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Private Pool, LSV, Pet Friendly & Beach Access

Photo gallery for Private Pool, LSV, Pet Friendly & Beach Access

Pool
Property grounds
Beach
Exterior
Interior

Reviews

9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Rooms & beds

4 bedrooms (sleeps 12)

Level 1 Bedroom 2

1 Queen Bed

Level 1 Primary 1

1 King Bed

Level 2 Bedroom 3

1 King Bed and 1 Single Bunk Bed

Level 2 Bedroom 4

1 Queen Bed and 1 Single Bunk Bed

3 bathrooms

Level 1 Bath 2

Level 1 Primary Bath 1

Level 2 Bath 3

Spaces

Kitchen
Balcony
Dining area

About this property

Private Pool, LSV, Pet Friendly & Beach Access

Winter’s End by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Winter’s End is in the heart of historic Seagrove. Modern and wonderfully decorated with distinctive art, the courtyard home was built for luxury living and convenience. With 2,922 sq. ft, it comfortably sleeps 12.

Highlights:
📍 Seagrove
🏖️ .4 miles to San Juan Public Beach Access
🛌 4 bedroom, 3 bath
👙 Large, saltwater, private pool! (optional heat)
🛺 Golf cart!
🍤 Gas grill
🚲 4 bikes! Explore Seagrove, Seaside, and WaterColor.
🦞 4-star restaurants
🛍️ Boutiques

Your entire family will love this luxurious beach sanctuary with a private saltwater pool and spa. The serene courtyard oasis, complete with comfortable lounge chairs, can be accessed at several points, including a primary bedroom.

Your crew will also take advantage of the complimentary 4-seater golf cart, for zooming to the beaches, shops, and eateries. Or cruise around on one of the 4 complimentary bikes. Never a dull moment.

Check out the stunningly designed interiors and the peaceful screened-in porch on the second floor. With high ceilings, rustic wood beams, and a gas fireplace, the expansive and handsome ground-floor living area is undeniably unique.

The living room, with a large TV, has lots of plush, comfortable seating. The dining area includes seating for 8, along with a side table for 4, which doubles as a game table for rainy days. The impressive chef’s kitchen is equipped with two large sinks, a 5-burner gas range, double wall ovens, and 2 Bosch dishwashers. An exquisite, large quartzite island has additional seating for 5.

A guest bedroom, queen, with a Smart TV, is next to the shared hall bath. A primary bedroom, king, is just as fabulous and includes a massive walk-in shower with multiple shower heads, a double quartzite vanity, and a private water closet.

The second floor includes two guest bedrooms and a shared full bath with a double vanity and tub/shower combo. Relax on the large three-sided screened-in porch, overlooking the courtyard, which includes a comfy swinging seat, a loveseat, a side table, and outdoor fans.

For a truly unique beach escape, take a dip in Winter's End!

Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.

Overview:
- 860 steps (.4 miles) to the beach (San Juan Public Beach Access)
- 4 bedroom, 3 bath
- 2922 sq ft
- Large 8'x20' saltwater pool - (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- Gas grill
- Wi-Fi included
- 4 bikes included
- Complimentary 4-seater gas golf cart
- Parking limited to 3 vehicles with no street parking
- Dogs allowed under 50 lb ($210 non-refundable fee)

Overnight:
- King in primary bedroom 1st floor; private shower; TV
- Queen 1st floor; hall shower; TV
- King with twin/twin bunks in 2nd floor guest room; shared hall bath with tub/shower; TV
- Queen with twin/twin bunks in 2nd floor guest room; shared hall bath with tub/shower; TV

Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

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About the area

Santa Rosa Beach

Located by the sea, this holiday home is in Seagrove Beach, a neighbourhood in Santa Rosa Beach. The area's natural beauty can be seen at Grayton Beach State Park and Seaside Beach. Sundog Books and Eden Gardens State Park are also worth visiting. Discover the area's water adventures with jet skiing and snorkelling nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Santa Rosa Beach, FL

What's nearby

  • Seagrove Beach East - 6 min walk - 0.6 km
  • Seagrove Beach West - 19 min walk - 1.6 km
  • Seaside Beach - 2 min drive - 1.8 km
  • Seaside Repertory Theatre - 2 min drive - 1.8 km
  • Central Square - 3 min drive - 2.1 km

Getting around

  • Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 44 min drive

Restaurants

  • ‪The Perfect Pig - ‬4 min drive
  • ‪Bud & Alley's Waterfront Restaurant & Bar - ‬5 min drive
  • ‪Scratch Biscuit Kitchen - ‬6 min drive
  • ‪Seagrove Village Market Cafe - ‬4 min drive
  • ‪Canopy Road Cafe - ‬5 min drive

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. 34 out of 38 reviews
Rating 8 - Good. 3 out of 38 reviews
Rating 6 - Okay. 1 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Felt like home away from home! Beautiful, spacious and private home great for our family and dog.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 9 April 2026
Thank you for your wonderful feedback. We're delighted to hear you felt at home with us. We look forward to welcoming you back to Winter's End soon!
Verified

10/10 Excellent

Stan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved this place. Spacious. Close to the beach. Golf cart. Four bikes. Very nice pool area. Great kitchen. Master suite is exceptional. Everything we needed!
Stayed 7 nights in May 2026
Response from VrboOwner on 20 May 2026
Thank you for your wonderful feedback! We're delighted you enjoyed your stay. We hope to welcome you back soon.
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect for our family for fall break. The location was close to everything and the golf cart made it super easy to get back and forth to the beach. I highly recommend!
Stayed 6 nights in Oct 2025
Response from VrboOwner on 15 November 2025
Thank you for sharing your experience. We are thrilled you enjoyed our property and found it to be perfect for you and your family. We hope to have you stay with us again!
Verified

10/10 Excellent

Randy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean well equipped home. Pet friendly.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 29 October 2025
Thank you for sharing your experience, Randy. We are thrilled you enjoyed our property and felt it was clean. We hope to have you stay with Oversee again!
Verified

10/10 Excellent

Felipe L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is amazing! The rooms, beds and kitchen were just perfect. Great amenities and excellent communication for all the questions we had.
Stayed 5 nights in Aug 2025
Response from VrboOwner on 26 August 2025
Thank you for sharing your experience. We are thrilled you enjoyed our property and all it offers. We are also happy to hear our team was able to assist with any questions. We hope to have you stay with us again!
Verified

8/10 Good

Jessica C.

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

vaca

We enjoyed our stay!
Stayed 5 nights in May 2025
Response from VrboOwner on 2 July 2025
Thank you for sharing your experience, Jessica. We are glad you enjoyed your stay. We hope to have you stay with Oversee again!
Verified

10/10 Excellent

Nicole I.

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

Quick vaca

We decided last minute to have a get away. We found this hole on a whim. We loved it ! We have already booked it again!
Stayed 4 nights in May 2025
Response from VrboOwner on 16 July 2025
Thank you for sharing your experience, Nicole. We are so glad we could provide a great last minute vacation for you and your crew. We hope to host your next stay on 30A!
Verified

10/10 Excellent

Doug F.

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

Beautiful place

This was a great location and a beautiful space. We would stay again without a thought.
Stayed 4 nights in Sep 2021
Response from VrboOwner on 30 November 2021
Hi Doug, we are so glad you enjoyed your stay at Winter's End. We hope to see you again soon.
Verified

10/10 Excellent

Mark K.

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

Amazing Experience!

We had such an unbelievable time on this trip. The house was amazing and the property management team was super responsive to all asks and questions. I highly recommend this stay and we will definitely be coming back in the near future.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 17 January 2025
Hi Mark, thank you for sharing your experience at Winter's End. We are absolutely thrilled you had an unbelievably good time. Great communication is very important to us so we are so glad we accomplished that during your stay. We can not wait to have you stay with Oversee again!
Verified

10/10 Excellent

Rachel S.

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

2nd time staying!

Absolutely love this house! It was our second time staying in it and we love the location! The house is beautiful and well kept up with. It’s so nice having a private pool to be able to relax in after the beach:) will continue to return!
Stayed 5 nights in Apr 2024
Response from VrboOwner on 28 May 2024
Hi Rachel, thank you for sharing your experience at our property Winter's End. We are so happy to to hear you loved your stay. It sounds like you had a relaxing time and we hope to have you stay with Oversee again.
Verified

10/10 Excellent

Anthony P.

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

Very nice getaway quite place to stay

Place was as advertised pool was very nice and inside had everything thing you could need. Beds we’re comfortable and having a golf cart made a big difference when it came time to go out and eat. Close to beach if you want to go. Would highly recommend this place.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 8 September 2023
Hi Anthony, thank you for sharing your experience at our property Winter's End. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

susan P.

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

Winter’s End

This is a beautiful home with all the amenities you need. We really enjoy our time here. The pool and golf cart were great perks. Location was perfect and close to everything.
Stayed 4 nights in Nov 2020
Response from VrboOwner on 10 December 2020
Hi Susan, thank you for your response! We are so happy to hear you had a great stay at Winter's End. We can agree that the location is wonderful, along with the golf cart. We hope you can come back soon! -Benchmark Management
Verified

10/10 Excellent

Rachel S.

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

Our favorite place to stay!

I really can’t recommend this property enough! It’s gorgeous and close to everything but without the extra noise! Customer service with the host was amazing. Very clean and the pool was an absolute perfect amenity for after the beach! We will be back soon!
Stayed 4 nights in Apr 2023
Response from VrboOwner on 9 June 2023
Hi Rachel, thank you for sharing your experience at our property Winter's End. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Cindy H.

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

Great house!

Beautiful home on cute street. Great location - easy to get to the beach. Layout was great. Make sure pool heater is working if that is important to you!
Stayed 5 nights in Dec 2021
Verified

10/10 Excellent

Ali T.

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

Incredible house

Perfect size pool. Close to beach. Quiet road. Came with everything we need. We will be back!
Stayed 6 nights in Sep 2023
Response from VrboOwner on 24 October 2023
Hi Ali, thank you for sharing your experience at our property Winter's End. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Adam C.

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

The perfect spot on 30A

I’ll rent this specific home again in the future. It’s location is impeccable (steps from beach access), and it has all the amenities one could ask for. Beautiful place. Property management responded to any and all of my needs and questions. This is short and sweet but not much else needs to be said. Incredible home.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 10 July 2023
Hi Adam, thank you for sharing your experience at our property Winter's End. We are so glad to hear you enjoyed your stay and hope to have you stay with Oversee again!
Verified

10/10 Excellent

Josh C.

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

Good for both beach and Seaside

The location was good for the beach because the beach access at San Juan is less crowded than closer in to Seagrove/Seaside. It's also good for Seaside by bike. The doors to the pool all had chimes we could toggle on which helped with pool child safety. We had the pool heated in November and the temperature was excellent and warm.
Stayed 7 nights in Nov 2022
Response from VrboOwner on 13 December 2022
Hi Josh, we are so happy to hear you enjoyed your stay at our property Winter's End. We are so glad you took advantage of the amazing pool during the cold months. We appreciate your positive feedback and hope to have you stay with Oversee again.
From a partner site

10/10 Excellent

Kathy C.

vacation 30A 2020

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Winters End was a lovely home. We enjoyed our stay. Only feed back would be for guest bedroom downstairs to have a larger bed. Full beds are much too small.
Response from VrboOwner on 30 October 2020
Hey Kathy, Thank you so much for the compliment! We have relayed your suggestion to the property manager to discuss with the owner, as we're always looking to improve the properties we manage. We certainly hope to accommodate you again, and look forward to your next vacation! Sincerely, Benchmark Management
From a partner site

10/10 Excellent

Fiona Y.

Autumn break 2020

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is beautiful. Well layed out for a true Family holiday Experience . The kitchen is very well stocked with all you need for cooking . Master suite is gorgeous , spacious and comfortable with its own access to the pool . Overall fantastic place to stay. We will be back
Response from VrboOwner on 23 October 2020
Hi Fiona, Thank you for the wonderful feedback and review. We are honored to have you stay with us you are a perfect guest. We hope you will book with us again next year for another great family holiday get away. Thank you, Benchmark Management
Verified

10/10 Excellent

austen a.

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

Spring Break

The house was perfect for our family! The heated pool was a huge hit for the kids and a must if you're there in the spring. One issue was that there were no instructions on turning the fountains on and had to have someone come out to turn them on for us (day 3). So, you may want to request that they are turned on prior to your arrival. We also wanted to use the fireplace on the chilly spring nights but were told they were for owner use only.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 4 November 2023
Thank you for the five-star review, Austen. We appreciate working with you and hope you'll visit again soon!
From a partner site

6/10 Okay

Maury B.

Vacation 2021

Rating Details: The property manager was very helpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was perfect for our family. My only complaint was that the exterior cleanliness of this property lacked in so many ways. We actually thought the cleaning folks had not cleaned with toys and dirt everywhere on the outside upon our arrival. The inside of the house met our expectations.
Stayed 6 nights in Jul 2021
Response from VrboOwner on 12 May 2022
Hi Maury, I am so sorry to hear that the exterior cleanliness was subpar. We have addressed these issues with our cleaners and should not be a problem moving forward. We hope to see you again soon.
From a partner site

10/10 Excellent

BEST FAMILY VACATION HOME!!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The photos of Winter’s End do not do it justice! We had three families stay comfortably in this home and found the setup to be PERFECT for the kids and toddlers! Having the pool in the center of the home made for easy entertainment and relaxing without ever having to leave home. The golf cart and bikes made getting to the beach super convenient. The location of this home is minutes away from great shopping and dining. There aren’t enough words to describe how great our stay was! We can’t wait to go back!!
Response from VrboOwner on 1 September 2022
Hi Kayleigh, we are so happy you and your family enjoyed your stay at Winter's End. Thank you for the positive feedback on the home and we can not wait to have you stay with us again.
Verified

10/10 Excellent

Jennie P.

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

Convenient and Spacious

Our second time in this home and it did not disappoint. Family with the baby had nice spacious master. Upstairs rooms only have one bath - and not connected, only downside. Other bedroom on main floor has a queen. Full kitchen with everything you could want. Pool was used every day and enjoyed by all - small enough for the youngsters and the area was spacious and comfy. Shower just outside the laundry is a perfect location. TV's in all bedrooms and living. WiFi available. 4 bikes and golf cart for 4 - terrific
Stayed 7 nights in Jul 2022
Response from VrboOwner on 23 December 2022
Hi Jennie, we are so glad to hear you had such an amazing stay at Winter's End. We appreciate your positive feedback and hope to have you stay with Oversee again.
From a partner site

8/10 Good

C H.

Very nice vacation rental

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is beautiful. The kitchen was amazing as well as the pool area. We spent our time between the house and the beach because of the Pandemic. The kitchen was very accommodating for the nights we cooked. We were glad a few places were open for take out. The proximity to the beach was convenient and the golf cart furnished was wonderful for transporting our 2 young grandchildren, my pregnant daughter and all our beach supplies! The only negative was there was one king bed and the description of the property lead me to believe there was at least one queen bed. All the other bedrooms had full and bunk beds. We needed at least one more bed larger than a full.
Response from VrboOwner on 20 July 2020
Cindy, Thank you for sharing your feedback. We were honored to have you and are so humbled by your response. We work hard each and every day to bring ours guests the best vacation experience. We can’t wait to see you again and make it a complete 5-star experience for you. Sincerely, Benchmark Management
From a partner site

10/10 Excellent

Kelli C.

ABSOLUTELY PERFECT DREAM HOME!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Where do I even begin??? Winter's End was the perfect home for us. Absolute perfection! The house is like something out of a magazine. Gorgeous décor, beautiful kitchen, perfect pool. All of the bedrooms have comfy beds and nice linens. And it was spotless! Very well cleaned, which was a big concern considering all that has been going on with the pandemic. It was like walking into a brand new home. Kitchen had great appliances and utensils. Plenty of dinnerware and the dining table is amazing! There were eight of us, three adults, five kids and we had more than enough room. Golf cart was great for going to the beach. So spacious and just so beautiful. We would 100% book here again. Such a lovely home. It was really hard coming back to reality. Thank you to the owners and to Benchmark for making our MUCH MUCH NEEDED vacation perfect.
Response from VrboOwner on 7 July 2020
Thank you for sharing your feedback. We were honored to have you and are so humbled by your response. We work hard each and every day to bring ours guests the best vacation experience. We can’t wait to see you again. Sincerely, Benchmark Management
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