Holiday rentals with breakfast in St. Augustine

A vibrant outdoor space features a heated pool surrounded by a textured deck. Lounge chairs are positioned for relaxation under a large umbrella. A mural with tropical foliage and pink flamingos adds a colorful backdrop, complemented by cabanas and palm trees in the area.

5 out of 5 average rating, 63 reviews

Resort-Style Pool, Walk to Beach, 3 Kings, Games

Dive into your tropical getaway! Relax in the heated pool surrounded by cabanas & lush palms, breathe in the ocean air, dine al fresco & park your boat out front! ★ Private POOL heated (free), hot outdoor shower, OCEAN BREEZES ★ WALK TO BEACH ~ Drive onto beach ~ Beachfront parking ★ WFH: 330+ mbps wifi, 3 desks, coffee/espresso bar, charging ports ★ Casper K/Q BEDS ~ Roku TVs ★ Fusbol, Ms. Pac-Man, Poker, Games ★ Firepit, Gas BBQ, Hammock, Cornhole, Jenga ★ Keyless entry, Fully Fenced backyard

An outdoor area is depicted, featuring a salt-water pool surrounded by lounge chairs and shaded by a red umbrella. Permanent string lights provide soft illumination. Tropical landscaping and a covered space in the background suggest an inviting environment for relaxation and leisure.

5 out of 5 average rating, 13 reviews

Luxury Home with Pool, Pickle Ball and Hot Tub

Your family will be a walk away to downtown Saint Augustine when you stay at this centrally-located place. Everything you need is at the Pelican’s Oasis from the outstanding outdoor area with a salt water pool and covered living area to an elegant indoor entertainment area with bar, ice machine and beer fridge. Covered Pickle Ball court, Hot Tub and 6 seater Golf Cart ( for additional fee). Plenty of room throughout the house to enjoy different seating areas and even a selfie stage with props.

The exterior of a single-story home is highlighted by a tiled roof and arched windows. A manicured lawn surrounds the entrance, featuring a driveway and a garage. Lush green landscaping adds a welcoming touch to the property.

4.98 out of 5 average rating, 42 reviews

Palm Coast Oasis: Near Beach

Dog-friendly home with a beautiful yard, patio & WiFi, close to golf and beaches! This single-level, 3-bedroom Palm Coast home is perfect for beachgoers and golfers alike, with world-class courses nearby and beaches like Varn and Flagler just a short drive away. Enjoy central AC, a sunroom with yard views, and a lovely backyard ideal for BBQs or relaxing on the patio. Inside, you'll find a well-equipped kitchen, multiple TVs, and space to unwind. Perfect for your Florida getaway! LBTR 34693

5 out of 5 average rating, 46 reviews

Palmasis Oasis - 1 Of a Kind, Pool, Theatre + More

Welcome to Palmasis Oasis! THE ultimate getaway in Palm Coast! Relax in a private pool, cook in a gourmet indoor & outdoor kitchen + enjoy canal dock access Unwind in the spacious living room with an 86" QLED TV and surround sound or host a movie night with the popcorn machine. Sleeps 10 comfortably, with 3 full baths and 5 beds, including a luxurious master suite. Watch dolphins or manatees from the dock, and enjoy BBQs on a 12-foot outdoor setup with a pizza oven. Pure bliss awaits!

Bungalow in St. Augustine

A charming bungalow is framed by lush palm trees, with a welcoming teal front door at its center. A stone pathway leads through gravel landscaping adorned with greenery, creating an inviting approach to the home.

4.98 out of 5 average rating, 265 reviews

"Flagler Shack"- a funky tropical oasis!

"Flagler Shack"- funky, cozy, cool...renovated island bungalow! * 10 min walk to downtown(over Bridge of Lions) * 10 min bike ride to the AMP(farmers market, concerts) * Awesome bars and restaurants literally out your back door...Odd Birds, Blackfly, Sarbez, Llama, Slugs Pub, Gas Fresh Island Market, Osteen’s, Osprey Tacos, Mojos Tacos * 15 Min walk to Conch House Marina and Restaurant * 20 min bike ride to beach at Anastasia State Park * 5 min drive to Saint Augustine Beach

Flat in St. Augustine Beach

A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.

4.88 out of 5 average rating, 278 reviews

Low Tide - Beach Bungalow

LowTide part of Sage Tides Triplex - East of A1A beach Blvd , ground floor, old-Florida (build in 1923!) pet-friendly 2 bedroom, cozy unit (900 sf) with a private yard & patio/garden living space & two hammocks. Located on a dead-end street easy walk (2 houses away) to the beach. Yes, old Tile floors, some with cracks but cool for your feet or pets & easy to sweep. Sleeps 2 comfortably, 3-4 tight . There is one full bath (shower only) new in 2022 and the kitchen is fully equipped.

Guest suite in St. Augustine

A tranquil bedroom showcases a queen bed adorned with a leaf-patterned duvet cover. Two bedside lamps cast soft light on either side, while bright blue and green walls create a soothing ambiance. Light filters through shuttered windows, enhancing the warm wooden floor.

4.83 out of 5 average rating, 238 reviews

Historic St. Augustine Gateway

Experience the allure of St. Augustine from our charming private suite. Nestled within a leisurely stroll of the historic heart of St. Augustine and a mere 5-minute drive from its world-renowned beaches. Your sanctuary consists of two distinct areas – a gracefully adorned bedroom featuring a comfortable queen bed, and a cozy den with sofa. Connected to our residence with a separate private entrance and a quaint deck, this suite affords you the utmost privacy and independence.

An outdoor area features a grassy lawn with a corn hole game and an inviting stone fire pit. Adirondack chairs surround the fire pit, and a gazebo with string lights can be seen in the background, enhancing the space's relaxing atmosphere.

5 out of 5 average rating, 62 reviews

Walk To Vilano Beach! HotTub•Golf Sim•Priv Backyd

**No Service Fee** Wake up hearing waves, stroll to the beach with coffee, and come home to your own golf simulator, hot tub, and lanai oasis! This is St. Augustine paradise. 🩴4 Min Walk To The Beach 👣Walk to Publix, Restaurants & Pier ⛳️ Golf Simulator 🚿Hot Tub 🛁 Rainfall Shower 🔥Propane Grill & Fire Pit 🌴Screened in Lanai 👶Baby/Toddler Friendly 🐶 Dogs Welcome ($125/dog) 🏖️ Beach Gear & Games 🛜1G Wifi Planning Ahead? ❤️ this listing in the top right corner

5 out of 5 average rating, 24 reviews

A sandy path meanders through coastal vegetation, leading toward the Atlantic Ocean. A rustic wooden bench is positioned on one side of the path, inviting relaxation. The ocean stretches into the distance under a partly cloudy sky, enhancing the serene coastal setting.

Cottage in St. Augustine

Oceanview Cottage at Vilano Beach

The Oceanview Cottage is a raised cottage with great views of the Atlantic Ocean from the front deck and the living room. You're renting the entire house--full kitchen with a breakfast bar, living area, and two separate bedrooms, one King, one Queen. The bathroom has a shower, and there is a half bath in the King bedroom. The Oceanview Cottage is pet friendly. The Oceanview Cottage is part of the Bayfront Marin House range of lodging options.

A spacious outdoor area features a heated in-ground pool surrounded by a screened enclosure. Comfortable seating is arranged around a coffee table, with a modern fan mounted on the wood ceiling. An inviting hot tub is positioned next to the pool, enhancing the relaxation space.

5 out of 5 average rating, 19 reviews

Luxury 5-Bedroom Retreat with Pool

Step Inside a Stunning Vacation Retreat. - Beautifully renovated 5-bedroom, 3-bathroom home. - Luxurious finishes and thoughtful details create a welcoming atmosphere. - Large heated in-ground pool and separate heated spa. - Cozy family room with a 75" Smart TV and electric fireplace. - Game room with pool, foosball, and tennis tables. - Outdoor area with seating for 10, fire pit, and landscaped yard. - Conveniently located near biking trails and stunning beaches.

Apartment in St. Augustine

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

4.98 out of 5 average rating, 94 reviews

Luxury Golf & Spa condo in Beautiful St. Augustine

Beautiful 1 bedroom pristine condo unit has it all. Comfortable king size bed, privacy, full bathroom with roman bathtub, washer/dryer, full kitchen with all the utensils you will need, two flat screen tv's, fast free wifi, private balcony overlooking lush gardens with a fountain. The Laterra resort boasts a plethora of amenities right outside your doorstep. Heated pool, pool with waterfall feature, hot tub, tennis courts, award winning Golf and restaurants nearby!

4.87 out of 5 average rating, 167 reviews

A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.

Cabin in St. Augustine

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Relax with your sweetheart while watching the fish jump from your own private deck. The cabin has been open for 3 years and has 92 reviews and has 4.89 STARS out of 5! "The View is absolutely beautiful, especially the sunsets! & You can see this amazing view right from the bed!" Alex April 2022/ We've replaced the microwave with an air fryer. Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

Popular amenities for rentals with breakfast in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

A bright red single-story house is surrounded by trees, with large windows providing natural light. A covered porch with a white railing enhances the welcoming appearance. A spacious driveway leads to the entrance, facilitating easy access.

Havana Hideaway | Private Pool | Dedicated Office

A bright and inviting living area features a ceiling fan and a large flat-screen television mounted above a modern fireplace. Two comfortable chairs and a neutral-toned sofa are arranged around a wooden coffee table, set on a light-colored area rug with subtle stripes.

4.84 out of 5 average rating, 49 reviews

Beach House w/hot tub &firepit-1 block from beach!

The exterior features a welcoming front porch with two blue chairs, surrounded by landscaped greenery. A cheerful sign is positioned near flower decorations, adding a touch of color. The entrance is framed by light gray siding and complemented by a bright green door.

Beautiful Home All to Yourself!

Home in Ponte Vedra Beach

A hammock is seen stretched between wooden posts, offering a view of the ocean and sandy beach. Lush green grasses frame the shore, while a person lounges peacefully, reading a book under a wide-brimmed hat. The tranquil sea is visible in the background.

5 out of 5 average rating, 41 reviews

ULTRA Private Beachfront HOME/BIG Oceanfront Lot

The kitchen features wooden ceiling beams and a combination of white cabinetry and dark countertops. A central island with seating is highlighted, while modern appliances are neatly arranged. Natural light enters through multiple windows, enhancing the airy feel of the space.

4.68 out of 5 average rating, 34 reviews

Cozy Beach House Of Your Dreams

A dining area features a wooden table set for a meal, surrounded by natural greenery. A neon sign reading 'Vacay Vibes' illuminates the space, while colorful cushions accentuate the seating arrangement. Floral decor adds a touch of warmth to the inviting atmosphere.

5 out of 5 average rating, 3 reviews

6 Beds | 12 Mins to The Beach | Pets OK Fenced yd

The two-story century-old home features a Macabre-style facade with a pale exterior and purple accent trim. Windows reflect warm light as the sky transitions to twilight. Surrounding greenery adds to the home's historic charm, while a spacious yard invites exploration.

4 out of 5 average rating, 5 reviews

Haunted Manor Saint Augustine

4.73 out of 5 average rating, 22 reviews

Little Castillo on Prince Road

Apartment rentals with breakfast

4.83 out of 5 average rating, 29 reviews

A spacious bedroom features a king-size bed with a patterned quilt and coordinating pillows. A comfortable couch sits to the side, accented with decorative cushions. Natural light filters through two windows, illuminating the room. A wall-mounted TV provides entertainment options.

Flat in St. Augustine

Historic St. Augustine Suite with Balcony, Parking

Flat in St. Augustine Beach

The exterior of a two-story building is shown, featuring a textured yellow facade and a brown roof. Windows are present on both levels, with landscaping that includes green shrubs and palm trees in the foreground, set against a clear blue sky.

4.91 out of 5 average rating, 268 reviews

High Tide - breezes galore!

A cozy seating area features a plush armchair and a modern light fixture. Black French doors open to reveal a bright bedroom with a light-colored bed and decorative pillows. A bowl of oranges sits on a granite countertop, enhancing the inviting environment.

4.82 out of 5 average rating, 11 reviews

Downtown Apartment in the Middle of it All

A comfortable living area is displayed, featuring two patterned armchairs and a side table. Natural light fills the space from a window, complemented by a television mounted on the wall. A glimpse of the adjoining kitchen area with blue cabinets is visible in the background.

4.86 out of 5 average rating, 14 reviews

Ambrose's Retreat - Historic B&B Downtown

4.84 out of 5 average rating, 116 reviews

A spacious living area features a sectional sofa and a coffee table, illuminated by natural light from large windows. Coastal decor accents the room. A fireplace is set against a white-brick wall, while views of the ocean contribute to a calming ambiance.

Flat in St. Augustine

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

Bed and breakfast rentals with breakfast

A screened lanai features a spacious pool surrounded by colorful umbrellas and lounge chairs. Inflatable pool floats are seen in the water, while a shaded seating area provides a comfortable space for relaxation. Lush greenery is visible in the background.

4.92 out of 5 average rating, 344 reviews

Queen*Low cost*No shower*Pool*Hot Tub*Bkfst*1/2 ba

A themed room features a spacious bed with an ocean-inspired coverlet, complemented by two sets of bunk beds. A compass mural adorns one wall, and floral curtains frame a window. Soft lighting is provided by bedside lamps on either side of the bed.

4.85 out of 5 average rating, 46 reviews

King&3 bunks-Priv Bath, low cleaning fee

4.89 out of 5 average rating, 122 reviews

Chef Taylor's Zen Inspired Retreat (1 bedroom)

The exterior of a traditional Victorian inn is framed by tropical greenery and colorful flower beds. The inviting entrance features a spacious porch adorned with string lights, a sign indicating the property as a bed and breakfast, and steps leading to the entrance.

4.89 out of 5 average rating, 136 reviews

Downtown"Grace Darling"Old Powder House Inn-B'fast

An outdoor area features a solar-heated pool surrounded by a screen enclosure. Several colorful umbrellas provide shade over lounging chairs and a dining space. Pool floats and deck chairs are visible, creating an inviting atmosphere for relaxation and enjoyment.

4.91 out of 5 average rating, 352 reviews

King Bed*Heated Pool*Hot Tub*Brkfst*Joel and Kathy

A screened-in pool area features a variety of seating options, including colorful umbrellas and lounge chairs. Floating inflatables accompany the rounded pool, which is surrounded by greenery. Nearby, a hot tub is visible, adding to the relaxing atmosphere.