Waterfront holiday rentals in Sawgrass

Seabreeze Chalet—Steps to the beach!

Seabreeze Chalet is a newly renovated spa-like home just 4 houses from the sand. View exotic birds at the park across the street & enjoy gorgeous sunsets over the lagoon from your patio. The home is the entire first floor of a duplex, in a quiet beachside neighborhood; walking distance of shops, restaurants, & groceries with the convenience of being near all that Jacksonville Beach has to offer. You'll have 1-3 private parking spots (depending on use if downstairs unit (SeaSpray Chalet) on site.

View · Beach · Biking

Oceanfront Paradise, Steps from the Beach!

Beachfront bliss awaits at this updated oceanfront condo overlooking the Atlantic. Enjoy stunning unobstructed ocean views from the 2nd floor spacious living room and fully equipped kitchen. Relax in a comfortable king bed, unwind on the balcony with a table for two, and explore nearby shops and dining. Includes WiFi, washer/dryer, and thoughtful touches like luxury linens, bathroom essentials and beach gear. Ideal for an oceanfront getaway for two with everything you need for a memorable stay.

Beach · View · Access

Il Rifugio waterfront retreat on the ICW by Mayo!

Our pool cabana is located in a peaceful location on the intercoastal waterway and perfect place to be close to Mayo clinic (2 miles) or get away and relax. Private building with large main sleeping/living area and private bathroom. Newly remodeled backyard and pool. Sleeps up to 5 (1 king size + 1 full + 1 twin) . 5G wifi. EV charger 2. Close to beaches (4 miles), restaurants, miles; TPC/ Sawgrass Golf ,10 miles; Saint Johns Town Center shopping 10 miles; Jacksonville Intl Airport, 25 min.

Beach · River · Long stay

Guest House-Enchanted Oaks Estate-Weddings-Dock

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

River · View · Hospitality

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

View · Beach · Family

Loins Bridge 0.5m away, 2 Bedroom, Private Hot Tub

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

View · Beach · Air conditioning

Waterfront Cottage on Private Island in Preserve

Longvue is an Old Florida house set on private Medicis island in the Intracoastal Waterway surrounded by the Guana/Tolomato Matanzas National Estuarine Research Reserve (73,000 acres) and Stokes Landing Conservation Preserve (300 acres). Private floating dock with tidal access to the IWC. Very private island with 6 residences. The 10 acre island is surrounded by rivers, marsh flats and fresh water ponds. Boat/Kayak to the National Reserve and walk the trails to S. Ponte Vedra Beach.

Beach · View · Accuracy

Oceanfront Oasis: Top Floor Paradise

Oceanfront Oasis is located in the heart of Jax Beach. It is the perfect oceanfront getaway with breathtaking views and direct beach access only steps away.This 5th top floor,2 bed/1bath,oceanfront condo has been completely renovated and is equipped with everything you need.Relax on the private balcony while sipping on your morning coffee as you listen to the waves.This unit is close to everything you need-coffee shops, restaurants, and shopping.Mayo Clinic is 5 minutes away.

Beach · View · Sleep quality

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

Beach · View · Family

Amazing Views + Beachfront | Fire Pit + Hammocks

Experience serenity at this beachfront Ponte Vedra Beach home! Just steps from the sand, enjoy sweeping ocean views, soothing waves, and breathtaking sunrises. Stylish coastal design and cozy touches make it perfect year-round. Ideally located between St. Augustine and Jacksonville, with easy access to historic sites, golf, and dining. A peaceful retreat for families and friends to relax, recharge, and soak in the Atlantic coast.

Beach · View · Amenities

Cane Cottage Oceanfront Oasis

Cane Cottage was renovated in 2018-2019 after extensive damage from multiple hurricanes. Our vision was to bring this old Florida beach cottage back to its original charm while also adding new life and modern amenities. From the outdoor entertaining spaces to the lavish interior finishes this AirBnB makes for the perfect beach retreat. Well designed and functional home with many well-thought-out touches.

View · Beach · Value

MARE Florida Direct Beachfront St Augustine/JAXNEW

Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)

View · River · Comfort