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Cypress By The Sea

Sleeps 8 - 4 Bedrooms - 4 Baths
456 Cypress Drive, Santa Rosa Beach, FL 32459

Cypress By The Sea by Oversee 30A | 2024 Diamond Winner-Best Rental Mgmt.

This stunning classic beach house rests in Cypress Dunes, an exclusive gated amenity-rich community. Cypress By The Sea is just off 30A, and on the west end (known as the quiet end - if you know, you know).

Highlights:
📍 In Cypress Dunes, a Topsail community
🏖️ 1.2 miles from Beach Highlands Beach Access
👙 Community pools!
🛏️ 4 bedrooms, 4 baths
🌱 Faces Topsail Hill Preserve State Park
🕶️ Clubhouse, Gulf-front infinity pool, outdoor jacuzzi!
🚲 4 bikes
🔥 Gas grill
🦞 Great restaurants
🛍️ Fun shops

The community includes a clubhouse, a state-of-the-art fitness center, and a Gulf-front infinity pool. The second-level sunset deck has incredible views of the coastal dunes and Gulf and includes an outdoor jacuzzi. There’s also a 2nd pool with a cascading waterfall and 2 regulation tennis courts.

Four bikes are included, perfect for exploring. Stroll through the neighborhood boardwalks that wind through the cypress trees and pond areas.

This is a great location to enjoy 30A shops and eateries. Kayaking, biking, paddle boarding, fishing, golfing, swimming, tennis—you’ll find it all right here.

The home backs up to Cypress Dunes Park with a rare recreational lawn area. The front of the house faces Topsail State Park, a peaceful nature preserve. Inside, the relaxing 4-bedroom home sleeps eight. The expansive third-floor loft has 2 double beds, and a separate media room, ideal for kids.

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:
- 1.2 miles from the beach (Beach Highlands Access)
- 4 bedrooms, 4 baths
- 2654 sq ft
- Gas grill
- Community pools - 8 wristbands are provided for the pools
- 4 bikes included

Overnight:
- Queen in 1st floor guest room; hall bath
- King in 2nd floor primary bedroom; private bath; TV
- King in 2nd floor guest room; private bath
- Queen in 2nd floor guest room; private bath
- 2 doubles in 3rd floor loft area; media room with TV

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

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House Rules

Who can stay.

  • Guests Maximum8 guests maximum
  • No petsNo pets

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

Community Amenities

  • Community poolCommunity pool

Outdoor

  • BalconyBalcony

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
  • BathtubBathtub

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
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Bed and Baths

1st Floor

bedroom

1 Queen bed

full bathroom

 

2nd Floor

Primary Bedroom

1 King bed

full bathroom

 

bedroom

1 King bed

full bathroom

 

bedroom

1 Queen bed

full bathroom

 

Location

Upcoming Events

Thu, December 26

OUTRO

Dune Allen
Live Music Live Music

Outro can be heard live from 6 to 9 PM.

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Fri, December 27

Rhino Jockeys & Ike Bartley

Dune Allen
Live Music Live Music

Rhino Jockeys and Ike Bartley will be performing live from 7 to 10 PM.

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Sat, December 28

Sugarcane Jane

Dune Allen
Live Music Live Music

Sugarcane Jane will be performing live from 7 to 10 PM.

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Sun, December 29

Steenos & John Reinlie at Brunch

Dune Allen
Live Music Live Music

The Sunday Funday Brunch takes place from 10:00 AM to 3:30 PM, featuring live music from 11:00 AM to 2:00 PM.

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Sun, December 29

Wes Herdon

Dune Allen
Live Music Live Music

Wes Herdon will be performing live from 6:00 to 8:30 PM.

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Tue, December 31

JMT & Friends

Dune Allen
Live Music Live Music

JMT and Friends will be performing live from 6 to 9 PM.

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Wed, January 1

New Year's Day Pajama Brunch

Dune Allen
Food & Drink Food & Drink

The start of 2024 brings an opportunity to embrace comfort and celebration at Stinky’s Fish Camp. Guests are invited to begin the new year by attending a special brunch event while wearing their pajamas. As a reward for their cozy attire, participants will receive a complimentary mimosa. This unique celebration combines breakfast and a touch of indulgence, perfectly capturing the spirit of the new year. The event takes place on New Year’s Day during brunch hours, offering a chance to relax and enjoy the festivities. At Stinky’s, pajamas become the fashion statement of the day, promising a start to the year that is both comfortable and joyful.

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Thu, January 16

Celebrating Music and Culture: The SwampWriter Music Festival

Dune Allen
Live Music Live Music

Jim has made numerous contributions to the community, with the annual SwampWriter Music Festival at Stinky's Bait Shack being a notable highlight. This festival, held every January over Martin Luther King Jr. Weekend, is a five-day event that celebrates local and regional musical talent in a vibrant, saltwater-infused atmosphere. Now in its 15th year, the SwampWriter Music Festival embodies the essence of "Old School 30A," providing an authentic and accessible experience for music enthusiasts. The festival features performances by more than a dozen musicians on the renowned stage at Stinky's Bait Shack, a venue that combines the allure of a dive bar with the spirit of a music hall.

Learn More
Fri, January 17

Celebrating Music and Culture: The SwampWriter Music Festival

Dune Allen
Live Music Live Music

Jim has made numerous contributions to the community, with the annual SwampWriter Music Festival at Stinky's Bait Shack being a notable highlight. This festival, held every January over Martin Luther King Jr. Weekend, is a five-day event that celebrates local and regional musical talent in a vibrant, saltwater-infused atmosphere. Now in its 15th year, the SwampWriter Music Festival embodies the essence of "Old School 30A," providing an authentic and accessible experience for music enthusiasts. The festival features performances by more than a dozen musicians on the renowned stage at Stinky's Bait Shack, a venue that combines the allure of a dive bar with the spirit of a music hall.

Learn More
Sat, January 18

Celebrating Music and Culture: The SwampWriter Music Festival

Dune Allen
Live Music Live Music

Jim has made numerous contributions to the community, with the annual SwampWriter Music Festival at Stinky's Bait Shack being a notable highlight. This festival, held every January over Martin Luther King Jr. Weekend, is a five-day event that celebrates local and regional musical talent in a vibrant, saltwater-infused atmosphere. Now in its 15th year, the SwampWriter Music Festival embodies the essence of "Old School 30A," providing an authentic and accessible experience for music enthusiasts. The festival features performances by more than a dozen musicians on the renowned stage at Stinky's Bait Shack, a venue that combines the allure of a dive bar with the spirit of a music hall.

Learn More
Sun, January 19

Celebrating Music and Culture: The SwampWriter Music Festival

Dune Allen
Live Music Live Music

Jim has made numerous contributions to the community, with the annual SwampWriter Music Festival at Stinky's Bait Shack being a notable highlight. This festival, held every January over Martin Luther King Jr. Weekend, is a five-day event that celebrates local and regional musical talent in a vibrant, saltwater-infused atmosphere. Now in its 15th year, the SwampWriter Music Festival embodies the essence of "Old School 30A," providing an authentic and accessible experience for music enthusiasts. The festival features performances by more than a dozen musicians on the renowned stage at Stinky's Bait Shack, a venue that combines the allure of a dive bar with the spirit of a music hall.

Learn More
Mon, January 20

Celebrating Music and Culture: The SwampWriter Music Festival

Dune Allen
Live Music Live Music

Jim has made numerous contributions to the community, with the annual SwampWriter Music Festival at Stinky's Bait Shack being a notable highlight. This festival, held every January over Martin Luther King Jr. Weekend, is a five-day event that celebrates local and regional musical talent in a vibrant, saltwater-infused atmosphere. Now in its 15th year, the SwampWriter Music Festival embodies the essence of "Old School 30A," providing an authentic and accessible experience for music enthusiasts. The festival features performances by more than a dozen musicians on the renowned stage at Stinky's Bait Shack, a venue that combines the allure of a dive bar with the spirit of a music hall.

Learn More

Reviews - 3

chris
Sep 2024 Google

We had a fantastic week’s stay at Cypress by the Sea and loved every minute of it. The house is bright, clean, and quiet, with a lot of room to spread out. Two balconies make morning coffee and evening cocktails even better. The nearby beaches are lovely, and you can bike to a few of them. The cypress grove in the neighborhood is neat to stroll through. The clubhouse has an incredible infinity pool perfect for lounging away the day’s heat. We would return in a heartbeat!

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jenna
Bixby, Oklahoma
Jan 2023 Oversee

We had the BEST experience in this house! We loved every detail & can’t wait to visit again. We had 1 minor gate code hiccup on arrival and the on call emergency service was quick to try and help (even with it being 2am on Christmas after cancelled flights). The company was more than accommodating to us and we sincerely loved the house and location. Pool was amazing. Really hope to visit again!

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ginny
May 2023 Vrbo

Everything was perfect. This was our second stay and we are booking again next year. The house is beautifully decorated and well stocked. We used the amazing pool and gym everyday. And the beaches are amazing. Friendly neighbors and great neighborhood for walking!

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Host Family

Grayton

Joseph Hunter
Charles McTear
Haylee Macon
Jacob Scali
Ryan Pearson
Danny West
Theresa Byess
Anna Munzer
Chris Parsons
Acquired in 2014 and fully renovated in 2019, the Grayton Office is solely used to provide the fastest hospitality to the homes that are just a stone’s throw away.

Office location:

Grayton, Florida

Contact Grayton
Guests

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