Villa holiday rentals in Pinellas County

Villa in Indian Rocks Beach

A serene pool area is illuminated with soft purple lighting, surrounded by swaying palm trees. Lounge chairs are positioned beside the water, and vibrant umbrellas provide shade. The tranquil intracoastal view is visible in the background, creating a relaxed outdoor environment.

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!

5.0 out of 5 average rating, 58 reviews

4.99 out of 5 average rating, 133 reviews

Villa in Palm Harbor

Palm Haus • Heated Pool • Near Beach • Game Room

Charming home with stylish baths & bedrooms. Heated pool included in the price. Gas fire-pit, outdoor games, large secluded backyard! Game room! Near Honeymoon Beach & Caladesi Island open for sunbathing & water sports; historic downtown Dunedin with cute shops, cafes, restaurants & cultural events. The area has a number of top-notch golf courses and trails. Palm Harbor's welcoming community & mild climate make it an ideal getaway for outdoor adventures, cultural experiences, and coastal views.

4.95 out of 5 average rating, 159 reviews

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

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!!

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.

4.99 out of 5 average rating, 107 reviews

Basil House — Your Perfect Florida Escape

Experience the best of Florida living at Basil House, a contemporary, updated villa designed for relaxation and convenience. Nestled in a quiet neighborhood, you are perfectly positioned between the energy of Clearwater and the charm of St. Pete, with the Gulf’s white-sand beaches just a 10-minute drive away. Whether you’re here for a vacation, a remote-work retreat, or a beach getaway, this home offers a cool and relaxing atmosphere with all the modern comforts you expect from a premium stay.

5.0 out of 5 average rating, 158 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.

Villa in Indian Rocks Beach

Waterfront saltwater Pool home w boat slip

2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. Airbnb pros you know the deal.. read the full House Rules & Manual to respect our neighbors and town. Airbnb newcomers please read everything x2. IRB strictly enforces occupation limits, parking & noise. Thanks! BTR1587

4.9 out of 5 average rating, 114 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.

4.97 out of 5 average rating, 174 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.

Villa in Redington Shores

100 feet to beach. W/D in unit. Private patio

1 house to the beach. Private patio. Washer/dryer in unit. 1 minute walk to beach. 1 of 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, short walk to restaurants. Close by: Live music, pickleball, putt-putt, many restaurants, shops. Full kitchen, quiet ductless A/C, Wi-Fi, free parking, beach chairs, towels, and cooler. Sleeps 4 with comfy queen bed and pop-up sofa. 1 & 3-bedroom available.

4.89 out of 5 average rating, 165 reviews

4.91 out of 5 average rating, 141 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

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