Family-friendly holiday rentals in St. Johns County

Beachfront St. Augustine Condo • Pool, Ocean Views

Welcome to Turtle Trace, your beachfront getaway on Anastasia Island in beautiful St. Augustine! This condo offers direct pool & beach access, sweeping ocean views, and just minutes from Historic Downtown. Perfect for families, couples, or anyone wanting the ultimate coastal escape. Why You’ll Love It 🏖 Steps to the beach & pool right outside your patio door 🌅 Enjoy amazing sunrise views over the Atlantic 🏡 Gated, beautifully maintained community 🍴 Walk to restaurants, cafes & grocery stores

1920 Carriage House on Riverfront Estate

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Sparkling new 3/2 home near the Saint Johns River

Your family will be close to everything when you stay at this centrally located home. Explore St. Augustine, Orlando, & the Ocala National Forest. How about a Gators Game? Go boating on the Saint Johns River. Bass fishing is popular in the area. Enjoy a bike trail & Ravine Gardens State Park. Discover local dining & coffee bars. Are you in town for a medical reason? This home is minutes from HCA Florida Putnam Hospital. Check in, relax, & have all the conveniences you need to enjoy your stay!

Oceanfront Surf Villa

This beachfront condo is perfect for your stay in Ponte Vedra Beach. Guests can enjoy the ocean and looking for endless sharks teeth and sea shells. This condo boasts (1) bedroom, (1) bathroom and an additional murphy bed for your guests. Music can be heard from the back patio on weekends, as well as the sounds of the sea. When back from soaking up the sun, enjoy our fully equipped kitchen, powerful shower and wifi. Our location is minutes away from Sawgrass TPC and nearby St. Augustine.

Yellow Submarine II

28' Vintage Airstream we call the Yellow Submarine, enjoy this unique experience inspired by The Beatles and furnished with IKEA. The queen bed in a separate bedroom offers comfort and privacy, along with 1 of 2 TVs. Full bathroom, separate shower, hot plate and grill, thermostatically controlled AC & space heaters. A short 6-minute Uber into downtown or 8 minutes to Viano. Beach. Our 5-star reviews love the location, privacy, fire pit, hot tub, private outdoor shower, and covered patio.

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

Condo in St. Augustine’s World Golf Village Resort

Escape to St. Augustine and enjoy a one bedroom studio with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

3 BR Modern Space, 5 min to Downtown

This 3 bedroom sanctuary on Stewart Street is a dog-friendly, modern home only 3 miles from downtown with a large fenced-in yard, firepit & central AC. Enjoy this serene space after a day spent exploring the city center, dining out at wonderful restaurants, or lounging on nearby beaches. It is located in a quiet cul-de-sac and has family-friendly amenities for children and fur-babies alike. You will love the large fenced yard, outdoor dining, the welcoming patio, and no pet fees!

Crescent Moon: pets welcome!

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 50 pounds. The local taxes of 5% are listed under community fee.

Sawgrass Splash! 2 bed/2 bath...walk to the beach!

PLEASE SEE OUR UPDATED LISTING for new reservations or inquiries @ www.airbnb.com/h/SawgrassCC Same Property - Same Management - just change of ownership has warranted creating the new listing. Current Reservations honored, of course! Sawgrass Splash is an updated Townhome in the gated community of Sawgrass Country Club. This 2 bedroom 2 bathroom end unit has been furnished with modern yet coastal furniture and lighting. It is a short walk or bike ride from the beach.