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, 36 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

4.9 out of 5 average rating, 115 reviews

Heated Pool Paradise/Billiards/BBQ/Close 2 Beach

Solar Heated Pool, Billiard/Pool & Foosball Table, Games and More! Screened Backyard = No mosquitos! Prime location, 5 mins drive to Indian Rocks & Belleair Beach, FL Botanical Garden, Splash Harbor Water Park, restaurants, groceries, shops. 15-20 mins drive to Clearwater & Madeira Beach. Spacious, & well-stocked vacation house, featuring a dreamy pool/lanai/BBQ, tropical decors, & plenty of entertainment (games, 3 Roku TVs 43'-58', beach amenities), and 4 queen/full beds. Perfect getaway!

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, 65 reviews

Charming Gulf Blvd Getaway

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 🏝️☀️

The heated Swim Spa features a wood-paneled bar area with four stools, complemented by a large umbrella for shade. Water jets create gentle waves in the spa, surrounded by lush greenery and a white fence, providing a private relaxation space.

4.92 out of 5 average rating, 128 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

5 out of 5 average rating, 143 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 Redington Shores

A sandy pathway leads through palm trees and lush greenery toward a wide beach. The ocean's calm surface reflects a bright blue sky with scattered clouds. A beach umbrella is visible to the left, suggesting a serene, inviting atmosphere.

4.92 out of 5 average rating, 138 reviews

1 House to beach! Peaceful beachside getaway

Best kept secret on quiet street beachside away from busy condos. Only 1 house to wide pristine beach stretching for miles Upstairs unit 1 of 3 units ****CONSTRUCTION LOWER UNITS 10/20 FOR 5 WEEKS. Price reflects this. Beach supplies: towels, beach chairs, cooler, beach tent. Walk to restaurants. W/D IN UNIT, Central AC, WIFI, park free Bedrooms: Comfortable mattresses. Black-out curtains. 2 bdrms with king beds. 3rd bdrm is large BONUS ROOM/laundry 2 twin beds, sliding door for privacy

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.

4.8 out of 5 average rating, 49 reviews

La Villa, 1 of 3 rentals on-site, pool, near beach

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.

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, 144 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.

4.68 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 just steps from beach & Gulf of America

Holiday Villas 3 is an ocean front resort community of individually owned villas located between Clearwater Beach & St. Pete Beach. Indian Shores Beach features miles of white sugary soft sandy beaches & pristine turquoise blue waters of the Gulf of America Easy access to many restaurants, bars, nightlife & shops. Check out Johns Pass and try some fresh locally caught grouper at restaurants close by. This property does not have a balcony or direct ocean view but is just steps to beach

A cozy outdoor seating area features a wooden deck surrounded by tall tropical plants. Stylish black metal chairs and a table create a gathering space, while a shaded canopy provides protection from the sun. Earthy tones and natural materials enhance the serene atmosphere.

4.84 out of 5 average rating, 56 reviews

Secluded Largo Home: Plunge Pool/Couples’ Hideaway

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.

A wide view of the intercoastal waterway reveals vibrant turquoise waters and a private dock. Lush greenery and a spacious pool area are visible, featuring a unique shape and several lounge chairs. The serene setting offers an inviting outdoor space for relaxation.

5 out of 5 average rating, 52 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

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, 100 reviews

Waterfront Saltwater Pool Villa A+ Location!

Highly Discounted villa due to neighborhood hurricane repairs and ongoing house upgrades. 2 bedroom 1 bath available Vintage cottage with outdoor pool( added 2018)on intracoastal waterway. Walk to beach, parks, shops,cafes, pickleboard / tennis courts, bait shop, massage studio &more. This is someone's home, it's professionally cleaned, welcoming, down to earth. It's self catering, each guest will need to provide their own supplies to meet the needs of their family.BTR1587

Popular amenities for villa rentals in Redington Shores

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.94 out of 5 average rating, 124 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!

Villa in Central Oak Park

4.61 out of 5 average rating, 41 reviews

1Bd-Beach in under 13 mins & Downtown St. Pete

4.92 out of 5 average rating, 97 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

Mod Home Heated Pool Resort Backyard 4min to beach

A cozy living area features a light-colored sectional sofa adorned with decorative pillows. Natural light enters through multiple plantation-shuttered windows, highlighting the soft tones of the furnishings. An entertainment unit with a large television and a small decorative table adds functionality to the space.

4.81 out of 5 average rating, 21 reviews

Private Villa with Courtyard

5 out of 5 average rating, 111 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"

Villa in Clearwater Beach

A waterfront patio features two yellow lounge chairs positioned to face the serene water. The view includes docked boats and distant buildings under a clear blue sky, creating a peaceful outdoor space for relaxation.

4.93 out of 5 average rating, 101 reviews

Water Front Villa 2; 5 min walk to beach & dinning

4.99 out of 5 average rating, 90 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"

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, 82 reviews

10 minutes to Beaches! Basil House

Luxury villa rentals

5 out of 5 average rating, 21 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, 4 reviews

Private Beach Villa | Charming Decor | Sunset View

An outdoor space features a heated pool surrounded by lounge chairs in a vibrant yellow hue. A fire pit is situated at the center of the patio, while the villa's upper balcony overlooks the serene setting, framed by lush greenery and a blue sky.

4.95 out of 5 average rating, 55 reviews

Clearwater Villa Heated Pool, Golf, 4K Projector

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

4.96 out of 5 average rating, 48 reviews

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.

Villa in Seminole

Modern Luxury Villa - Heated Pool Spa, Game Room

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!

5 out of 5 average rating, 8 reviews

[TOP PlCK] 5BR Family Pool Villa By Eagle Park!

4.9 out of 5 average rating, 40 reviews

6BR Waterfront • Heated Pool • Hot Tub • Game Room

Villa rentals with a pool

4.94 out of 5 average rating, 47 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

A private rooftop terrace features a hot tub, comfortable seating area, and a large umbrella providing shade. The artificial turf enhances the outdoor space, while distant views of buildings and the clear blue sky create a serene atmosphere.

Villa in Clearwater Beach

4.42 out of 5 average rating, 19 reviews

Paradise Cove Townhome 145-3 - Premium Waterfront Community

New place to stay

Villa pool in Clearwater|Sleeps 7, Great Location

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 fenced outdoor area showcases a clear pool, enclosed by a screen for protection against insects. The pool features steps for easy access and is bordered by smooth concrete, with greenery visible in the background.

Villa in St. Petersburg

St. Pete's Dream Home with Gym and Heated Pool

Private room in Palm Harbor

A dining area features a rectangular table with a glass top and decorative inlays. Surrounding the table are six upholstered chairs with rich maroon fabric. A blue glass bowl is centered on the table, while a staircase and decorative wall art are visible in the background.

4.83 out of 5 average rating, 6 reviews

Nice and Cozy Home in Palm Harbor

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

4.79 out of 5 average rating, 168 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool