Entire home

Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue

Casa Chill is designed for FUN!! Plenty of seating and dining space.

Additional unscreened sunning and fire-pit area.

Kitchen including microwave, dishwasher, electric range, coffee maker, etc.

Open space living room with lots of comfy seating.

3 bedrooms1+ bathroomSleeps 6

Popular amenities

Private pool
Garage parking available
Dog-friendly
Kitchen
Washing machine
Air-conditioning

Explore the area

Naples, FL

Place, Gulf Shores Marina
‪14 min walk‬
Place, Fifth Avenue South
‪4 min drive‬
Place, Naples Bay
‪6 min drive‬
Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
‪51 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

Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue

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!

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Pool
Hot tub
Kitchen
Washing machine

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)

All pets subject to pre-approval.

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

About the area

Naples

Located on the waterfront, this holiday home is in East Naples, a neighbourhood in Naples. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Vanderbilt Beach. Travelling with kids? Consider Norris Center, or check out an event or a game at USOP National Pickleball Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and horse riding.

View more Holiday homes in Naples

Naples, FL

What's nearby

Gordon River - 2 min walk - 0.2 km
Gulf Shores Marina - 14 min walk - 1.2 km
Collier Museum at Government Center - 16 min walk - 1.4 km
Fifth Avenue South - 4 min drive - 2.1 km
Naples Bay - 6 min drive - 3.1 km

Getting around

Fort Myers, FL (RSW-Southwest Florida Intl.) - 48 min drive

Restaurants

‪McDonald's - ‬9 min walk
‪Midnight Tavern - ‬2 min drive
‪Starbucks - ‬14 min walk
‪Grand Buffet - ‬9 min walk
‪Dunkin' - ‬18 min walk

Frequently asked questions

Does Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue have a pool?

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

How much does it cost to stay at Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue?

As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue on 14 Jul, 2026 start from S$214, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue pet-friendly?

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

How much is parking at Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue?

On-site parking is available at the property.

What time is check-in at Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue?

Check-in begins at 4:00 PM.

What time is check-out at Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue?

Checkout is at 10:00 AM.

Where is Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue located?

This family-friendly Naples holiday home is located on the waterfront, within a 10-minute walk of Gordon River and Gulf Shores Marina. Sugden Regional Park and Collier Museum at Government Center are also within 1 mile (2 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Verified

10/10 Excellent

Kevin S.

7 Jan, 2026

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

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.

Stayed 7 nights in Dec 2025

Response from VrboOwner on 8 Jan, 2026

Thanks Kevin! It was great meeting you and your family. We look forward to seeing you again soon!

Verified

10/10 Excellent

Ellen L.

18 Jan, 2026

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

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.

Stayed 8 nights in Jan 2026

Response from VrboOwner on 19 Jan, 2026

Thanks soo much Ellen for the kind words. We look forward to seeing you again soon!!

Verified

10/10 Excellent

Eryn C.

14 Nov, 2025

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

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!

Stayed 4 nights in Nov 2025

Response from VrboOwner on 15 Nov, 2025

Thanks for the kind words Eryn! We hope to see you and your family again soon!

Verified

10/10 Excellent

Timothy S.

13 Mar, 2025

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

Loved Casa Chill

Beautiful place. Perfect location. Wonderful host.

Stayed 28 nights in Feb 2025

Response from VrboOwner on 16 Mar, 2025

I'll respond with great guest, a wonderful stay and thank you for your booking for next year. GO IRISH!!

Verified

10/10 Excellent

Patrick K.

4 May, 2025

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

Great experience

Great experience!!!!

Stayed 5 nights in Apr 2025

Response from VrboOwner on 4 May, 2025

Great having you here for the US Open Pickleball Championships! Congratulations on your tournament success. Look forward seeing you again next year!!

Verified

10/10 Excellent

Shannon S.

26 Jun, 2025

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

Casa Chill Getaway

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.

Stayed 4 nights in Jun 2025

Response from VrboOwner on 30 Jun, 2025

Thank you Shannon for the kind words and also your flexibility with a couple of unexpected occurrences. It sounds like you and your family soaked up the fantastic location with easy strolls to groceries, restaurants, waterfront coffee spots and bars. Hope to see you back again soon.

Verified

10/10 Excellent

Alecia H.

7 Dec, 2023

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

Response from VrboOwner on 11 Dec, 2023

Thanks for the kind words Alecia! We look forward to your next visit!!

Verified

10/10 Excellent

Dan B.

3 May, 2025

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

Casa Chill

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.

Stayed 42 nights in Mar 2025

Response from VrboOwner on 4 May, 2025

Always a joy having you as our guest! Have a great summer and see you again next year!!

Verified

10/10 Excellent

Chris F.

12 Nov, 2023

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

Response from VrboOwner on 27 Dec, 2023

Thanks Chris! Look forward to seeing you again!!

Verified

10/10 Excellent

ROBIN T.

15 Aug, 2023

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

Response from VrboOwner on 16 Aug, 2023

Thanks Robin and great having you with us! Hope to see you again soon!

Verified

10/10 Excellent

Michael I.

19 Jun, 2023

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

Verified

10/10 Excellent

John B.

20 Jul, 2024

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

Response from VrboOwner on 24 Jul, 2024

Great having you and your family with us John. Hope to see you again soon!

Verified

10/10 Excellent

David S.

23 Aug, 2022

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

Response from VrboOwner on 20 Jul, 2023

Thanks for the kind words David and look forward to seeing you again!

Verified

10/10 Excellent

Daniel B.

1 Apr, 2023

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

Verified

10/10 Excellent

Verified traveller

31 Jul, 2024

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

Response from VrboOwner on 31 Jul, 2024

Thanks Philip and we look forward to seeing you again soon and continuing our personal Irish against Hurricanes banter!

Verified

10/10 Excellent

Kim B.

31 Dec, 2019

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

Response from VrboOwner on 20 Jul, 2023

Thanks Kim! So happy you enjoyed it look forward to seeing you again in the future! Rich

Verified

10/10 Excellent

Alyssa S.

25 Jul, 2023

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

Response from VrboOwner on 25 Jul, 2023

Thanks Alyssa! Glad you ladies had some fun. I hope you enjoyed some of my waterfront watering hole suggestions!!

Verified

10/10 Excellent

Brooke B.

16 Jan, 2025

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

Response from VrboOwner on 16 Jan, 2025

Thank you for the kind words Brooke and it was a pleasure having you as our guest at Casa Chill. The neighborhood is adding a number of additional bars and restaurants in easy strolling distance! Hope to see you again soon!

Verified

10/10 Excellent

Mark M.

8 Jan, 2022

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

Response from VrboOwner on 20 Jul, 2023

Thanks Mark! So happy you were able to make it down and join your family after your last minute roadblocks. Come back and see us again!

Verified

10/10 Excellent

Marc M.

19 Nov, 2019

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

Relaxing

Casa chill was everything that is shown. The outside area was so relaxing. Celebration Park is right at the top of the street and we had a blast there, looking forward to staying again

Stayed 4 nights in Nov 2019

Response from VrboOwner on 20 Jul, 2023

Thanks Marc for the kind words...so glad you enjoyed your stay here. Looking forward to your next visit here and in the meantime...GO PATS (except if playing my 49ers!)

Verified

10/10 Excellent

Cheryl B.

22 Sept, 2024

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

Response from VrboOwner on 22 Sept, 2024

Thanks for the kind words Cheryl! Hope to see you again SOON!

Verified

10/10 Excellent

Daniel B.

4 Apr, 2021

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

Response from VrboOwner on 20 Jul, 2023

Thanks Dan and Zoe! Thanks again for choosing us again with your pre-booking for next year! You, Zoe and pooch Tator have become like family here to both myself and the neighbors!! Have a great summer and we will see you next year! Kind regards... Rich

Verified

10/10 Excellent

Dmytro R.

18 May, 2024

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

Response from VrboOwner on 21 May, 2024

Thanks for the kind words Dmytro and we hope we get to see your beautiful family again soon!

Verified

10/10 Excellent

Marc H.

11 Feb, 2025

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

Response from VrboOwner on 11 Feb, 2025

Thanks Marc! Come back and see us!

Verified

10/10 Excellent

Sue

21 Jun, 2024

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

Response from VrboOwner on 21 Jun, 2024

Thanks Sue for the kind words and I have some myself for you! Wow did you leave the property spick and span! That was not necessary, but it sure feels good to see someone take the personal care to our little house as you did. Look forward to seeing you again soon!!

About the host

Hosted by Rich Townsend

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

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Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue

Photo gallery for Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue

Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 6)

Guest Bedroom 1

Guest Bedroom 2

Master Bedroom

1 bathroom, 1 half bathroom

Bathroom 1

Bathroom 2

Spaces

About this property

Naples Beach Escape | Pool, Canal Views & Tiki Vibes Near Pier & 5th Avenue

Add dates for prices

Have a question?

Similar properties

Amazing private pool-spa home just blocks from the beach.

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Naples

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

9.8/10

10/10

Reviews

10/10 Excellent

Kevin S.

Kevin S.

10/10 Excellent

Ellen L.

Ellen L.

10/10 Excellent

Eryn C.

Eryn C.

10/10 Excellent

Timothy S.

Loved Casa Chill

Timothy S.

10/10 Excellent

Patrick K.

Great experience

Patrick K.

10/10 Excellent

Shannon S.

Casa Chill Getaway

Shannon S.

10/10 Excellent

Alecia H.

Wonderful stay

Alecia H.

10/10 Excellent

Dan B.

Casa Chill

Dan B.

10/10 Excellent

Chris F.

Great location

Chris F.

10/10 Excellent

ROBIN T.

great location, pool a plus

ROBIN T.

10/10 Excellent

Michael I.