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Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars!

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Welcome to Casa Chill!  Enjoy your favorite beverage at the covered poolside Tiki Bar while watching your favorite game, movie of show on the large flat screen TV.
Open space living room with lots of comfy seating.
Master bedroom with slider to pool/lanai and Tiki Bar.  King size Bed.
Guest bedroom #1: Queen bed, TV, dresser and side tables.
Guest Bedroom #2 or Office Space 2 twin beds.  Desk/chair and surge protector. Views of the pool/lanai.

Reviews

10 out of 10
Exceptional
3 bedrooms1+ bathroomSleeps 6125.4 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Washer
  • Barbecue grill

Explore the area

Map
Naples, FL
  • Fifth Avenue South
    ‪2 min drive‬
  • Naples Pier
    ‪7 min drive‬
  • Naples Beach
    ‪7 min drive‬
  • Naples, FL (APF-Naples Municipal)
    ‪5 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guest Bedroom 1

1 Queen Bed

Guest Bedroom 2

2 Single Beds

Master Bedroom

1 King Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars!

Say hello to the Naples get-away everyone is talking about and booking return visits..."Casa Chill"!

Located only 4 minutes by car and 10 minutes by beach cruiser from World Famous Naples 5th Avenue and the Naples Pier, & a mere 1/2 block crawl to popular Celebration Park Tiki Bar on the water, this sun kissed 3 bd., 1.5 bath pool home comfortably sleeps 6 (4 beds). Designed in mind as an island retreat that returns it's guests to relaxation. Perfect for families, couples, & approved pets.

Everything you want is here...bright and beachy accommodations! You’ll be spending most of your time in or around the large, over-sized swimming pool and poolside tiki bar with 65 inch flat screen TV. Know that you will be able to enjoy it even if it’s raining thanks to its roof. The specialty lighting around the pool and lanai creates an awesome night-time atmosphere guaranteed to lower your blood pressure!

Warning: If you do not like fun and playful colors, this house is NOT FOR YOU! Everything at Casa Chill has been designed to illicit joy and return you to the relaxing feel of the islands. Inside there is a fully equipped kitchen and dining area adjacent to a 65 inch flat screen TV for your favorite sports event or movies There's also house games including corn hole, beach paddles, and board games. Beach cruiser bikes await your spin to explore the abundant nearby sights.

Of course just outside your door and within an easy stroll are all the creature comforts you could ever want!

Property manager

Rich Townsend
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
All pets subject to pre-approval.
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Smoking

Smoking is not permitted
THIS IS NOT A PARTY HOUSE. This house is located in a quiet family neighborhood. Signed Renter Agreement.required within 24 hours of booking
Security Deposit hold of $300 required.GUESTS WHO VIOLATE HOUSE RULES WILL BE REMOVED AND FORFEIT THEIR DEPOSIT
Minimum age to rent is 25. NO Smoking. Pets require pre-approval. Pet fee is $275 per pet. NO parties/events. Quiet Hours are from 10pm to 9am.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Naples

Located on the waterfront, this cottage is in East Naples, a neighbourhood in Naples. The area's natural beauty can be seen at Naples Beach and Vanderbilt Beach, while Naples Pier and Naples Zoo at Caribbean Gardens are popular area attractions. Travelling with kids? Consider Rookery Bay Environmental Learning Center, or check out an event or a game at Swamp Buggy Races. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Naples, FL

What's nearby

  • Fifth Avenue South - 2 min drive - 2.3 km
  • Tin City - 4 min drive - 3.7 km
  • Naples Pier - 7 min drive - 5.7 km
  • Naples Zoo at Caribbean Gardens - 7 min drive - 6.2 km
  • Naples Beach - 7 min drive - 6.4 km

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 39 min drive

Restaurants

  • ‪McDonald's - ‬9 min walk
  • ‪Midnight Tavern - ‬2 min drive
  • ‪Starbucks - ‬14 min walk
  • ‪Alice Sweetwater's Bar & Grille - ‬20 min walk
  • ‪Wendy's - ‬13 min walk

Frequently asked questions

Does Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars!?

Check-in begins at 4:00 PM.

What time is check-out at Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars!?

Checkout is at 10:00 AM.

Where is Fam friendly beach house w/ poolside tiki bar, huge TV. Stroll to dining & bars! located?

This family-friendly Naples cottage is located on the waterfront, within 1 mi (2 km) of Gordon River and Fifth Avenue South. Village Plaza Shopping Center and Collier Museum at Government Center are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 51 out of 52 reviews
Rating 8 - Good. 0 out of 52 reviews
Rating 6 - Okay. 1 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Timothy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved Casa Chill

Beautiful place. Perfect location. Wonderful host.
Stayed 28 nights in Feb 2025

10/10 Excellent

Marc H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sports Tournament

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.
Stayed 4 nights in Jan 2025

10/10 Excellent

Brooke B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Holidays in Naples 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!! :)
Stayed 14 nights in Dec 2024

10/10 Excellent

Cheryl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous stay

Quiet neighborhood. House was so cheerfully decorated and relaxing. We loved the property. The kids enjoyed the pool every day. They had so much fun while we were relaxing, after our adventures for the day. An abundance of things to do in close proximity. Highly recommend Fernweh Ice Cream and Los Molcajetes both super close with great food and friendly service. Would not hesitate to stay again.
Stayed 5 nights in Aug 2024

10/10 Excellent

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay, excellent location

The house was exactly as described. Very clean, comfortable and quiet. Close enough to stores and restaurants but far enough away that you could enjoy being outside with minimal noise. I hope we can make it back some day.
Stayed 9 nights in Jul 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer vacay

We are from Miami and come over to the west coast every July.. We found Rich’s property on VRBO.. and couldn’t have been happier.. the property was very clean, well equipped and very centrally located.. we can’t wait to come back next year
Stayed 7 nights in Jul 2024

10/10 Excellent

Alecia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

Our family had an amazing week! Great location, clean, beautiful pool area!
Stayed 7 nights in Nov 2023

10/10 Excellent

Tina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highly Recommend casa Chill!

We had a great stay at Casa Chill! Everything was clean and the home was stocked with all of our needs. We were there during tropical storm Debby and Rich was very attentive and responsive. He and his wife even trudged through the water to drop off sand bags and make sure everything was okay. Such kind people! We loved the Everglades Air Boat Tour with Captain Mitch and if you’re looking for a nice meal, we also enjoyed Rebecca’s just up the street. Highly recommend!
Stayed 4 nights in Aug 2024

10/10 Excellent

Sue

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love it at Casa Chill

We checked in on a Friday. The house looks just like the pictures. They have everything you need for the beach, towels included. The pool is clean and refreshing. It is in a great location. It’s within walking distance to a Food Truck park and some shopping. We will definitely stay here again. Anytime I needed to talk to the host he got right back to me.
Stayed 7 nights in Jun 2024

10/10 Excellent

Chris F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Walking distance to many amenities. Perfect for a girls getaway
Stayed 4 nights in Nov 2023

10/10 Excellent

Dmytro R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy house in the greate location

The house was very clean and even a bouquet of fresh flowers welcomed us on arrival. There is everything you need for cooking and chilling on the beach. The pool area with a bar counter and TV is the beast of this house. I recommend.
Stayed 7 nights in May 2024

10/10 Excellent

ROBIN T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great location, pool a plus

Property was clean and welcoming in a great location. Having the pool was a huge plus especially with how hot the weather was and we definitely used the grill for a chill night by the pool
Stayed 5 nights in Aug 2023

10/10 Excellent

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love this place!!

Best rental by far! House was perfect for our family of 4. It was very clean & had all the essentials you could need. Pool was clean & refreshing for the hot weather. House was located just minutes from pretty much everything. Naples Pier & beach was just a 7 minute drive away. There is a cute park right at the corner on the canal that had food trucks, a bar & live entertainment. Plenty of places to get groceries or other items. Owner was very quick to respond to any questions we had. Would definitely stay here again!
Stayed 4 nights in Jun 2024

10/10 Excellent

Daniel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Chill

We have stayed at Casa Chill several times and always come back. Rich is a great owner. He is always available when needed but never comes around without an invitation. Celebration Park, Pickleball, food stores, drug stores and various destinations are nearby. The pool is wonderful.
Stayed 42 nights in Mar 2024

10/10 Excellent

Michael I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

The property was in great condition. My family of five enjoyed every minute of our time there. The house was clean and updated. Would stay again in a heartbeat.
Stayed 4 nights in Jun 2023

10/10 Excellent

Toni N., Charlotte, NC USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved Casa Chill

We loved our month in Naples at Casa Chill - it is a great vacation home away from home in a super location in Naples. The heated pool was so amazing! We loved the area and especially that we could walk to Celebration Park and Market 360. The kitchen had everything we needed. Everything was so clean and well organized. Rich was very responsive to our questions as well.
Stayed 28 nights in Feb 2024

10/10 Excellent

Daniel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Chill

As usual, Casa Chill was delightful. The pool was perfect, local dining was good as ever and happy hours at Celebration Park hit the spot.
Stayed 42 nights in Feb 2023

10/10 Excellent

Alyssa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Amazing house. Perfect for a girls weekend away. Everything was within 10 minutes so it’s a great location.
Stayed 4 nights in Jul 2023

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good time

Nice well organized place. Pool was very nice. Great location.
Stayed 4 nights in Jul 2022

10/10 Excellent

Kim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Chill

Casa Chill is a wonderful place to stay. The house is clean and bright. The pool was a fun touch & the whole outside patio is also clean and well-maintained. We would stay here again!
Stayed 4 nights in Dec 2019

10/10 Excellent

Mark M., Okemos, MI

Liked: Cleanliness, check-in, communication, listing accuracy

January Visit to Naples

A quick family getaway to Naples. Property was clean and well maintained. Rich was excellent and made sure we had everything we needed.
Stayed 6 nights in Jan 2022

10/10 Excellent

Daniel B., Northbrook, IL 60062

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay at Casa Chill

This was our third time at this property. All the good and fun restaurants you could want are as close as walking distance and no farther than 3 miles. Pickleball mecca is 2 miles away. The pool is wonderful. It’s a spectacular vacation spot.
Stayed 28 nights in Mar 2021

10/10 Excellent

Craig W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, comfortable, and great location!

We had an amazing time in this beautiful home. House was clean and stocked with everything we needed. The pool area is perfect to lounge and watch football while wading in the pool. It was great for our toddler since it was one story and had a fenced yard. Super family friendly, quiet neighborhood. We walked to the food trucks numerous times as well as the organic coffee shop. We will definitely rent this home again!
Stayed 4 nights in Dec 2022

10/10 Excellent

Daniel B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa Chill

We love this house. Rich is easy to work with. The pool is beautiful. Due to “stay at home” we were unable to enjoy Celebration Park and the pickleball courts as we would have. However, if one must hunker down, Casa Chill is the place to do it.
Stayed 28 nights in Feb 2020

10/10 Excellent

beth d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect home away from home

House was clean and tidy. Beds and pillows were very comfortable. Lovely pool with screened enclosure. Neighborhood is good right around house and celebration park with it’s food trucks is a short walk from the house. . A little far from the beach but for our family it was fine but if you are planning to be at the beach frequently it might be a tad far. Rich was easy to communicate with which made the experience of our first VRBO vacation even better!!
Stayed 4 nights in Aug 2022

About the host

Hosted by Rich Townsend

Host profile image
Born and raised in the area known as "Michiana" (Northern Indiana/Southern Michigan), I've resided full-time in the Naples area since 1996. After attending Indiana University, I moved to San Luis Obispo, California and started my professional career in real estate sales, development and property management.

I make my living doing what I love...helping others buy and sell homes here in the Naples-Marco Island-Bonita Springs area through Downing-Frye Realty, Inc.

Why they chose this property

Location...location...location... What makes this property special is it's fantastic location to Olde Naples and the beach. More importantly, it's located in the cool and trendy Bayshore Arts District and is an easy stroll to numerous restaurants, bars, galleries, coffee shops, grocery store, pharmacy, liquor store and more! You are walking distance to EVERYTHING you need! Who needs a car?!

What makes this property unique

Wondering if Casa Chill is as good as it sounds? Book with confidence knowing that 102 of our 104 guest reviews are 5 STARS! In short...all our guests LOVE CASA CHILL!

Have you heard of Pickleball, the fastest growing sport in the USA? Guess what? You are located in it's epicenter with the home of the US Open National Pickleball Championships only 1 mile away! Over 62 Pickleball courts with Pro Shop, grandstands, clinics and more.

IMPORTANT...PLEASE READ:
Although offering a fantastic outdoor area with pool and Tiki Bar, please DO NOT select this property as a party house. This home sits in a quiet residential setting with family homes to the right and left. Guests outside your registered party, loud music, use inappropriate language, or boisterous behavior which disturbs the neighbors will not be tolerated.

In respect of neighbors, the pool/lanai area is to be vacated by 10pm nightly. Casa Chill is registered as a Public Lodging Establishment Operator licensed with Florida's Division of Hotels and Restaurants.

FYI: Casa Chill has a small studio apartment above the house accessible by it's own private entry, independent of and affording full privacy to Casa Chill. ALL property grounds including pool and lanai are for the exclusive use of you, the Casa Chill guest.

Pets: Pets are considered by advanced approval only. Please include the age, breed, and weight of your pet along with your reservation request. Please know that I am a pet owner and lover, but all pets must be evaluated in consideration of impact to the home and disruption to neighbors. If approved, there is a $250 additional pet fee for the stay.

Pool Heat: Given our guests varying dates of stay and personal preferences, pool heat is NOT INCLUDED in your standard guest rate. If you plan on using the pool, we typically suggest heating the pool from October to May. Optional charge for heating the pool is $150 (plus taxes) for each 1-14 day stay.

Languages:

English

Premier Host

They consistently provide great experiences for their guests