Dare To Dream
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Dare To Dream
Dare to Dream by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
At the end of a quiet cul-de-sac in Seacrest, Dare to Dream makes vacation life easy, especially when the private beach is just a 59-second golf cart ride away (yes, someone timed it).
Highlights
📍 Seacrest
🛺 New golf cart, for one-minute-rides to private beach!
🏖️ .5 miles to Seacrest Drive Beach Access
🚲 2 bikes!
🐶 Pet friendly!
🍤 Gas grill
🍹 Near Rosemary Beach and Alys Beach
🦞 4-star restaurants
🛍️ Boutiques
Surrounded by Watersound and Alys Beach, with plenty of spots to eat, shop, and wander. Out back, a private, shady patio is made for lazy afternoons, with lounge chairs, outdoor dining, and zero rush to be anywhere.
Inside, the living area is roomy and relaxed, the kitchen’s fully stocked, and the dining table fits seven. On the main floor, there’s a guest room, queen, with French doors to the backyard, and a playful bunk room down the hall that’s made for the kids (or kids-at-heart). They share a full bath with a tub/shower combo.
Upstairs, the primary suite is all yours, complete with a private bath, dual vanity, and another tub/shower combo for end-of-day unwinding.
Oversee 30A is local, responsive, and always a text away. We’re here every day to help keep things smooth, and our 24/7 emergency line is ready just in case something weird happens (like a toaster rebellion).
Overview:
- .5 miles to the beach (Seacrest Drive Access)
- 3 bedroom, 2 bath
- 1704 square feet
- 4-seater golf cart (For beach and neighborhood use only)
- Propane grill
- Wi-Fi
- 2 bikes included
- Dogs considered, an additional $210 nonrefundable fee for each dog
Overnight:
FIRST FLOOR
- Guest Room: Queen bed, shared bathroom, private access to back yard, TV
- Bunk Room: Twin over full with trundle, shared bathroom, private access to back yard, TV
SECOND FLOOR
- Primary Bedroom: King bed, private bath, TV
Check-in is 4:00 PM CST.
Checkout is 10:00 AM CST.
Show more-
Take the 3D walkthrough.
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Hassle-free check-in.
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Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
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8 guests maximum
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Pet friendly
What's allowed.
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Check-in after 4:00 PM
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Check-out before 10:00 AM
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No smoking
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No parties or events
Amenities
Indoor
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Wireless internet
Entertainment
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Cable
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Smart TV
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Kitchen
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
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Dishwasher
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Stove
Bed And Bathroom
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Hair dryer
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Iron & board
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Bathtub
Complimentary Items
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2 Oversee bikes
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Golf cart
Bed and Baths
1st Floor
bedroom
1 Queen bed
bedroom
1 Bunk bed 1 Single bed
full bathroom
2nd Floor
Primary Bedroom
1 King bed
full bathroom
Location
Upcoming Events
Otha and Kristi
Seacrest
Live Music
Otha and Kristi will be performing live from 6:00 to 9:30 PM.
David Auen
Seacrest
Live Music
David Auen will be performing live from 6:00 to 9:30 PM.
Jared Herzog
Seacrest
Live Music
Jared Herzog will perform live from 6:00 to 9:30 PM.
Farmers' Market
Seacrest
Markets & Shopping
The Peddlers Pavilion Farmers Market, an open-air market in Seacrest Beach, Florida, operates on Sundays from 9 a.m. to 1 p.m. Visitors can explore the market and browse offerings from local farmers, artisans, and bakers. Shoppers are likely to find a variety of items for the entire family, including homegrown vegetables and fruits, honey, fresh-pressed juices, olive oils, cheeses, baked goods, spices, teas, healthy nut butters, pickles, CBD products, dog treats, jewelry, candles, and more.
David Butler
Seacrest
Live Music
David Butler will be performing live from 6:00 to 9:30 PM.
Timmy Hood
Seacrest
Live Music
Timmy Hood will be performing live from 6:00 to 9:30 PM.
Casey Jordan
Seacrest
Live Music
Casey Jordan will be performing live from 6:00 to 9:30 PM.
Live Music with Joe Forte
Seacrest
Live Music
Joe Forte can be caught live from 6 to 9 PM.
Chris McKay
Seacrest
Live Music
Chris Mckay will be performing live from 6:00 to 9:30 PM.
Nicole Rayne
Seacrest
Live Music
Nicole Rayne will be performing live from 6:00 to 9:30 PM.
Thu, June 19
Otha and Kristi
Seacrest
Live Music
Otha and Kristi will be performing live from 6:00 to 9:30 PM.
Fri, June 20
David Auen
Seacrest
Live Music
David Auen will be performing live from 6:00 to 9:30 PM.
Sat, June 21
Jared Herzog
Seacrest
Live Music
Jared Herzog will perform live from 6:00 to 9:30 PM.
Sun, June 22
Farmers' Market
Seacrest
Markets & Shopping
The Peddlers Pavilion Farmers Market, an open-air market in Seacrest Beach, Florida, operates on Sundays from 9 a.m. to 1 p.m. Visitors can explore the market and browse offerings from local farmers, artisans, and bakers. Shoppers are likely to find a variety of items for the entire family, including homegrown vegetables and fruits, honey, fresh-pressed juices, olive oils, cheeses, baked goods, spices, teas, healthy nut butters, pickles, CBD products, dog treats, jewelry, candles, and more.
Sun, June 22
David Butler
Seacrest
Live Music
David Butler will be performing live from 6:00 to 9:30 PM.
Mon, June 23
Timmy Hood
Seacrest
Live Music
Timmy Hood will be performing live from 6:00 to 9:30 PM.
Tue, June 24
Casey Jordan
Seacrest
Live Music
Casey Jordan will be performing live from 6:00 to 9:30 PM.
Tue, June 24
Live Music with Joe Forte
Seacrest
Live Music
Joe Forte can be caught live from 6 to 9 PM.
Wed, June 25
Chris McKay
Seacrest
Live Music
Chris Mckay will be performing live from 6:00 to 9:30 PM.
Thu, June 26
Nicole Rayne
Seacrest
Live Music
Nicole Rayne will be performing live from 6:00 to 9:30 PM.
Reviews - 23
Google
Will definitely be booking with them for our next stay! Our host was there for anything we needed and was amazing.
Oversee
We enjoyed our stay at Dare to Dream! The home was just as pictured and described. The home has a well-stocked kitchen with great appliances, however, we chose to enjoy the great restaurants in the area. The home was clean and all needed amenities were provided. The neighborhood is quiet and beach access is close. Oversee is amazing to work with. The Guest Portal provides all needed information in a concise manner and communication is easy. We look forward to staying at Dare to Dream in the future!
Oversee
The booking was super convenient and communication was outstanding. We look forward to booking with you all again!
Oversee
Our family spent a week staying in Dare to Dream, and we had the best time. The house was very clean, stocked nicely, and was in the perfect location. The little added gifts were so thoughtful. We contacted Oversee with a few questions and the response time was almost immediate. It was so nice being able to talk to someone local and have our questions answered promptly. We are already planning to book this home again, through Oversee, next year! It was above and beyond our expectations! We had a great trip!
Airbnb
Great property!
Vrbo
Thanks for the sweet stay!
Vrbo
The property was absolutely wonderful. Short golf cart ride to beach and beautiful neighborhood. Centrally located to Seagrove and Rosemary beach areas. Definitely would recommend to anyone looking for a great getaway.
Vrbo
Very nice neighborhood! Lovely home! No complaints, would highly recommend!
Oversee
We had the best experience. The home was clean and perfect. The golf cart was so great to have. Made our beach trips so convenient. The beach access is close and easy! Management was prompt when I had questions. It truly is the best location as we were close to so many great restaurants and areas with live music, etc. The house had everything we needed for our trip. We will absolutely be staying here again. We have ZERO complaints!
Oversee
Dare to dream was the perfect beach home. It was very tastefully decorated and had plenty of room for our family of four. The golf cart was very nice to transport to and from the beach. I would like to mention there are nearly 50 stairs to climb up and down to get to the beach. Our kids are older so this was not an issue for us. The beach is very beautiful here, quiet, and very clean. We truly enjoyed our stay and will be back to this area again soon. We love the charm of 30A and enjoy the small town feel!
Oversee
It was wonderful! The family loved the house.
Oversee
The house is a great retreat after playing on the nearby beach all day. Great BBQ and TVs in every room for when you cant agree on a movie. Will definitely be back.
Oversee
The company was fantastic to work with. We had to leave one day early due to the COVID-19 issue and needing to be back home. They were helpful and understanding. The house was clean/ fantastic location /great response time. We will definitely go back!
Oversee
Our stay at Dare to Dream was so wonderful! The house was nice, equipped with what we needed and the beds were comfortable. The golf cart, was an absolute life saver getting back and forth to the beach. It was so helpful. We look forward to returning and would love to stay here again!
Oversee
Dare to Dream was a dream location for our family of 6 over our spring break. Set back on a quiet street with friendly neighbors, the beach was a quick golf cart ride away. There was ample parking for the golf cart along the fence in the parking lot of the condos across the road and we were able to easily access the beach from the entrance across from Seacrest Drive. We enjoyed riding bikes to Alys Beach, Rosemary, and The Hub. These places seemed to offer outdoor concerts and movie nights throughout the week so check out the schedules while you’re here. The house was a lovely spot to land at the end of the day and the kitchen was sufficiently stocked for our needs. The bedroom set up gave us plenty of room to spread out. We had no issues with the WiFi as others had stated. The rental company was friendly and organized and their app made checking in and out a breeze. We thoroughly enjoyed our stay.
Oversee
The house was excellent. It was well equipped with everything that we needed. The beds were outstanding. We had three guest in the house and everyone committed about the comfort of the beds. The location is also a positive. It is convenient to hwy 98 and a lot of restaurants.
Oversee
Everything was arranged very nicely as pictured. The property management team was very responsive. We had a wonderful experience and would highly recommend this property.
Oversee
Our stay was perfect! Just the right amount of space for our family. Great location. The only thing I would suggest is for there to be an additional lock on the front door. Our 15 month old could open the door from the inside since it only had the key lock pad and no way to lock from the inside. Otherwise the house was perfect, we would definitely stay here again. The convenience of the app for checking in & property info was very nice to have.
Oversee
The property was very clean and only half a mile from the beach. The bikes and golf cart came in handy and was an added bonus.
Oversee
Our family of five had a wonderful experience at Dare to Dream. It is located on a very quiet street. It is a beautiful home. We enjoyed the bicycles and having a golf cart to go to the beach. It made it very convenient. We went to the beach every day and at different times of the day. It is basically a private beach. At times, we were the only ones on the beach (this is during July!).On the negative side, the internet is weak and appears to be a DSL connection. If you need to send any sort of basic email, you will need to bring your own “hot spot”. Also, the kitchen has basic essentials. If you want to cook, you may need to bring your can opener, favorite skillet, etc.Overall, this is a lovely home. It is a great value and we would rent again.If I could make one suggestion, the owner may want to be more specific on where to park the golf cart for the beach. Luckily, we met a nearby home owner who was kind enough to show us where to park it.
Oversee
The house was spectacular! Very clean and beautifully decorated. Felt like we were at home. The convenience of the golf cart made going to the beach so nice. Would definitely recommend this property to others and would love to stay there again!!
Oversee
This house was perfect for our family of four. The golf cart was awesome to use to/from the beach. We couldn’t have asked for a better place to stay on our first stay in Seacrest!
Oversee
Great place….nice, new and clean. The beds are comfy with nice sheets. the Kitchen flows well into the TV area, but more knives/cutting boards, pots and pans would be nice. the beach is not really w/in walking distance, but having the golf cart makes that issue not a problem one.
Host Family
Emerald Office at Sunnyside
Office location:
Emerald Office at Sunnyside, Florida
Contact Emerald Office at Sunnyside
Dare To Dream
Seacrest - Sleeps 8
3 bedrooms - 4 beds - 2 baths