Vacation rentals in St. Augustine

A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.

4.97 out of 5 average rating, 768 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

Guest suite in St. Augustine

A panoramic view of a beach scene at sunset, featuring vibrant clouds in shades of pink, orange, and purple. The sun dips below the horizon, reflecting off the water's surface. Grassy dunes are visible in the foreground, framing the tranquil scene.

5 out of 5 average rating, 309 reviews

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 outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 124 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

A spacious bedroom features a large bed with white bedding. Natural light enters through multiple windows, complemented by white shutters. A comfortable armchair is situated near the window, enhancing the cozy atmosphere of the room.

4.96 out of 5 average rating, 380 reviews

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

5 out of 5 average rating, 228 reviews

A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.

Cottage in Lincolnville

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Guest suite in St. Augustine

A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.

4.99 out of 5 average rating, 461 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

4.92 out of 5 average rating, 157 reviews

A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.

Cottage in St. Augustine

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.

The open living area features wooden floors and natural light from multiple windows. A compact dining table with folding chairs is set next to a breakfast bar. The kitchen is partially visible in the background, showcasing cabinetry and accessories.

4.93 out of 5 average rating, 400 reviews

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.

A bright and airy bedroom features a spacious bed with a light blue blanket, flanked by matching bedside tables with lamps. A comfortable chair sits in the corner, and decorative art in shades of turquoise adorns the walls. Natural light filters through the window, enhancing the serene ambiance.

4.96 out of 5 average rating, 384 reviews

SeaGlass on Vilano Beach~St. Augustine, FL

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

A dining area is featured with a blue table at its center, surrounded by four wooden chairs with woven seats. Natural light filters through bamboo shades on the windows, highlighting a wooden sideboard displaying beach-themed decor.

4.98 out of 5 average rating, 116 reviews

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

4.97 out of 5 average rating, 346 reviews

A bright living area showcases a yellow sofa adorned with a colorful accent pillow. A unique wooden coffee table adds character, while a wall of decorative plates and artworks creates a vibrant atmosphere. Shelves filled with books are visible in the background.

Tiny home in Palm Coast

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.

A private back deck features a round dining table surrounded by four green chairs, all positioned beneath a large red umbrella. A hot tub is visible in the background, complemented by potted plants along the edges. Sunlight illuminates the area, enhancing the inviting outdoor space.

4.98 out of 5 average rating, 221 reviews

Cordova House ,In the historic downtown .

The "Cordova House", built in 1900, is the Victorian Secret of the Ancient City District, featuring covered balconies in front and back, a private back deck, high ceilings, modern kitchen, a Kohler 10 head shower, two indoor spa tubs and more. Hot tub on the back deck.Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.

Popular amenities for St. Augustine vacation rentals

St. Augustine beach vacation rentals

4.86 out of 5 average rating, 271 reviews

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

Condo in St. Augustine

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

4.77 out of 5 average rating, 212 reviews

A clear view of the ocean is captured from the balcony, framed by a black railing. Gentle waves can be seen lapping against the shore, with sandy beach and lush greenery in the foreground under a bright blue sky.

Condo in St. Augustine

Sunny Side Up!-Direct Oceanfront!-Heated Pool!

A hot tub is positioned on the deck, offering a view of the ocean and white sandy beach in the distance. Two houses flank the view, while lounge chairs are visible in the shared yard, contributing to the inviting outdoor space.

4.96 out of 5 average rating, 191 reviews

Luxurious Oceanfront Home

An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.

4.96 out of 5 average rating, 181 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

A comfortable living area features a neutral color palette with soft gray sofas accented by decorative cushions. A wooden coffee table is positioned in the center with a decorative tray. Natural light fills the space through a nearby window, enhancing the inviting environment.

4.93 out of 5 average rating, 186 reviews

Surfside House

Two white rocking chairs are positioned on a concrete patio, accompanied by a small table featuring a potted floral arrangement. The entrance to the studio, framed by double doors, is visible in the background, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 200 reviews

Beachside Studio

A spacious living area features high vaulted ceilings with wood beams and large windows showcasing ocean views. A comfortable sofa and chairs are arranged around a decorative fireplace. A dining table is present to the left, while a TV is mounted on the wall nearby.

4.78 out of 5 average rating, 120 reviews

Oceanfront Serenity Under the Sea, Tiki Bar, BBQ

Townhouse in St. Augustine

A serene ocean viewing area features two wicker gliders and a round table, surrounded by expansive windows that showcase a panoramic view of the beach and ocean. Natural light fills the space, creating an inviting atmosphere for relaxation.

4.97 out of 5 average rating, 117 reviews

***Direct Beachfront Oceanfront~Incredible Views!

St. Augustine home rentals

A bright living room features a comfortable sofa and a large area rug with intricate patterns. A flat-screen TV is mounted above a white brick fireplace, which includes a flickering flame. An open archway leads to a dining area with a light wooden table and white chairs.

4.89 out of 5 average rating, 157 reviews

Luxury Vacation Experience Getaway

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

5 out of 5 average rating, 140 reviews

Private oasis, heated pool, exceeds expectations

A spacious bedroom features a king size bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. A comfortable bench sits at the foot of the bed. Large glass doors lead to a serene patio area, while sheer curtains allow natural light to enter.

4.96 out of 5 average rating, 308 reviews

Calm cozy couples cottage close to Downtown & Bch

A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.

5 out of 5 average rating, 102 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

A cozy living area is highlighted by a neutral-toned sofa and a wooden coffee table, all set on a textured area rug. A large mirror adds depth while soft natural light filters through the windows. A small plant and decorative items enhance the inviting feel.

4.97 out of 5 average rating, 236 reviews

Uptown Attic - Your Secret Escape

A wooden gate opens to reveal a serene backyard with a heated saline pool surrounded by landscaped greenery. A shaded seating area and lounge chairs are visible near the pool, along with a dining space and umbrella, providing a relaxed outdoor ambiance.

4.97 out of 5 average rating, 151 reviews

Charming Downtown Cottage with Private Pool!

The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.

4.94 out of 5 average rating, 431 reviews

Genovar Mansion Master Suite Private Entrance

An open living area with vaulted ceilings features large windows framing ocean views. A spacious sectional sofa and a cozy armchair invite relaxation, while a coffee table centers the space. Natural light floods in, enhancing the welcoming ambiance.

4.98 out of 5 average rating, 116 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

Pet-friendly vacation rentals in St. Augustine

Camper/RV in St. Augustine

A comfortable seating area features a yellow couch adorned with decorative throw pillows inspired by The Beatles. The large windows allow ample natural light, while soft gray curtains frame the view. A small side table complements the space, enhancing the cozy atmosphere.

4.88 out of 5 average rating, 188 reviews

Yellow Submarine II

Bungalow in St. Augustine

A comfortable living area is highlighted by a brown leather sofa and a round coffee table. A large wall-mounted television is positioned above a natural fiber rug. Potted plants add greenery to the space, complemented by light streaming through windows dressed in white blinds.

4.92 out of 5 average rating, 224 reviews

Historic Full House 2min walk to Historic Downtown

A cozy sleeping area features a spacious bed adorned with a patterned bedspread and accented by a decorative pillow. A bedside table holds a small lamp, while a dark cabinet provides additional storage. Light filters in through a window dressed with textured blinds.

4.97 out of 5 average rating, 190 reviews

Traveler’s Nest of uptown St. Augustine with pool!

4.89 out of 5 average rating, 615 reviews

The living area features soft turquoise walls and light hardwood flooring. A spacious white sofa is complemented by green accent pillows. A wall-mounted television and decorative surfboards add character to the space. Natural light fills the room through the window, creating a bright atmosphere.

Bungalow in Lincolnville

The Hideaway

A private balcony features wooden decking and a slatted roof, offering shade and protection. Two comfortable chairs and a small table sit on one side, while lush greenery and palm trees provide a natural backdrop, creating a peaceful outdoor retreat.

4.98 out of 5 average rating, 247 reviews

Tree Top View 1

The exterior of the home is adorned with lush greenery and tropical plants, showcasing a welcoming entrance. The property features a set of stairs leading to a charming front porch, while a manicured lawn enhances the inviting atmosphere.

4.8 out of 5 average rating, 235 reviews

Uptown Classic 1 | Effortless Exploration of STA

Guest suite in St. Augustine

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

4.98 out of 5 average rating, 352 reviews

Cozy studio 15 min to beaches & historic downtown

A bright and airy living area is depicted, featuring a round dining table surrounded by four white chairs. A sectional sofa with light grey upholstery is positioned nearby, complemented by decorative pillows. A well-equipped kitchen area is visible, with modern appliances and cabinetry, providing a functional space.