Villas in Lake Mary

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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Villas in Lake Mary

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Terrace/patio

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

9.6 out of 10, Exceptional, (15)
"We stayed here for a golf trip in Orlando and it is fantastic property for a large group with plenty of spacious bedrooms and top notch amenities to offer."
$565 nightly
The price is $625
Jul 29 - Jul 30
Total includes taxes and fees
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
4,800 sf Estate | Pool, Lake, Weddings and Events
Enjoy al fresco dining and cooking at this outdoor patio with a pool, dining table, and kitchen.

4,800 sf Estate | Pool, Lake, Weddings and Events

9.8 out of 10, Exceptional, (27)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
$798 nightly
The price is $884
Jul 16 - Jul 17
Total includes taxes and fees
4,800 sf Estate | Pool, Lake, Weddings and Events
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Enjoy cooking in this well-equipped kitchen with a double sink, large island, and ample counter space.

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

10.0 out of 10, Exceptional, (3)
"We absolutely loved our stay and it was nice and close to the Winter Park restaurants (Park Ave), Rollins College; as well as, has a nice lake/park to go walking nearby. Quiet neighborhood and the outdoor pool/spa was a nice retreat after a busy day. "
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs
Relax by the serene pool surrounded by lush palm trees and a brick patio.

Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs

Beautiful Lakefront Home w/ Pool in delightful Altamonte Springs
At Lakes Upscale Villa/Next to Downtown Orlando
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

At Lakes Upscale Villa/Next to Downtown Orlando

9.8 out of 10, Exceptional, (7)
"House is beautiful and great location to downtown. We will definitely look at coming back."
At Lakes Upscale Villa/Next to Downtown Orlando
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Relax in the serene outdoor patio area with a comfortable sofa and lush greenery.

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

9.0 out of 10, Wonderful, (2)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
$174 nightly
The price is $193
Jul 17 - Jul 18
Total includes taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Banana Leaf Villa- Book your gathering today!
Relax in a stylish seating area with a vibrant sofa and matching armchairs, surrounded by coffee-inspired graphics and text.

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very Good, (3)
"The management team was superb. She was very helpful and even went above me expectations."
$102 nightly
The price is $108
Jul 16 - Jul 17
Total includes taxes and fees
Banana Leaf Villa- Book your gathering today!
Vacation Villa next to pool
Relax by the oval-shaped pool surrounded by lush greenery and a covered seating area.

Vacation Villa next to pool

2.0 out of 10, (1)
"Hard to rate this because we didn't stay. We arrived at the location with zero information on check-in, other than the address. We reached out to the owner and heard nothing, and the voicemail was full and out texts went unanswered. The property had people going in and out of the main house, but no one came out to check with us. Reached out to VRBO customer service and they got us moved to another spot for our trip. Neighborhood was nice and seemed quiet. "
$110 nightly
The price is $121
Jul 20 - Jul 21
Total includes taxes and fees
Vacation Villa next to pool
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.
Welcome to this charming single-story home with a covered porch and beautifully landscaped yard.

Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

9.4 out of 10, Exceptional, (41)
"Worked well for our team. Lots of room for teenagers to lay around"
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.
Enchanted 2 Bedroom Home near Downtown Winter Garden
Relax in this stylish living space with a dining area, sofa, and decorative touches.

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (3)
"Very nice, clean house. Neighborhood was walkable and felt safe. Well equipped kitchen, provided some coffee, oatmeal and snacks which was great for us in the mornings. "
Enchanted 2 Bedroom Home near Downtown Winter Garden
Charming Winter Park 3 Bedroom Villa with Pool
Surrounded by a lush garden, this property offers a serene atmosphere.

Charming Winter Park 3 Bedroom Villa with Pool

9.8 out of 10, Exceptional, (9)
"Great, quiet little spot. Had everything we needed. Great location too! "
Charming Winter Park 3 Bedroom Villa with Pool
Banana Leaf Villa- Book your gathering today!
TV, offices

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very Good, (1)
$102 nightly
The price is $108
Jul 16 - Jul 17
Total includes taxes and fees
Banana Leaf Villa- Book your gathering today!
Banana Leaf Villa- Book your gathering today!
Relax in a stylish lounge area with a coffee-themed backdrop, comfortable seating, and a warm atmosphere.

Banana Leaf Villa- Book your gathering today!

2.0 star property
6.0 out of 10, (2)
"Lovely, relaxing piece of property. The staff was very nice. Never saw any other guests during our stay so it felt like we had the whole place to ourselves. Would stay here again in a heartbeat. There was a mini fridge in the room and a hairdryer in the bathroom. It was very clean and taken care of."
$102 nightly
The price is $108
Jul 17 - Jul 18
Total includes taxes and fees
Banana Leaf Villa- Book your gathering today!
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
Two-story house with a covered porch and seating area, featuring a grassy lawn and trees.

Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!

6.4 out of 10, (5)
"The house it a bit outdated. It was clean and comfortable but the couch was all torn up and the bathrooms had some issues with plumbing. "
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
La Maison Musique, Romantic French pool Villa, Downtown Mt. Dora, sleeps 12,pets
Relax by the pool surrounded by lush tropical plants and two hot tubs.

La Maison Musique, Romantic French pool Villa, Downtown Mt. Dora, sleeps 12,pets

10.0 out of 10, Exceptional, (10)
"Everything about this property was amazing! We had a girls weekend there, and it was all perfect. From being able to sit and eat together as a whole group for dinner, to lazy pool afternoons, everything was wonderful and dreamy!! "
La Maison Musique, Romantic French pool Villa, Downtown Mt. Dora, sleeps 12,pets
Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups with Optional Banquet Room
Kitchen features an oven, microwave, and sink, with a view of the living area.

Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups with Optional Banquet Room

9.2 out of 10, Wonderful, (14)
"Love the house "
Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups with Optional Banquet Room
Cozy Gated Nature Walk to MallParkPublix 2Story
Enjoy a serene outdoor space with a patio, exercise area, and lush trees.

Cozy Gated Nature Walk to MallParkPublix 2Story

9.0 out of 10, Wonderful, (2)
"Very nice and cozy. Spiral staircase might be off putting to some. Clean, nice and quiet. Would definitely stay here again."
Cozy Gated Nature Walk to MallParkPublix 2Story
Walk to Lake: Stunning Central Florida Home!
Enjoy a serene atmosphere in our backyard with a swimming pool and hot tub surrounded by lush greenery.

Walk to Lake: Stunning Central Florida Home!

10.0 out of 10, Exceptional, (51)
"Was great to use the property for a few days with our family. it had everything we needed. "
Walk to Lake: Stunning Central Florida Home!
“Harmony”_
Relax in this spacious living area with a sofa, coffee table, and kitchenette, offering a balcony with a view of lush surroundings.

“Harmony”_

10.0 out of 10, Exceptional, (27)
"Very clean and beautifully decorated vrbo. Had everything we needed for an enjoyable stay."
“Harmony”_
Winter Park College quarters historic district
Kitchen area with stainless steel range, oven, and coffee maker, complete with cabinetry and countertop.

Winter Park College quarters historic district

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is truly a home away from home. We loved our stay. The screened on porch is a cocktail haven. The beautiful fenced in yard a super bonus. You can walk anywhere - to nature, museums, bars, bakeries, the thrifty, park ave...the bank where ever. Loved it so much! Thank you Tony for sharing your lovely space."
Winter Park College quarters historic district
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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Frequently asked questions

Why book your villa in Lake Mary with Expedia?
With Expedia, it's easy to find your dream villa in Lake Mary. Taking the kids on a break? Use our handy filters to search for stays with perks like a pool. If you have a certain budget, click on how much you're willing to spend and the star rating of the property. We'll help you find the perfect place that gels with your style and taste.
How can I find cheap villas in Lake Mary?
Expedia is here to help you search for cheap villas in Lake Mary. Simply use our convenient filter tool to select star rating, budget and amenities to refine your search and find the best place to stay in a matter of clicks.
What is there to do near my villa in Lake Mary?
Once you've unpacked your things and settled in, get out and explore the fun things Lake Mary has to offer. Mayfair Country Club is a great attraction to add to your itinerary.