Family-friendly holiday rentals in St Johns River

Island Surf Retreat Beach-Surf-Kayak-Bike

Relax in beautiful North Hutchinson Island in this coastal townhouse. Just few minutes walk to the beach. 🏖️ Right across the street from Fort Pierce Inlet State Park. We have bicycles and beach chairs for guests to use. Unit is dog friendly with fee. There are many activities in the area, including beach,surfing,fishing, boating, kayaking, snorkeling and other water activities. Nearby there are waterfront restaurants, bars, and shops within a 5 minute drive. Many have live music nightly.

Kids Love It More Than Disney! Pool + Games

Happy 2026 from Kissimmee! Westside Villa has just a few openings - snag it while you can! -20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charge on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs; dedicated work space -2 pack-n-plays, highchair, strollers, wagon -Resort access: lazy river, splash pad, tiki bar, fitness center Arriving early in the day or leaving late? Ask about our half day add-on, if our cal

Pool and fun right out back

Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

Looking for Beachfront? Book while you can!

Take a private path from the deck, right to the water! This 2 bed /1 bath beach house features a large beachside deck for enjoying coffee and sunrises, watching the kids play or just kicking your feet up to relax. Wash away your worries in a secluded Caribbean outdoor shower. Cook up a delicious meal in the kitchen, or do some grilling. When it gets too hot…enjoy an expansive ocean view from the air-conditioned comfort of the couch. Enjoy the outdoors after the sun goes down at the fire pit!

Private Pool and Ocean Views Coastal Escape

Discover this inviting private pool home with gentle ocean views and easy coastal comfort that encourages you to slow down and unwind. Located on Atlantic Avenue, this charming three-story townhome offers plenty of space to relax, reconnect, and enjoy beach life. Ideally positioned between the drive-on and no-drive sections of the beach, everything feels effortless and close by. Perfect for families or a peaceful mini getaway, it’s a place to make memories and feel right at home. Be Our Guest!

HISTORIC RIVERSIDE POOLSIDE CABANA WITH DOCK, POOL

As you drive up to this hacienda-style estate and park your car on the sandy drive under the ancient live oaks dripping with Spanish moss, you'll know that you have arrived at a genuinely special place. The mission-style bell tower atop this 'cabana' guest house and the Spanish-style courtyard tucked away behind wrought-iron gates offer the first clues that this was formerly the site of an early 20th-century railroad and streetcar tycoon's Florida get-away. Originally the carriage house for...

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

Magical Family Fun House Near Disney Luxury Villa

Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

Fishing Capital on the St John’s River

LONG TERM VISITS WELCOME....RELAX on the St.Johns River Bass Capital of the World! Take a boat ride to the Springs! Fishing, Shrimping, Kayaking, or swimming. Amenities: Stainless Steel Grill, Fire Pit, porch swing, boat Dock, deck w/2 picnic tables. KAYAK’S offered: for 3 Persons . Full kitchen & cooking, expresso machine Bathrooms w/walk in shower Owner Suite has Spa Soaking tub for 2. Pets allowed: rules are sent after your booking. Pet fee is $75 per pet for the visit NOT per night.

5 Springs Close Goats Chicken Free Eggs Memories

COME PLAY AND PET THE GOATS! 5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs Feed the Chickens NO ROOSTERS! Fire pit (we set up the wood daily) Tree swing/bench swing Cornhole Grills Picnic pavilion 5 Acres 2 King Beds 1 Twin pull-out 1 Full size pullout Fully stocked kitchen. Disney 40 min Rock Springs 3 min Kings Landing, Kelly Park, Wekiwa Springs, Barrel Springs, and Wekiva Springs are all less than 5 MILES away. Wekiva Island is a must-visit!

Condé Nast Top 25 · Magical Botanical Garden stay

COCONUT CASITA~ A private tropical retreat in Vero Beach, Florida. A destination for creatives, couple’s and slow travelers. find us on Insta for more pics @thecoconutcasita Enjoy your private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home next door) + In a quiet residential neighborhood