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, 30 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

A welcoming living room is highlighted by a cozy yellow sofa, a hanging egg chair, and a round coffee table. Light streams through a large window, illuminating decorative plants and a vibrant area rug, while playful wall art adds a touch of charm.

Villa in Largo

4.89 out of 5 average rating, 112 reviews

Solar Heated Pool Paradise/5mins 2 beach/Games/BBQ

New Solar Pool Heater just installed! Prime location, 5-9 mins drive to Indian Rocks Beach, Belleair Beach, Florida Botanical Garden, Splash Harbor Water Park, restaurants, groceries, shops. 15-20 mins drive to Clearwater Beach, Madeira Beach. Super cute, renovated, spacious, and well-stocked vacation house, featuring a dreamy pool/lanai, tropical decors, and plenty of entertainment (games, 3 Roku TVs 43'-58', beach amenities). 4 queen/full beds & all new furniture. Perfect family getaway!

Top 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

4.95 out of 5 average rating, 121 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

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, 141 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

A cozy living area features a light-colored sectional sofa adorned with decorative pillows. Natural light enters through multiple plantation-shuttered windows, highlighting the soft tones of the furnishings. An entertainment unit with a large television and a small decorative table adds functionality to the space.

Villa in Clearwater

4.89 out of 5 average rating, 19 reviews

Private Villa with Courtyard

WELCOME TO THIS TASTEFULLY DECORATED, COMPLETELY RENOVATED, 2 BED 1 BATH, LUXURY LIVING QUARTERS . THIS UNIT HAS EVERYTHING YOU NEED, COMPLETE WITH NINJA JUICER, FLEX BREW COFFEE, AND TABLETOP WINE FRIDGE AND ICE MAKER. INTERIOR LAUNDRY W/ WASHER AND DRYERS. PERFECTLY LOCATED JUST MINUTES FROM DOWNTOWN CLEARWATER, AND MINUTES FROM DOWNTOWN DUNEDIN. ENJOY SUNSETS BY THE INTERCOASTAL, 1 BLOCK AND A HALF AWAY. ENJOY RELAXING DAYS IN THE BEAUTIFUL, TUSCANY INSPIRED PRIVATE COURTYARD.

Guest favorite

A cozy outdoor space features a wooden deck surrounded by tropical greenery, including bamboo and palm plants. Two rattan chairs are positioned beneath a sunshade, offering a comfortable seating area. A lounge chair rests nearby, with a glimpse of a private plunge pool in the background.

Villa in Largo

4.87 out of 5 average rating, 54 reviews

Private Pool - 3B Charming Getaway Villa in Largo!

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 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, 135 reviews

Beachside, 1 house to beach. Peaceful area

Best kept secret on quiet street beachside. 1 house to wide beach stretching for miles. Beach supplies include towels, beach chairs, cooler, beach cabana/tent for shade. Short walk to restaurants. W/D IN UNIT, Central AC, WIFI, Free parking. Upstairs unit. 1 of 3 units, a private retreat away from condos. Balcony perfect for morning coffee or a good book. Outdoor table & chairs. 2 bedrooms with king beds. 3rd bedroom is large BONUS ROOM/laundry 2 twin beds & sliding door.

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, 50 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

Guest favorite

A heated pool is surrounded by comfortable loungers and shaded by a stylish cabana. A spacious patio area features outdoor seating, while lush greenery and tall trees create a serene backdrop under the clear blue sky.

Villa in Seminole

4.95 out of 5 average rating, 65 reviews

5 BR Luxury Beach Villa: Heated Pool & Games Room

Stay in our 5BR custom-designed home for the ultimate Florida experience. Ideal for family gatherings or social groups with a Heated Pool, Games Room, and excess space for indoor and outdoor lounging. Our fully-renovated house is situated in a tranquil neighborhood just .5 mile away from the Gulf Coast. You have easy access to America's top beaches like St. Pete, Indian Rocks, Madeira, and Clearwater. Our home also has a master bedroom on the first floor for elderly guests.

Guest favorite

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

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

4.87 out of 5 average rating, 92 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

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, 34 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.