Family-friendly holiday rentals in Seminole

Elegant Pool Home | 3 BDR| Beaches 5 Min| Pets OK

Your family's PERFECT FLORIDA SUMMER starts here. Step outside to your own private pool, fire up the BBQ, and let the kids play in the fully fenced backyard — while you relax knowing the beach is just 5 minutes away. This is not just a house. This is where summer memories are made. Tucked on a quiet cul-de-sac in Seminole — Florida's Natural Oasis — you are minutes from some of the Gulf Coast's most beautiful white-sand beaches, attractions, and dining, yet far from the noise of tourist crowds.

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

4 Min. to Beach! Heated Pool & Spa!

Escape to this beautiful, spacious home just minutes from the sandy shores of Madeira Beach! Featuring 3 bedrooms, 2 bathrooms, a bonus room, and a heated pool, it’s perfect for families, friends, or anyone looking to relax and enjoy the Gulf Coast. Whether you want to soak in the sun by lounging by the sparkling heated pool, cook a 4course meal in the open concept fully equipped kitchen, or make some smores next to the fire pit, you’ll have everything you need for the perfect Florida getaway!

PK Waterfront Cabin with Million-Dollar Views!

Unwind and unplug while living the dream at this serene waterfront getaway with breathtaking views. Enjoy spectacular sunrises, watching hummingbirds, kayaking, canoeing, fishing off dock (bring worms and fishing license), roasting s'mores, grilling, hiking, and the brightest stars in Texas! Bring your boat & tie up to our dock. Lots of space to park your trailer. Pet friendly to non-aggressive, house-trained dogs up to 25# with a pet fee. Friendly dogs and cats roam the unfenced area.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Bide In The Trees Romantic Treehouse +100' Skywalk

Named one of the Most Beautiful Treehouses in the U.S. by TripsToDiscover, this private, multilevel sanctuary is the ultimate luxury escape designed exclusively for couples. Escape 20 feet into the canopy of towering Georgia pines, leaving the world behind. At Bide in the Trees, we invite couples to disconnect from the noise and reconnect with each other. Tucked away on five private, gated acres, we blend the wild romance of forest glamping with the upscale amenities of a luxury resort.

Poolside Movie Night, Crib, Bunks, 7 min to Beach

✨ Ranked "Top 5% " of homes on Airbnb for high reviews and reliability, and featured in The Wall Street Journal and Architectural Digest - thoughtfully designed for a vacation you can book with total confidence. 👶 Designed specifically for families with young kids or multi-family stays. 🍿 Enjoy a private heated pool, movie night, s'mores, and fully stocked kid essentials. 📍 Located at the center of the top beaches in the US - why choose 1 beach when you can visit 3 top beaches.

Breathtaking A-Frame Home in Canyon Lake

We are pleased to welcome you to our newly renovated industrial farmhouse A-Frame! It is nestled in a quiet Canyon Lake neighborhood minutes from amazing outdoor activities around the lake, including hiking, golfing, kayaking, boating, and tubing the Guadalupe River. Its setting is a perfect place to unwind and relax or spend time having fun outdoors. There's no better place for a couples romantic getaway, or for small families to experience life in the beautiful Texas Hill Country.

Private Pool • Newly Renovated • 5 mins to Beaches

Welcome to your spotless home away from home! Whether you're dreaming of beach days (<3 miles away), lounging by your own private pool or exploring the vibrant local scene, our home is the perfect place to relax and recharge. Enjoy great food, shopping, and entertainment just 2 minutes away at Seminole City Center, or hit the scenic bike/walking trail at the end of our street. Whether you're after peace, adventure, or both, you'll find everything you will need for a memorable stay!

Feed Deer Daily |Peaceful Hill Country Cozy Cabin

Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

Villa Kailāsa-Pool, 6 min drive to the Beach!

Welcome to heaven on earth! This stylish modern ranch features 3 comfy bedrooms, 2 baths, elegant living and dining spaces, a full kitchen, office nook, and 3 smart TVs. Designed for families, it includes a crib, toys, bikes, beach gear, arcade basketball, and laundry. Slide open the doors to your private oasis—featuring a brand-new heated pool (78–83ºF, 8 AM–10 PM) perfect for relaxing, playing, and making lasting memories in comfort and style. We can’t wait to host you!

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !