Family-friendly holiday rentals in Jasmine Estates

A warm glow from a fire pit illuminates the backyard, surrounded by lush greenery and palm trees. A deck adorned with string lights can be seen in the background, under a night sky featuring soft clouds and a bright moon.

4.98 out of 5 average rating, 105 reviews

Waterfront home w/dock-Kayaks & Jon Boat included!

Escape to this charming two-bedroom waterfront duplex, complete with a floating dock offering direct access to the Gulf of Mexico. Spend your days exploring the area's picturesque mangroves and scenic waterways using the provided battery-powered Jon boat or kayaks. Step outside to a backyard that feels like your own tropical retreat. A surround-sound music system extends throughout the property, creating the perfect atmosphere for entertaining, lounging, or simply soaking in the vacation vibes

4.99 out of 5 average rating, 302 reviews

Apartment in Port Richey

The Bohemian Studio: Separate Entry & Fenced Patio

🚨Summer & Weekly Discount Serene Countryside Escape. Surrounded by nature & near everything This cozy studio offers total privacy, separate entrance & self check-in Great location, minutes away from hospitals, restaurants, springs & beaches 30 min from Tampa Bay Area 🌳 2 Acres & your own fenced Patio 🍳 Fully Equipped Kitchen & bathroom 💻 High-Speed Internet, Ethernet & FREE Netflix 🚗 FREE Parkings Perfect for traveling workers, visiting family or romantic escapes The best of both worlds!

5.0 out of 5 average rating, 170 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

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

An outdoor seating area is arranged around a central fire pit, surrounded by decorative gravel. Several black lounge chairs provide comfortable seating, while a wooden fence and palm plants create a sense of privacy and relaxation in the space.

4.97 out of 5 average rating, 126 reviews

Your Florida coastal vacation awaits you!

Come relax with the whole Family at our newly renovated home with all modern amenities and appliances. Located in Port Ritchey FL, the villa sleeps 8 with a Sunroom & Lanai sitting area, and a garage / gaming area for the kids. It’s north from the famous beaches in St. Petersburg, and 30mins to Tarpon Springs. Our home is centrally located and minutes away from restaurants, shopping and near by Hudson beach. Plus some of Florida's most famous springs with manatees and other wildlife's to see.

4.9 out of 5 average rating, 20 reviews

Cozy & Clean Private Entry Work Stay Near Beaches.

Guest apartment in Mid-century modern home. Newly renovated with Steam Punk Style Art & collections. Near Clearwater Beaches & Paddle boarding @ Weeki Wachee Springs Master Suite + New bed with 18" Foam Mattress Master Bathroom with beautiful granite counters. Walk-in closet. Living room with TV & Wi/Fi + office area with electric adjustable height desk & chair. Small Kitchenette with refrigerator, small sink, microwave, coffee machine & Pantry. Private entrance & Security camera.

4.99 out of 5 average rating, 293 reviews

Screened in Heated Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

4.94 out of 5 average rating, 16 reviews

2BR/2BA Home | 6P, Saltwater Pool & Fenced Yard

✨ Features You’ll Love: ✔️ Private Salt Water Pool & Screen in Lanai ✔️ 2 bedrooms, 2 bathrooms ✔️ Fully Equipped Kitchen ✔️ Relaxing Outdoor Space ✔️ Park Style Charcoal Grill ✔️ Quiet & Convenient Location ✔️ Perfect for Snowbirds, Families & Getaways ✔️ Step Free Access ✔️ 5 miles /Gulf beaches ✔️ Spacious open layout ✔️ Fenced in yard ✔️ King bed, queen bed, and pull-out queen sofa bed ✔️ Pet Friendly ✔️ Washer-Dryer ✔️ Work area ✔️ Hi-speed WIFI ✔️ Smart TVs ✔️ XUMO Cable

Guest suite in Port Richey

A well-designed studio layout is shown, featuring a spacious sleeping area with a textured blanket draped over the bed. The kitchen area includes sleek white cabinetry, modern appliances, and a dining setup with two stools at a counter, inviting guests to relax and dine comfortably.

4.99 out of 5 average rating, 117 reviews

Cozy Studio Getaway w/ Beach Essentials

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work-related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have quick and easy access to a variety of restaurants, shops, highways, hospitals, and more. You’ll find yourself surrounded by peace, privacy, and a sense of home.

5.0 out of 5 average rating, 213 reviews

The guesthouse is set on a green lawn, surrounded by trees. A friendly horse grazes nearby, accompanied by a variety of free-ranging chickens and ducks. The exterior features a welcoming porch with wooden railings, adding to the farm's relaxed atmosphere.

Farm stay in Zephyrhills

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

4.98 out of 5 average rating, 204 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

Guesthouse in Port Richey

5.0 out of 5 average rating, 25 reviews

Casa Mayai

Cozy private apartment ideal for 2 people, designed with comfort and details for an excellent stay. It has a bedroom with a queen size bed, a full bathroom, a living room, a dining room, and a kitchen equipped with dishes, a coffee maker, a stove, a microwave, and a refrigerator. It includes Wi-Fi, Roku TV, hot water, air conditioning, ceiling fan, iron, hair dryer, towels and bathroom amenities. A comfortable, clean and functional space to feel at home.

Superhost

A private outdoor heated pool is framed by a concrete patio, featuring a curved design and clear blue water. Four colorful chairs provide seating around the pool, with additional lounge chairs nearby. A wooden fence offers privacy in the background.