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Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.

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“Slice of Paradise”…176ft of sea wall to Fish!
Welcome to “Winward”!
Outdoor patio w/ rockers
Large pool
Kayaks

Reviews

10 out of 10, Loved by Guests
Top 10% based on
4 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Punta Gorda, FL
  • Place, Fishermen's Village
    ‪4 min drive‬
  • Place, Military Heritage Museum
    ‪4 min drive‬
  • Place, Punta Gorda History Park
    ‪5 min drive‬
  • Airport, Punta Gorda Airport (PGD)
    ‪7 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed and 1 Single Bed

Bedroom 4

2 Single Beds

Master

1 King Bed and 1 Single Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Master bathroom with shower

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden

About this property

Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.

Newly refurbished waterfront home with dock, features a Billiards room with a wet bar, Arcade games and jukebox, 6 TV’s with wireless internet, 2 kayaks 2 bicycles and Corn Hole game. All new kitchen appliances and vaulted ceiling’s. Amazing waterfront view on a “Tip” lot, 176’ of sea wall, with large heated pool and patio including a gas grill. Watch dolphin swim by, or fish from the dock or sea wall, with (4) new rods & reels! Located in highly desirable Punta Gorda Isles, just minutes from the new Sunseeker Resort, & downtown Punta Gorda’s beautiful sunsets, restaurants, cafes, bars, shopping, tour boats and charter boat fishing! A “slice of paradise”! Best vacay rental in town!

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House Rules

Check in after 3:00 PM
Minimum age to rent: 15
Check out before 12:00 PM
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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

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove leftover food and drinks
Turn off the lights and lock the doors
Please put used bedding and towels. In utility room
Please set thermostats at 79 degrees
Failure to complete these may result in a negative review from the host.
Boat on boat lift is off limits, do not use!
Garage is locked and off limits, do not enter! Except to use bicycles. The large 2 person kayak in the garage is NOT for guest use.
DO NOT TOUCH GUITARS OR AMPS. All wine or liquor is NOT for guest use!

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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts

About the area

Punta Gorda

Located on the waterfront, this holiday home is in Punta Gorda Isles, a neighbourhood in Punta Gorda. Military Heritage Museum and A. C. Freeman House are cultural highlights, and travellers looking to shop may want to visit Fishermen's Village and Port Charlotte Town Center. Travelling with kids? Consider Peace River Botanical & Sculpture Gardens, or check out an event or a game at Charlotte Sports Park. With jet skiing, kayaking and snorkelling nearby, you'll find plenty of adventures in the water.
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Map
Punta Gorda, FL

What's nearby

  • Peace River - 3 min drive - 2.1 km
  • Fishermen's Village - 4 min drive - 2.1 km
  • Military Heritage Museum - 4 min drive - 2.1 km
  • Gilchrist Park - 5 min drive - 2.8 km
  • Punta Gorda History Park - 5 min drive - 2.4 km

Getting around

  • Punta Gorda Airport (PGD) - 12 min drive

Restaurants

  • ‪Circle K - ‬6 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪Shorty's Place - ‬7 min drive
  • ‪Beef 'O' Brady's - ‬7 min drive

Frequently asked questions

Does Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown. have a pool?

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

How much does it cost to stay at Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.?

As of 21 March 2026, prices found for a 1-night stay for 2 adults at Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown. on 5 April 2026 start from NZ$767, 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 Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.?

On-site parking is available at the property.

What time is check-in at Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.?

Check-in begins at 3:00 PM.

What time is check-out at Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown.?

Checkout is at 12:00 PM.

Where is Heated pool, Tropical waterfront home , Dock, Gulf access minutes from downtown. located?

This family-friendly Punta Gorda holiday home is located on the waterfront, within 3 mi (5 km) of Peace River, Fishermen's Village and Military Heritage Museum. Hounds on Henry and Punta Gorda History Park are also within 3 miles (5 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. 15 out of 16 reviews
Rating 8 - Good. 1 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a wonderful stay at this beautiful home! We will definitely be back. Chip and Mary Beth were wonderful hosts providing us with every amenity needed to make us feel we were right at home. The home was extremely clean and beautifully decorated. The juke box and pool table were a huge hit with the family. Time spent at the pool was so fun along with the beautiful views we enjoyed poolside. The home was a few minutes from downtown which made it so convenient to everything. You cannot go wrong choosing this home as your vacation destination!
Stayed 28 nights in Feb 2026
Verified

10/10 Excellent

Stephen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay! So much to do at the house that even when the weather turned cold we had a blast. Pool table, cards, video games, tvs everywhere, kayaks, fishing poles (caught 4), a warm pool, and a very safe walkable neighborhood. If we had any questions Chip was quick to respond and always there if we needed anything. I cannot say enough good things about our stay, thanks for making our stay wonderful.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Michael M.

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

Excellent home with a gorgeous location

The home was a wonderful place to relax after all day fishing. We loved the pool table, juke box and breakfast by the pool overlooking the canal. The rooms were well appointed and very comfortable. I would definitely recommend this place for a relaxed vacation stay.
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Bee K.

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

Nirvana

Charles and Mary Beth communicated with me about every aspect of rental..superb place!!!! Cannot wait to return 😉
Stayed 13 nights in Feb 2023
Verified

10/10 Excellent

Colleen J.

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

Wonderful Memory

This was an awesome place to stay near our family in that area so we didn't have to impose on them in their house. The game room was so fun and the amount of bedrooms were perfect. The view was beautiful in the back and we made use of their kayaks which was fun. There were so many good memories that occurred in this house and we appreciate them sharing their home with us.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Tracey M.

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

Spring Break Success!

Coming from the very northeast corner of Indiana we were anxious to enjoy some warm weather. The pool was warm and fabulous. Loved watching the activity in the canal. Another hit was the juke box with an awesome array of music selections. This was the perfect setting for us 4 adults and 3 teens. Highly recommend.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Brian S.

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

Punta Gorda Luxury

The Toland's have created an incredible vacation home. Clean, comfy and very well appointed, this home provides everything needed for instant relaxation. The heated pool was wonderful any time of day, but especially great for an evening swim under the stars. When not swimming, the bar and game room is a great spot to hang out. The Toland's are exceptional hosts, rapidly responding to all of our questions. We will definitely stay here again the next time we visit Punta Gorda!
Stayed 12 nights in Feb 2024
Verified

10/10 Excellent

Stephen L W.

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

Family Vacation

Our family vacation to Chip and Mary Beth’s beautiful home in mid January was wonderful. Great weather, local attractions and activities plus many fine choices for meals made Punta Gorda an ideal visit. The 4 bedrooms easily accommodated our group. The game room was an excellent place to hang out at night and the back patio was where we enjoyed our breakfast and lunch each day. I would suggest getting a non slip mat for the step down shower as some of our party slipped getting in when it was wet. Overall a great home to stay and relax and enjoy southwest Florida 😁
Stayed 6 nights in Jan 2023
Verified

10/10 Excellent

Laura W.

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

Piece of paradise

Amazing house with a great location on a corner lot on the canal. We were lucky to see some dolphins! The pool was very clean and had plenty of seating and 2 tables for outside dining. Pool table and juke box in the bar area isn't something you usually get in a rental. The house has split bedrooms on either side of the house which would make it perfect for couples or families. The owners were very responsive in responding to any questions we had. We'll definitely be back!
Stayed 14 nights in Jan 2023
Verified

10/10 Excellent

thomas D.

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

Punta

This is a very nice home. A few things that concerned us is that it's a home that is used by the owners and then rented out. Due to the expensive instruments and wine bottles, not very kid-friendly. Also, unheated pool, to cold to use in winter months. Overall, we had a good time..
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Erin B.

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

Fantastic Get-Away!

Wonderful! Chip & Mary Beth were the ultimate hosts. Every detail was perfect. Beautiful property with so many amenities that made our family/friend vacation memorable. Fishing and kayaking in the backyard kept our outdoorsmen entertained. The refreshing pool kept our teenage girls busy. Special highlight was the game room, which includes a jukebox, billiards table and arcade games...which gave our teenage boys lots to do during downtime. Communication was EXCELLENT! Any questions we had were answered right away. Recommendations for restaurants/beaches were given upon request. Couldn't ask for better hosts! A definite "must stay"!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Meredith C.

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

Swimming, Sunshine, and Tunes

We had 2 families with teenagers stay for spring Break. At first all of the notes that said not for guest use on the liquor bottles and guitars felt a bit daunting. It didn’t take long to figure out what we could and couldn’t use. The furniture and guitars could use a good dusting but that’s a super minor detail as I’m positive my own house needs the same. The gorgeous FL sunshine just makes it show up more. We had an awesome time swimming, playing pool, and listening to the fun jukebox tunes. Chip and Mary Beth were the most attentive hosts we’ve ever rented from. Quickly answered questions at check in and touched base midweek to make sure we were doing good. Definitely makes a difference to rent from someone who is sharing their home.
Stayed 6 nights in Mar 2025
Verified

10/10 Excellent

Debbie B.

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

A wonderful find!

Having “lost”our place of stay due to the hurricane, we feel blessed to have found Winward! Great location and a beautiful property! Comfy beds and bedding! My family of adults loved loved the pool table, the juke box and the arcade video game. The guys had a great time fishing and catching several fish from the 2 kayaks and the shore. We did rent a boat and it was easy to tie to the deck while we prepared to go out. Really appreciated the two coolers available at the house. Chip was very quick to answer any questions. Being their first renter was quite the honor. You will all enjoy the nice new remodeling, a brand new toaster and we tossed in a can opener as a little house warming. Would surely stay here again!
Stayed 7 nights in Nov 2022
Verified

10/10 Excellent

Scott D.

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

Tropical waterfront home

We had a wonderful time at this property. The space was nice to enjoy and the property owner was very responsive to our needs. Our only concerns were the cushions on the patio. Some were pretty mildew covered - but we are hoping it’s only because of being early in the spring season. The use of the kayaks, pool towels, laundry soap and shower items being supplied was nice to not have to pack. The pool was too cold to get in, but the weather wasn’t the best. The property notes a tub, but we were unable to utilize with no stopper. Beds are very comfortable and the added amenities of the pool table, juke box and the overall welcoming vibe was enjoyable for a relaxing week. The kitchenware was nice and appreciated as we ate at the property most every meal. Based upon our experience - We would return.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Trish W.

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

Absolutely AMAZING!!!

Check in was a breeze. Chip and Mary Beth were very responsive if we needed anything or had any questions. The property is on a big lot. We saw dolphins and stingrays from the sea wall. Great fishing off the dock if you know the tide schedule. The house was beautiful inside and outside even after the hurricane. It is well taken care of. Our family played pool, listened to the juke box that has all the classics. The rooms are good sized and the master is very spacious with its own bathroom with double sinks and a shower. Two of the rooms have sliding patio doors out to the screened in porch overlooking the pool and canal. There was plenty of bedding, linens, and beach towels. We swam in the pool, took the kayaks out on the canals and fished. Wildlife is abundant right from the sun porch. They had everything we needed to cook dinners and we even grilled fish we caught on our charter. We went to Boca Grande Beach, North jetty Beach, Venice Beach… all which were within an hour drive. We took a sunset cruise at King Fisher Fleets down at Fisherman’s Village which is a 5-10 minute drive from the property. Definitely going to come again with my family because the hospitality and town are wonderful! So much to do here!!!
Stayed 6 nights in Apr 2023
Verified

8/10 Good

Jim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 9 nights in Mar 2025

About the host

Hosted by Chip & Mary Beth Toland

Host profile image

Languages:

English
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