Villa vacation 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, 46 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!

4.99 out of 5 average rating, 114 reviews

Villa in Palm Harbor

The Palm Haus • Heated Pool • Near Beach • Games

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.

4.89 out of 5 average rating, 37 reviews

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.

Villa in Seminole

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.

4.99 out of 5 average rating, 102 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, 166 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.

4.92 out of 5 average rating, 109 reviews

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.

Villa in Seminole

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

A newly updated modern beach house with a resort style backyard including a HEATED pool, fire pit, outdoor TV with comfortable sectional and an eating area, grill, lounge chairs, corn hole, pool volleyball and much more! All this and it is located just 4 minutes to Indian Shores Beach, and 20 minutes north along the beach is the world famous Clearwater Beach. This house is centrally located with John's Pass only 12 mins away. Downtown Gulfport and St Pete Beach are all 25 mins away.

4.91 out of 5 average rating, 132 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.

4.91 out of 5 average rating, 69 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

4.89 out of 5 average rating, 148 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 charming gazebo is positioned beside a serene pool, surrounded by vibrant greenery. The calm waters of Lake Seminole reflect the pastel colors of the sunset sky, while the gazebo offers shaded seating for relaxation.

4.91 out of 5 average rating, 122 reviews

Waterfront Heated Pool, Sleeps 20 - 4plex

Welcome to 101st Largo 257 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Welcome to LAKESIDE RETREAT 4-plex, situated on a ⅓ acre next to Lake Seminole. Enjoy the perks of a private resort with amenities like a lakefront pool, a gazebo, and a cozy fire pit. The property is a 15-min drive to popular beaches, John’s Pass, and the Lake Seminole Park boat ramp. ✨ "Perfect place! Exceeded our expectations! thank you so much!" ✨

4.9 out of 5 average rating, 108 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 Redington Shores villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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!

5 out of 5 average rating, 155 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"

Villa in Clearwater Beach

The exterior of the villa is highlighted, featuring large windows with horizontal blinds and a shaded patio area with blue lounge chairs. A clean and well-maintained garden surrounds the property, while a palm tree adds a tropical feel. The modern building in the background complements the charming villa.

4.9 out of 5 average rating, 156 reviews

Water Front Villa 1; 5 min walk to beach & dinning

Villa in Redington Shores

4.91 out of 5 average rating, 158 reviews

Beachside. 1 house to Beach 2 King 2 twin Peaceful

5 out of 5 average rating, 122 reviews

A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.

Villa in Safety Harbor

Villa Italia "Villas by Christine"

4.98 out of 5 average rating, 56 reviews

10 Minutes to Beaches! Thyme (to Coast) House

Villa in St. Petersburg

5 out of 5 average rating, 3 reviews

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

4.97 out of 5 average rating, 38 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

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

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

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

Private room in Snell Isle

Villa in Clearwater

Pura Vida in Clearwater 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 Suite in Luxury Villa near dwntwn St. Pete

An open dining area features a wooden table set for six, with white plates and dark napkins. A stylish light fixture hangs above, illuminating the space. The adjoining kitchen area includes dark cabinetry and modern appliances, offering a seamless flow between dining and cooking.

4.86 out of 5 average rating, 64 reviews

Best deal in town!

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

Villa rentals with a pool

4.93 out of 5 average rating, 59 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

4.4 out of 5 average rating, 5 reviews

Spacious Pool Villa Just Minutes from the Beach

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

A large swimming pool is depicted, featuring clear blue water and a shallow end marked at 5 feet. Several lounge chairs are positioned around the pool, accompanied by shade umbrellas. Lush greenery surrounds the area, enhancing the tranquil setting.

Private room in Clearwater

4.81 out of 5 average rating, 26 reviews

Clearwater Escape! Private Master Bedroom & Bath!

Villa in Madeira Beach

4.38 out of 5 average rating, 8 reviews

Vila at Holiday Isles Resort

Villa in Clearwater

4.67 out of 5 average rating, 3 reviews

Villa pool in Clearwater|Sleeps 7, Great Location