Villa vacation rentals in Pinellas County

5 out of 5 average rating, 18 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

A screened-in pool area features a clear blue pool surrounded by lounge chairs and a hammock. The green walls of the villa create a fresh backdrop. Sunlight streams through the screens, illuminating the outdoor space and inviting relaxation.

4.75 out of 5 average rating, 81 reviews

Luxury Villa in Largo, Sleeps 22 Heated Pool & Spa

Welcome to our Largo Villa! This 6000 sq. ft. retreat on a 1-acre lot with 12-ft ceilings offers the ultimate getaway. Relax in the propane-heated indoor pool and spill-over spa (heating available for an additional fee). The spacious layout includes a detached King suite, a fully equipped kitchen, a game room, and 3 living rooms. With 7 bedrooms, 9 Queen beds, and 2 King beds dressed in luxurious Turkish cotton sheets, it’s perfect for reunions. Just 3 miles from Indian Rocks and Madeira Beach!

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, 102 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!!

5 out of 5 average rating, 134 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.

The exterior of the villa is framed by lush palm trees and vibrant greenery, creating a tropical atmosphere. A spacious driveway leads to the entrance, flanked by landscaped areas featuring colorful plants. A screened-in porch is visible on the upper level, inviting relaxation and connection with nature.

4.94 out of 5 average rating, 68 reviews

The Emerald Villa, Eco-Luxury by the Sea

Boutique, eco-friendly oasis by the sea. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed retreat offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and groups in uncompromising comfort and style and provides all the zen essentials. Organic soaps, hypoallergenic bamboo linens, triple filtered water, outdoor rain shower and plenty of meditative nooks for quiet indulgence.

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, 128 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.

A wooden deck leads down to a lush green area with artificial turf, adjacent to a tranquil canal. The water reflects the surrounding greenery and blue sky, creating a peaceful outdoor setting, ideal for relaxation.

4.86 out of 5 average rating, 63 reviews

Best deal in town!

Get ready for a true Florida living experience! Spot dolphins, manatees & catch some snook, red fish or tarpon right off the back deck! Just a few minutes from the beach, in a peaceful neighborhood, ideal for people looking to relax & unwind. Pillow-top mattresses & luxurious bedding, fully equipped kitchen & open layout ideal for large groups. Amazing outdoor living space w pool, loungers looking out to the water, grill & several lounging areas w/ “al fresco” dinning table & fire pit.

A fenced patio features a private plunge pool surrounded by tropical greenery. Several lounge chairs and a small table are positioned under shaded awnings, creating a comfortable space for relaxation. Vibrant plants add a touch of nature to the outdoor setting.

4.89 out of 5 average rating, 37 reviews

This New Pinnacle of Romance – 1B Vila Awaits!

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.

Guest favorite

A spacious lawn surrounds the villa, featuring tropical landscaping and a patio area with seating. A pool is visible alongside the well-maintained pathway, leading to the water. The structure showcases large windows that invite natural light, presenting a warm outdoor setting.

Villa in Tampa

4.92 out of 5 average rating, 73 reviews

The Palm Island Villa Luxury 4 BDR Waterfront Home

Luxury and premium location at the Palm Island Villa. Unbeatable location close to airport, downtown restaurants and beaches. Take in the Full Florida Lifestyle on the water with quick access to Tampa Bay! Comfortable and quiet, with new luxury furniture, beds and amenities. Fish from the private dock, watch the manatees, bring your own boat and kayaks. Shoot pool, play poker in our new game room or simply relax in the waterfall pool with your favorite beverage watching manatee

The outdoor area features a private pool surrounded by lounge chairs, with a built-in spa adjacent to the pool. Lush greenery and palm trees provide a tropical feel. The multi-level home is visible in the background, showcasing large windows that enhance the scenic view.

5 out of 5 average rating, 37 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 serene pool area is framed by palm trees and lush greenery. Lounge chairs in blue are positioned around the curved pool, which features a waterfall edge. The sky above is clear, with soft clouds casting shadows over the water.

4.95 out of 5 average rating, 37 reviews

Island Paradise

Your Private Oasis Awaits at Island Paradise Retreat! Discover a haven of comfort and style in our meticulously curated Airbnb accommodations. Immerse yourself in 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.

A modern living room features two wooden lounge chairs facing a marble fireplace. A round mirror hangs above the mantel, complemented by decorative accents. Natural light fills the space through large windows, with neutral tones creating a calming ambiance.