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If you’ve ever spent hours scrolling through vacation rentals trying to figure out which one is actually as nice as the photos, you know how exhausting travel planning can be. So much of it can feel like guesswork, just hoping that you pick the right place to stay and that your trip will be as wonderful as the vision you have for it.
For years, I’ve been fascinated by the vacation industry. As a mom of three young children, I value traveling the world with my family and have taken our daughters to six countries and counting. After nearly two decades watching how our friends and families plan trips (and identifying my own patterns with trip planning), I’ve noticed that many families land on the same thought:
“I didn’t know planning this ‘dreamy’ trip would be so complicated!”
I recently discovered Live Well Vacation Club, and my jaw has been on the floor as I’ve learned how someone in Florida has redesigned the entire vacation experience available for individuals, couples, families, and small groups alike!
Instead of endless searching, sneaky pricing (hello, annoying hidden fees everywhere!), and wondering whether a property will actually be as “great” in real life as it seems to be on the internet, this membership gives families 14 nights every year in luxury homes across more than 40 destinations (including destinations outside of the U.S., too!)
Modern travel planning often looks like this:
• scrolling hundreds of listings/options
• reading dozens of reviews
• trying to figure out if the photos are accurate (and current!)
• comparing prices across “discount” platforms
• coordinating groceries, gear, and transportation
It’s such a process!
Even after all that research and planning, many travelers still pack their bags with “holes” in their plans, wondering whether they’ve chosen the right place to deliver the vacation they’ve hoped for.
Live Well Vacation Club was created to solve this problem and give travelers an easier alternative to travel that delivers peace of mind and the best memories across the board!
In a nutshell, Live Well Vacation Club is a travel membership that provides access to hand-selected, lovely vacation homes across dozens of destinations.
Members receive 14 vacation nights every year that can be used in locations such as:
30A, Florida
Vail, Colorado
Highlands, North Carolina
Charleston, South Carolina
Nashville, Tennessee
New York City
Disney-area properties
…and more than 40 destinations (and growing!) worldwide.
Here’s the easy part: Instead of researching properties themselves, members submit travel requests and receive several available home options selected by the club’s travel planners.
Now, instead of hundreds of options to scroll through on various websites, members instantly have a pared-down list of well-vetted options that are available and ready to meet the exact type of vacation that travelers have described wanting!
The Live Well membership is intentionally designed to be simple.
I’ll go ahead and tell you this up front: “This is too good to be true” will cross your mind.
But… there are no catches. It’s simple and designed to serve you well, the way travel should!
Each year, members receive 14 vacation nights that can be used however they prefer.
Some families choose:
• two week-long vacations
• several long weekend trips
• one extended getaway
The booking calendar is open year-round!
Some travel dates require only standard membership nights, while certain peak travel periods may incur an additional nightly fee. These fees (and the days they apply) will be clearly marked, so again, no surprise fees!
Even during peak periods, pricing remains competitive compared to booking the same properties independently. Win!
Live Well offers multiple membership options depending on home size.
$349 per month for 12 months
$439 per month for 12 months
$599 per month for 12 months
Members can pay monthly or annually, with a small discount offered for annual payment.
Want to take a look at a sample of some of the homes you can pick from? Click here!
Unlike many vacation clubs, this one has no initiation fees and no long-term commitments. AMAZING.
And that’s it! Receive a two-bedroom residence for a total of 14 nights at more than 40 locations for just $349/month. Wild!
Click here to check out booking dates at all locations for 2026!
The Live Well model focuses on simplifying travel while maintaining incredibly high-quality accommodations.
Here’s how it compares to traditional vacation planning.
| Travel Option | Planning Time | Property Quality | Upfront Fees |
|---|---|---|---|
| Vacation rental sites | High | Varies | None |
| Traditional vacation clubs | Medium | Good | Often large |
| Live Well Vacation Club | Low | Curated luxury homes | None |
One of the most talked-about features of Live Well is the concierge experience.
Members traveling to 30A in Florida may arrive to find:
• groceries stocked in the refrigerator
• beach chairs and gear delivered
• coolers ready for the beach
• welcome boxes with local treats
Members also receive concierge credits that can be applied toward services and 30A trip enhancements. All of this is designed to ensure that you start enjoying your vacation the moment you arrive!
*For now, concierge rewards are redeemable exclusively for experiences and services on 30A.
Some of the most popular destinations within the Live Well network include:
30A / Rosemary Beach
Florida Gulf Coast
Vail, Colorado
Highlands, North Carolina
Steamboat, Colorado
Breckenridge, Colorado
Blue Ridge, Georgia
The Bahamas
The U.S. Virgin Islands
Turks & Caicos
Charleston
Nashville
New York City
Miami
Denver
New destinations are added regularly as the membership expands. Click here to view the current list of Live Well membership locations.
This membership functions more like a travel subscription. Members receive nights each year and use them however they wish.
There are:
• no buy-in fees
• no point conversions
• no contracts
95% of current members renew each year due to incredible satisfaction!
For a limited time*, new members through All Things Madison will receive a promotional offer that includes:
• 16 vacation nights instead of 14
• $500 additional dollars in concierge rewards
*The promotion runs March 18 through March 25.
Psst! A note about housekeeping: While there are no surprise fees for Live Well members, each stay requires a housekeeping fee that is standardized based on house size. Green dates on the availability calendar are housekeeping-only stays (meaning the only extra fee you pay as a member is for housekeeping). Yellow dates on the calendar require a housekeeping fee and may incur an additional nightly fee.
Ready to become a member? Click here!
FOLLOW LIVE WELL ON INSTAGRAM AND FACEBOOK
Live Well is a membership-based vacation club that provides access to luxury vacation homes in more than 40 destinations.
Members receive 14 vacation nights each year as part of their membership.
No. The membership does not require initiation or buy-in fees.
No. Membership can be renewed annually rather than requiring long-term commitments.
Properties include curated homes and condos located in beach destinations, mountain towns, and major cities.
Yes. The booking calendar includes peak travel dates, although some may include additional nightly fees.
Members receive concierge credit that can be used toward travel services and trip enhancements.
The club currently offers homes in more than 40 destinations.
It tends to work best for families or travelers who take multiple trips each year and prefer staying in high-quality homes rather than hotels.
Yes. A promotion running March 18–25 offers additional vacation nights and concierge rewards for new members.
Big thanks to Live Well for partnering with All Things Madison on this content! All opinions expressed are my own.
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