Villa vacation rentals in Pinellas County

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Top-rated villa rentals in Pinellas County

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Top guest favourite

An aerial view showcases a coastal neighborhood along the intracoastal waterway, featuring a single-story home with a gray roof and a landscaped front yard. Palm trees line the driveway, and nearby properties reflect a variety of architectural styles, emphasizing the serene waterfront setting.

Villa in Indian Rocks Beach

5 out of 5 average rating, 39 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

IRB Harbor House, your coastal getaway nestled in the heart of Indian Rocks Beach. This unique shared property concept with semi-private villa boasts 2 cozy bedrooms, 2 modern bathrooms & full size kitchen; perfect for small families, small groups & professionals. Enjoy the convenience of upscale private living with resort style pool on a shared property Whether you're here to soak up the sun or simply relax, Harbor House offers the perfect blend of comfort & convenience for your beach vacation

Guest favourite

A sandy pathway leads through palm trees and lush greenery toward a wide beach. The ocean's calm surface reflects a bright blue sky with scattered clouds. A beach umbrella is visible to the left, suggesting a serene, inviting atmosphere.

Villa in Redington Shores

4.91 out of 5 average rating, 140 reviews

Private Retreat 1 house to beach. Beachside

Best kept secret on quiet street beachside away from busy condos. Only 1 house to wide pristine beach stretching for miles. 1 of 3 units 2nd story **May be some repair activity on the lower units thru November. None Nov 27-30 or wkends Beach supplies: towels, beach chairs, cooler. Walk to restaurants. W/D IN UNIT, Central AC, WIFI, park free Bedrooms: Comfortable mattresses. Black-out curtains. 2 bdrms with king beds. 3rd bdrm: large BONUS ROOM/laundry 2 twin beds, sliding door for privacy

Guest favourite

A private patio area features a hot tub surrounded by wooden decking. Soft lighting from string lights enhances the ambiance. A cozy fire pit sits beside comfortable seating, ideal for relaxation. Nearby, a hammock is available for lounging, adding to the outdoor comfort.

Villa in St. Petersburg

4.91 out of 5 average rating, 32 reviews

King 1 Br/1Ba, Hot Tub - Close to Beach & Downtown

Whether you're Relocating, Vacationing, Working or Just Visiting, this cozy, luxurious, smart home is the perfect place to unwind. Featuring a hot tub, spacious private backyard, dedicated WFH office space, EV Charger, & fully stocked kitchen (ft. air fryer), you’ll find more amenities than I can list. A short 12 minutes from the #1 beach in the country, as well as a 12 minute drive from downtown and the gorgeous new Pier, you’ve truly found a gem in the heart of paradise. Go ahead and book!

Top guest favourite

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

4.95 out of 5 average rating, 130 reviews

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!!

Top guest favourite

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.

Villa in Largo

4.97 out of 5 average rating, 148 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.

Guest favourite

A serene view of the cottage's outdoor space is presented, featuring a pool surrounded by greenery. A wooden dock extends into the waterway, with seating available for relaxation. Tropical plants and trees frame the property, enhancing the natural landscape.

Villa in Indian Rocks Beach

4.9 out of 5 average rating, 100 reviews

Waterfront Saltwater Pool Villa A+ Location!

Highly Discounted villa due to neighborhood hurricane repairs and ongoing house upgrades. 2 bedroom 1 bath available Vintage cottage with outdoor pool( added 2018)on intracoastal waterway. Walk to beach, parks, shops,cafes, pickleboard / tennis courts, bait shop, massage studio &more. This is someone's home, it's professionally cleaned, welcoming, down to earth. It's self catering, each guest will need to provide their own supplies to meet the needs of their family.BTR1587

Guest favourite

Villa in Largo

4.9 out of 5 average rating, 120 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

Guest favourite

Villa in Indian Rocks Beach

4.93 out of 5 average rating, 82 reviews

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly 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.

Guest favourite

A modern living space is presented with a spacious sofa and armchairs, arranged around a central coffee table. A large flat-screen TV is mounted on the wall opposite the seating area, with light walls and wood-look flooring enhancing the open layout.

Villa in Largo

4.98 out of 5 average rating, 48 reviews

10 Minutes to Beaches! Mint House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

Guest favourite

A bright kitchen features a cheerful, colorful wallpaper with a playful design. A traditional farmhouse sink is situated on a light blue countertop, accompanied by various kitchen utensils and knives mounted on the wall. A vibrant yellow door complements the lively aesthetic, inviting natural light.

Villa in Gulfport

4.87 out of 5 average rating, 102 reviews

Cozy funky duplex with KING bed

Escape to the charming town of Gulfport, Florida, and discover a hidden gem nestled in the heart of this vibrant community. Our eclectic studio offers a one-of-a-kind experience for those seeking comfort, style, and a touch of the extraordinary. The main highlight is the funky wallpaper and the luxurious king-sized bed, adorned with premium linens and plush pillows, ensuring a restful night's sleep after your Gulfport adventures.

Guest favourite

An outdoor patio area features a private pool surrounded by a spacious deck. A seating arrangement with chairs and a table is positioned nearby, along with a sauna. The setting is complemented by lush green grass and a colorful sunset sky.

Villa in Seminole

5 out of 5 average rating, 34 reviews

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

The Ultimate Vacation Awaits! Welcome to your home away from home—where comfort, fun, and relaxation all come together. Whether you’re here to unwind, explore, or make memories with friends and family, this place has you covered. Just 5 minutes from Madeira Beach and a short drive to Indian Rocks, Indian Shores, and Redington Shores—enjoy quick access to some of Florida’s best white-sand beaches and crystal-clear Gulf waters!

Top guest favourite

A charming exterior of a townhome is presented, featuring a bright red front door. Lush greenery and colorful plants frame the pathway leading to the entrance, with a well-maintained lawn inviting guests to explore. The surrounding area is dotted with additional townhomes.

Villa in Palm Harbor

5 out of 5 average rating, 36 reviews

Coastal Cottage

Relax with the whole family or a peaceful couples get away. Great little Hideaway with a Large Pool, Club House, Playground for the little one. This cozy town home is 900 sq ft This is a fully furnished unit has everything you need to hide out or venture out to see all Tampa Bay has to offer. Completely renovated tin early 2023 everything was purchased new. Brands Like Macys, Crate and Barrel, My Pillow and others.