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Have a Little Fun Everyday Main and Carriage House

Seaside Proper - New Listing

5 Bedrooms
5.5 Baths
Sleeps 14
3692 SQ FEET

Video Tour

Book Your Getaway Today & Save!
Use Promo Code: LITTLEFUN20 at checkout for an exclusive introductory rate.

For a limited time only. Holiday black out dates apply. Valid for arrival dates 3/24/26 - 6/22/26

Have a Little Fun Everyday

Luxury Seaside Compound with Main House, Private Annex, and Detached Carriage House 1 Block to the Beach

Home Introduction

Welcome to Have a Little Fun Everyday, an exceptional Seaside home offering the rare opportunity to enjoy an expansive retreat with a main home, attached annex, detached carriage house, and your own shuffleboard court only 1 block to the beach and 3 blocks to shopping and dining in the middle of Seaside. Perfect for large families, multiple families traveling together, or groupslseeking both gathering space and privacy, this thoughtfully designed compound combines luxury, convenience, and classic Seaside charm just steps from the beach and town center.

Featuring expansive wraparound porches, a Gulf-view watchtower lounge, multiple indoor and outdoor living spaces, and direct access to Seaside amenities, this one-of-a-kind property is designed for unforgettable 30A vacations.

Home Highlights

· Sleeps 14 Guests — Four king sleeping areas plus twin guest room and sleeper sofa
· Watchtower Lounge — Panoramic 360-degree Gulf and Seaside views
· Across from the Westside Community Pool — Access to all Seaside pools included
· 1 Block to Odessa Beach Pavilion — Private Seaside beach access included
· Wraparound Outdoor Living Porch — Outdoor dining, hammock, shuffleboard court, grill, and outdoor shower
· Detached Private Carriage House — Ideal for grandparents, couples, or added privacy
· Annex Entertainment Lounge — Smart TV, wet bar, card table, and powder room
· 6 Taxi Bikes Included
· Full Chef’s Kitchen in Main House — Wolf dual oven, built-in buffet, island seating, and drip coffee maker
· Additional Full Kitchen in Carriage House — Oven, stove, microwave, dishwasher, and full-size refrigerator
· Multiple Outdoor Living Spaces — Screened balcony, private balcony, cushioned porch seating, and quiet courtyard views
· Smart TVs Throughout the Property
· Washer and Dryer Access
· Parking Passes for 2 Vehicles
· Access to Seaside Tennis and Fitness Center
· Access to All Seaside Community Pools and Private Beach Entrances
· Complete Clean Linen Program — All linens laundered after every stay
· Concierge Services Available — Grocery delivery, baby gear, bike rentals, beach rentals, and more

Location Perks

· 2 minute walk to Odessa Beach Pavilion
· 3 minute walk to Seaside shopping and dining district
· Directly across from the Westside Community Pool
· Easy access to tennis courts, fitness center, pickleball courts, kids camps, shopping, dining, and seasonal Seaside activities

Know Before You Go

· No golf carts allowed in Seaside per HOA regulations. Limited medical exceptions may apply.
· Mid-stay clean required for reservations of 10 or more days and included in the rate
· Additional cleaning services available for an extra fee
· Access to Seaside private beach entrances and community pools is included. Pool heating and towel service are managed by the HOA and subject to change.
· No pets allowed. Unauthorized pets may result in fines or eviction.
· The annex entertainment lounge and annex king suite are connected by exterior access only with no interior staircase between levels.

Room
Features
Main House 1st Floor King Suite 1
Smart TV, soaking tub, and walk-in shower
Main House 1st Floor King Guest Room
Hallway access to full bath with walk-in shower
Main House 3rd Floor Guest Room
Two twin beds with adjacent full bath and walk-in shower
Annex 1st Floor King Suite
Separate entrance from wraparound porch, Smart TV, ensuite bath with walk-in shower
Carriage House King Guest Room
1st Floor, Hallway access to full bath with shower and tub combination
Bonus 1
Queen Sleeper Sofa in Annex Entertainment Lounge (no interior access to 1st floor of Annex)
Bonus 2
Queen Sleeper Sofa in the Carriage House Living Room
Annex Powder Room

Availability Calendar will go here.

Amenities & Features

  • Bed Linens
  • Kitchen
  • Essentials
  • Washer
  • Hair Dryer
  • Hangers
  • Wifi Fiber Optic
  • Wifi
  • Heating
  • Private Entrance
  • Shampoo
  • Hot Water

See All Amenities

Promotions

Booking Window 03/24/2026 - 06/22/2026 | Enter Promo Code: LITTLEFUN20

Description:

Special pricing for arrivals until June 22, 2026 when you use promo code LITTELFUN20 at checkout. Discounts or promos cannot be combined.

Inquire Now About Have a Little Fun Everyday Main and Carriage House

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