Family-friendly holiday rentals in Florida

Coastal Escape: Heated Pool, Playground&Family fun

★ 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!

Adult-Only Retreat w/ Pool & Spa | 18+, Private

🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

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.

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!

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.

Paradise Point! Direct Beachfront Florida Oasis!

Paradise Point is a Direct Beach front home perched on the shores of the Gulf of Mexico! This rare to find Beach House embodies relaxation and solitude. The white sand beach of Florida’s Forgotten coast is just out front. One of the most incredible locations for miles, the views and peacefulness are unrivaled. This is an elevated and updated Beach home with a Brand new appliance suite, custom granite counters & more updates. Wake to the sounds of waves on the beach just outside your door.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Spanish Eyes - A Castaway Beachfront Paradise

Beautiful, spacious, beachfront apartment with balcony ocean views and direct walking access to your own private Cabana at the Beach. Unwind, relax and experience the beauty of this remote location next to one of the most important natural preserves in North America. Direct and private beachfront access in the most exclusive part of Melbourne Beach, the South Beaches close to Vero Beach. Perfect for romantic getaways and secluded retreats in nature. Find us in IG: @castawayflorida

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

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

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!