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Check prices for these dates

Next weekend
30 May - 1 Jun
In two weeks
6 Jun - 8 Jun
In one month
20 Jun - 22 Jun
In two months
18 Jul - 20 Jul

Compare 40 Villas in Lake Mary with updated reviews, rates, and availability.

Walk to Lake: Stunning Central Florida Home!
Outdoor pool

Walk to Lake: Stunning Central Florida Home!

10.0 out of 10, Exceptional, (47)
"Host was excellent with communication and made the trip very stress free for our family. Location close to all amenities! "
Walk to Lake: Stunning Central Florida Home!
Enchanted 2 Bedroom Home near Downtown Winter Garden
Smart TV, books, stereo

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (3)
"Great stay, great hosts. Had family gathering here. Perfect as could grill and enjoy private uard. Would stay again."
Enchanted 2 Bedroom Home near Downtown Winter Garden
4,800 sf Estate | Pool, Lake, Weddings and Events
Outdoor dining

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

9.6 out of 10, Exceptional, (25)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
The price is AED 1,884
AED 4,223 total
includes taxes & fees
1 Jun - 2 Jun
4,800 sf Estate | Pool, Lake, Weddings and Events
Vacation Villa next to pool
Pool

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. "
The price is AED 275
AED 445 total
includes taxes & fees
23 May - 24 May
Vacation Villa next to pool
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.
Exterior

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

9.4 out of 10, Exceptional, (41)
"This review is actually for Gator Manor, as we upgraded prior to our stay. The property managers were so flexible in helping us do so, and were so gracious in providing accommodations for me and my family. We were able to host a small gathering for family during my wedding weekend, and got so many compliments on the property. It is truly a beautiful house and highly recommend to those who need to host larger family gatherings. "
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
The price is AED 1,612
AED 3,378 total
includes taxes & fees
26 May - 27 May
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View
Terrace/patio

Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View

9.6 out of 10, Exceptional, (14)
"Very accommodating for large families or groups."
The price is AED 1,153
AED 2,511 total
includes taxes & fees
28 May - 29 May
Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Miscellaneous

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!"
The price is AED 364
AED 748 total
includes taxes & fees
20 May - 21 May
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Banana Leaf Villa- Book your gathering today!
TV

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."
The price is AED 290
AED 395 total
includes taxes & fees
20 May - 21 May
Banana Leaf Villa- Book your gathering today!
Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups
Fridge, microwave, oven, stovetop

Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

9.2 out of 10, Wonderful, (13)
"Love the house "
Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups
At Lakes Upscale Villa/Next to Downtown Orlando
Fridge, microwave, oven, stovetop

At Lakes Upscale Villa/Next to Downtown Orlando

10.0 out of 10, Exceptional, (3)
"House is beautiful and great location to downtown. We will definitely look at coming back."
At Lakes Upscale Villa/Next to Downtown Orlando
Cozy Gated Nature Walk to MallParkPublix 2Story
Pool

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."
The price is AED 426
AED 818 total
includes taxes & fees
24 May - 25 May
Cozy Gated Nature Walk to MallParkPublix 2Story
Welcome to the Farm House! Excellent Location, Pet Friendly!
Fridge, microwave, oven, stovetop

Welcome to the Farm House! Excellent Location, Pet Friendly!

9.0 out of 10, Wonderful, (2)
"A clean and spacious property with a fully equiped kitchen, large table and with a great location between downtown Winderemere and Winter Garden. House layout is a little quirky, but the exercise equipment was a nice bonus!"
Welcome to the Farm House! Excellent Location, Pet Friendly!
Banana Leaf Villa- Book your gathering today!
Dining

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."
The price is AED 290
AED 395 total
includes taxes & fees
20 May - 21 May
Banana Leaf Villa- Book your gathering today!
“Harmony”_
Smart TV

“Harmony”_

10.0 out of 10, Exceptional, (27)
"Very clean and beautifully decorated vrbo. Had everything we needed for an enjoyable stay."
“Harmony”_
Charming Winter Park 3 Bedroom Villa with Pool
Fridge, microwave, oven, stovetop

Charming Winter Park 3 Bedroom Villa with Pool

10.0 out of 10, Exceptional, (8)
"Great, quiet little spot. Had everything we needed. Great location too! "
Charming Winter Park 3 Bedroom Villa with Pool
La Maison Musique, Romantic French pool Villa, Downtown Mt. Dora, sleeps 12,pets
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (9)
"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
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
Miscellaneous

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

6.4 out of 10, (5)
"We loved staying in this house! Great location and home!!"
Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
Gorgeous Errol Estates Villa 35+ min Drive to Disney & Universal
Interior

Gorgeous Errol Estates Villa 35+ min Drive to Disney & Universal

9.8 out of 10, Exceptional, (81)
"Very quiet. Clean, comfortable. Enjoyed our stay immensely.."
Gorgeous Errol Estates Villa 35+ min Drive to Disney & Universal
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
Miscellaneous

Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola

10.0 out of 10, Exceptional, (26)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
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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Other property types in Lake Mary

Sonder Wellborn
Property grounds

Sonder Wellborn

4.0 star property
8.4 out of 10, Very Good, (269)
"Great location and super cute "
The price is AED 331
AED 372 total
includes taxes & fees
17 Jun - 18 Jun
Sonder Wellborn
Orlando Lakefront Tiny House Community
The Club House | Individually decorated, individually furnished, laptop workspace

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (303)
"Like that we were able to kayak, paddle board, have a fire, swim, have a great time with the family. I highly recommend this place. The owner was kind and friendly."
The price is AED 256
AED 556 total
includes taxes & fees
25 May - 26 May
Orlando Lakefront Tiny House Community
Quiet Oasis in Lovely Neighborhood
Pool

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (135)
"Lovely area, great spot and nice folks. I'll go again."
The price is AED 331
AED 697 total
includes taxes & fees
20 May - 21 May
Quiet Oasis in Lovely Neighborhood
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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