Lake Mary holiday rentals

We found 6,141 holiday rentals — enter your dates for availability
Discover a selection of 16 homes and other holiday rentals in Lake Mary that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, including parking and a garden. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Lake Mary

Showing deals for:25 Dec - 1 Jan

Private kitchen
Dining
Living area
Outdoor dining
Wonderful
(21 reviews)

Orlando 4 BR Home Centrally Located on Dead End St

Orlando

8% off
AU$3,535
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
Orlando 4 BR Home Centrally Located on Dead End St
Front yard
Living room with sky windows for natural sunlight
Full Kitchen
Back Yard
Exceptional
(6 reviews)

Orlando 1 Acre 4 BD Home Central Near Universal

Orlando

12% off
AU$4,126
for 7 nights, 1 home
AU$589 per night
includes taxes & fees
Orlando 1 Acre 4 BD Home Central Near Universal
Fully stocked gourmet kitchen whether a snack or full course meal. It has it all
Living area
Grand master suite with private patio entrance, overlooks preserve, & huge bath.
Quiet living room is a great place to relax and unwind. An Oasis for reading!
Exceptional
(77 reviews)

Beautiful 5br 4bath, sleeps 14: Wekiva Springs, Disney, Universal & Antiques.

Apopka

8% off
AU$5,637
for 7 nights, 1 home
AU$805 per night
includes taxes & fees
Beautiful 5br 4bath, sleeps 14: Wekiva Springs, Disney, Universal & Antiques.
Exterior
Marina
Property grounds
Marina
Exceptional
(73 reviews)

Downtown Floating Bungalow Historic Sanford Lake Monroe Marina

Sanford

8% off
AU$1,880
for 7 nights, 1 houseboat
AU$269 per night
includes taxes & fees
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Outdoor dining
Bedroom with queen bed
Property grounds
Private kitchen
Exceptional
(10 reviews)

Mira Bella North - 1BR Tiny House in Lake Helen

Lake Helen

8% off
AU$1,188
for 7 nights, 1 cottage
AU$170 per night
includes taxes & fees
Mira Bella North - 1BR Tiny House in Lake Helen
Patio area and backyard
Exterior
Foosball Table
Dining area next to kitchen and patio
Exceptional
(7 reviews)

Orlando 20 Guest Villa Centrally Located with Game Room

Windermere

16% off
AU$4,998
for 7 nights, 1 home
AU$714 per night
includes taxes & fees
Orlando 20 Guest Villa Centrally Located with Game Room
Dining
Room
Private kitchen
Living area
Exceptional
(19 reviews)

Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10

Lake Mary

8% off
AU$5,719
for 7 nights, 1 home
AU$817 per night
includes taxes & fees
Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
Exterior
Marina
Marina
Private kitchen
Exceptional
(34 reviews)

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

Sanford

8% off
AU$1,534
for 7 nights, 1 houseboat
AU$219 per night
includes taxes & fees
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Private kitchen
Living area
Living area
Room
Exceptional
(23 reviews)

Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!

Orlando

11% off
AU$2,573
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!
Terrace/patio
Exterior
Room
Private kitchen
Exceptional
(30 reviews)

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

Orlando

5% off
AU$1,921
for 7 nights, 1 villa
AU$274 per night
includes taxes & fees
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Room
Living area
Dining
Outdoor spa tub
Exceptional
(20 reviews)

All New Deland Den 4BR, pool, blocks fr Stetson & Downtown

DeLand

8% off
AU$2,713
for 7 nights, 1 home
AU$388 per night
includes taxes & fees
All New Deland Den 4BR, pool, blocks fr Stetson & Downtown
Room
Property grounds
Living area
Interior
Exceptional
(8 reviews)

Trailhouse Retreat with Hot Tub, Firepit & Bikes

Sanford

8% off
AU$3,810
for 7 nights, 1 home
AU$544 per night
includes taxes & fees
Trailhouse Retreat with Hot Tub, Firepit & Bikes
Exterior
Interior
Interior
Private kitchen
Exceptional
(11 reviews)

“Downtown Orlando Comfy House”

Orlando

9% off
AU$2,603
for 7 nights, 1 home
AU$372 per night
includes taxes & fees
“Downtown Orlando Comfy House”
Dining
Private kitchen
Living area
Pool
Exceptional
(6 reviews)

The Orlando Oasis with Private Pool

Orlando

8% off
AU$4,626
for 7 nights, 1 home
AU$661 per night
includes taxes & fees
The Orlando Oasis with Private Pool
Exterior
Private kitchen
Living area
Room
Exceptional
(11 reviews)

2 miles from UCF and 1 mile from Oviedo On the Park 2-bedroom house

Oviedo

8% off
AU$2,167
for 7 nights, 1 home
AU$310 per night
includes taxes & fees
2 miles from UCF and 1 mile from Oviedo On the Park 2-bedroom house
Bathroom
Interior
Room
climate control, couch, room, refrigerator, indoor, bed, private space, Large TV
Exceptional
(9 reviews)

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

Sanford

14% off
AU$1,123
for 7 nights, 1 apartment
AU$160 per night
includes taxes & fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Interior
Pool
Enjoy the flow of our interconnected spaces.
Fully equipped kitchen with a spacious island.
Exceptional
(23 reviews)

Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access

Orlando

8% off
AU$18,254
for 7 nights, 1 home
AU$2,608 per night
includes taxes & fees
Spacious Home w/ Pvt Pool, Summer Kitchen, Game room, Themed Rooms & Club access
Living area
Living area
Room
Interior
Exceptional
(6 reviews)

A comfortable home close to the city, yet tucked away from the noise.

Orlando

7% off
AU$1,775
for 7 nights, 1 home
AU$254 per night
includes taxes & fees
A comfortable home close to the city, yet tucked away from the noise.
Second Bedroom (with lakeview)
Outdoor area
Living Room
Living room + TV
Exceptional
(10 reviews)

Charming 2-bedroom lakefront bungalow in Orlando

Orlando

7% off
AU$1,608
for 7 nights, 1 home
AU$230 per night
includes taxes & fees
Charming 2-bedroom lakefront bungalow in Orlando
Interior
Outdoor dining
Private kitchen
Interior
Exceptional
(20 reviews)

Charming 1920's House - pet friendly, 45 minutes from beach & attractions!

Sanford

16% off
AU$2,555
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Dining
Interior
Private kitchen
Living area
Wonderful
(12 reviews)

Charming 2-bedroom house with WiFi, AC in fabulous Deltona , Florida

Deltona

15% off
AU$1,405
for 7 nights, 1 home
AU$201 per night
includes taxes & fees
Charming 2-bedroom house with WiFi, AC in fabulous Deltona , Florida
Interior
Interior
Property grounds
Exterior
Exceptional
(19 reviews)

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

Geneva

7% off
AU$1,130
for 7 nights, 1 home
AU$161 per night
includes taxes & fees
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Master suite with a king size bed
Open space
open kitchen
Large granite countertop
Exceptional
(311 reviews)

Vista Cay 3 Bedroom, in front of new Epic Universe and conv Center - Sunset

Orlando

7% off
AU$3,953
for 7 nights, 1 apartment
AU$565 per night
includes taxes & fees
Vista Cay 3 Bedroom, in front of new Epic Universe and conv Center - Sunset
Living area
Make it a classic campfire night at The Sanctuary Den. We’ll curate it for you!
Breakfast bar
Room
Exceptional
(8 reviews)

A Backyard Retreat Worth Finding • Close to Downtown Sanford

Sanford

6% off
AU$1,871
for 7 nights, 1 apartment
AU$267 per night
includes taxes & fees
A Backyard Retreat Worth Finding • Close to Downtown Sanford

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The friendly area of Lake Mary awaits your stay

The lake and forests create a pretty picture of Lake Mary. Travellers to this welcoming city praise the shopping, restaurants and sporting events. Kia Center and Camping World Stadium are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Lake Mary

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Lake Mary a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Central Florida Zoo & Botanical Gardens (4.7 mi / 7.6 km)
  • King's Landing (11.3 mi / 18.1 km)
  • Dubsdread Golf Course (12.9 mi / 20.8 km)
  • Rio Pinar Country Club (16.4 mi / 26.3 km)
  • Forest Lake Golf Club (17.1 mi / 27.5 km)
  • Ventura Country Club (17.2 mi / 27.6 km)

Exploring the natural features in Lake Mary

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Lake Mary. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Boombah-Soldiers Creek Park (2.7 mi / 4.3 km)
  • Central Winds Park (4.4 mi / 7.2 km)
  • Sylvan Lake Park (5.1 mi / 8.1 km)
  • Black Bear Wilderness Area (6 mi / 9.6 km)
  • Lake Monroe (6.2 mi / 10 km)
  • Lake Jesup (6.3 mi / 10.2 km)

Transport options to and around Lake Mary

The nearest airport is in Orlando, FL (SFB-Orlando Sanford Intl.), located 4.7 mi (7.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Orlando International Airport (MCO), which is 22.6 mi (36.5 km) away.

Catch a ride on the metro at Lake Mary Station to easily navigate the city.

Frequently asked questions

What is the best area to stay in Lake Mary when booking a holiday rental?
When considering a holiday rental in Lake Mary, Florida, a popular area to stay is the vibrant Lake Mary Centre neighbourhood. This area boasts a delightful mix of shops, restaurants, and parks, making it a great base for exploring. You'll find a variety of properties available, ranging from modern apartments to cosy family homes, suiting different preferences and budgets.Lake Mary Centre is particularly appealing due to its proximity to top attractions such as the serene Lake Mary Park, where visitors can enjoy scenic walking trails and picnic spots. Additionally, the nearby Central Florida Zoo & Botanical Gardens offers a fantastic day out, especially for families. Staying here provides not only a comfortable place to rest but also easy access to leisure activities and dining options that enhance your holiday experience.
Where are the best areas for renting a beach house in Lake Mary?
For renting a beach house in Lake Mary, travellers may need to look a bit further afield, as Lake Mary itself is not directly on the coast. However, nearby areas such as New Smyrna Beach and Daytona Beach are excellent options for beach house rentals, both located about a thirty-minute drive from Lake Mary.New Smyrna Beach is known for its relaxed atmosphere and beautiful sandy shores. Here, beach houses typically come equipped with essential amenities such as outdoor patios, barbecues, and fully furnished kitchens, ideal for families or groups looking to enjoy a seaside escape. Many properties also offer easy access to the beach and nearby beachfront dining options, ensuring a convenient and enjoyable stay.Daytona Beach, famous for its lively boardwalk and events, offers a variety of rental options as well. Beachfront homes and condos often feature amenities like private balconies with ocean views, swimming pools, and direct beach access. This area is great for those wanting to enjoy a vibrant beach atmosphere, with plenty of local shops, restaurants, and recreational activities, including water sports and entertainment.Both locations provide an opportunity to enjoy the sun and surf while being close enough to Lake Mary for those who may wish to explore the local area or visit attractions such as the Central Florida Zoo and Botanical Gardens.
What is the most popular type of holiday rental accomodation in Lake Mary?
In Lake Mary, holiday houses are the most popular type of holiday rental, with about 39 available throughout the area. These properties typically feature spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable home away from home. Additionally, there are around 18 cottages that provide a quaint and charming experience, often set in tranquil surroundings. For those looking for a more compact option, several apartments, villas, and condos are also available, suiting different preferences and budgets.
Are there any family house rentals in Lake Mary?
In Lake Mary, Florida, there are numerous family-friendly house rentals available—specifically, around 17 options to choose from. This charming area is known for its family-friendly atmosphere and proximity to various attractions. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play. Visitors can expect amenities such as air conditioning, Wi-Fi, and sometimes even game rooms or private pools for added entertainment.The locale is conveniently located near beautiful parks like Central Park, which offers walking trails, playgrounds, and picnic spots, making it an ideal choice for families. Additionally, the nearby Lake Mary Plaza provides shopping and dining options, ensuring that families can enjoy a variety of activities throughout their stay.
Can I rent a holiday home with a pool or hot tub in Lake Mary?
In Lake Mary, Florida, there are several holiday homes available for rent that feature pools and hot tubs, providing a delightful retreat for travellers. This charming area, known for its suburban tranquillity and proximity to Orlando, offers a variety of neighbourhoods where these properties can be found, including the serene residential areas near Lake Mary Boulevard and the picturesque Lake Emma.Travellers can expect amenities such as private swimming pools, inviting hot tubs, and outdoor spaces great for relaxation or entertaining. Many homes also come equipped with fully stocked kitchens, spacious living areas, and sometimes even game rooms or home theatres, suiting families or groups looking for comfort and fun.
Are there pet-friendly house rentals in Lake Mary?
In Lake Mary, there are several pet-friendly house rentals available for those travelling with their furry companions. The area offers a variety of holiday homes equipped with modern amenities such as fully stocked kitchens, spacious living areas, and private outdoor spaces, ideal for relaxation after a day of exploring. Many properties feature fenced yards, making them particularly suitable for pets.Lake Mary is conveniently located near several parks, providing ample opportunities for outdoor activities with pets. The nearby Central Park offers walking trails, picnic areas, and open green spaces where pets can enjoy some time outdoors. Additionally, the Lake Mary Sports Complex features sports fields and playgrounds, which can be enjoyable for both pets and their owners.
Are there any remote work holiday rentals in Lake Mary?
In Lake Mary, Florida, there are numerous remote work holiday rentals available, with around 66 options to choose from. This area is well-suited for those looking to combine work and leisure, offering a variety of properties equipped with essential amenities for remote work. Many rentals feature free Wi-Fi, ensuring reliable internet access for video calls and online tasks. Additionally, you can expect comfortable living spaces, often with dedicated work areas or desks, and amenities like safes in rooms for added security.Lake Mary is conveniently located near points of interest such as the beautiful Lake Mary Plaza, which offers shopping and dining options, superb for taking breaks from work. The nearby Central Florida Zoo & Botanical Gardens provides a lovely setting for outdoor relaxation after a day of remote working. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Lake Mary?
In Lake Mary, popular holiday rental amenities include well-equipped kitchens, ideal for travellers who prefer to prepare their own meals. Many rentals also feature blenders, which are superb for making smoothies or cocktails. Guests can enjoy outdoor spaces such as decks or patios, allowing for relaxation in the pleasant Florida weather. Onsite parking is commonly available, making it convenient for those with vehicles. Additionally, most rentals provide coffee and tea makers, ensuring that guests can start their day with a warm beverage.
When is the best time to visit Lake Mary for a holiday rental?
The best time to visit Lake Mary for a holiday rental is during the peak season from February to April, with March being particularly popular among travellers. This period offers warm, pleasant weather, with temperatures typically ranging from 10 to 25 degrees Celsius, making it ideal for outdoor activities, sightseeing, and enjoying the beautiful surroundings.During these months, visitors can take advantage of the abundant sunshine and partake in various activities, including exploring nearby parks, indulging in local dining, and participating in community events. Lake Mary's proximity to Orlando also allows easy access to world-famous attractions, ensuring a rich holiday experience filled with adventure and excitement.If you're seeking a more budget-friendly option, consider planning your visit in October. This month provides a quieter atmosphere, superb for those who enjoy a more relaxed pace while still experiencing the charm of Lake Mary. The weather remains mild, and you can relish the lovely fall scenery without the crowds.Ultimately, the choice of when to visit Lake Mary will depend on your preference for vibrant seasonal activities or a more tranquil getaway.
What are the top attractions in Lake Mary?
In Lake Mary, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. Central Park, located in the heart of Lake Mary, offers picturesque walking trails, a lovely pond, and picnic areas, making it ideal for a leisurely stroll or a family outing. Nearby, the Lake Mary Historical Museum provides insight into the local history and culture, featuring exhibits and artefacts that celebrate the region's heritage.For those who enjoy shopping and dining, the Colonial TownPark area boasts an array of restaurants, cafes, and boutique shops, great for an afternoon of exploration. The Lake Mary Farmers' Market, held weekly, showcases local produce, crafts, and live entertainment, providing a vibrant community atmosphere.
Are all fees included in the Lake Mary holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lake Mary holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lake Mary with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lake Mary holiday homes?
You can find great discounts on holiday homes in Lake Mary on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lake Mary holiday home booking on Stayz?
To find Lake Mary holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Lake Mary?
A long-stay holiday home in Lake Mary is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lake Mary holiday home?
Book your Lake Mary holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lake Mary?
Prices for holiday homes in Lake Mary vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Lake Mary to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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