Vacation rentals with breakfast in Anastasia Island

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.

4.98 out of 5 average rating, 59 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 deck area features a round dining table surrounded by chairs, overlooking the Atlantic Ocean. A hanging chair adds a cozy touch. The expansive sky showcases a mix of clouds, with distant waves lapping the shore, creating a serene atmosphere.

4.87 out of 5 average rating, 139 reviews

St. Augustine's Sea Pearl~ BEACH HOUSE ~ Sleeps 10

Ready to Experience Fun & Romance? Vacationers - no party? We love you guys, too! No Extra Fees if 10 people or under. EVENTS/PARTIES & WEDDINGS ~ ALL INCLUSIVES See YOUR PROPERTY for $ PRICING $ All Decor Included in your colors/style 100K in Decor (<: Ask about Payment Plans SeaSide Bar & Grill ~ Indoor Tiki Bar ~ 4 Bedrooms ~ Sleeps 10 Beach Ceremony ~ Beachside Dining for 50 ~ Dinner Garden Seats 150 people. Bridal Dressing Room ~ Hosting Beautiful Weddings is Our Super Power

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

Private Oceanfront HOME Steps to Beach|Large Lot!

⭐️FIVE STAR RATED, GUEST FAVORITE! Reconnect and recharge at DIRECT oceanfront home at prestigious PV Beach, miles from public access, steps to sand🤩Hospitality is our passion! FREE welcome gift, breakfast starters, waters! Relax to soothing waves in hammocks yet close to spas, golf, Guana Park, museums, dining and St. Augustine or TPC golf. Get FLEX bedrooms-ASK 2 weeks out. FAST WiFi & workspace, FREE parking & great amenities, HUGE deck & beach supplies! coffee/tea bar🐬Rare🐚BOOK EARLY!

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.

4.97 out of 5 average rating, 36 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

A spacious living room showcases a large sectional sofa facing an 86" QLED TV mounted on a feature wall. Natural light fills the room through glass doors leading outside, while a popcorn machine adds a touch of entertainment beside the seating area.

5 out of 5 average rating, 44 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!

Apartment in St. Augustine

A cozy dining area is depicted with a round black table and two wooden chairs. A bottle of water rests on the table, while light enters through a glass door leading outside. The entrance to a bedroom is visible in the background.

4.97 out of 5 average rating, 192 reviews

Charming Sanchez 2 ~ 5min drive to downtown/Bikes

20% OFF for first two guests that book in August! Can not be combined with any other offers! ——————————————- Newly renovated downstairs unit located just steps to uptown shopping/restaurants and a short drive to the main drag of historic downtown. Catch a trolley that will take you to 24 stops throughout downtown or enjoy a 15-20min stroll to downtown St George St. where shopping and restaurants are plenty! You are also a short walk to the Fountain of Youth and the Old Jail! No car needed!

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, 260 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

Apartment 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, 277 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, 61 reviews

Sun, Fun & Pars! Golf Sim•Hot Tub•Walk To Beach

Where the golf course is virtual, the beach is real, and every hour is happy hour. Bring the energy, your crew, and your flip-flops—you’re on Vilano beach time now! 🩴4 Min Walk To Vilano Beach 👣Walk to Publix, Restaurants & Pier ⛳️ Golf Simulator 🚿Hot Tub 🛁 Rainfall Shower 🔥Propane Grill & Fire Pit 🌴Screened in Lanai 👶Pack N Play/High Chair 🐶Dog Friendly & Fully Fenced 🏖️ Beach Gear & Games 🛜1G Wifi Planning Ahead? ❤️ this listing in the top right corner

5 out of 5 average rating, 22 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 putt putt golf area features an artificial green surrounded by palm trees and a shaded wooden structure. A dining table with chairs sits nearby, providing a space for outdoor meals. The area is complemented by decorative elements, creating a relaxed atmosphere.

5 out of 5 average rating, 49 reviews

CasaVilano108*heated pool*pets*putt-putt*paradise!

Welcome to Casa Vilano 108, your ideal vacation rental just a short stroll away from the beach! With two king bedrooms, a queen bedroom, and a charming bunk room with a queen bed and two twin XL bunk beds, it's the perfect retreat for families and friends. Relax in the heated pool, indulge in a game of putt putt on-site, and unwind at the tiki bar. You'll love the proximity to shopping, restaurants, and the beach—all within easy walking distance.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Anastasia Island breakfast rentals

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

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, 3 reviews

Luxury Home with Pool, Pickle Ball and Hot Tub

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!

Private room in Palm Coast

A heated pool and spa are showcased within a screened lanai, surrounded by lush greenery and colorful plants. Sunlight reflects off the clear water, while a waterfall feature adds a tranquil touch. The outdoor space is designed for relaxation and enjoyment throughout the year.

5 out of 5 average rating, 48 reviews

Oasis! 1 Queen Suite (pvt bath, Heated Pool/Spa)

A serene waterway is depicted, bordered by natural foliage and trees. A wooden dock extends into the calm water, reflecting the clear blue sky. Lush vegetation outlines the banks, enhancing the sense of tranquility and connection to nature.

4.97 out of 5 average rating, 35 reviews

Palace on the Preserve- Private home with Views

A spacious living room is presented, featuring comfortable seating arranged around a central coffee table. A colorful accent wall with a tropical beach scene sets a relaxed mood. A smart TV sits on a blue media console, with the kitchen visible in the background.

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

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

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.

Apartment in St. Augustine

Haunted Manor Saint Augustine

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Apartment rentals with breakfast

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.

4.8 out of 5 average rating, 25 reviews

Historic St. Augustine Suite with Balcony, Parking

Apartment 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!

Private room in St. Augustine

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

Private room in St. Augustine

4.86 out of 5 average rating, 14 reviews

Ambrose's Retreat, Historic Downtown Location

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Bed and breakfast rentals with breakfast

Private room in Palm Coast

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, 338 reviews

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

Private room in St. Augustine

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.

4.84 out of 5 average rating, 45 reviews

King&3 bunks-Priv Bath, low cleaning fee

A light-filled room features a king bed with colorful decorative pillows. A small wooden desk and two black chairs are present, alongside bedside tables with lamps. A large mirror adorns the wall, while natural light enters through a window dressed with blue curtains.

Hotel room in St. Augustine

4.88 out of 5 average rating, 8 reviews

Vintage 1920's Inn! 100 Steps to St. George Street! The "Magnolia" room has a king bed private bath with shower and features easy access to our lovely rear porch with serene courtyard views!