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

Lake Mary Holiday Rentals

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Our top choices for Lake Mary holiday rentals

1. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 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$263
includes taxes & fees
12 Oct - 13 Oct
Bella Breeze

2. 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$281
includes taxes & fees
12 Oct - 13 Oct
Boho Nights

3. 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$263
includes taxes & fees
12 Oct - 13 Oct
The Jazz Loft

4. 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$419
includes taxes & fees
12 Oct - 13 Oct
The Front Porch

5. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (336 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 NZ$153
includes taxes & fees
26 Oct - 27 Oct
Suites by The Wellborn

6. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is NZ$406
includes taxes & fees
12 Oct - 13 Oct
The Mellow Yellow

7. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The Contemporary

8. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NZ$279
includes taxes & fees
14 Oct - 15 Oct
Cozy Modern Studio

9. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
10.0 out of 10, Exceptional, (1 review)
"Very nice place"
United States
John
The price is NZ$736
includes taxes & fees
3 Nov - 4 Nov
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

10. Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (2 reviews)
"Very clean amd conveniently located "
United States
joe
The price is NZ$661
includes taxes & fees
12 Oct - 13 Oct
Cozy 4bed 2bth villa - daytona beach

11. Altamonte-4 bed

Altamonte-4 bed
2.0 star property
Altamonte Springs
The price is NZ$804
includes taxes & fees
12 Oct - 13 Oct
Altamonte-4 bed

12. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (154 reviews)
"Easy booking. Great price. When I arrived the code wasn't working so I called in and got a new code quickly and easily. The unit was beautiful, clean, comfortable and fully stocked with necessities. The onsite laundry machines was a bonus while traveling."
United States
Jessica
The price is NZ$338
includes taxes & fees
2 Nov - 3 Nov
Century Millenia

13. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
8.0 out of 10, Very good, (1 review)
"Large 2br apartment with access to a very nice pool and other amenities! Fully equipped kitchen, laundry, 2 full bedrooms and bathrooms, 3 good tvs, screened in balcony. Keep in mind that it is a third floor walk up and be sure to read the guides on check in, especially parking and trash."
United States
Kathy
The price is NZ$536
includes taxes & fees
4 Nov - 5 Nov
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

14. Lakeside Retreat With Lake View, Pool & Terrace

Lakeside Retreat With Lake View, Pool & Terrace
3.0 star property
Ocoee
The price is NZ$290
includes taxes & fees
18 Oct - 19 Oct
Lakeside Retreat With Lake View, Pool & Terrace

15. Upstay Condo Near MCO Airport w Golf Pool

Upstay Condo Near MCO Airport w Golf Pool
2.0 star property
Ventura
The price is NZ$437
includes taxes & fees
12 Oct - 13 Oct
Upstay Condo Near MCO Airport w Golf Pool

16. Sunny Stays

Sunny Stays
2.0 star property
Oak Ridge
The price is NZ$501
includes taxes & fees
17 Oct - 18 Oct
Sunny Stays

17. Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
United States
Jennifer
The price is NZ$992
includes taxes & fees
15 Oct - 16 Oct
Chic Orlando Family Getaway w/ Fenced Yard!

18. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is NZ$422
includes taxes & fees
12 Oct - 13 Oct
Mount Dora Cottages

19. Anime House

Anime House
3.0 star property
New Malibu
10.0 out of 10, Exceptional, (1 review)
The price is NZ$790
includes taxes & fees
13 Oct - 14 Oct
Anime House

20. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (43 reviews)
"Accommodations were comfortable, quaint space. Bed was very comfortable. Just beware the shower is very narrow and ceilings low. Not ideal for a taller or bigger person. Nice and close to the downtown area. Would stay here again."
United States
Betty
The price is NZ$389
includes taxes & fees
14 Oct - 15 Oct
Historic Tremain Cottages
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 15 Expedia holiday rentals in Lake Mary for a memorable holiday.

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 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.