Family-friendly holiday rentals in Florida

A Frame Stream Dream-WeekiWachee River

This charming A-Frame Cedar Cabin is a perfect retreat on the Weeki Wachee River. Families enjoy kayaking, fishing, or relaxing on the dock by the water. In the evening, the atmosphere transforms with underwater lighting and LED dock lights. The cabin features 2 cozy Cedar bedrooms, including one with a spiral staircase and a master suite with water views. The main bathroom has a waterfall faucet and there's a heated outdoor shower nestled in nature. Create unforgettable memories on Weeki Wachee

Luxury Waterfront - private dock, beach, dolphins

Welcome to Casamigos! Spectacular sunrises and sunsets await as you enjoy endless water views from the the privacy of your bedroom or your sixty foot patio, 300 foot dock and almost every interior room. Paddleboard, fish or swim with dolphins, manatees, pelicans and jumping fish from your private beach (on the Indian River-not the ocean) as you relax at your peaceful and luxurious private oasis in paradise. Super fast WIFI if you need to work during your stay! Disabled accessible. Gas grill.

Coastal Escape: heated saltwater pool & playground

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

PalmeBleu Heated Pool, EV, King, 15 Min Beach

Welcome to Palme Bleu! This cozy home offers a blend of comfort and style. Nestled in a tranquil neighborhood on a cul de sac and just 15 minutes from the beach. This furnished home features 2 bedrooms, 1 bathroom, living room with sofa bed, dining area, a well-equipped kitchen and workspace. Relax and play games in the lush backyard pool oasis, take a bike ride, or explore nearby attractions and restaurants. Whether here for a weekend or extended stay, our home promises a memorable experience!

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 oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home just minutes from the parks. Perfect for large families and groups, this spacious retreat features a private heated pool and spa, outdoor kitchen with free propane, Mario Kart arcade game room, themed bedrooms, gourmet coffee, fast WiFi, smart TVs, and premium streaming. Enjoy full Windsor Island Resort access with a water park, lazy river, slides, and clubhouse. Loved by guests with over 100 5-star reviews. Let us give you a vacation within your vacation.

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

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Coastal Scandinavian Retreat | Cocoa Beach, FL

Escape into a world of luxury with unprecedented accommodations featuring extraordinary amenities! Our exquisitely designed residence offers a panoramic backyard oasis with various settings including resort style pool with loungers, private hammock, sparkling hot tub, fire pit, kitchen & wet bar, and covered dining. All nestled in a canvas rich in the hues of its natural surroundings, our coastal paradise provides a grand living experience in a gorgeous Scandinavian environment.