Villa vacation rentals in Pinellas County

4.99 out of 5 average rating, 115 reviews

Villa in Palm Harbor

The Palm Haus • Heated Pool • Near Beach • Games

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

4.95 out of 5 average rating, 147 reviews

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

4.99 out of 5 average rating, 102 reviews

The spacious living area features a dark leather sectional sofa with decorative cushions and a low coffee table at the center. Light hardwood flooring extends throughout. Sliding barn doors lead to an adjoining room with television and dining space, while soft lighting enhances the inviting ambiance.

Villa in Safety Harbor

Villa at Harbor House "Villas by Christine"

Welcome to The Villa at Harbor House, located just steps from Safety Harbor’s Main Street, ranked the #10 Main Street by USA Today in 2025. Enjoy convenient walkable access to charming shops, dining, and pubs. This villa is perfect for solo travelers or couples, offering a queen bedroom, fully stocked kitchen, spacious living room, smart TVs, full laundry, and more. Pet-friendly ($100 fee). Beach gear included. For larger groups, consider booking Villa Key West or Villa Italia, steps away.

The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.

4.98 out of 5 average rating, 167 reviews

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.

Villa in Indian Rocks Beach

4.92 out of 5 average rating, 96 reviews

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

4.95 out of 5 average rating, 55 reviews

An outdoor space features a circular fire pit surrounded by several black Adirondack chairs, all set on gravel. The background showcases a heated pool and spa, with a vibrant sunset sky illuminating the scene. The villa and dining area are visible, enhancing the inviting atmosphere.

Villa in Seminole

Modern Luxury Villa - Heated Pool Spa, Game Room

Our Luxury Ultra Modern Villa has all the amenities and games you'll need on your vacation. STUNNING backyard with heated pool, spa, fire pit and games. Incredible Game Room with pool table, foosball and ping pong. This villa is in a fantastic location just minutes away from some of the most popular beaches in the country! 5 min - Beach Access 13 min - Indian Rocks Beach (Times are subject to change depending on a traffic) Experience Seminole, Florida with Us and Learn more below!

Villa in Redington Shores

4.92 out of 5 average rating, 162 reviews

Beach so close! 1 house to beach Peaceful area

BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 3 bdm.

4.91 out of 5 average rating, 134 reviews

The Tropical Oasis, w/ Solar Heated Pool and Games

Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

Superhost

A charming gazebo is positioned beside a serene pool, surrounded by vibrant greenery. The calm waters of Lake Seminole reflect the pastel colors of the sunset sky, while the gazebo offers shaded seating for relaxation.

4.91 out of 5 average rating, 122 reviews

Waterfront Heated Pool, Sleeps 20 - 4plex

Welcome to 101st Largo 257 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Welcome to LAKESIDE RETREAT 4-plex, situated on a ⅓ acre next to Lake Seminole. Enjoy the perks of a private resort with amenities like a lakefront pool, a gazebo, and a cozy fire pit. The property is a 15-min drive to popular beaches, John’s Pass, and the Lake Seminole Park boat ramp. ✨ "Perfect place! Exceeded our expectations! thank you so much!" ✨

Villa in Indian Rocks Beach

4.9 out of 5 average rating, 108 reviews

Waterfront saltwater Pool home w boat slip

2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587

4.98 out of 5 average rating, 57 reviews

10 Minutes to Beaches! Thyme (to Coast) House

Coastal Chic Retreat - 10 Mins to Beach & Parks! Escape to the "Thyme (to Coast) House," your perfectly curated Largo retreat where coastal convenience meets modern comfort. Located just 10 minutes from the sugar-sands of Indian Rocks Beach and Clearwater, this stylishly renovated home offers the ultimate Florida getaway. Whether you’re here to soak up the sun or relax in a quiet, residential oasis, it’s finally "thyme" to coast.