See all properties
Save
Entire home

Charming Art-Filled Cottage w/ Private Pool!

Photo gallery for Charming Art-Filled Cottage w/ Private Pool!

Pool
Fridge, microwave, stovetop, coffee/tea maker
2 bedrooms, Internet, bed sheets
Fridge, microwave, stovetop, coffee/tea maker
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 465 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
  • Punta Gorda Airport (PGD)
    ‪51 min drive‬

Room options

About the area

Englewood

With a stay at this vacation home in Englewood (Olde Englewood Village), you'll be within a 10-minute drive of Englewood Beach and Lemon Bay. .This vacation home is 11.4 mi (18.3 km) from Venice Beach and 12 mi (19.4 km) from Caspersen Beach.
View more Holiday homes in EnglewoodOpens in a new window

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private lanai. A kitchen is outfitted with a refrigerator, a stovetop, and a microwave. Conveniences include a coffee/tea maker and a washer/dryer.
This smoke-free vacation home features a playground and scuba diving nearby.
Guests will find features like wireless internet access and onsite parking.

Property manager

Evolve

Languages

English, French, German, Spanish

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the house: Internet access

Parking and transport

  • Street parking available
  • Limited on-site parking (max 3 spaces)

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Microwave
  • Refrigerator
  • Spices

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Lanai

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the sea

Things to do

  • Motor boating nearby
  • Scuba diving nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 705 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 30

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
New! Bright Cottage w/ Heated Pool 4 Mi to Beach!
New! Bright Cottage, Walk to Sunset View + Dining! Englewood
438248

Charming Art-Filled Cottage w/ Private Pool! Reviews

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

Kevin B.

Liked: Cleanliness

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

10/10 Excellent

LINNEA D.

Liked: Cleanliness

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

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

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

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

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

10/10 Excellent

Catherine M., Indianapolis

Liked: Cleanliness

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

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

Lovely

Loved
Stayed 17 nights in Jan 2021

10/10 Excellent

jeffrey a.

Liked: Cleanliness

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

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

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

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

Great place

Great place close to alot
Stayed 7 nights in Feb 2020

10/10 Excellent

Timothy T.

Liked: Cleanliness

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.