Holiday rentals with a pool in Historic District, St. Augustine

Walk to Everything plus Pool and bonus Cottage!

Our charming 4/3.5 home with heated saline pool is a quiet retreat from a day spent exploring beautiful St. Augustine! We are Downtown just blocks from the famed Fort. So close to the action you can park the car and forget about it! And best of all you really get 2 houses in 1 (double Kitchens and Livingrooms)! Perfect for extended families or friends catching up. If you need another rental we have a 4 bedroom with pool right next door. It's called Southern Charmer w/Pool - Walk to Everything.

Pink Palms *Heated Pool* Walk to Downtown

🏝️ Luxurious Private Heated Pool Home In Historic Downtown and Family Friendly! - Private Heated Pool & large backyard with tons of gorgeous palms - Outdoor cabana with grill, fans, pool table, kid toys, bocce, corn hole, recessed lights and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly - Event Venue

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Downtown Luxury • Gourmet Kitchen • STEPS 2 DTWN !

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Htd Pool/Arcade, FirePit& PuttingGreen 1.2 mi DT

ISLE BE BACK 🌴— a brand NEW modern home! Dates fill quickly for spring & summer — save your stay now! Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔ Sleeps 8 comfortably ✔ Easy self check-in & free parking

Historic St. Augustine 2/2 Duplex & Pool

About this space: Welcome to this 2 unit home located in Historic St. Augustine. This home is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This home has 2 bedrooms and 2 full bathrooms, a living room, kitchen, den and direct pool access. This space: This home is a 2 unit house Guest access: There is a lockbox on the door with a key inside Other things to note: Please keep in mind that the pool is a shared space :)

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Welcome to the Newly Renovated Ocean View Antastasia Condo, relax and enjoy this bright and airy 5th floor condo with a gorgeous coastal theme. Wood ceilings, brand new kitchen w/stainless steel appliances & aqua tiled feature wall & more! Ceiling fans & flat screen TV's in every room. Features stunning, breathtaking Ocean views with an enclosed glass balcony that opens to enjoy the ocean breezes and to hear the ocean waves. Wake up to a beautiful sunrise with your morning coffee!

Very Special Apt, St Augustine Historic District

Forget your worries in this spacious and serene apartment. A large, quiet space with a fenced beautiful backyard, large pool (rare for the Historic District) and gardens. Dogs are welcome. Just steps to what the walkable city of St. Augustine has to offer. A 3 minute walk to St. George Street for food, fun and frolic. The Fort, Castillo de San Marcos; the riverfront; Flagler College Tour; St. Augustine Lighthouse, restaurants & attractions close by. The beach is a 12 minute drive.

Lakeside Retreat |Private Pool| 8min walk Downtown

Welcome to the historical Lakeside Retreat located in the heart of the eclectic Lincolnville neighborhood of Downtown St. Augustine - Effortlessly explore the Oldest City with a quick 8min walk into the Historical Downtown for all the top historic sights, hottest bars & restaurants. 3 bedroom, 2 bathroom layout with a private, fully fenced front yard w/ sparkling clean, heated pool - Backyard is fully fenced overlooking the tranquil Lake Maria Sanchez.

F1, Downtown, POOL, beaches, porch, parking!

Relax in downtown St. Augustine, 5 - 10 minutes walk from Flagler College, and the main attractions. Large heated pool (April 1 -November 1) and back yard that is shared between our 4 apartments. This downstairs historic apartment has all the conveniences incl. TV's in living and bedroom, free WIFI and we offer Roku TV. We have a drip coffee maker, coffee, decaf, creamers, and sugar. Free parking for 1 car on premise and free street parking.