The Daydream at St. Augustine - Your Ultimate Vacation Oasis!
Escape to The Daydream, a beautifully appointed vacation rental nestled in the heart of St. Augustine, Florida – the oldest city in the New World and a favorite destination of pirates and history lovers alike. This charming retreat offers the perfect blend of modern comfort and historic charm, just minutes away from St. Augustine's iconic landmarks, cobblestone streets, and scenic waterfront.
At The Daydream, the only thing more refreshing than our private pool and jacuzzi is your sense of adventure! Nestled on charming Anastasia Island, this 3-bedroom, 2-bath gem is your home away from home—if your home had a sweet pool and a beach just a flip-flop away. Our place is perfectly located for when you want to dive into history or dive into the ocean (we recommend both).
Our comfy bedrooms make napping an Olympic sport and a kitchen ready for your culinary masterpieces (or just reheating last night’s takeout), The Daydream is equipped for both relaxation and entertainment. And when the beach gets too crowded, just retreat to your personal oasis—complete with a jacuzzi for those who believe that every day deserves a bubbly celebration.
With the historic tourist area just a leisurely stroll away and St. Augustine Beach calling your name, you can have your sun and history too. So kick off your sandals, grab your sunscreen, and book The Daydream—where every moment feels like a vacation and every guest leaves with a tan and a smile!
Attractions:
► Castillo de San Marcos; 6 min drive. 30-35 min walk. ► St Augustine Pirate Museum; 6 min drive. 30-35 min walk. ► Saint George Street; 5 min drive. 25-30 min walk. ► Ponce de Leon's Fountain of Youth. 10 min drive. ► St Augustine Alligator Farm. 3 min drive. 20 min walk. ► Lighthouse. 4 min drive. ► St Augustine Beach. 5-10 min drive. ► Anastasia Miniature Golf. 3 min drive. 15 min walk.
► Not pet friendly- Sorry, we have serious allergies!
► No smoking or vaping in the house or the premises
►Guests assume responsibility for pool and spa use
Please note: guests are expected to act responsibly and swim at their own risk. Owners are not responsible for injuries related to the pool/backyard. Extra fees will be applied for damaged equipment.
Pool and Spa can be heated (controlled remotely), but additional fees may apply depending on time of year.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Historic Downtown Home with Heated Pool and Cottage! Walk to Everything!
Uptown
Historic Downtown Home with Heated Pool and Cottage! Walk to Everything!
The host requires you to complete the following before checking out:
Load and start the dishwasher
Take out the rubbish
Turn off the lights and lock the doors
Please start dishwasher and bring trash cans to the end of the driveway. That is all!
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 4289270vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
St. Augustine
Located on a river, this holiday home is in Davis Shores, a neighbourhood in St. Augustine. Castillo de San Marcos National Monument is a notable landmark, and the area's natural beauty can be seen at Anastasia State Park and St. Augustine Beach. Looking to enjoy an event or a game while in town? See what's happening at Flagler College Tennis Center or Francis Field.
St. Augustine Lighthouse & Maritime Museum - 16 min walk - 1.4 km
St. Augustine Alligator Farm Zoological Park - 17 min walk - 1.4 km
Bridge of Lions - 2 min drive - 1.7 km
Anastasia State Park - 2 min drive - 1.7 km
St. George Street - 3 min drive - 2.0 km
Getting around
St. Augustine, FL (UST-Northeast Florida Regional) - 18 min drive
Restaurants
Tradewinds Tropical Lounge - 3 min drive
Harry's Seafood Bar Grille - 3 min drive
Casa Reina - 3 min drive
Conch House Restaurant - 16 min walk
Candlelight South Restaurant - 15 min walk
Frequently asked questions
Does The Daydream at St Augustine have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at The Daydream at St Augustine?
As of 12 May 2026, prices found for a 1-night stay for 2 adults at The Daydream at St Augustine on 20 August 2026 start from NZ$600, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is The Daydream at St Augustine pet-friendly?
No, pets are not allowed at this property.
How much is parking at The Daydream at St Augustine?
On-site parking is available at the property.
Where is The Daydream at St Augustine located?
Located in Davis Shores, this holiday home is within 1 mi (2 km) of Matanzas River and Anastasia State Park. Walker Charters and Tolomato River are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
What a neat place where the host was incredibly responsive! Our parents and 99 year old Granny had a super time for a much needed respite. We definitely recommend this Vrbo!
Stayed for a 3-night concert and this house was a perfect bike ride away from St. Augustine Amphitheater! Great place to hang during the day in-between shows. Pool was so nice :)
My sisters and I had a wonderful time celebrating a birthday at Daydream. The house was well-furnished and beautifully decorated, the beds were comfortable, and it was the cleanest VRBO home I've ever rented. We had some issues with the pool/hot tub, but the owners were very responsive and sent over a maintenance person promptly. The central location made getting to historic St. Augustine and the beach quick and easy!
Wonderful spot! Bike rideable to Mojos tacos and conch house. Private back yard with a hot tub that was actually hot and the perfect size pool. The master bedroom really makes the house seem larger then it would otherwise. You could totally ride downtown or out to the beach in the state park on bikes.
I have to be real with you, we’re a bit hesitant to leave an honest review. We would hate to have to struggle to book another vacation here.In all sincerity though, we had the most amazing time. The house is beautiful and perfectly suited our needs. We spent countless hours by the pool and in the hot tub. The location of the property is smack dab in the middle of everything you could want to see; the lighthouse, Anastasia State Park beach access, downtown shopping and food, the fort, and delicious dining options like Sheila’s and the Tides.Ownership displayed quick and effective communication for all of our wants and needs.The upstairs en suite bedroom with balcony left us feeling like we were in the penthouse suite with the kids downstairs.We experienced some stunning nature right in the backyard. We had lizard visitors and even got to watch an osprey eat his fish dinner in the tree above us while we sat in the hot tub and uber eats’d our own seafood supper.New core memories got locked in at the Daydream for our family, we’ll be dreaming of it until we return again, as soon as possible.10/10 Recommend
Great location, easy to drive or walk to all the St. Augustine sights and to the beaches. House is in great shape and the pool and spa are wonderful; we used it every day. Host was quick to respond to any questions of requests.
Kevin M.
Stayed 4 nights in Apr 2026
About the host
Hosted by Sweta Beach
Hi! My name is Sweta (sway-tha)-sorry for the phonetics lessons - I have finally decided to ask / correct the pronunciation of my name after 30 some years--i have been sweet-tah, sweat-tah, svet-a...I could go on but I won't!
I have just started on this adventure based on my love of travel and my love of staying at places that make me happy!
Why they chose this property
Quiet, privacy, and close proximity to downtown St Augustine and St Augustine Beach
What makes this property unique
Private pool, space, great location
Languages:
English
Premier Host
They consistently provide great experiences for their guests