A turquoise river winding through a forested area with rocks and lush greenery.

Lake Mary Vacation Rentals

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Our top choices for Lake Mary vacation rentals

1. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (69 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
The price is CA $162
CA $363 total
includes taxes & fees
Nov 17 - Nov 18
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

2. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (23 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is CA $147
CA $346 total
includes taxes & fees
Dec 6 - Dec 7
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

3. Sleeps 10 • Fenced Yard, Pets Welcome, Near Daytona and Orlando

Sleeps 10 • Fenced Yard, Pets Welcome, Near Daytona and Orlando
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"Thank you so much we had a wonderful visit and so great to be able to bring our dog he really loved the back yard!"
United States
Miriam R.
The price is CA $307
CA $632 total
includes taxes & fees
Nov 17 - Nov 18
Sleeps 10 • Fenced Yard, Pets Welcome, Near Daytona and Orlando

4. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is CA $82
CA $186 total
includes taxes & fees
Nov 15 - Nov 16
Bella Breeze

5. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is CA $98
CA $204 total
includes taxes & fees
Nov 8 - Nov 9
The Jazz Loft

6. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is CA $101
CA $207 total
includes taxes & fees
Nov 8 - Nov 9
Boho Nights

7. The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (17 reviews)
"Everything was incredible and the owners were extremely helpful and accommodating! Would stay here again 100%!"
United States
Kael
The price is CA $126
CA $243 total
includes taxes & fees
Nov 15 - Nov 16
The Blue Aztec

8. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"Second time to stay at property and it was ideal. Clean, comfortable and easy"
United States
Aimee B.
The price is CA $108
CA $432 total
includes taxes & fees
Nov 9 - Nov 10
Home Sweet Home

9. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Sanford
9.8 out of 10, Exceptional, (9 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
The price is CA $150
CA $184 total
includes taxes & fees
Nov 9 - Nov 10
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

10. Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.2 out of 10, Wonderful, (15 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is CA $94
CA $174 total
includes taxes & fees
Nov 10 - Nov 11
Traveler's Dream: Refresh & Recharge Poolside

11. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (344 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
The price is CA $107
CA $121 total
includes taxes & fees
Nov 29 - Nov 30
Suites by The Wellborn

12. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is CA $177
CA $316 total
includes taxes & fees
Nov 15 - Nov 16
The Front Porch

13. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is CA $164
CA $493 total
includes taxes & fees
Nov 8 - Nov 9
Tranquil 3-bedroom house in Sanford with AC, WiFi

14. TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.8 out of 10, Exceptional, (24 reviews)
"The unit was nice and clean. It was a close walk to the Kia Center. In a pretty quiet area."
United States
Paula
The price is CA $86
CA $202 total
includes taxes & fees
Nov 9 - Nov 10
TINY unit in cottage in the middle of Downtown

15. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is CA $82
CA $227 total
includes taxes & fees
Nov 9 - Nov 10
Sunshine Escape Guesthouse ☀

16. Modern Guest Suite near UCF

Modern Guest Suite near UCF
Union Park
9.8 out of 10, Exceptional, (8 reviews)
"great stay!"
United States
Santiago
The price is CA $73
CA $177 total
includes taxes & fees
Dec 7 - Dec 8
Modern Guest Suite near UCF

17. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (49 reviews)
"Good location for shops and food etc. quiet neighborhood and host was very nice."
United States
Anonymous traveller
The price is CA $168
CA $456 total
includes taxes & fees
Nov 9 - Nov 10
Florida Vacation with pool fun for families

18. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (58 reviews)
"Everything about the house was great. Great house for the price!"
United States
Charles T.
The price is CA $182
CA $338 total
includes taxes & fees
Nov 9 - Nov 10
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

19. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is CA $109
CA $187 total
includes taxes & fees
Nov 16 - Nov 17
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

20. Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Sanford
10.0 out of 10, Exceptional, (31 reviews)
"Really cute cottage with charming eclectic style. Stayed with two adults and four teens and everyone had plenty of space with comfortable sleeping. Would absolutely stay again!"
United States
Wendy K.
The price is CA $272
CA $624 total
includes taxes & fees
Nov 9 - Nov 10
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
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 Lake Mary Hotel Reviews

Find out more about Lake Mary

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lake Mary. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Lake Mary?

Yes, we offer vacation rentals near the most popular sights in Lake Mary, or you can select a more remote option if you want a relaxing place to stay. Visitors like the array of shops and scenic lakeside in Lake Mary. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Lake Mary has to offer?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental near Lake Mary is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchenette with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Lake Mary?

Choose from 15 Expedia vacation rentals in Lake Mary for a memorable vacation.

What’s there to see and do in Lake Mary?

Crystal Lake and Greenwood Lakes Park are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include Kia Center and Camping World Stadium.

What’s a vacation rental in Lake Mary like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Lake Mary. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.