Winter's End

Sleeps 12 - 4 Bedrooms - 3 Baths
75 Barcelona Avenue, Santa Rosa Beach, FL 32459

Winter’s End by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.

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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House Rules

Who can stay.

  • Guests Maximum12 guests maximum
  • Pet friendlyPet friendly

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board

Outdoor

  • BalconyBalcony
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
  • Golf cartGolf cart
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Bed and Baths

1st Floor

bedroom

1 Queen bed

Primary Bedroom

1 King bed

full bathroom

 

full bathroom

 

2nd Floor

bedroom

1 King bed 1 Bunk bed

bedroom

1 Queen bed 1 Bunk bed

full bathroom

 

Location

Upcoming Events

Fri, December 5

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Russ Whitten-Lakeside can be seen live from 4:30 PM to 8:30 PM.

Learn More
Fri, December 5

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

A performance of Dueling Pianos-Main Stage is scheduled to be broadcast live from 7:30 to 10:30 PM.

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Sat, December 6

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Russ Whitten-Lakeside will be performing live from 4:30 to 8:30 PM.

Learn More
Sat, December 6

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Dueling Pianos-Main Stage will perform live from 7:30 PM to 10:30 PM.

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Sun, December 7

Aaron Sheppard

Seagrove
Live Music Live Music

Aaron Sheppard is scheduled to perform live from 10 AM to 2 PM.

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Sun, December 7

A Tribute to Elton John

Seagrove
Arts & Culture Arts & Culture

Event Information The event is scheduled for either November 9th or December 7th. The show begins at 6:30 PM and will be held live on the main stage at the Old Florida Fish House. For guests who purchased tickets including dinner and preferred seating, they are asked to arrive at 5:00 PM for dinner. These ticket holders will have seating closer to the stage. The show runs from 6:30 PM to 9:00 PM. Guests with "Show only" tickets should arrive between 6:00 PM and 6:30 PM. If they wish to eat from the normal dinner menu before the show, they are advised to make a reservation between 4:30 PM and 5:00 PM to allow enough time to finish their meal. The specific menu for preferred seating ticket holders includes the following options: Soup or Salad: Gulf Coast She Crab Soup with Blue Crab Flitters OR Legacy Hydroponic Red Romaine Caesar Salad with Crispy Pecorino Romano Croutons. Entrée: Risotto Gamberetto (Prawns) with Roasted Acorn Squash, Fava Beans, Arugula, and Charred Citrus Beurre Blanc OR Texas Raised Akaishi Herb and Garlic Roasted Tri-tip with Dauphinoise Potatoes and Toasted Pink Peppercorn Cognac Cream OR Joyce Farm Chicken Florentine with Creamy Pernod Spinach, Saffron Capellini Pasta, and Balsamic Glazed Asparagus. Dessert: A Chef's Collection Black and White Petit Four. The menu is subject to change. Tickets are limited and non-refundable. Guests with any questions are asked to email the provided address.

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Mon, December 8

Alex Napier-Main Stage

Seagrove
Sports & Games Sports & Games

Alex Napier will be performing live on the Main Stage from 6:30 PM to 9:30 PM.

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Tue, December 9

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Wed, December 10

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Thu, December 11

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Dueling Pianos-Main Stage can be seen live from 7 PM to 10 PM.

Learn More
Fri, December 12

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Russ Whitten-Lakeside will be performing live from 4:30 PM to 8:30 PM.

Learn More
Fri, December 12

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Gentiva Hospice hosts a monthly Grief and Loss Support Group open to anyone in the community who has experienced the loss of a family member or friend, regardless of whether they received hospice care. This supportive gathering offers a safe and compassionate environment for individuals to share, connect, and find comfort among others who understand their experience. The group meets on the second Thursday of each month from 3:00 PM to 4:30 PM at Gentiva Hospice, located at 732 Baldwin Ave, Suite A, DeFuniak Springs, FL 32435. For further details, individuals can contact Chaplain Thom Phillips by phone at 850-951-9849 or via email.

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Sat, December 13

Brunch Buffet with Santa

Seagrove
Family Fun Family Fun

A fun-filled evening awaits attendees at Beach Camp Brewpub's Trivia Night, starting at 6 PM. Guests are encouraged to bring their friends to test their knowledge while enjoying food, cold drinks, and great company. Whether someone is a trivia professional or simply looking for a few laughs, it offers a perfect way to spend a night by the beach.

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Sat, December 13

Holiday Wine Market

Seagrove
Food & Drink Food & Drink

The Daytrader Tiki Bar & Restaurant announced the return of "Miracle at The Daytrader," celebrating its third holiday season as the sole Miracle Pop-Up location in Northwest Florida. Beginning Monday, November 17, the pop-up will feature elaborate festive décor, whimsical holiday themes, and imaginative Christmas-themed cocktails at the 30A seaside location. The Miracle concept, which started in 2014 in New York City, has grown into a global tradition with over 200 locations worldwide, known for its dazzling decorations, cheerful atmosphere, and collectible holiday glassware. The Daytrader, recently named "Best Cocktail Spot on 30A" in the 2025 Hot Spot Awards and led by James Beard Award semi-finalist Chef Nikhil Abuvala, offers a tropical twist on the holidays. This year's menu includes new drinks like the Dancing Sugarplums and Miracle Mouse, alongside popular returning favorites such as the Christmapolitan, Snowball Old-Fashioned, and Jingle Balls Nog. Limited-edition glassware, including festive staples like Santa’s Head, SanTaRex, and Christmas Unicorn, along with new seasonal designs, will be available for purchase. From November 17 through December 31, visitors can enjoy a full Christmas experience at Miracle at The Daytrader, combining tiki culture with holiday kitsch. Guests can sip seasonal cocktails under a thatched roof, surrounded by twinkling lights and eccentric decorations. The Daytrader is open daily from 11 AM to 9 PM and operates on a first-come, first-served basis. As part of its global mission, Miracle will once again donate 10% of all proceeds from select glassware sales (including Santa Pants, Christmas Carol Barrel, and Santa Heads) to the Seva Foundation, a nonprofit dedicated to preventing blindness and restoring sight worldwide.

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Sat, December 13

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Salt Rock Revival, a classic rock and jams duo, performed free live music brought by local artists.

Learn More
Sat, December 13

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

The business hosts a monthly local’s weekend where locals and snowbirds receive a 20% discount on classes. This offer is available during the second Saturday and Sunday of every month. Interested participants are encouraged to call 850-231-0544 to reserve a class.

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Sun, December 14

David Martin-Lakeside Brunch

Seagrove
Live Music Live Music

The Daytrader Tiki Bar & Restaurant announced the return of Miracle at The Daytrader, marking its third holiday season as the sole Miracle Pop-Up location in Northwest Florida. Beginning Monday, November 17, Miracle at The Daytrader will feature elaborate festive décor, nostalgic holiday themes, and unique Christmas-themed cocktails at the popular seaside destination on 30A. The Miracle concept originated in 2014 in New York City and has since grown to over 200 locations globally, spanning the United States, Canada, Europe, Asia, and Central America. The pop-up is recognized worldwide for its spectacular decorations, playful holiday spirit, and collectible seasonal glassware. The Daytrader, recently honored with Best Cocktail Spot on 30A in the 2025 Hot Spot Awards and overseen by James Beard Award semi-finalist Chef Nikhil Abuvala, offers a tropical interpretation of the holidays. This year’s drink menu includes new creations like the Dancing Sugarplums and Miracle Mouse, alongside favorite returning cocktails such as the Christmapolitan, Snowball Old-Fashioned, and Jingle Balls Nog. Limited-edition glassware, including festive items like the Santa’s Head, SanTaRex, and Christmas Unicorn, along with new seasonal designs, will be available for purchase. From November 17 through December 31, both locals and visitors can visit Miracle at The Daytrader for a complete Christmas experience that merges tiki culture with holiday kitsch. Guests can enjoy seasonal cocktails under a thatched roof, surrounded by twinkling lights and eccentric décor, offering a holiday blend unique to Miracle. The Daytrader operates daily from 11 AM to 9 PM, accommodating guests on a first-come, first-served basis. In line with its global mission, Miracle will again contribute 10% of the proceeds from sales of specific glassware (including Santa Pants, Christmas Carol Barrel, and Santa Heads) to the Seva Foundation, a non-profit organization dedicated to preventing blindness and restoring sight globally.

Learn More
Sun, December 14

Russ-Main Stage

Seagrove
Live Music Live Music

The event features Russ performing live on the Main Stage from 6 to 9 PM.

Learn More
Mon, December 15

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier can be seen live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Tue, December 16

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier will be performing live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Wed, December 17

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More

Reviews - 20

felipe
Cypress, TX
Aug 2025 Google
Lovely and beautiful home! The house had everything we needed during our family trip. The amenities were phenomenal and the experience was unforgettable. They exceeded our expectations as well as how fast the communication was for questions that we had.
Definitely will be coming back.
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nathan
Mar 2025 Airbnb
david
Sep 2024 Google

Winter’s End is a great property. The location and amenities are fantastic. In addition we ad the best property management company ever to work with in Oversee.

paige
Aug 2024 Google

We had a wonderful experience at our Winter’s End home that was overseen by Oversee. Quick communication regarding any needs that arise and very cleanly!

mark
, VA
Dec 2024 Vrbo

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.

ron & michele
Nov 2024 Airbnb
jennifer
Oct 2024 Airbnb

The home was exactly as described. Super comfortable furniture and beds! Very clean. The hosts were quick to respond, helpful and friendly with any questions we had. The location for walking to the beach the square to eat, etc was great. We did a lot of biking and walking. Great also that bikes and 4 seater golf cart are provided. Definitely will rent this home again when we are back in the area!!

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jesse
Aug 2024 Airbnb
lindsey
Jun 2024 Airbnb

The house was very spacious and well stocked. The pool was very clean. Easy walk to the beach and golf cart and bikes were an added bonus. Had a wonderful stay.

rachel
Biloxi
Apr 2024 Vrbo

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!

ali
Austin, TX
Sep 2023 Vrbo

Perfect size pool. Close to beach. Quiet road. Came with everything we need. We will be back!

mary
Aug 2023 Airbnb

We loved our stay! The private saltwater pool was amazing to relax at when you didn’t feel like walking down the street to the beach. The home itself was beautiful, roomy, and comfortable. Not to mention the gold cart and bikes that come with the rental that make the trip into town so quick and easy!

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anthony
Braselton, GA
Aug 2023 Vrbo

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.

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cortney
Jul 2023 Airbnb

The home felt very comfortable and had wonderful amenities. It was like it’s own little oasis and so close to the beach!

adam
Ada, OK
Jun 2023 Vrbo

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.

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rachel
Biloxi, MS
Apr 2023 Vrbo

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!

kayleigh
Denham Springs , LA
Aug 2022 Oversee

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!!

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sallie
Fairhope, AL
May 2022 Oversee

The house was amazing. It had everything we needed for our stay and the kids loved the outdoor areas. I would definitely rent this house again.

kevin
Newburgh, IN
Oct 2021 Oversee

2 couples stayed at this great vacation house that offered exactly what we were looking for. Highly recommend this house.

jennie
Oklahoma City, OK
Aug 2021 Oversee

This beautiful home has everything you could ask for. The small pool is perfect for the little ones, the outside shower is private and makes getting the sand off easy. The kitchen is fully stocked with utensils, a gas range, 2 sinks and 2 dishwashers. 3 showers (2 down 1 up) are roomy and wonderful. The washer and dryer are big and so useful! There are games, books and puzzles, plenty to keep everyone happy. Bicycles and golf cart are great – and it is an easy walk to the beach should you choose.

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Host Family

Diamond Office at Sunnyside

Roy Foreman
Joseph Hunter
Haylee Becktel
Mackenzie Matthews
The Diamond Office is just a short hop from our homes between Seagrove and Watersound, making it easy for us to handle requests with speed and care.

Office location:

Diamond Office at Sunnyside, Florida

Contact Diamond Office at Sunnyside
Guests

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