Villa holiday rentals in Pinellas County

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.

5 out of 5 average rating, 40 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

IRB Harbor House, your coastal getaway 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 heated 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!

4.93 out of 5 average rating, 142 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

5 out of 5 average rating, 149 reviews

A spacious living room features a large sectional sofa adorned with green pillows and a coffee table placed on a vibrant area rug with palm leaf designs. A flat-screen TV is mounted on the wall, complemented by decorative accents and artwork throughout.

Villa in Safety Harbor

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

4.97 out of 5 average rating, 154 reviews

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

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.

4.93 out of 5 average rating, 86 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.

4.94 out of 5 average rating, 49 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, 147 reviews

Gulf side. 1 house to beach Walk to restaurants

*Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 of 3 units in private beachside villa tucked away on a quiet street. Walk to many restaurants. Everything new. Total serenity at this best kept secret stretch of beach, steps from your door. Wide beautiful beach goes for miles. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 2 bdm.

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.

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

4.9 out of 5 average rating, 123 reviews

Villa in Largo

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

A serene outdoor area features a clear blue pool surrounded by palm trees and inviting lounge chairs. Colorful umbrellas provide shade, while patio seating offers a view of the water. Decorative string lights add a touch of charm to the tranquil setting.

4.95 out of 5 average rating, 61 reviews

Ocean View | Heated Pool | 3 Bed | Island Paradise

Your Private Oasis Awaits at Island Paradise! A haven of comfort and style in our meticulously curated Airbnb accommodations. Modern amenities and local charm, where each space tells a unique story. Whether you seek a cozy retreat, a vibrant urban escape, or a scenic getaway, our listings cater to every taste. Experience the warmth of hospitality and the joy of discovery as you make memories in homes that feel like your own. 6 person golf cart is available for your use!