Pickleball & Wellness Retreat, Pool & Cold Plunge

Top rated by guests
Play hard. Lounge Harder. Private pickleball court with 8-ft wall ball wall, shaded sideline loungers & throwback umbrellas. A sun-soaked space to rally, relax & recharge between games.
VIP vibes are built into every detail—reverse osmosis water filtration, pot filler, SMEG + NINJA appliances, and Caraway non-toxic cookware for elevated at-home meals.
The walk from the cul-de-sac to the backyard is where it all clicked. Peaceful, private, and alive with lizards, frogs, birds & stillness—it feels like Florida, unplugged. Come be one with nature at The Sideline Club.
Designed for the Whole Crew.  Teams. Families. Coaches. Friends. This space flexes for game weekends and daycations alike —  walkable to IMG Golf Course and quick drive to IMG Fields. Easy 15 min drive to world famous beaches on AMI or Longboat/Siesta Keys
Same court. Different kind of flow.
Wellness groups, yoga sessions, and space to slow things down—just as much a priority here as play. 
We love seeing this space used in all the right ways.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(1 Rating)

House in Longboat Key, FL

13 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

🎾 Private Pickleball Court – Full Size and ready for post-game fun
🏊‍♂️ Heated Saltwater Pool – Gentle on skin, ideal for daily use
💦 Cold Plunge + Hot Tub – Recovery essentials, not extras
🚰 The Wellness Bar – Refillable bottle setup+coffee+ electrolytes
🧘 Recovery + Lounge Zones – Space to stretch, breathe, or unwind
🥍 Wall Ball Wall- Aim, pass and reset between games
🛏️ Group Friendly Bedrooms – sleep-focused design
👨‍👩‍👧‍👦 Group-Ready Layout – Intentional for space to spread out, or come together
🍼 Child Friendly – Pack and play + high chair available
📸Content-Worthy Design – Built-in moments for reels and recaps
📍 5 Minutes to IMG Academy Fields – Elite convenience meets coastal vacation
🐾 Dog Friendly

OVERALL VIBE
Think about it like Ralph Lauren and Lacoste had a baby… and Aviator Nation is the godparent — Introducing...The Sideline Club.

This isn’t just a place to crash after a game. It’s a full sensory reset, designed for athletes, parents, and wellness-minded travelers who care just as much about recovery as they do the scoreboard. From vintage racquet club nods to cold plunge rituals, every detail was curated to support your routine and elevate your downtime.

The energy is calm, focused, and quietly impressive — the kind of place where your kid says, “Wait, we’re staying here!?” and you nod because you know what they’re training for deserves a space that gets it. And well lets keep it real, happy kids make the entire travel experience more enjoyable!

Whether you're here for a long tournament weekend, pre-season training/games, or just need a stay that fits your crews vibe, The Sideline Club was built to feel like home — if home had compression boots, a saltwater pool, and cool merch of course!

We built this place for people who love to move, play hard, and recover well. For families cheering on their athletes. For teams. For wellness seekers. For anyone who wants their stay to feel just as good as the win. This is where performance meets presence. And recovery never looked so good.

This is the Vacation Rental you never knew you needed.

THE SPACE
The home features 4 spacious King bedrooms, 3.5 bathrooms, and flexible living+dining areas designed to suit families, teams, and groups alike. You'll find both shared and private zones that allow for both connection and space.

🛏️ Sleeping Arrangements (Total Bedrooms: 4 | Sleeps 12 )
#1 King Bed with ensuite (double vanity+ shower) a serene main floor primary tucked behind the living room's pocket door for additional separation when needed. Laundry is located in this primary bedrooms walk in closet.
#2 King Bed with ensuite (double vanity+shower and free standing soaking tub) An upstairs primary option with private dedicated desk space, and a yoga retreat with oversized mirror. If an air mattress were to be used, this is a good room/space for that option.
#3 King Bed with two XL Twin beds overtop- our version of an adult bunk. Intentional design for space, comfort and privacy. This bedroom shares bathroom with Bedroom 4 with hallway access.
#4 King Bed with ensuite + a bonus twin daybed — perfect for younger athletes or flexible sleeping arrangement needs. A hallway entrance allows Bedroom 3 to share this ensuite with Bedroom 4 guests, but you will also find a custom get-ready station, built for pre-game and post-game routines. This bedroom also benefits from a small private enclosed outdoor balcony with views of the pool, patio and pickleball court. Ideal for some R&R before heading downstairs.

🚿 Bathrooms
Powder Room: single vanity in the entrance to home, close proximity to door out to enclosed outdoor pool
Bathroom 1: Ensuite to bedroom #1 on main floor. Shower with handrail, double vanity and separate water closet (toilet space)
Bathroom 2: Ensuite to bedroom #2 upstairs, Shower, Freestanding soaking tub, double vanity and water closet
Bathroom 3: Ensuite to bedroom #4 but shared with bedroom #3 via hallway entrance. Single vanity, Shower
*All bathrooms have hairdryers, shampoo/conditioner/body wash/hand soap and lotion
GInger Lily Organic products in their very subtle Coconut Mango scent

🚗 Parking
Driveway fits up to 4 vehicles
Garage access currently available. 2 cars


DINING & KITCHEN
The kitchen is fully equipped for everything from team pizza dinners in the Solo Stove Pizza Oven (on patio) to smoothie prep, reverse osmosis water station, and high-quality Caraway cookware. Coffee bar included in our "Wellness Bar" of course, as we like to ensure all morning routines are covered!
Ninja Coffee maker, air fryer and blender
Smeg toaster, electric kettle and hand mixer
Soda Stream
Pot Filler
LMNT Electrolytes available to guests

🍽️ Gather around the indoor dining table that comfortably seats 14 or head outdoors for court-side meals and beverages under the pergola. The newly renovated, open central layout, means some can cook while still staying connected to the game-watching, pool-floating, or recovery-boot-wearing others nearby.

LOUNGING & RECOVERY
🧖‍♀️ Enter our 'Locker Room' and step into a space that sets the tone for your stay—where country club charm meets modern recovery. This isn’t just an entryway; it’s your welcome zone, your wind-down corner, and your unofficial team lounge. Start your morning with a fresh cup of coffee, or sip a glass of wine while others unwind in the pool. Cozy seating, soft lighting, and spa-inspired touches create a calm retreat that feels equal parts chic and familiar. Just like the best spa locker rooms, it’s stocked with what you actually need: plush pool towels, cold plunge essentials, and a few merch pieces everyone will be begging to take home as souvenirs.
🧘‍♀️ Recovery-first zones are built in — from foam rollers and cold plunges to compression boots and red light therapy. We got the details covered.
🛋️ Common areas offer plenty of seating for film review, down time, or family movie night...indoors OR out!
🎮 For fun between games, while some may be gaming in the living room, the pass through space is designed to enjoy board games, cards or a cabernet!
🌴 Lounge in shade and serenity by the saltwater pool or make your way to the tide pool hammock for a relaxing escape


OUTDOOR SPACES
☀️ Step out to 'The Sideline Porch' and soak up the sunset with glimpses of Sarasota Bay. Off the kitchen, it was designed for some fresh air, quiet morning coffee or evening snacks at the outdoor banquette-style seating
🎾 Enjoy your private full sized pickleball experience with courtside lounging and vintage umbrella vibes
🧘‍♀️ Hammock & Breathwork zone allows our guests to recharge or read over by the tide pool. Heron and Mullet are among the regulars here.
🏊‍♂️ Saltwater pool- Silky smooth and easy on tired skin, the saltwater pool is made for midday dips, post-game floats, and golden hour hangs.
🔥 Hot Tub Moments-Whether it’s pre bedtime routine or adult relaxation, the hot tub is there to soak off the day. Bonus points for starry nights and quiet wins celebrated here.
❄️ Our Vertical Cold plunge on the patio is branded for real recovery. It's an experience in itself! A perfect AM Dopamine rush or post game recovery.

LOCATION
Set on a quiet South Bradenton cul-de-sac (with a lil glimpse of Sarasota Bay.)
Convenience to IMG Academy with the bonus of being just a short drive from Anna Maria Island to Sarasota. The Sideline Club isn’t your typical Florida short-term rental however- from the moment you arrive, you’ll feel like you’ve checked into a private recovery retreat with just enough throwback vintage charm and resort-like amenities to make your time off the field feel just as powerful as your performance on it.

🏝️ You’re less than 5 minutes to IMG Academy, which means less rushing and more recovering.

🌊 Want a beach day between games? You’re a quick drive to:
Anna Maria Island
Longboat Key
Siesta Key

🎾 Multiple tournament venues and stadiums, golf courses, and family-friendly activities are nearby.

So come STAY at The Sideline, PLAY a few rounds of pickleball, and RECOVER with curated wellness amenities we can't wait to share!
Whether you're here for sports, a weekend wellness getaway, or a well-earned reset—we can't wait to welcome to our roster!

We didn’t build The Sideline Club as just a place to sleep. We built it as an experience — where recovery, connection, and intention come standard.
That’s the Sideline Club way.

Amenities at Pickleball & Wellness Retreat, Pool & Cold Plunge

Free WiFi/internet
Air conditioning
Pool
Non-smoking
Pets allowed
Gym
TV
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Garden
Oven
Stove
Laundry services
Fireplace
Children's high chair
Ironing facilities
Towels
Hairdryer

Map of Longboat Key, FL


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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pickleball & Wellness Retreat, Pool & Cold Plunge. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Pickleball & Wellness Retreat, Pool & Cold Plunge. Enjoy the water!

Is Pickleball & Wellness Retreat, Pool & Cold Plunge pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Pickleball & Wellness Retreat, Pool & Cold Plunge?

We found 27 amenities for this rental. This includes free wifi/internet, air conditioning, pool, non-smoking, and pets allowed.


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