Holiday rentals in St. Augustine

Tree Top View 2

This spacious tree-top apt overlooks a seldom used and quiet street. The private balcony has a view to majestic live oaks, a home to many squirrels and birds. A perfect place to sip a steaming mug of coffee in the morning or a glass of wine as the sun goes down. This apartment offers a king bed with a separate living area and an equipped kitchen. An easy walk into historic downtown St. Augustine, with it's many delicious eateries and tourist sites. We also rent the adjacent apt Tree Top View 1.

Yellow Submarine II

28' Vintage Airstream we call the Yellow Submarine, enjoy this unique experience inspired by The Beatles and furnished with IKEA. The queen bed in a separate bedroom offers comfort and privacy and 1 of 3 tvs. Full bathroom, separate shower, fully equipped kitchen, thermostatically controlled AC & space heaters. A short 6 minute Uber into downtown or 8 minutes to Viano. Beach. Our 5 star reviews love,location, privacy, firepit, and hottub, private outdooor shower and covered patio with tv.

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Charming "Treehouse" apartment

Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the black recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

SeaGlass on Vilano Beach~St. Augustine, FL

Beach lovers retreat- Steps to ocean & close to downtown. Walk to grocery/waterfront dining/roof top cocktails Gem w/lots of tropical outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated large garden property. Short 1 min walk to lovely quiet beach! Convenient walkable beachside neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2 welcome) solo travelers, Flagler College parents.

Newly Renovated, Clean, Private, Studio

Aunt Suzie's Hideaway. Experience St. Augustine like a local. Fun, relaxing, tropical, historic, magical. Bring your bike, board, boat, or kayak. Safe, quiet neighborhood, walk, bike, fish or picnic along the intracoastal waterway and marsh. 1 mile to Shands Flagler Hospital, 4 miles to downtown historic district and 5 miles to the beach and Amphitheater. Small fully equipped kitchen, queen bed, large bathroom, sitting area, dining or worktable.

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Hammock Hideaway

This is a place for those who love Old Florida with an abundance of beautiful live oaks that provide a natural shady “Hammock”. Our space is a Bohemian paradise, a place to sit and relax or enjoy the many nearby adventures. Feel free to use the available bicycles and take a quick 5 minute ride to the beach. Ask us about the kayak or surf boards available for nearby water activities.