Family-friendly holiday rentals in Fleming Island

Serenity Now - On The Beach

Welcome to Serenity Now! This immaculate beachfront home was completely renovated with beautiful, new furniture and comfortable beds. Sleeps 10 easily in 5 bedrooms, 2.5 baths & hot, outdoor shower. Fully equipped kitchen & BBQ for easy family meals. Enjoy covered, wrap around decks & ocean views from nearly every room! Keyless entry & self check-in. *Service/emotional support animals not allowed b/c our family is severely allergic. 5/27-8/17 weekly rentals; but inquire for shorter stay.

Oceanside/pool view-Surf Crest Village-Pets welcom

This Beach Cottage has all the charms and amenities that you want for your vacation. HDTV with DVD's for those rainy afternoons, sit in the cabana on the beach, read a book, or go for a swim in the seasonally heated pool . We even have a high chair for small family members. You are 200 yards from the beach, and walking distance to putt putt, and 20 different restaurants. 2 bedrooms with bath/kitchen/living area on top floor, and a private living area w/2 bedrooms & bath downstairs as well.

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

The confetti house - 1 mile from the Mayo clinic!

Cozy home located in a quite and safe neighborhood. 3 1/2 miles from the beach, 1 mile to the Mayo clinic, 5 miles to the Town Center, 1 1/2 miles to a marina and 1 mile to a state preserve with access to the intracoastal water ways. Walking distance to a park with tennis courts and playground for children. Adventure Landing waterpark is 2.5 miles away. 1 mile walking distance to stores and restaurants. Enjoy a cup of coffee in the screened in lanai listening to the Koi pond waterfall!

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

Unwind, relax and enjoy! King bed - beach items

St. Augustine Beach is the hidden gem of northeast Florida! Family and pet-friendly condo within walking distance to the pristine white sand beaches, fishing pier, local shops and restaurants. Sandy Feet Retreat is a 2 bedroom / 2 bath air-conditioned unit that sleeps up to four guests. Walk into the inviting living room where you’ll find tasteful beach decor, a classic surf board on the wall, a unique mermaid light, as well as comfortable sofas and a 50-inch LCD Smart TV and WiFi.

~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom

~2 KING Beds & 4 Twin Beds ~Hot Tub ~GROUND Floor ~Huge Soaking Tub in Master bath ~Free Covered Parking ~Great for Families ~ Patio ~ Pool not heated ~8 Minute Walk to Beach through complex (no street to cross) ~Private Beach Access ~Easy Self Check-In ~Gas BBQ Grill ~CORNER Unit Tons of Light ~Beach Items Provided ~15 Minute Drive to Downtown ~Smart TV (no cable) ~WIFI ~Washer Dryer ~Drip Coffee Pot Add my listing to your wishlist by clicking the ❤ in the upper right corner!

C8 Perfect location in city, balcony, free parking

Relax in this cozy and comfortable upstairs apartment with balcony. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (2 designated spots for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. We offer Roku TV. We have a drip coffee maker, coffee, decaf, creamers, and sugar.

Country Cove - 3 Bedroom Cottage

Awesome little brick house in the country close to downtown GCS, Clay County Fairgrounds and Green Cove Marine. House has been renovated with hardwood floors, GAS stove, dishwasher, ice maker with lots of counter space in kitchen! Farmhouse style decor with smart tv. Has Wifi. Has coin operated washer and dryer in a separate shared unfinished laundry room. Shared carport set up as a sitting area with a gas grill. House sits on over 2 acres! Other units on the property.