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Lake Mary Holiday Rentals

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Our top choices for Lake Mary holiday 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, (64 reviews)
"A great, cozy home that checked all of our boxes. We have stayed a few times with this host and find them consistently good. Very comfy and clean!! Already have them booked twice more!"
United States
Lisa M.
The price is NZ$445
includes taxes & fees
1 Sept - 2 Sept
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

2. Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly

Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly
Sanford
9.8 out of 10, Exceptional, (19 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 NZ$670
includes taxes & fees
27 Aug - 28 Aug
Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly

3. Lake Mary Last-Minute Deal! Book Today!

Lake Mary Last-Minute Deal! Book Today!
Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is NZ$403
includes taxes & fees
9 Sept - 10 Sept
Lake Mary Last-Minute Deal! Book Today!

4. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is NZ$358
includes taxes & fees
2 Sept - 3 Sept
River City Retreat

5. 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 NZ$377
includes taxes & fees
27 Aug - 28 Aug
The Front Porch

6. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 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 NZ$256
includes taxes & fees
14 Sept - 15 Sept
Bella Breeze

7. Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Sanford
10.0 out of 10, Exceptional, (8 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 NZ$281
includes taxes & fees
24 Sept - 25 Sept
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

8. 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 NZ$256
includes taxes & fees
20 Sept - 21 Sept
Boho Nights

9. 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 NZ$606
includes taxes & fees
28 Aug - 29 Aug
Tranquil 3-bedroom house in Sanford with AC, WiFi

10. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
The price is NZ$516
includes taxes & fees
2 Sept - 3 Sept
Home Sweet Home

11. 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, (28 reviews)
"We absolutely loved this house! So cute and ample space. The outdoor space was so nice to grill and hangout!"
United States
Danielle C.
The price is NZ$697
includes taxes & fees
27 Aug - 28 Aug
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

12. 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
The price is NZ$381
includes taxes & fees
15 Sept - 16 Sept
The Blue Aztec

13. The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (15 reviews)
"Everything was incredible and the owners were extremely helpful and accommodating! Would stay here again 100%!"
United States
Kael
The price is NZ$293
includes taxes & fees
31 Aug - 1 Sept
The Blue Aztec

14. The Front Porch

The Front Porch
Downtown Sanford
10.0 out of 10, Exceptional, (9 reviews)
"Nicely decorated great location"
United States
stephanie b.
The price is NZ$426
includes taxes & fees
27 Aug - 28 Aug
The Front Porch

15. 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 NZ$247
includes taxes & fees
1 Sept - 2 Sept
The Jazz Loft

16. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (327 reviews)
"So confusing, the online booking experience. Was confusing"
United States
Edward
The price is NZ$207
includes taxes & fees
27 Aug - 28 Aug
Suites by The Wellborn

17. 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, (55 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is NZ$419
includes taxes & fees
31 Aug - 1 Sept
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

18. Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.0 out of 10, Wonderful, (14 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is NZ$235
includes taxes & fees
31 Aug - 1 Sept
Traveler's Dream: Refresh & Recharge Poolside

19. 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
The price is NZ$590
includes taxes & fees
1 Sept - 2 Sept
Incredible Private Lakefront Cottage Retreat

20. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (47 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is NZ$542
includes taxes & fees
24 Sept - 25 Sept
Florida Vacation with pool fun for families
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lake Mary holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lake Mary. 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 Lake Mary. 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 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 holiday 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 Lake Mary short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a holiday rental in Lake Mary?

Yes, there are holiday rentals close to the most popular sights in Lake Mary, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Lake Mary has to offer?

Salt Pool, cozy House near Downtown and International Airport: This holiday home rental outside of Lake Mary is located in the city centre, and has a garden, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Lake Mary?

Choose from 16 Expedia holiday rentals in Lake Mary for a memorable holiday.

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

Greenwood Lakes Park and Crystal Lake are a couple of lovely local spots to get outside and enjoy nature. Lake Mary Farmer's Market and Timacuan Golf Club are other places to visit while you're in town.

What’s a holiday rental in Lake Mary like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lake Mary. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.