Villa vacation rentals in Pinellas County

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Top-rated villa rentals in Pinellas County

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Top guest favorite
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, 38 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 favorite
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
4.94 out of 5 average rating, 125 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 favorite
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
4.92 out of 5 average rating, 138 reviews

1 House to beach! Peaceful beachside getaway

Best kept secret on quiet street beachside away from busy condos. Only 1 house to wide pristine beach stretching for miles Upstairs unit 1 of 3 units ****CONSTRUCTION LOWER UNITS 10/20 FOR 5 WEEKS. Price reflects this. Beach supplies: towels, beach chairs, cooler, beach tent. 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 is large BONUS ROOM/laundry 2 twin beds, sliding door for privacy

Top guest favorite
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, 144 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.

Superhost
Villa in Largo
4.84 out of 5 average rating, 56 reviews

Pamper Yourself With A High-End Stay – 1B Villa.

Discover a stylish, secluded villa perfect for reconnecting with your loved one. Just 15 minutes from the stunning Indian Rocks Beach, our entire villa offers an exclusive retreat designed for romance, celebration, and memorable special occasions. Guests will also appreciate the fully equipped chef's kitchen. The fenced-in patio features a grill, ideal for outdoor dining and entertaining. The villa also boasts a refreshing private pool nestled amidst tropical shrubbery and bamboo.

Top guest favorite
A wide view of the intercoastal waterway reveals vibrant turquoise waters and a private dock. Lush greenery and a spacious pool area are visible, featuring a unique shape and several lounge chairs. The serene setting offers an inviting outdoor space for relaxation.
Villa in Indian Rocks Beach
5 out of 5 average rating, 52 reviews

Villa Blanca - Waterfront Midcentury Modern Home

Located in the charming and laid-back neighborhood of Indian Rocks Beach, Villa Blanca is ideally situated to enjoy all the amenities the beach community has to offer. The beautifully renovated mid-century modern waterfront home is completely updated, sparkling clean with a private pool, dock and only a 10-minute walk to the beach. You will also find pickleball courts, a skate board park, children’s playground and a nature preserve boardwalk within a 5 minute walk.BTR 2011

Superhost
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
4.86 out of 5 average rating, 96 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.

Top guest favorite
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, 32 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 favorite
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, 35 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.

Top guest favorite
A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.
Villa in Safety Harbor
5 out of 5 average rating, 112 reviews

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

Top guest favorite
A light-filled living area features a comfortable sofa adorned with decorative pillows. A wooden coffee table sits in front, complemented by a small plant. Sheer curtains frame the window, while a ceiling fan offers ventilation. A door leads to the outside, and a workspace is visible in the background.
Villa in Largo
4.99 out of 5 average rating, 82 reviews

10 minutes to Beaches! Basil House

Your Perfect Florida Getaway! Minutes from all the beaches Pinellas County has to offer! 1G Wi-Fi and a workstation in case you need to work while away. Less than 10 minutes to the beaches, and surrounded by great restaurants. You will enjoy every minute of your visit. Digital Guidebook with local recommendations! Located between St Pete and Clearwater while still close to the beach!

Guest favorite
Villa in Largo
4.9 out of 5 average rating, 116 reviews

Heated Pool Paradise/Billiards/BBQ/5 min 2 Beach

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

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