Casa Chill Naples | Private Pool & Tiki Bar | Near Beach & Pickleball Center

Naples, Florida
$447 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

🌴 CANAL VIEWS, POOL & TIKI BAR VIBES

Casa Chill is a 3-bedroom, 1.5-bathroom home in Naples with bright, beachy vibes and room for up to 6 guests. Relax in the private pool, sip a drink at the poolside tiki bar, or unwind on the covered lanai with canal and garden views. The National Pickleball Center is just 5 minutes away by car or 10 minutes on one of Casa Chill’s provided beach cruisers. Naples Pier and 5th Avenue are 4 minutes away by car, and Celebration Park’s waterfront tiki bar is just a 2-minute stroll away.



🏖️ EASY BEACH ACCESS

Naples’ famous beaches are minutes away. The Naples Pier and Gulf of Mexico are 4 minutes by car or 10 minutes on one of Casa Chill’s provided beach cruisers—perfect for a morning swim, afternoon shelling, or sunset. Everything you need is here...beach towels, beach chairs and an umbrella are provided.



🏓 WHY PICKLEBALL PLAYERS LOVE CASA CHILL

Coming to Naples to play, train, or watch pickleball Casa Chill is approximately 1 mile from the USOP National Pickleball Center, home of the US Open Pickleball Championships. Beyond the big tournament, the center offers clinics, coached play, leagues, and other competitions—so there’s a reason to bring your paddle throughout the year. After a day on the courts, come home to your private pool and poolside tiki bar. With three bedrooms sleeping up to six, a fully equipped kitchen, in-unit laundry, and fast Wi-Fi, Casa Chill makes it easy to settle in with your doubles partners or family. And when the paddles are down, the beaches, 5th Avenue, and Bayshore Arts District are close by.



☀️ OUTDOOR LIVING AT ITS BEST

Soak up Florida sunshine at CASA CHILL. Float in the private pool (with pool toys), lounge on sunbeds, or grill in the BBQ area. The poolside tiki bar with its own big-screen TV sets the tone for fun evenings, while special lighting creates a magical nighttime atmosphere. Outdoor seating areas create perfect spots for cozy nights under the stars.



🏡 FULLY EQUIPPED KITCHEN & NEW APPLIANCES

The kitchen at CASA CHILL has been fully renovated with new stainless steel appliances and everything you need to cook at home—dinnerware, pots, pans, casserole dishes, serving platters, plus small appliances like a blender, toaster, and coffee maker. Cooking oils, spices, and storage containers are also provided. Dine inside at the table or outside on the lanai for a true poolside experience.



📺 POOLSIDE TV, GAMES & FAMILY TIME

Entertainment is everywhere at CASA CHILL. Watch movies or sports on the 65 HDTV inside, or catch the game poolside on the tiki bar’s big screen. Evenings are beautiful from the pool lighting atmosphere. For unplugged fun, challenge each other to corn hole, beach paddles, or board games. Cruiser bikes are ready for exploring the neighborhood and nearby sights.



🌴 SPACIOUS WITH FRESH UPDATES & A/C

CASA CHILL has been fully renovated with a new kitchen, updated baths, doors, and trim—so everything feels fresh and modern. Bedrooms feature comfortable linens, extra pillows, room-darkening shades, and storage. Central A/C, ceiling fans, and in-unit laundry ensure a cool, convenient stay.



🏡 FAMILY-FRIENDLY AMENITIES

Families love CASA CHILL. You’ll find children’s books, toys, board games, and bikes for all ages. A pack ’n play and travel crib are available on request.



💻 WIFI & WORKSPACE

Staying connected at CASA CHILL is easy with fast Wi-Fi throughout the home. A private workspace with an ergonomic chair and surge protector makes it ideal for remote work or online classes.



☀️ GREAT LOCATION IN NAPLES

And don’t forget—Celebration Park’s waterfront tiki bar is just a 2-minute stroll from CASA CHILL, making it easy to slip into vacation mode from the moment you arrive. Located in the trendy Bayshore Arts District, you’ll be within walking distance of restaurants, bars, coffee shops, a grocery store, pharmacy, liquor store, and more.

Take the cruiser bikes or a quick 4-minute drive to 5th Avenue for elegant cafés, boutique shops, and nightlife. Just beyond lies the Naples Pier and the Gulf for unforgettable sunsets. Sports lovers will be thrilled that CASA CHILL is only 1 mile from the US Open Pickleball Championships, with over 60 courts, clinics, and pro events.

Casa Chill has an independent Caretaker apartment above the house accessible by it's own private entry. ALL property grounds including pool and lanai are for the EXCLUSIVE use of you, the Casa Chill guest.



⭐ 5-STAR GUEST REVIEWS

Wondering if CASA CHILL is as good as it sounds Book with confidence—CASA CHILL has over 120 five-star reviews across Airbnb and other platforms. Guests rave about the pool, tiki bar, and unbeatable location. In short…everyone loves CASA CHILL, and we think you will too!

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Eco-friendly Cleaning Products Used Humane Treatment Of Captive Wild Animals Local Artist Showcase Recycling Unit Size: 1350 Sq Ft (125 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    1.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Fishing Nearby Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Kayaking Nearby Sailing Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site Water Park Winery Tours Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Toys Playground Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property Stair-free Path To Entrance Tile Flooring In Public Areas Well-lit Path To Entrance Wheelchair-accessible Pool

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Angela

    Submitted Jun 15, 2026

    Stayed Jun 1, 2026

    Overall our stay was excellent! The property comes with everything plus more! Me and my family of 4 stayed 2 weeks and would definitely go back and most definitely would recommend!!

  • Edna G.

    Submitted May 2, 2026

    Stayed Apr 24, 2026

    Casa Chill! It was perfect! it was my first time visiting Naples. I was celebrating my 65th birthday. With my two best friends! The owner had everything you would want and need from towels, washcloths, paper, towel, and the one thing women always need it lots of toilet paper, there were three of us!The screened in pool was perfect. We had no problems sitting out at night having a cocktail worrying about bugs or lizards!I have stayed in numerous VRBO‘s and I would say this was the best one ever having all the essentials that you’ll ever need being away from home!!Thank you again Rich.

  • Ellen L.

    Submitted Jan 18, 2026

    Stayed Jan 10, 2026

    This property exceeded our expectations. We were looking for a house with a heated pool for our family vacation and we found it! The house was very clean. From the kitchen being stocked with anything you need to cook, to pool towels and pool toys, to beach chairs, the house had everything we could need. The host was quick to respond when we had a question. If we come back to Naples we will definitely stay here again.this house had everything we were looking for.

  • Kevin S.

    Submitted Jan 7, 2026

    Stayed Dec 27, 2025

    Casa Chill was an excellent escape from the cold of Connecticut. Rich was an accommodating host. Would defiantly stay again when we return to Naples.

  • Eryn C.

    Submitted Nov 14, 2025

    Stayed Nov 7, 2025

    Rich was fantastic with responding to questions and concerns prior to our stay, providing responses within a few hours. Also provided follow up on amenities such as if we wanted the pool heated to ensure he had it ready for us. The house was clean and ready for us, and was a good location to various attractions in Naples. Check out was easy and simple. Overall a great stay!

  • Shannon S.

    Submitted Jun 26, 2025

    Stayed Jun 18, 2025

    We enjoyed our stay at Casa Chill. The house was clean and well stocked with everything we needed. The outside tiki was a nice shelter while the rain storms passed through. We spent a lot of time on the lanai and having a fan out there was a huge plus in the summer heat. Rich was great host and easily accessible. Thanks again for a relaxing stay at Casa Chill.

  • Patrick K.

    Submitted May 4, 2025

    Stayed Apr 29, 2025

    Great experience!!!!

  • Dan B.

    Submitted May 3, 2025

    Stayed Mar 8, 2025

    The house is charming and the pool with the tiki bar and TV are relaxing and just plain fun. It's a 10 minute walk to Celebration Park and a 10 minute drive to the international Pickleball hub. The owner, Rich is easy to contact and very responsive.

  • Timothy S.

    Submitted Mar 13, 2025

    Stayed Feb 8, 2025

    Beautiful place. Perfect location. Wonderful host.

  • Marc H.

    Submitted Feb 11, 2025

    Stayed Jan 16, 2025

    Stayed here with another family for a sports tournament and the house was great. The location was central and the access to the food trucks down the street was perfect. We met the sports team down at the park a few times and it was a perfect place for the kids to get some space while letting the parents blow off steam. We had a few items to work out with the owner while staying there. He was responsive, attentive and worked hard to remedy our concerns. Above all, he was fair and a great owner to work with.

  • Brooke B.

    Submitted Jan 16, 2025

    Stayed Dec 22, 2024

    The property was very clean, safe and inviting. We thoroughly enjoyed our stay. Very close to downtown, just a few minutes drive. We took the short walk (2-3 minutes) to Celebration Park several times for lunch and some music at night. Any time that we needed the host, he answered our call and accommodated us in a hurry. Would highly recommend!! :)

Your dates are Available!

Total

Includes taxes and fees
$447+
View details