Tipsy Tiki – Private Pool, Pet-Friendly, Near Beaches & Downtown

Welcome to The Tipsy Tiki, your private home in Davis Shores on Anastasia Island, just minutes from St. Augustine’s historic downtown and nearby beaches.

This fully fenced, pet-friendly home features a resort-style backyard with a private pool, tiki bar lounge, outdoor dining area, fire pit, BBQ, and multiple spaces to relax and connect.

Designed for families and group stays, it offers privacy, comfort, and an easy coastal setting for meaningful time together.

The space
A spacious 5-bedroom home (over 2,000 sq ft) designed for group comfort, with multiple indoor and outdoor living areas that make it easy to gather—or spread out and relax. Enjoy your own private resort-style stay, complete with a pool and curated entertainment spaces, just minutes from St. Augustine’s top attractions.

Location:
Davis Shores is a quiet residential neighborhood known for its laid-back coastal atmosphere, walkable streets, and local cafés and restaurants. It offers the perfect balance of peaceful island living with quick access to both downtown St. Augustine and nearby beaches.

Historic Downtown (St. George Street): 1.5 mi
Anastasia State Park Beach: 2.0 mi
Vilano Beach: 3.6 mi
St. Augustine Beach Pier: 3.8 mi

Beach Access & Essentials:
Enjoy quick, easy access to our beautiful shared public beaches just a short drive or bike ride away! To make your trips to the sand completely effortless, we provide beach essentials including chairs, towels, a cooler, and a beach cart for your use.

Parking:
Ample private driveway parking for up to 5 vehicles, making arrivals and departures easy for larger groups.

What you’ll love
Private pool with tiki bar lounge and outdoor Smart TV
Fire pit seating with Adirondack chairs for evening gatherings
Outdoor dining terrace, BBQ, and multiple lounge areas
Beach essentials provided for effortless coastal days
Entertainment lounge with arcade and curated games
Spacious five-bedroom layout for group stays

Living Room
A bright, open living space with plush seating, a large Smart TV, and sliding doors opening directly to the pool terrace, creating a seamless indoor-outdoor flow for relaxed coastal living.

Outdoor Resort-Style Retreat
A fully fenced private backyard designed for all-day outdoor living, featuring a sparkling pool, tiki bar lounge, outdoor Smart TV, fire pit seating with Adirondack chairs (firewood not provided), Weber grill with propane, outdoor dining area, sun loungers, a new deck, and open gathering space. Designed for privacy and effortless outdoor enjoyment from morning through evening.

Entertainment Lounge
A dedicated lounge featuring a Smart TV for streaming, a PAC-MAN arcade with classic games, a multi-game table (foosball, pool, ping pong & more), and a vintage-style Victrola Bluetooth jukebox. Board games and toys are provided for relaxed evenings together, including our custom St. Augustine-Opoly!

Bedrooms
All bedrooms include Smart TVs, full-length mirrors, and thoughtful touches for comfort and ease.

Primary Suite: King bed, workspace, dual closets (including one with a safe), and direct pool access. Ensuite bathroom with double vanity and walk-in shower.

Bedroom 2: Queen bed with natural light and a calm, restful design.

Bedroom 3: Two twin beds, ideal for children or companions.

Bedroom 4: Queen bed with a minimalist, quiet atmosphere.

Bedroom 5: Full + twin beds with distinctive brick flooring and character details.

Shared bathroom with walk-in shower.

Kitchen & Dining
A chef-style kitchen with stainless steel appliances and all essential cookware and dining ware, including a double oven, electric stove, microwave, dishwasher, and full-size refrigerator/freezer. The dining table seats 8 comfortably.

Coffee Bar & Workspace
Enjoy a fully stocked coffee station (Keurig, drip coffee maker, mini fridge). Dedicated workspace with ultra-fast 1 Gbps Wi-Fi, ideal for remote work and multiple devices.

Family Comforts
Pack ’n play, stroller, high chair, bed rail guard, baby bathtub, potty seat, children’s dinnerware, and toys provided for a seamless family stay.

The Experience
A private island retreat designed for relaxed coastal living, shared moments, and effortless stays on Florida’s historic coast.