Holiday rentals with breakfast in Intracoastal Waterway

4.98 out of 5 average rating, 261 reviews

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

4.98 out of 5 average rating, 49 reviews

Twin Oaks Family Retreat, Sleeps 8, N St Augustine

Cleaning fees the same as when we opened in 2019! Spacious 1412 sf home conveniently located 10-15 minutes by car to Vilano beach and nation's oldest city. Large backyard with grill and furniture. Off street parking. Master has King and bath with double sink, shower, garden tub. Queen bedroom and full bedroom separated by second bath with shower/tub combo at opposite end of house. Two family rooms one with 2 Twin/1King, other with full pullout sofa, Queen airbed available. Now with solar panels!

4.98 out of 5 average rating, 151 reviews

King bed home with bikes, arcade games and a BARn!

This super fun house is perfectly located in Riverside; Jacksonville's most fun neighborhood. It features two bikes, full-size arcade games, board games, darts, Wii, and a unique country western BARn in the backyard! Our backyard also has a firepit with adirondack chairs, a grill, horse shoes, a lasso game, and (obviously) 'smores kits! Walk to bars, restaurants, yoga studios, shops, & more. We'll also send you our local guidebook with things to do, where to shop, & where to eat and drink.

4.97 out of 5 average rating, 140 reviews

Val's Sanctuary. In-law-suite, private unit.

Take it easy at this unique and tranquil getaway with private entrance. Enjoy this peaceful rural country area on the screened porch with an evening tea. You can play some games or puzzles if you want to stay inside or Crochet on the front lawn to enjoy some fresh air & sunshine. We are 2.5 Miles from the WW Ranch Motorcross park. We don't have anything new but I can assure you it will be clean. Sorry we are not suited for children or pets, 2 guests Max. and check-in must be before 9PM.

Home in Jacksonville Beach

4.79 out of 5 average rating, 56 reviews

Seabreeze Gardens Bungalow

Beautifully renovated beach bungalow only 7 blocks from the Beach. Upscale finishes & furniture throughout. This 3 bedroom 2 bathroom single story makes you feel right at home. From the beautifully landscaped front and backyards to the ample amount of seating for guests, this property truly has it all. Kitchen essentials, laundry room with full sized washer/dryer. New wood deck outside for those perfect summer BBQs. Close to amazing restaurants, bars, public parks, and beach. $75 pet fee.

4.97 out of 5 average rating, 189 reviews

Flat in St. Augustine

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

4.98 out of 5 average rating, 245 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

4.88 out of 5 average rating, 274 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

4.83 out of 5 average rating, 234 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.

Home in Jacksonville Beach

4.94 out of 5 average rating, 249 reviews

2 Kings 2 bunks - Premium Beach House- $0 Host fee

This 2-story 3 BR/2.5bath, 1700 sq ft. elegantly furnished vacation beach house is within 3 blocks to the beach, restaurants, grocery, and shopping. Experience melting into TWO TempurPedic king beds, enjoy a refreshing multijet spa shower, sip coffee or drinks on the large master balcony, or zen garden patio, or watch various prepaid streaming apps on multiple large 4k TVs throughout the house.

4.86 out of 5 average rating, 146 reviews

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/ Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

Apartment in St. Augustine

4.91 out of 5 average rating, 133 reviews

The Octopus Sanctuary

This beautiful 2 bedroom condo is fully equipped and is the perfect spot for small groups or family travel! The private condo includes a full kitchen, 1 full bathroom with shower/tub combo, a living room with cozy seating, and a flat screen TV. Spacious bedroom closets have hanging shelves and hangers so you can make yourself feel right at home.

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Popular amenities for rentals with breakfast in Intracoastal Waterway

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.98 out of 5 average rating, 60 reviews

Coastal St. Augustine Retreat, Quiet Neighborhood

Home in Ponte Vedra Beach

5 out of 5 average rating, 38 reviews

Direct Beachfront Private House 11 steps to beach

4.8 out of 5 average rating, 94 reviews

The entire Wonderwood beach house! 3br / Hot Tub.

Home in Orange Park

4.81 out of 5 average rating, 171 reviews

Immaculate Home with Private Pool and Patio

5 out of 5 average rating, 5 reviews

Heated Pool, Beach, Beach Gear, Free Parking, BBQ

4.75 out of 5 average rating, 40 reviews

Coastal Cottage by Vilano

5 out of 5 average rating, 25 reviews

Cottontail Manor Ortega 4BR across from River

5 out of 5 average rating, 13 reviews

River House

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Apartment rentals with breakfast

Flat in St. Augustine

4.73 out of 5 average rating, 15 reviews

14 1/2 St. George Street - Suite A

5 out of 5 average rating, 90 reviews

The Cozy Basement in San Marco

Flat in St. Augustine Beach

4.91 out of 5 average rating, 264 reviews

High Tide - breezes galore!

4.97 out of 5 average rating, 287 reviews

Historic Rustic Glam Abode

Private room in St. Augustine

4.82 out of 5 average rating, 11 reviews

Downtown Apartment in the Middle of it All

4.93 out of 5 average rating, 15 reviews

Oasis in Historic San Marco

5 out of 5 average rating, 24 reviews

Historic Jacksonville Utopia

4.95 out of 5 average rating, 263 reviews

Fancy's Historic Apartment

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Bed and breakfast rentals with breakfast

Private room in St. Augustine

4.83 out of 5 average rating, 42 reviews

King&3 bunks-Priv Bath, low cleaning fee

Hotel room in St. Augustine

4.86 out of 5 average rating, 7 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!