateful for the private outdoor space. When we were at the property, we spent our time in the pool and outdoor cabana.Host was very responsive to communication."
Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise
Luxury Home - Heated Pool - 3D Movie Room - Near Disney World & Universal Studio
Relax and socialize in this serene outdoor space with a pool view, glass table, and comfortable seating.

Luxury Home - Heated Pool - 3D Movie Room - Near Disney World & Universal Studio

9.2 out of 10, Wonderful, (170)
"The place is in a quiet neighborhood. It was perfect for a long family weekend. Golf is close as well as shopping "
Luxury Home - Heated Pool - 3D Movie Room - Near Disney World & Universal Studio
The Glamorous | Luxe home on I-Drive, steps to dining, attractions, parks, shops
Surrounded by lush tropical surroundings, this resort offers a serene escape with a stunning waterfall and a refreshing pool area.

The Glamorous | Luxe home on I-Drive, steps to dining, attractions, parks, shops

10.0 out of 10, Exceptional, (2)
"I can’t imagine a better location in Orlando! Proximity to everything. The house itself is also fabulous. We also selected heated pool and spa and they were wonderful and warm when we arrived and throughout the week. The linens were all spotless and the kitchen was well equipped and spotless as well. Communication with property management was excellent. We came within a month of opening (I think) and the only glitch was the checkin line at the gate. We waited about 25 minutes to checkin after a...
The Glamorous | Luxe home on I-Drive, steps to dining, attractions, parks, shops
Villa Aurelia | Dream Villa Near Parks w Upscale Suites, Full Kitchen & PVT Pool
Surrounded by lush palm trees and a serene pool, this mountain offers breathtaking views of a cascading waterfall.

Villa Aurelia | Dream Villa Near Parks w Upscale Suites, Full Kitchen & PVT Pool

2.5 star property
10.0 out of 10, Exceptional, (1)
"We were there to watch Miss America. The area is great right next to all the fun events! Outlet mall is close and so is fine dining. But the Villa is so nice I could live there. We did the 5 room 4 bath. The game room was awesome even the adults played. With the luxury kitchen we were able to cook breakfast in the morning. They have everything but the food. And I love the fact if you leave un opened food they give to the church. If you need anything extra you can send a text and they will bring...
Villa Aurelia | Dream Villa Near Parks w Upscale Suites, Full Kitchen & PVT Pool
Unbelievable Utopia | Centrally located home w/ undersea theme BR, pool, theater
Surrounded by lush greenery and a clear sky, this resort offers a serene swimming pool area with palm trees and umbrellas.

Unbelievable Utopia | Centrally located home w/ undersea theme BR, pool, theater

Unbelievable Utopia | Centrally located home w/ undersea theme BR, pool, theater
Epic Estate | Ultra upscale home w huge BRs, next level amenities, next to parks
Surrounded by lush tropical surroundings, this resort offers a serene swimming pool and breathtaking views of a majestic waterfall.

Epic Estate | Ultra upscale home w huge BRs, next level amenities, next to parks

9.0 out of 10, Wonderful, (4)
"The house was wonderful. We've stayed together as a group for our conference for several years, which allows for team bonding and costs less money in the end. "
Epic Estate | Ultra upscale home w huge BRs, next level amenities, next to parks
Remarkable Retreat | International Drive villa w/ magic theme BR, theater, pool
Surrounded by lush palm trees, this mountain features a stunning waterfall cascading down its rocky face.

Remarkable Retreat | International Drive villa w/ magic theme BR, theater, pool

10.0 out of 10, Exceptional, (1)
"This was a great house for a spring break trip to Universal Studios. It works great for kids, parents, and grandparents alike. The shuttle made it easy to get to universal. The house was clean. Having our own pool was fun, but the resort pool was also a great change."
Remarkable Retreat | International Drive villa w/ magic theme BR, theater, pool
Charming tiny backyard home in Orlando with WiFi and AC. Only Animal lovers!
Compact living space with a kitchenette, flat-screen TV, and small table for a comfortable stay.

Charming tiny backyard home in Orlando with WiFi and AC. Only Animal lovers!

Charming tiny backyard home in Orlando with WiFi and AC. Only Animal lovers!
Gaby's Galaxy | Volcano themed BR, spacious L/DR, PVT pool - 8 mins to Universal
Surrounded by lush greenery and a clear sky, this mountain features a waterfall and a pool area with palm trees.

Gaby's Galaxy | Volcano themed BR, spacious L/DR, PVT pool - 8 mins to Universal

10.0 out of 10, Exceptional, (1)
"I was so impressed with this property. It was perfectly clean and decorated beautifully. Comfortable beds and fun space for the kids. "
Gaby's Galaxy | Volcano themed BR, spacious L/DR, PVT pool - 8 mins to Universal
Amazeballs Abode | Out of this world I-Drive estate w theater, arcades, spa pool
Surrounded by lush tropical surroundings, this hotel offers a serene escape with a waterfall and a refreshing pool.

Amazeballs Abode | Out of this world I-Drive estate w theater, arcades, spa pool

10.0 out of 10, Exceptional, (2)
"The place was really amazing. My kids loved it and had a blast. Thank you! "
Amazeballs Abode | Out of this world I-Drive estate w theater, arcades, spa pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Orlando Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"."
Evelyn 2-night trip
Posted 14 hours ago
Wyndham I-Drive Avanti Resort & Conference Center