Villa holiday rentals in Pinellas County

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Top-rated villa rentals in Pinellas County

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Guest favourite
A spacious pool area is highlighted, showcasing a turquoise pool surrounded by potted plants and tropical foliage. The villa's exterior features large windows that emit a warm glow, creating an inviting ambiance as dusk sets in.
Villa in Clearwater
4.81 out of 5 average rating, 54 reviews

La Villa, 1 of 4 rentals on-site. Heated Pool!

La Villa Grande is spacious and relaxing. Clearwater Beach is a 15 minute drive and ranked one of the world’s top 15 white sand beaches. Clearwater Country Club is just down the road. Spend a day golfing or at the beach (beach supplies included), grab a bite to eat and catch the sunset, then come relax in the heated pool or soak in the hot tub. La Villa has its own patio. The property also has a shared backyard with a pool, hot tub, and yard games access for all of our rental guests onsite.

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, 155 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
Villa in Indian Rocks Beach
4.93 out of 5 average rating, 89 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.

Guest favourite
A serene pool area features a flowing waterfall cascading over textured rocks. The pool water glistens in varying shades of blue, surrounded by palm trees and a spacious patio. Two black lounge chairs are positioned along the poolside for relaxation.
Villa in Seminole
4.91 out of 5 average rating, 104 reviews

Heated Pool+Fire Pit+Trails+4 min to Beach

A newly updated modern beach house with a resort style backyard including a HEATED pool, fire pit, outdoor TV with comfortable sectional and an eating area, grill, lounge chairs, corn hole, pool volleyball and much more! All this and it is located just 4 minutes to Indian Shores Beach, and 20 minutes north along the beach is the world famous Clearwater Beach. This house is centrally located with John's Pass only 12 mins away. Downtown Gulfport and St Pete Beach are all 25 mins away.

Guest favourite
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
4.94 out of 5 average rating, 49 reviews

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!

Guest favourite
Villa in Redington Shores
4.88 out of 5 average rating, 134 reviews

Peaceful 1 house to beach Wal to restaurants

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 & 2 bdm.

Top guest favourite
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

Guest favourite
Villa in Largo
4.9 out of 5 average rating, 124 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 spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.
Villa in St. Petersburg
4.76 out of 5 average rating, 182 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Superhost
A vibrant game room features colorful lighting and playful wall art. Various entertainment options are included, such as a foosball table, ping pong table, and lounge area. A refrigerator for refreshments is positioned alongside seating for relaxation.
Villa in Largo
4.9 out of 5 average rating, 49 reviews

6BR Waterfront • Heated Pool • Hot Tub • Game Room

This house is a true haven of peace. The exceptional service and welcoming atmosphere created unforgettable memories. If you're looking for a place to relax and unwind, look no further! ✔️Gather your family and friends and escape to this breathtaking 6BR House with stunning water views. Perfect for families and large groups, this luxurious property features all the amenities you need for a comfortable and memorable stay.

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, 39 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 favourite
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, 118 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.

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