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

Lake Mary Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Lake Mary vacation rentals

A swimming pool with a unique light display creating patterns on the water's surface.

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

Disney Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (71 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
$226 nightly
The price is $251
Dec 1 - Dec 2
Total with taxes and fees
Disney Pool Days & Hammock Naps Book Your Escape NOW!
A modern kitchen with white cabinets, a wooden countertop, and a built-in oven.

2. Orlando Getaway? 🌴 Private Lanai & Cozy Cottage

Orlando 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.
$221 nightly
The price is $246
Dec 6 - Dec 7
Total with taxes and fees
Orlando Getaway? 🌴 Private Lanai & Cozy Cottage
A bedroom with a bed, bedside table, lamp, TV, fireplace, and a window with curtains.

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, (22 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.
$406 nightly
The price is $451
Nov 16 - Nov 17
Total with taxes and fees
Sleeps 10 • Fenced Yard, Pets Welcome, Near Daytona and Orlando
A modern kitchen with a marble countertop, gold faucets, and a large window.

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
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

5. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (10 reviews)
"The loft bed was a little difficult so we ended up sleeping on the pullout couch bed instead. 4th Street Live was cool."
United States
Kelly
$135 nightly
The price is $151
Nov 15 - Nov 16
Total with taxes and fees
The Jazz Loft
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

6. 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.
$278 nightly
The price is $308
Nov 17 - Nov 18
Total with taxes and fees
Home Sweet Home
A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

7. 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, (10 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.
$119 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

8. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$137 nightly
The price is $154
Nov 23 - Nov 24
Total with taxes and fees
Boho Nights
A sign with 'The Wellborn' written on it, surrounded by lush greenery and a building in the background.

9. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (348 reviews)
"Very clean and nice stay"
United States
Wade
$68 nightly
The price is $76
Nov 29 - Nov 30
Total with taxes and fees
Suites by The Wellborn
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

10. 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
$195 nightly
The price is $218
Nov 15 - Nov 16
Total with taxes and fees
The Front Porch
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

11. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
$212 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
The Blue Aztec
IMG 8991

12. 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
$161 nightly
The price is $172
Nov 19 - Nov 20
Total with taxes and fees
The Blue Aztec
An outdoor patio area with a covered seating area, lounge chairs, and a pool.

13. 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.
$118 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
A house with a porch, surrounded by a grassy area and a pond with lily pads.

14. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
$335 nightly
The price is $372
Nov 29 - Nov 30
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

15. 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.
$208 nightly
The price is $230
Nov 17 - Nov 18
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

16. Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.6 out of 10, Exceptional, (13 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
$213 nightly
The price is $239
Nov 14 - Nov 15
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A two-story yellow house with a porch, surrounded by lush greenery and trees.

17. 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.
$379 nightly
The price is $421
Nov 22 - Nov 23
Total with taxes and fees
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Private kitchen

18. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.0 out of 10, Wonderful, (50 reviews)
"Good location for shops and food etc. quiet neighborhood and host was very nice."
United States
Anonymous traveler
$292 nightly
The price is $324
Nov 16 - Nov 17
Total with taxes and fees
Florida Vacation with pool fun for families
Private kitchen

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
9.4 out of 10, Exceptional, (10 reviews)
"It is very close to the restaurant, shops and parks"
United States
Naiviv
$112 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with white cabinets, a wooden dining table, and a hanging light fixture.

20. A Home Where Eclectic Luxury Meets Affordability

A Home Where Eclectic Luxury Meets Affordability
Altamonte Springs
9.8 out of 10, Exceptional, (131 reviews)
"The property was very well located and convenient to many restaurants. Lovely back yard."
United States
Sandra F.
$266 nightly
The price is $296
Nov 16 - Nov 17
Total with taxes and fees
A Home Where Eclectic Luxury Meets Affordability
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

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

8/10 Good
"The hotel is very nice and the room was clean and comfortable. It's very walkable and close to several good restaurants. We stayed here in 2022 and the only thing that hasn't changed is the shuttle service from the airport. The hotel doesn't bear all the fault for the issue, though. The airport could use some better signage for the shuttle hotels along with actual places to sit while you wait. Sitting inside doesn't provide enough visibility and without better signage, you could be left waiting in an area where the shuttles never see you. The number to the hotel to request a shuttle was difficult to find in my reservation so that took time. That could be listed better. In addition, not giving out unreasonable expectations in the form of time waiting for the shuttle to arrive would be great. We were told 15 minutes and waited for close to an hour for the shuttle to a hotel less than 3 miles from the airport."
Paula 1-night trip
Posted 3 hours ago
Wingate by Wyndham - Orlando International Airport

Find out more about Lake Mary

Everything you need to know about Lake Mary vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lake Mary vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lake Mary vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lake Mary vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lake Mary. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lake Mary in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $59 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lake Mary rentals

At Expedia, we put the best Lake Mary vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lake Mary rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lake Mary vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lake Mary. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.