Waterfront holiday rentals in Sawgrass

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 · Check-in

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.

View · River · Parks

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.

Beach · View · 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.

Beach · View · Decor

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.

River · View · Access

Ocean front Beachside Bliss

Beautiful ocean front condo that was completely remodeled in August 2018. This 2 BR 2 BA condo has breathtaking unobstructed views of the sand, beach and ocean. You cannot get any closer to the beach than this unit. Paradise awaits you as you walk out on to the large wrap around balcony. The guest bedroom has its own private balcony overlooking the beach.This condo is four blocks from the main strip which has all the restaurants and shopping that is located in Jacksonville Beach.

View · Beach · Check-in

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.

View · Beach · Quiet

Beach front Balcony

Located on the third floor above the dunes. Enjoy direct beach access just steps away from the large sparkling pool. The building has an elevator and a large gated pool area perfect for relaxing. Groups and large families will enjoy the endless hot water heater and comfortable king sized beds. The pullout sofa has a memory foam queen sized mattress and the ocean facing windows and patio door have blackout blinds. Walkable neighborhood close to restaurants and nightlife.

View · Beach · Hospitality

"Sweet Water" Waterfront Studio Apartment

Experience inter-coastal living in a well-appointed waterfront, upstairs studio guest house. Furnished with a king-size bed, queen-size sleeper sofa & many amenities. Only minutes from the beaches, Mayo Clinic, restaurants, nightlife, Players Championship Golf Course, shopping & more. Conveniently located near lots of activities, but not too close to interfere with your rest & relaxation. Whether on vacation or business, it's the ideal location!

Beach · View · Cleanliness

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.

View · River · Walkability

The Turtle Nest, a delightful Oceanfront getaway

Welcome to the Turtle Nest. This Oceanfront 2 bedroom is a delightful getaway for 2 or 3 people. Come and enjoy the gorgeous sunrise and moonrise views over the ocean from this charming and newly renovated hideaway. Five minutes from the heart of historic St Augustine and with direct access over the dune to the peaceful Vilano Beach, its hard to wait to get a cool drink in hand and one's toes in the sand.

View · Beach · Family

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.

Beach · View · Indoor spaces