Holiday houses in St. Johns

4.94 out of 5 average rating, 69 reviews

A serene outdoor space features a private saltwater pool, enclosed by a mesh screen. Two pink flamingo floaties rest on the water. Comfortable lounge chairs provide seating alongside lush greenery, enhancing the inviting atmosphere of the retreat.

Home in St. Johns County

Zen Flamingo: Poolside Peace Near Beaches and TPC

Welcome to the Zen Flamingo—a peaceful, stylish retreat in St. John’s, FL! Nestled between St. Augustine and Jacksonville Beach, our home offers a relaxing getaway with a private pool, modern comforts, and smart home features. Whether you're lounging by the saltwater pool, exploring local shops, or streaming your favorite shows, you’ll find everything you need to unwind. Enjoy nearby dining, shopping, and beaches.. View the full Zen Flamingo experience using the QR code in the photo gallery.

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5.0 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

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Home in Southeast Jacksonville

5.0 out of 5 average rating, 19 reviews

Experience ultimate privacy on several wooded acres at this expansive St. Johns River retreat. This 5BR/3.5BA home is a paradise for outdoor enthusiasts, offering a long dock for boat tie-offs and an above-ground pool with a hot tub. Bring your boat, RV, kayaks, or canoes and enjoy direct river access just steps from your door. With tons of outdoor space and a serene, quiet atmosphere, this property is the perfect private oasis for large groups seeking a peaceful waterfront getaway in Jax!

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Home in Southeast Jacksonville

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

4.88 out of 5 average rating, 246 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

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4.98 out of 5 average rating, 128 reviews

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

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Guest suite in Fruit Cove

4.92 out of 5 average rating, 72 reviews

The Waddle Inn

Peaceful modern farmhouse 2-bed, 1-bath private 2nd-floor suite on our 2-acre creekfront mini farm. Built in 2023, it offers high-quality linens, smart TVs, and Wi-Fi. Meet our two rescue draft horses, friendly chickens and curious turkey; guests are welcome to help feed treats. Enjoy pool, firepit and on-site kayak rentals on the creek to the St. Johns River. 30–35 minutes to beaches, NAS JAX, TPC Sawgrass and historic St. Augustine. Perfect for couples, families and remote work.

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Superhost

5.0 out of 5 average rating, 3 reviews

Hidden Sanctuary | Heated Saltwater Pool | FirePit

Welcome to The Hidden Sanctuary A heated and cooled saltwater pool, nearly an acre beneath moss-draped live oaks, and privacy from the surrounding homes. The Hidden Sanctuary is Old Florida privacy with mid-century bones, 25 minutes from historic St. Augustine and a few blocks from the St. Johns River. Coffee on the screened porch. Afternoons in a pool that's swimmable in August. Nightcaps by the fire pit. An outdoor rainfall shower tucked into bamboo cut from the property.

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4.92 out of 5 average rating, 87 reviews

A modern living area is furnished with a gray sofa and two light-colored armchairs. A textured rug covers the floor, while large windows allow natural light to illuminate the space. The kitchen can be partially seen in the background, featuring contemporary appliances.

Guesthouse in Fruit Cove

Luxury Cottage with River Access

Enjoy the peaceful ambiance of this brand new luxury cottage on Julington Creek in Saint Johns County. Centrally located -- we're just a 30 minute drive to the beach, downtown Jacksonville, and St. Augustine. Amenities include a king-sized bed, two TV's, and a fully-equipped kitchen. The cottage is located at the front of our 1-acre property. Our own home is situated just across the lawn from the cottage. Guests will walk through the backyard to access the river.

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5.0 out of 5 average rating, 19 reviews

Executive & Family Stay Near Mayo & Beaches

Modern coastal townhouse ideal for families and executives. Located near Mayo Clinic Jacksonville, beaches, restaurants, and highways. Features 2 bedrooms: one with 2 beds, the other with a queen bed and reading area. Includes 2 work desks (one per room), fast WiFi, garage, and a peaceful patio overlooking a lake. Perfect for work trips, medical stays, or vacations. + Resort-style amenities: pool, beach volleyball court, and children’s playground.

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4.98 out of 5 average rating, 43 reviews

Modern Home • Pool & Game Arcade • Sleeps 10

✨ Stylish & spacious home perfect for families, groups, business trips, and relaxing getaways 🌴 🛋️ Professionally designed with cozy living spaces 🍽️ Fully equipped kitchen 🔥 BBQ grill for outdoor gatherings 🏖️ Resort-style pool & gym access 📶 Fast Wi-Fi 📺 Smart TVs in multiple rooms 🛏️ Comfortable beds & modern décor ☕ Complimentary coffee station 🚗 Free parking ☀️ Everything you need for a relaxing and memorable stay near the b

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4.97 out of 5 average rating, 31 reviews

Home in Nocatee

The Picasso House

The Picasso House is an artful coastal retreat featuring a modern indoor fireplace, an 11-foot island perfect for gathering, and curated artistic touches throughout. Enjoy bright, open spaces and stylish comfort. Outdoors, relax around the built-in gas fireplace or unwind in multiple seating areas designed for connection. Located minutes from Ponte Vedra Beach and near St. Augustine, it’s the ideal blend of modern design and coastal charm.

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The exterior of a two-story townhouse is showcased, featuring a well-maintained landscape with trimmed shrubs and a concrete pathway. A garage is visible on the left side, and large windows provide natural light. The earthy tones of the building complement the surrounding greenery.