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Charming Art-Filled Cottage w/ Private Pool!

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Englewood Vacation Rental | 2BR | 1BA | 705 Sq Ft | 1 Step to Enter
Sunset Views | Indian Mound Park
Living Room | Central A/C & Heating | Free WiFi | Chaise Couch Section Removed
Living area
Interior

Reviews

9.8 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 465.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Pool
  • Kitchen

Explore the area

Map
Englewood, Florida
  • Lemon Bay Park
    ‪2 min drive‬
  • Englewood Beach
    ‪10 min drive‬
  • Blind Pass Beach
    ‪14 min drive‬
  • Venice, FL (VNC-Venice Municipal)
    ‪16 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Full Bathroom

Spaces

Kitchen
Outdoor play area

About this property

Charming Art-Filled Cottage w/ Private Pool!

Enjoy a sun-filled escape in this vibrant 2-bed, 1-bath cottage in Historic Old Englewood — close to it all! Beaches are as close as 4 miles, and it's just a short drive to Wellen Park/Braves Stadium! Stroll the farmer's market or a car show on Dearborn. Enjoy restaurants, shopping, golf, tennis, and pickleball nearby. Return to rinse off in the outdoor shower, then sip a cocktail on the lanai or take a refreshing dip in the pool. Perfect vacation memories await at the 'Cottage On Pineapple.'

-- THE PROPERTY --

Pool (Unheated) & Lanai | Outdoor Dining Area | Central A/C

Offering all the modern amenities needed for a relaxing retreat, this Florida cottage promises couples and small families alike a perfect place to call home for your well-deserved getaway!

Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds

OUTDOOR OASIS: Private, unheated pool w/ lanai, cushioned lounge chairs, high-top dining table, Smart TV
INDOOR LIVING: Remodeled interior, bright accent walls, artwork, sectional sofa, high-top breakfast bar, flat screen TV, natural light
KITCHEN: Well-equipped, quartz countertops, gas range, drip coffee maker, toaster, spice rack, microwave
GENERAL: Free WiFi, linens/towels, hair dryer, central heat & air conditioning, on-demand hot water heater, washer/dryer
FAQ: No smoking
PARKING: Driveway (3 vehicles), free street parking, RV & trailer parking (reach out prior to booking)

-- THE LOCATION --

SANDY BEACHES: Chadwick Park at Englewood Beach (4.3 miles), Stump Pass Beach State Park (5.3 miles), Manasota Key Beach (6.1 miles), Blind Pass Beach (7.4 miles), Caspersen Beach (12.3 miles)
GOLF: Boca Royale Golf & Country Club (2.3 miles), Myakka Pines Golf Club (5.3 miles), Pinemoor Golf Course (5.7 miles)
DINE & DRINK: Vino Loco (0.7 miles), Barbarino's Pizza (0.7 miles), Englewoods on Dearborn (0.7 miles), Mango Bistro (0.9 miles), Artur's Restaurant (1.1 miles), Landy's Restaurant (3.0 miles), Lock 'N Key Restaurant (4.2 miles), Farlows on the Water (4.2 miles), SandBar Tiki & Grille (4.2 miles), White Elephant Pub (4.3 miles)
NEARBY ACTIVITIES: Lemon Bay Park & Environment Center (0.7 miles), Indian Mound Park - public boat ramp (1.2 miles), Anger Fishing Pier Park (3.2 miles), Crooked Rod Charters (3.3 miles), Cedar Point Environmental Park - hiking/walking trails (4.8 miles), Myakka State Forest (5.0 miles)
DAY TRIPS: Siesta Key (25.7 miles), Sarasota (33.3 miles), Fort Myers Beach (88.4 miles), Lovers Key State Park (86.8 miles), Sanibel Island (97.2 miles)
AIRPORT: Sarasota-Bradenton Int'l Airport (38.2 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking at the property whatsoever due to severe homeowner allergies
- Evidence of smoking will result in a $750 post-stay fee
- No pets allowed whatsoever
- No events, parties or large gatherings
- Must be at least 30 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: If you'd like to bring an RV, please reach out in booking inquiry
- NOTE: The pool has a sitting area above the pool waterfall. This is not a hot tub or jacuzzi
- NOTE: The pool is not heated
- NOTE: The chaise section of the couch (seen in photos) was damaged and has been removed; however, there is still a full sofa

Property manager

Evolve

Languages

English, French, German, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
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

No pets allowed
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Smoking

Smoking is not permitted

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
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 and a first aid kit

About the area

Englewood

Located by the sea, this holiday home is in Olde Englewood Village, a neighbourhood in Englewood. The area's natural beauty can be seen at Englewood Beach and Venice Beach. Looking to enjoy an event or a game while in town? See what's going on at Englewood Recreation Center, or consider a night out at Venice Train Depot. With scuba diving and power boating nearby, you'll find plenty of adventures in the water.
Map
Englewood, Florida

What's nearby

  • Lemon Bay - 4 min walk - 0.3 km
  • Lemon Bay Park - 2 min drive - 0.8 km
  • Englewood Beach - 10 min drive - 8.4 km
  • Stump Pass Beach State Park - 10 min drive - 8.2 km
  • Blind Pass Beach - 14 min drive - 11.8 km

Getting around

  • Punta Gorda Airport (PGD) - 51 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Lock & Key Restaurant & Pub - ‬8 min drive
  • ‪Englewood Moose Lodge - ‬2 min drive
  • ‪Hungry Howies Pizza - ‬6 min drive
  • ‪Will's Honkey Tonk Englewood - ‬3 min drive

Frequently asked questions

Does Charming Art-Filled Cottage w/ Private Pool! have a pool?

Yes, this property has a pool.

Is Charming Art-Filled Cottage w/ Private Pool! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming Art-Filled Cottage w/ Private Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Charming Art-Filled Cottage w/ Private Pool!?

Checkout is at 10:00 AM.

Where is Charming Art-Filled Cottage w/ Private Pool! located?

Located in Olde Englewood Village, this holiday home is within a 15-minute walk of Lemon Bay and Englewood Recreation Center. Indian Mound Park and Lemon Bay Playhouse are also within 1 mile (2 km).

Reviews

9.8

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. 17 out of 19 reviews
Rating 8 - Good. 2 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kevin B.

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

Great stay

Place is very nice and clean , great location , had a great time at this property , host made sure to check with us and see if everything was ok. Would stay again
Stayed 5 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amanda and Allen Helton

This cute little cottage on Pineapple was absolutely awesome and so perfect for our honeymoon stay, we can't say enough about beautiful bright colors and comfort of the entire place from the bed to the pool was beyond awesome.

AC went above and beyond to make our stay on our honeymoon absolutely fantastic and ever so special......they are amazing people with hearts of gold!!!! We will without a doubt be back next year we loved it so much! We recommend this cottage 100% there was nothing we didn't love about it even the location was wonderful!!!! If I could rate our stay it would be 5++++++++!!!!

10/10 Excellent

LINNEA D.

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

Beautiful cottage!!!!

We absolutely loved this adorable cottage!! It was perfect for my my family and the kids had a blast on the screened in Lanai with a pool and spa! The house was perfectly decorated for a beach house and very clean when we arrived! The owner was very easy to get in touch with and had timely responses if we needed anything! Very close to Manasota Beach! We enjoyed the Lock and Key Restaurant and the Sand Bar Tiki Bar restaurant which were also only about ten minute drive away. Would definitely stay here again!
Stayed 7 nights in Mar 2022

10/10 Excellent

Terry M.

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

Lovely cottage with artistic flair

We were delighted with the cottage, from the decor, to the comfy beds, the lanai and pool, and the cleanliness. We were a group of 3 women and found it the perfect place for our vacation.
Stayed 5 nights in Mar 2022

10/10 Excellent

Mary Ann L., Winthrop

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

A lovely stay at the Pineapple!

We had such a great vacation at the beautiful Pineapple cottage! Located within quick walking distance of Shady Haven retirement mobile park, it was super convenient for us to visit with my brother and his wife. The lanai with pool was lovely - the neighborhood was super peaceful and safe. Snook's restaurant w/ live music was a very short walk away, as well as the Thursday farmer's market, various restaurants, parks and overall sunshiny Florida fun. The owner was super responsive and the place was spotless and so wonderfully decorated. There were beach chairs, towels, bikes - everything you could want, including Olympic coverage channels on TV! Thank you AC for such a memorable stay - we hope to be back next year!
Stayed 3 nights in Feb 2022

10/10 Excellent

charles c.

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

Do you care??

My husband and I do a lot of travel and have experienced many different hosts . We really appreciate someone who seems genuinely concerned about your enjoyment and not just their money making. That was our experience here. We needed steak knives and she went to the store and bought some. She kept the pool temp higher because of the weather and when I left my vitamins she mailed them as soon as possible. I wish all hosts cared about our time there instead of just their bottom line.
Stayed 6 nights in Jan 2022

10/10 Excellent

Catherynn S.

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

Lovely cottage

We stay in Englewood multiple times a year… this little cottage was absolutely perfect for us! The owner was very welcoming and helpful! We loved this perfect place in paradise!!!
Stayed 15 nights in Dec 2021
This review comes from a trusted partner site and has not been verified.

8/10 Good

Dan

Overall, very nice!

The house was well decorated and comfortable... the pool was perfect.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Melissa

Family vacation

My husband and our son stayed at this cute cottage from July 6-13, 2021 and our stay was very relaxing and comfortable. The pool area is fantastic and great to use after our long mornings we spent at the beach searching for sharks teeth. The decor and colors really made us feel on vacation and like an island getaway. The only drawback was that the bathroom, although very cute and stylish, could have used some counter space around the sink. We did use the shelves along the wall though. The cabinet in the bathroom would have been more convenient if the door on it opened the other direction (or maybe take it completely off). Other than that, it was great! Thank you for an enjoyable and relaxing stay!
This review comes from a trusted partner site and has not been verified.

8/10 Good

Lauren

Cute tropical cottage

Property is really cute. Perfect size for 2 adults. Less than 10 minute drive to the beach. Pool heater broke halfway during our 10 day stay and was unable to get fixed. Wi-fi is inconsistent. Easy to get in touch with owner. Plenty of towels, beach chairs and gear were appreciated.

10/10 Excellent

Catherine M., Indianapolis

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

I wish I could give 10 stars!

My husband and I travel often to Englewood and typically stay on Manasota Key. This was going to be a different type of vacation for us being in downtown historic Englewood. We absolutely LOVED this rental and turned out to be our best Englewood experience we have EVER had. The location is great! The pool and lanai were amazing and made for a dreamy rental! It was quiet, relaxing, and peaceful. A short walk to the best marina pub and Snooks! And a lovely stroll over to a beautiful nature preserve, Englewood garden club and the farmers market. The owners were a joy to work with and met any needs or questions we had timely. Pineapple street will be our new vacation rental moving forward it was truly the best vacation we could asked for!!
Stayed 7 nights in Feb 2021

10/10 Excellent

kelly g.

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

Great place to stay!

Property was so comfortable and very relaxing. Owner was very responsive and quick to respond as needed. Will definitely book again!

10/10 Excellent

Katie B.

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

Lovely

Loved
Stayed 17 nights in Jan 2021

10/10 Excellent

jeffrey a.

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

Beyond Expectations

Everything we needed and so much more!!! The owner, A.C., was awesome!!! Will absolutely stay here again!!! THANK YOU A.C.!!! Love Englewood!!!
Stayed 7 nights in Nov 2020

10/10 Excellent

Haley D.

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

Englewood Stay in August 2020

My family stayed at this house in Aug and would highly recommend this place. Booking was smooth and the owner reached out and coordinated prior to our arrival. We let the owner know we had a 6 year old with us and wondered if they had any beach toys that might be around to use at the beach, upon arrival there was some brand new bucket with accessories for him to use on the front door. This small gesture really put smiles on our faces, I just had to share that. The house is decorated perfectly and was clean upon arrival. The pool in the backyard was clean and enjoyable, there was lounge chairs and shark hunting tools to take to the beach(Awesome). The beds were comfortable and the house had everything you would need for a vacation house. I highly recommend this house and plan on returning again soon. From Texas !!!!

10/10 Excellent

Roberta M.

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

Cozy cottage

Great place for two people with occasional visits from grandchildren. We spent most of our time in or by the great pool. The cottage was furnished nicely and equipped well—plenty of towels and many extras. One suggestion: a drying rack by the pool for wet towels and swimsuits.
Stayed 9 nights in Mar 2020

10/10 Excellent

Linda W.

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

A little slice of heaven!!!!

This home was amazing, owner was awesome, called us while we were traveling down from Kentucky. Was very helpful telling us things we could do in the area. The pool was the best, beach 4 miles away. Very friendly neighborhood, people out walking, Englewood town is close enough to walk to, be sure to go on Thursdays to the marketplace. You could not find a better place to stay and I have stayed in several condos for the past 10 years but this place surpasses them all.
Stayed 7 nights in Feb 2020

10/10 Excellent

Kathy G.

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

Great place

Great place close to alot
Stayed 7 nights in Feb 2020

10/10 Excellent

Timothy T.

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

Cottage with Key West vibe

We loved the cheery bright colors of the cottage both inside and outside. Enjoyed the heated pool and back patio for lounging and eating. The beds were very comfortable. Our hosts were available and wanting to make sure our stay was top rate and relaxing. We would definitely stay again.

About the host

Hosted by Evolve

Host profile image

Languages:

English, French, German, Spanish