Villa holiday rentals in Redington Shores

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, 44 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 a large central island with a marble countertop, set for dining with plates and glasses. Navy blue cabinets contrast against light walls, while a patterned backsplash adds visual interest. Stainless steel appliances are present, enhancing the space's functionality.

4.89 out of 5 average rating, 37 reviews

Renovated 3-bedroom villa with solar heated pool

Fantastic fully renovated 3BR 2BA house in Seminole, 3 miles from Indian Shores Beach, short drive to world class beaches of Madeira, North Redington and Clearwater. Private backyard with solar heated pool, outdoor kitchen and dining space, or have a movie night on 86 inch flat screen TV in the luxurious living room. Gourmet kitchen with large quartz dining island perfect for entertaining, house walking distance to Seminole City Center with SMG Theater, Publix and Pinellas Trail. Sleeps 8.

4.94 out of 5 average rating, 144 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, 98 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.

4.99 out of 5 average rating, 100 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.

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.

4.98 out of 5 average rating, 165 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.

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.

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.

4.94 out of 5 average rating, 51 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!

4.91 out of 5 average rating, 129 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

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.

4.93 out of 5 average rating, 67 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!

Villa in Redington Shores

4.88 out of 5 average rating, 145 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.

A serene view of the cottage's outdoor space is presented, featuring a pool surrounded by greenery. A wooden dock extends into the waterway, with seating available for relaxation. Tropical plants and trees frame the property, enhancing the natural landscape.

4.9 out of 5 average rating, 106 reviews

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. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587

Popular amenities for villa rentals in Redington Shores

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.67 out of 5 average rating, 3 reviews

Close to Beach - Indian Beach Villas 3A

Villa in Pinellas County

Clearwater House 3BR Great for Family Vacations

Villa in Redington Shores

4.91 out of 5 average rating, 153 reviews

Beachside. 1 house to Beach 2 King 2 twin Peaceful

4.38 out of 5 average rating, 8 reviews

A charming entryway features a light-colored front door surrounded by large windows and lush tropical plants. The space is paved with square tiles and shaded by a wooden trellis adorned with vibrant flowering vines.

Villa in Dunedin

Unique Villas 3Plex in the Heart of Downtn Dunedin

Villa in Madeira Beach

Vila at Holiday Isles Resort

Villa in Clearwater

Villa pool in Clearwater|Sleeps 7, Great Location

Villa in St. Petersburg

Newly remodeled-minutes from the beach

4.76 out of 5 average rating, 38 reviews

A cozy living area is furnished with a gray sofa accompanied by decorative pillows. A light wooden coffee table is centered, with a seashell and decor placed on it. The window allows natural light, complemented by light walls and beach-themed accents.

Villa in St. Pete Beach

Beach Lover's Cove 'Sea La Vie'

Luxury villa rentals

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, 4 reviews

Private Beach Villa | Charming Decor | Sunset View

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.

4.92 out of 5 average rating, 108 reviews

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

4.97 out of 5 average rating, 31 reviews

A spacious outdoor area features a heated pool, surrounded by lounge chairs and tropical plants. A covered patio is seen nearby, with seating and a BBQ grill for outdoor gatherings. The pool glimmers under natural light, inviting relaxation.

Villa in Tampa

(HGR) Heated pool villa. Boat rental available

Villa in Clearwater

Pura Vida in Clearwater Beach

An outdoor space features a basketball hoop and a putting green, surrounded by fresh landscaping. A spacious covered area is seen in the background, providing shade. Palm trees and a clear blue sky enhance the inviting environment.

4.93 out of 5 average rating, 91 reviews

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

A wooden playhouse stands illuminated with colorful lights, featuring a slide and a set of stairs. The structure is surrounded by lush greenery, providing a playful outdoor space. Notable elements include a pink flamingo and a small white bunny decoration nearby.

Private room in Snell Isle

Private Suite in Luxury Villa near dwntwn St. Pete

4.97 out of 5 average rating, 31 reviews

A tranquil pool area is highlighted by a sparkling blue water surface, surrounded by lush greenery. Comfortable lounge chairs are arranged nearby, adorned with striped pillows. A gentle waterfall feature adds a serene touch, while a privacy fence encloses the space.

Villa in Bay Crest Park

(BAYC) Heated Pool Villa. Boat rental available

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, 48 reviews

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

Villa rentals with a pool

4.97 out of 5 average rating, 36 reviews

A spacious heated saltwater pool is surrounded by a screened enclosure, featuring colorful inflatable floats. A playroom is visible with cheerful decor, while a cozy media room offers comfortable seating. The exterior showcases a welcoming home, with a yard perfect for children’s play.

Villa in Dunedin

Family Haven/Kid's Amenities Near Honeymoon Island

4.93 out of 5 average rating, 57 reviews

The dining area features a modern table with gold accents, surrounded by plush gray chairs. A stylish chandelier hangs above, illuminating the space. The open-concept layout offers a clear view of the adjacent kitchen and a spacious living area with a large television.

Villa in Palm Harbor

Villa Luxe~Heated Saltwater Pool~Near Beaches

5 out of 5 average rating, 3 reviews

Spacious Pool Villa Just Minutes from the Beach

5 out of 5 average rating, 7 reviews

Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

4.68 out of 5 average rating, 65 reviews

A large heated swimming pool is surrounded by lounge chairs and tiki huts, set against the backdrop of a sandy beach and the shimmering Gulf waters. Sunlight reflects off the water, creating a tranquil atmosphere for relaxation and leisure.

Villa in Indian Shores

Relax on the beach Pool closed 8-4PM during April

5 out of 5 average rating, 6 reviews

Villa in Tampa

Clearwater Beach Waterfront Home – Boater’s Heaven

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

4.77 out of 5 average rating, 193 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool