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First and foremost, The Holiday Life hopes you and your loved ones are safe and sound. We are heartbroken over the devastation throughout our community and the coastal areas impacted by Hurricane Ian, and sympathize with all who have lost loved ones or experienced displacement or irreversible damage to their property. We are still working assessing damage mitigation to our properties and figuring out how to best help our community, but are grateful to share that all of our staff is safe.

If you are experiencing hardships, we urge you to explore these local resources. The City of Naples and various organizations have put together an extensive list of Hurricane Resources, including food and shelter information, FEMA assistance, debris removal, battery safety, volunteer opportunities, and more. Please see the latest information and updates here:

City of Naples Post-Hurricane Resources

Collier Community Foundation

Collier Cares Post-Hurricane Resources

Florida Disaster Recovery Center

Hurricane Ian was not able to take the incredible sense of resilience and community we have had the pleasure of experiencing over the past ten years. As we transition to recovery mode, businesses are starting to open up and welcoming everyone for a little relief and to commune with each other. Please consider supporting local businesses and organizations that represent our beautiful Southwest Florida. Below are a few businesses that are now open:


Collier County Museums

Breakwater Adventures

Paradise Coast Sports Complex

Golisano Children’s Museum of Naples (C’MON)

Celebration Park

Hurricane Ian Benefit Concert

Greater YMCA of Naples

Manatee Sightseeing and Wildlife Adventures

Naples Art

Rookery Bay

Rising Tide Explorers

Farmer Mike’s U-Pick

Naples Restaurants that are now open:



We will rebuild our community again and come back stronger than ever!

The Holiday Life

Staying in Olde Naples is often a lavish adventure. Olde Naples is a charming combination of old beach cottages and mansions resting peacefully among hundreds of tall coconut palms and banyan trees. Some of the houses are almost 100 years old! This Florida neighborhood known as Olde Naples does not have a precise location. It is, however, between the Third Street South shopping area and the Naples Beach Hotel and Golf Club, and west of US 41 to the beach. We’ve listed some of the most fun and popular landmarks to visit during your stay.

Over one hundred years old!

Tin City

Tin City, a restored fishing village, is a local food spot and waterfront shopping venue on Gordon River in Old Naples. The open-air market sells antiques and local handmade novelties, including clothing, seashells, candles, wine, jewelry, and much more. The colorful Tin City buildings topped with corrugated tin roofs acted as the transport and boating hub, and developed into a bustling center for clam shelling, oyster processing, boat building and maintenance as well as being home to the local fishing fleet in Naples. Rustic shop fronts, quaint boardwalks and bay-front cafes capture the essence of this historic dockside area, making it ideal for off-the-beaten path shopping and dining.

Rustic Olde Naples

Naples Historical Society’s Historic Palm Cottage

One of the original landmarks of Old Naples is Palm Cottage. The cottage is Naples’ oldest home, built in 1895 and just a block east of the famous Naples Pier. The Palm Cottage — now a house museum — is a treasured symbol of Naples’ history. It is listed on the National Register of Historic Places and is proudly maintained by the Naples Historical Society. Tabby mortar, which is made from sand, shells and water, was used to build the Cottage.

Naples Florida Pier Sunset

Most Popular

Naples Pier

One of Naples’ most popular attractions is the iconic Naples Pier, located on 12th Avenue South. Construction of the first pier began in the summer of 1888. Until the pier was built, people and goods had to arrive by boat! There is no license requirement for fishing from the pier, nor is there a fee for walking it. A concession stand sits at about the halfway point. It is a favorite place for families, friends, and couples to enjoy a cold ice cream or hot dog while watching the remarkable sunset views. Fun Fact: In the 1920s they would have been greeted by the original Tin City.

Shopping and Dining


Bayfront’s colorful European architecture is an eye catching and memorable landmark in Old Naples. At the foot of Fifth Avenue South, this upscale hideaway is located on Naples Bay. Strolling on brick-laden pathways, shoppers have intimate access to all their needs. Rare finds in the galleries and shops. A variety of atmospheres are available to match the restaurants’ gourmet fare, depending on your mood or taste. Throughout the shops, you will find exquisite woodwork, imported stone, art displays, and friendly, knowledgeable staff to take your experience to the next level. Visit their page here.

Minutes from Downtown Naples

Naples Botanical Garden

A 170-acre, world-class garden paradise, Naples Botanical Garden showcases plants and gardens from all over the world. The Garden was founded in 1993 by a visionary group of local plant enthusiasts. From their commitment to the Naples community, to their award-winning horticultural design and comprehensive approach to sustainability, Naples Botanical Garden is truly a special place. Over 220,000 visitors visit the Garden each year to see themed gardens representing tropical culture and flora.

Experience Island Lifestyle

Old Naples Pub

Just off Third Street near the historic pier and Naples Beach, the Old Naples Pub is located in the heart of historic Old Naples. The Old Naples Pub opened in 1990 but it looks like it has been here for 50 years, with loads of Naples memorabilia lining the walls. Live music is often played, accompanied by piano. There is almost a historic, romantic feel to this flowering vine-draped pub. Perfect for post-sunset drinks.

Sunshine and Nature

Rookery Bay

Rookery Bay National Estuarine Research Reserve was established in the 1980s and is now one of the few remaining mangrove ecosystems in North America. Approximately 110,000 acres of the Reserve are dedicated to the management of wildlife and habitats. Forty percent of Collier County’s coastline lies within it, running from downtown Naples east through the Western Everglades.

Everyone loves the clean beaches, beautiful outdoor sights, and perfect tanning summer weather in Southwest Florida, but how do you beat the summer heat when out of the water? Are you looking for a break from the pool or beaches during your summer vacation? We’ve put together a list of activities that will keep you busy without being overwhelmed by the heat.

Visit a historical Museum

Visiting a historical museum is a great way to take a break from the warm weather while enriching your stay. Even if you’ve never been to a museum in your own community, visiting a museum while traveling will make your trip more meaningful. Learning about the history and culture of a community will foster appreciation of its unique heritage and cultural development.

There are five Historical Museums in Naples and Marco Island: Collier Museum at Government Center (Naples), Museum of the Everglades, Immokalee Pioneer Museum at Roberts Ranch, Naples Depot Museum, and Marco Island Historical Museum. Learn more about them here.

Visit an Art Museum or Center for the Arts

Whether the exhibits are full of art, sculptures, or objeects from different periods, visiting an art museum or art center is a great way to stay cool during the summer while having an authentic experience.

For over 65 years, Naples Art has been the center of arts and culture in downtown Naples with art exhibitions, art classes, kids’ programs, and more. The Marco Island Center for the Arts features monthly exhibits, artist receptions and classes for families, adults and kids.

The United Arts Council of Collier County features a Co-Op Art Gallery with different Southwest Florida artists and hosts local events and live music. The Baker Museum is a renowned art museum in southwest Florida with an emphasis on contemporary and modern art.

If you are traveling with kids, the Golisano Children’s Museum of Naples is a must. CMON is Southwest Florida’s first children’s museum promoting learning through play with a variety of interactive exhibits.

For a complete list of Art Museums and Art centers, click here.

Ice Cream and Cold Treats

Nothing is more refreshing than a cold treat during the summer! Naples and Marco Island have authentic ice cream, Italian ice and frozen dessert bars to cool you down after the beach or and outdoor activity.

A few of our favorite places include Mitch’s Cookies Dessert Bar & Soda Fountain, Cold Stone Creamery, Rita’s Italian Ice & Frozen Custard, Regina’s Ice Cream Pavillion, Ben & Jerry’s, Kilwins, Sweet Annie’s Ice Cream Parlour, Beebe’s Ice Cream, and Dolce Mare.

If you are looking for a healthier option, consider an açaí or pitaya bowl. Açaí bowls look like ice cream, taste like ice cream, and will make you feel good and refreshed. There are a lot of places in Naples and Marco Island that offer açaí and pitaya bowls, fresh smoothies, and cold kombucha. Made with organic and local ingredients. Our favorite places include The Bowl, The Boost Juice Bar, Juicelation, Bahia Bowls, or Fresh Bowl Kitchen.

Enjoy an evening at the theater

Looking for something exciting and different to see during your stay? Seek out their air-conditioned theaters on sweltering nights. Naples and Marco Island provide quality and enjoyable live entertainment including plays, musicals, opera festivals, stand-up comedy and more. Escape the afternoon heat during a Sunday Matinée. Popular theaters and venues in SWFL are TheatreZone, Opera Naples, Naples Philharmonic, Cambier Park and Norris Center, The Marco Players.

For a complete list of theaters and performing art centers click here.

Indoor Shopping

Shopping in Naples and Marco Island is a popular pastime, from beach home decor and gift items to high-end designer labels. The Coastland Center is the biggest indoor shopping mall in Naples. The mall features Macy’s and Dillard’s as its anchors, a food court, a movie theater and many other specialty stores.

Overlooking the marina on Smokehouse Bay is The Esplanade, an up-market Italian-style retail and dining center. Another favorite Marco Island shopping place is The Marco Town Center Mall.

The Mercato Shops offer an indoor artisan market. Hand & Harvest farmer’s market is a curated collection of handmade, local SWFL creations with a focus on baked goods, art, candles, ceramics, apparel, jewelry, plants, and more.

Learn more about different shopping destinations! Read our blog post, Shopping in Naples and Marco Island, Florida.

Check back often, there’s always more to discover!

Naples and Marco Island is a premier summer vacation experience. The summer months are an ideal time to visit because it’s always a beach weather day, but if you are ready to take a break from the beach and still want to enjoy being outside, Southwest Florida has various locations and activities to make the best out of your vacation. To give you an idea of everything there is available at your fingertips, we’ve put together a list of our favorite outdoor summer activities to enjoy:

Read about different activities like sunset cruises, shopping, and golfing by visiting blog post here.

Offshore or Inshore Fishing

Plan a Fishing Charter Trip

No matter what type of fishing you might enjoy, Naples is sure to please. If you’re looking for an unforgettable experience for everyone, from children to the most seasoned angler, a fishing trip is the perfect way to experience a different activity during your vacation. In Naples we have a year-round fishery, and fishing charters run 12 months a year. No matter the season, there’s always something biting. Learn more by visiting A&B Fishing.

Sanibel Island

Visit JN “Ding” Darling National Wildlife Refuge

A federally protected wildlife refuge since 1954, the JN “Ding” Darling National Wildlife Refuge is an amazing hidden gem in Southwest Florida. Exploring this unique wildlife refuge and enjoy breathtaking views while spotting birds, turtles, alligators and more. You can also walk, bike or drive the beautiful 4-mile Wildlife Drive. Take a canoe or kayak trip to see the refuge from a different and spectacular viewpoint. Learn more here.

Saturday and Sunday Plans

Farmers Markets

Every Saturday and Sunday, enjoy small town beach life at its finest by heading to Naples, Marco Island, or Sanibel Island Farmers Market. The markets have different schedules and offer different products. Including fresh seafood, fresh baked goods, live plants, fresh organic produce, hand-made jewelry, clothes and more. It’s the perfect place to shop for a fresh summer meal back at your vacation rental! Learn More here.

Family-Friendly Plans

Spend the Day at a Waterpark

Splash into Southwest Florida’s waterparks! The perfect activity to enjoy a mess-free, under-the-sun day. Sun Splash Family Waterpark in Cape Coral and Sun-N-Fun Lagoon in Naples are a classic destination. Eagle Lake Aquatic Park in Marco Island is listed as one of the top birding sites in Southwest Florida, the park is home to more than 160 species of birds. These parks also offer nature trails, ball fields, restrooms, playground and picnic areas. Learn more here.

Take a Day Trip

Visit Matlacha Florida

Matlacha, is one of the best day trips from Naples, Fort Myers, Punta Gorda, or Marco Island. This hidden gem is the most unique and colorful small town in southwest Florida. Visit the shops and salty places to dine on fresh seafood, browse the galleries, get some art, souvenirs, and ice cream in Matlacha. Learn more here.

Check back often, there’s always more to discover!

About 450 million people across the world use vacation rentals when traveling rather than hotels or other types of lodging. Using a vacation rental allows you to choose the specific type of property and amenities you want and can even help you save money.

However, not every vacation rental in Florida has the same perks. To make sure you have a perfect vacation or staycation in SWFL, you must do your research.

Do you want to learn more about the features you should consider when choosing vacation stays in Florida? Keep reading this guide for everything you need to know about vacation rentals!

Know What you Are Looking For

When you are looking for vacation rentals in Southwest Florida, it is important that you know what you want. What are you looking for from your vacation?

For example, many people prefer to stay at their rentals and lounge about. If there is a pool and a grill, they will spend most of the time at home.

Others prefer to explore when they visit a new place. They might travel around the city, visit different shops, or spend the entire day at the beach. Utilizing the vacation rental for privacy and sleep. Depending on your preferences, your vacation rental needs will differ.

Knowing more about your vacation activities and preferences will make it easier to find the right rental for your needs.

Find a Website With a Variety of Listings

Another important part of choosing the right vacation rental for your needs is searching a website with a wide variety of listings. There are many different websites that are popular for vacation rental listings. However, they may not offer you the best selection of vacation rentals in Southwest Florida.

The Holiday Life has many great listings for guests to choose from across Southwest Florida. If guests want a beach location, they can find a listing in Naples or Marco Island, Florida.

People looking to explore a new place may want to look at listings in the city. In this case, finding a website with listings in the SoCe Flats is a great option.

By looking through many different vacation rental websites, you can cast a wider net and find the best vacation rental options in Southwest Florida. This is especially important if you know exactly which neighborhood or location you want to stay in.

When you book with The Holiday Life, you can find listings that are pet or family-friendly. You can also find those that offer properties with a pool or no pool, and you can find listings in a community, apartment, or house.

Visit our listing page to learn more!

Choose Your Location Carefully

If you don’t know exactly where you want to stay in Southwest Florida, you must choose your location carefully. Doing plenty of research can help you find a rental home in the best area.

For example, if your goal is some alone-time, you may want to avoid the most touristy areas in the city. Take into consideration driving, biking, and walking distances, it may be difficult to beat the traffic or crowds.

You should also research your location to ensure that you are staying in a safe area of town. The rentals that we offer are located in some of the safest cities of the United States.

Check the Amenities

One of the best vacation rental tips is to consider the amenities that you want! Not all vacation rentals have the same benefits. To make sure you have everything you need when you visit the property, you can look at the list of amenities.

When you book with The Holiday Life, we offer vacation rentals with balconies, luxury kitchens, private pools, hot tubs, and more. You can check each listing to see if these amenities are offered.

Considering each of these amenities will help you find a rental that suits your needs and it will be easier to enjoy your stay.

If you are looking for a rental with a pool or hot tub, check out your options here.

Consider Transportation

Whether you are looking for a vacation rental in Naples, Marco Island, or anywhere else, it is important that you consider your transportation needs before booking your stay. Having nearby transportation is essential, especially if you don’t have a rental car.

Is there a good transportation system in the area? Is your rental close enough to walk to your destinations, like the beach?

Read the Reviews

You should also read several reviews for a vacation rental companies and listings before you decide to book. Reviews are a great way to learn more about the quality of the property because they are written by real people who have stayed there before.

Look at the wide range of customer experiences and satisfactions to get an average estimate of the quality of the property.

If a property doesn’t have any reviews, it may not be untrustworthy. Instead, it might just be a new listing on the site. If this happens, you can contact the property owner to get more information.

Be Cautious of False Advertisements or Scams

Finally, it is important that you are cautious when you are booking a stay in a vacation rental, especially if you are far from home. While most online listings for vacation rentals are real, there is still a chance that you can find a fraudulent listing.

If you pay for your stay, you can get ripped off and may not get your money back.

To lower the risk of fraud when booking a vacation rental, it is best to contact the property manager before you book! You can ask them questions and gather more information to make sure it is a legitimate listing.

You can also use the reviews to identify any red flags with the listing.

Want to Find a Perfect Vacation Rental in SWFL?

When you find a perfect vacation rental in SWFL, it will make your trip much more enjoyable. Considering these factors when you are looking for a vacation rental in Naples or Marco Island, Fl will help you find the perfect property that meets your vacation needs.

Do you need help finding vacation homes in Florida? The Holiday Life can help! We offer destination home rentals in Southwest Florida and Kentucky’s Bluegrass region.

Visit our website to check out our vacation rental listings, for more guest information, and to start planning your vacation today!

Check back often, there’s always more to discover!

Sometimes it can be hard to know what to bring to the Beach, so we’ve created the complete must-have list when visiting Naples Beaches. Be sure to bring your sense of adventure or be ready to relax under the sun!

Start Planning Your Beach Day

Planning for the perfect beach day

There are a few factors that you must consider before heading out for that perfect beach day. First check the weather. It is important to make sure you are looking good for the entire day. Naples area thunderstorms come on quick and heavy; so make sure that you aren’t unprepared. Check if public beach parking is available. We suggest bringing cash just in case!

There’s a beach for everyone out there!

Choose the right beach vibes

Once your weather is looking good, it becomes time to prepare. We advise you to plan based on the beach you are going to. Figure out your desired beach location with our helpful guide to the Best Beaches in Naples and Marco Island. Also if you show up too late the parking lots will be full and this may change what you have brought or planned for. A successful beach day starts early in Naples and Marco Island. Not all beaches in Naples are the same. Some beach locations have easy parking, restrooms, and concessions. Some don’t have any of those things. Selecting a beach location with the amenities you are looking for is a great way to plan your beach day.

Photo credit Jonas Ferliner

Pub Subs + Beach = A Perfect Combo

Shade, water, & snacks are essential

There are some key decisions that you must decide prior to heading out as well. First is water and shade. Make a plan to have enough water and access to some form of shade. Secondly you want to decide if you are eating on the beach or prior. We highly recommend picking up subs from Wynn’s Market or Publix and bringing them in a cooler with your favorite tasty beverages. Subs should be eaten sooner than later, because that hot Florida sun will turn your cooler into a punchbowl of melted ice soon enough.

Pro Beach Tip!

Bring extra bags

Our community values our beautiful, clean beaches. Make sure to leave the beach the way you found it. Bring a grocery bag to use as a temporary trash bag, a big bag for towels, toys, or books. Extra points for a recycling bag!

Now you know the weather ahead, have some shade, some cold drinks and tasty food for your beach trip.

Get ready for some fun….

Now you are ready for the beach!

Now you know the weather ahead, have some shade, some cold drinks and tasty food for your beach trip.

Photo by A. Beliaikin

Check back often, there’s always more to discover!

Southwest Florida has tons of great restaurants worthy of a top spot on your vacation bucket list, but you may find yourself in need of a little direction when it comes to choosing the best dessert outing in Naples. Treat yourself, your hosts, your friends, or your guests to some of our favorite baked goods and sweet treats in Naples Florida!

Wondering where to take your delicious dessert? Read our blog post about Best Beaches in Naples and Marco Island.

Try A Delicious Naples Style Donut Shop

Peace, Love, and Donuts

What started almost a decade ago as a drive-thru donut shop at a local gas station has grown into one of Naples best home grown brands. These donuts taste like a blend of a yeast and a cake donut. Known as a special stop for the locals. If you find yourself craving a special treat be sure to stop by this Naples gem.  Learn more here.

Stop by one of Naples’ Oldest Grocery Stores

Wynn’s Market

The 60+ year old Wynn Market Grocery Store is about as Naples as you can get. Originally located on 5th Ave South, it serves the locals and tourists alike. The bakery is nestled in the back left side of the store, offering some of the most delicious pastries you will find in Naples, from custom cakes to delicious European treats. There is also a delicious deli that serves custom Sub Sandwiches. Perfect for beach day! Learn more about Wynn’s Market here.

Photo credit Nita Ettinger

Kilwin’s on Fifth & Mercato


From their homemade fudge to caramel dipped apples, Kilwin’s is a delicious ice cream and classic candy shop. Old Fashioned ambiance and locations at two of Naples nicest spots to stroll. A great way to finish a meal after a fancy restaurant. Learn More

Gourmet Cookies and Soda Shop

Mitch’s Gourmet Cookies & Soda Fountain

Mitch started selling cookies locally at the counters of Naples businesses. The cookies are really tasty and their popularity grew from there. Now offering cookies, ice cream, and sodas made the traditional style. Be sure to try a cookie though. Learn more here.

Beloved by kids and adults alike

Vampire Penguin

Located in the Galleria Shoppes at Vanderbilt, Vampire Penguin Shaved Snow is the final evolution of shaved ice. Not to be confused with snow cones, Vampire Penguin shaved snow is light, fluffy, and creamy. You create their own concoctions, pairing flavors with unique toppings, or pick from a genius set of combinations. Learn more here.

Check back often, there’s always more to discover!

A family vacation to Naples in southwest Florida wouldn’t be complete without fun, educational, and exciting activities you can all enjoy together. While the beach or pool may hold the most interest for you and your kids, exploring different family-friendly activities in Naples will be equally rewarding.

If the ultimate goal is sitting on the beach next to a book, beach toys, and palm trees, read our blog post about Best Beaches in Naples and Marco Island.

Fun for every generation

Naples Zoo at Caribbean Gardens

Naples Zoo is a nationally accredited zoo and yet much more than a walk-through zoo. The nonprofit charitable institution also features a full day of fun activities. The paved path winds nearly a mile past rare and beautiful animals residing within a historic tropical garden of exotic plants first planted in 1919 with a fascinating history. Families who live or vacation in the Naples and Marco Island area will find favorites such as lions, bears, cheetahs, and parrots at this nationally accredited zoo and historic botanical garden. Learn more here.

Explore and enjoy nature

Rookery Bay

Rookery Bay National Estuarine Research Reserve stretches across 110,000 acres of pristine mangrove forest, uplands and protected waters, encompassing 40% of Collier County coastline. The Reserve is committed to preservation through research, education, and land protection. Adults and children of all ages can discover the wonders of Naples’ coastal environment, engaging in a wide array of educational activities, eco-tours, kayaking and special events offered throughout the year. Learn more here.

Children’s museum

Golisano Children’s Museum of Naples

The Golisano Children’s Museum of Naples is an interactive museum located in the North Collier Regional Park in Naples, Florida. CMON is a premier Naples attraction that features 12 family fun exhibit galleries and thousands of interactive experiences. Kids, parents, and grandparents can visit foreign lands like Thailand, England, and Germany, become a farmer, engineer, or veterinarian, sit in an igloo, climb a giant banyan tree, and much more! Visit CMON to learn more.

Dolphin boat tour

Naples Water Tours

One of the most popular activities in Naples and Marco Island! Kids and teenagers love dolphin watching, shelling and sightseeing boat cruises. These one-of-a-kind family friendly tours offer and up close and personal experience with wild dolphins! Explore Naples Water Tours here.

Check back often, there’s always more to discover!

According to Forbes, local markets around the country are heating up for second homeownership this year, prompting some people to contemplate entering the vacation rental sector with the help of a short-term rental management company.

If you’re one of these people, there are a few things you should know before you begin. You’ll want to think about how you want to present your property to potential tenants. Having a flawless operation, from employing property managers to implementing automated processes, boosts the chances of tourists leaving glowing five-star reviews on your listings. Your professionalism and attention to detail could mean the difference between turning on or off the virtual vacancy light.

We’ve put together a few tips for first-timers to consider before listing or buying a vacation rental home.

Review Other Vacation Rentals First

The best way to learn about vacation rentals, is staying in one. Looking at different listings, going through the renting process, and finally experiencing the stay, will provide the complete insight.

Staying at a vacation rental will not only give you the tenant’s perspective, but it will also help you learn more about different locations, communities, and the housing market. You can also discover the quality of service and experience you can provide to your tenants.

Not sure where to start? Check out our vacation rental listings here.

Consider hiring Vacation Rental Management Services

Self-management, or rent-by-owner, isn’t the ideal option for everyone. You may be short on time, unclear on how to run a short-term rental business, or simply don’t want to deal with the job. Hiring a professional management business can assist an owner deal with their initial round of reservations by relieving them of the stress of dealing with visitors, maintenance, and cleaning contractors.

Instead of managing your rental, look for vacation rental management services. These services assist with listing and marketing, maintaining your property, attending to tenants, and providing the best customer service.

The Holiday Life helps homeowners throughout Southwest Florida. Reach out to see how we can help with listing your home.

It’s all in the details

Today’s travelers have more options than ever before, thanks to an abundance of websites and listings. Hosts must have a professional online listing that highlights the property’s qualities, including lots of information about the location and facilities, as well as high-quality professional images. And a few additions can make a big difference. Consider what you’d like to have while renting your home, and make it available to your visitors.

When considering a short-term rental, keep in mind that people like a personalized experience. After all, they picked this adventure over staying in a hotel. Welcome cards or baskets filled with treats expresses gratitude for their choice. These thoughtful gestures make your visitors’ stay more memorable, increasing your chances of a glowing online review.

Specially in Naples and Marco Island, attentive owners usually provide items like beach chairs, beach toys, inflatable toys, beach towels, boogie boards and more. Read all about the amenities the Holiday Life offers to their guests here.

Consider Home Upgrades

When remodeling your home or looking to purchase a vacation home, consider investing in the facilities that will benefit your listing. Many homes in Naples and Marco Island come with pools. They provide tenants with a relaxing way to cool down after a day in Florida. Adding a pool will improve your listing and help you get a better deal.

Upgrades to your home, such as a remodeled kitchen, will also boost your listing. The more capabilities your rental provides, the more tenants you will attract.

It’s critical to establish a comfortable and convenient area for any guest when arranging your vacation rental. Begin by creating a base canvas with traditional, clear lines and color palettes. To appeal to a wide range of tastes, use design discretion and neutrality.

Want Help with Short-Term Rentals?

Some people turn their homes into short-term rentals when they go on vacation, while others buy a second property as a full time investment. Vacation rentals provide steady cash flow and it’s such a rewarding investment.

The Holiday Life started in 2013, offering high quality, well-managed, and easy to reserve rental properties in Naples, Florida. Everything about short term vacation rentals had to be learned. This is not the easiest business, but with very hard work, long hours and true entrepreneurial spirit – dreams become reality! If you’d like to learn more, we are happy to help.

Contact us today to learn about our team and see how we can help.

Famous for legendary horse farms, historic Bourbon distilleries and scenic drives through the stunning landscapes, Kentucky’s Bluegrass Region showcases the natural bounty of the state with charm and genuine Southern hospitality.

Visit the childhood home of Mary Todd Lincoln, the thriving Distillery District, and elegant Keeneland Race Course. At the world-renowned Kentucky Horse Park, explore two museums and interact with horses representing nearly 50 different breeds on 1,200 acres of prime Bluegrass.

If you are familiar with “cottagecore,” the lifestyle trend that’s taken the internet by storm, then you know Kentucky’s Bluegrass Region is it. Cottagecore is all about the return to a life before social media and the 40-hour workweek. It’s one with baking, foraging, and crafting. It’s the picturesque cottage in the woods surrounded by flower gardens and filled with the smell of fresh-baked bread.

Rather than just dressing for this ethereal lifestyle you want, make it happen with an escape to a home where you can live it. We have put together must-dos when visiting Kentucky’s Bluegrass region.


Tour nearby Kentucky bourbon distilleries

There are some experiences you just can’t miss when you visit the Bluegrass Region of Kentucky. A visit to a bourbon distillery is one of them. Luckily there are 14 different distilleries nearby, each with its own story, look and feel. You’ll not only learn how bourbon is made, but you’ll start to understand why the “good old whiskey of old Kentuck” has inspired pride and passion among Kentuckians. Explore distilleries, events, and all-things-bourbon here.

Horse Farm Tours and Activities

As the Horse Capital of the World, Lexington is home to countless equine activities, attractions and places to learn about horses –from watching them race at Keeneland and the Red Mile to exploring their history at the Kentucky Horse Park. Set on a picturesque working horse farm just outside Lexington, the Kentucky Horse Park is a must-see attraction for horse lovers of all ages. Learn more about the Kentucky Horse Park here.

Enjoy Farm-to-Table Fresh Cuisine

Restaurants vary from trendy recipes and the newest haute cuisine, to the traditional, down-home Kentucky favorites that still inspire young chefs. You can enjoy a true taste of Kentucky by visiting many places around the Bluegrass State. Georgetown’s culinary landscape is flavored with down-home faves like barbecue, burgers and pub grub, international cuisine, tasty sweets, Southern-style home cooking, farm-to-table and more. Lexington’s County Club has the best smoked meats.


Over the last couple of decades, Lexington has grown from a handful of quaint boutiques to become a serious shopping destination. Visit the Hamburg Pavilion, the Summit at Fritz Farm and the Fayette Mall, the largest mall in the state of Kentucky.  Find many interesting shops and antique stores dotted around the countryside and in nearby small towns.

The perfect #Cottage getaway

Are you ready for a quiet and relaxing getaway? Combine the luxurious comforts of a 5-star city hotel with the peaceful splendor of life on a Kentucky horse farm and you have the unique experience of a stay at Arcadia Cottage. Learn more about our Farm Cottage listing here.

Visit all Kentucky’s Bluegrass Region listings here.