Villa holiday rentals in Redington Beach

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, 45 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!

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A black countertop complements the light wood flooring. A decorative sign reading 'BEACH COTTAGE' is displayed above, adding a coastal-themed touch to the space.

5 out of 5 average rating, 67 reviews

Five Star Gulf Blvd Gem

Beautiful Condo on Gulf Blvd in Indian Rocks Beach. Enjoy a short walk to the Beach which is directly across the street. Huge private balcony! The Condo is a spacious 2 bedroom, 1 bath. Beautifully decorated in modern beach decor. The master bedroom has a king sized bed and the second bedroom has two twin sized beds. Perfect location, close to many great restaurants and shops. Very quiet, peaceful area makes the perfect getaway for families or couples. Indian Rocks Beach never disappoints 🏝️☀️

4.95 out of 5 average rating, 146 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!!

Superhost

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

4.78 out of 5 average rating, 59 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.

4.99 out of 5 average rating, 101 reviews

The spacious living area features a dark leather sectional sofa with decorative cushions and a low coffee table at the center. Light hardwood flooring extends throughout. Sliding barn doors lead to an adjoining room with television and dining space, while soft lighting enhances the inviting ambiance.

Villa in Safety Harbor

Villa at Harbor House "Villas by Christine"

Welcome to The Villa at Harbor House, located just steps from Safety Harbor’s Main Street, ranked the #10 Main Street by USA Today in 2025. Enjoy convenient walkable access to charming shops, dining, and pubs. This villa is perfect for solo travelers or couples, offering a queen bedroom, fully stocked kitchen, spacious living room, smart TVs, full laundry, and more. Pet-friendly ($100 fee). Beach gear included. For larger groups, consider booking Villa Key West or Villa Italia, steps away.

4.98 out of 5 average rating, 165 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.

4.92 out of 5 average rating, 96 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.

4.91 out of 5 average rating, 131 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

Villa in Redington Shores

4.88 out of 5 average rating, 146 reviews

Beach so close! 1 house to beach Peaceful area

1 HOUSE TO BEACH! 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 & 3 bdm.

Villa in Pass-a-Grille Beach

A collection of images showcasing Serenity. A close-up of seashells arranged on a decorative surface is featured, alongside a view through large windows framing lush palm trees and the beach. The living area presents comfortable seating, and a sunset view highlights the villa's exterior against a vibrant sky.

5 out of 5 average rating, 5 reviews

Private Beach Villa | Charming Decor | Sunset View

Welcome to Serenity! This exquisite beachfront villa is on a private beach in Pass-a-Grille, FL. Pass-a-Grille is renowned for its serene ambiance and the expansive Pass-a-Grille Beach, a picturesque white sand shoreline along the Gulf Coast. Serenity offers a retreat-style experience with a nostalgic touch of classic old-school Florida charm. Its allure is particularly enchanting during the golden hour, providing a truly magical experience. 🌅

Villa in Clearwater Beach

A rooftop terrace is shown with two lounge chairs and a small table. A large umbrella provides shade, while a view of the waterfront and city skyline is visible in the background. The sky displays soft hues of purple and pink, enhancing the serene setting.

4.98 out of 5 average rating, 49 reviews

Walk to Beach (4 min), Pool, Private Roof Deck

HOSTED BY: SANCTUARY VACATION HOMES Located right on the waterfront, guests rave this condo is in the best location, with a short 4 min walk, or a 1 min drive to Clearwater Beach. Also close by is Coronado Drive, where you will find Starbucks, Surfstyle Beach Shop, and many more stores and restaurants for your convenience. We are under a 10 min drive to pier 60 and the Clearwater Marine Aquarium. Allowed 2 pets max for an additional fee.