Holiday rentals with a pool in Redington Shores

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Top-rated rentals with a pool in Redington Shores

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Guest favourite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.94 out of 5 average rating, 134 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Guest favourite
The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.
Bungalow in Indian Shores
4.92 out of 5 average rating, 243 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

PRIVATE BEACH OPEN!!! ENJOY your own bungalow! (NOT a condo - no crowded elevators, hallways, lobby areas) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy crowded hotel? DOLPHIN BUNGALOW is ONLY 50 steps to beach, sits behind beachfront bungalow but not beachfront. ALL Guests enjoy heated beachfront pool, lounge chairs, umbrellas, fire pit, volleyball, toys. Fully equipped, super clean!

Superhost
The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.
Home in Indian Rocks Beach
4.83 out of 5 average rating, 362 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Guest favourite
Apartment in Redington Shores
4.86 out of 5 average rating, 110 reviews

Beach Studio 8

This fully renovated Studio is right on Gulf Blvd and across the street you have the Beach! Great restaurants up and down Gulf Blvd, 30 minutes to St. Petersburg or Clearwater, 45 minutes to Tampa Airport. You have a dedicated parking spot and easy Beach access. Includes: Queen size Bed TV Wifi Fully Equipped Kitchen- Keurig, pots and pans, dishware, silverware, etc. (all brand new) Washer/Dryer in the building (Credit card Payments accepted) Heated Pool in front of your door.

Top Guest favourite
An aerial view showcases a stretch of sandy beach along the Gulf of Mexico, dotted with beachside structures. The turquoise waters meet the shore, while a small boat glides across the surface, and the sun sets, casting a warm glow over the horizon.
Condo in Indian Shores
4.88 out of 5 average rating, 147 reviews

Indian Shores Condo on the Gulf of Mexico (beach)

Update: Luckily our condo was not impacted by the hurricane. Entire 2 bedroom and 2 full bathrooms condo. Relax and enjoy a peaceful vacation on the Gulf of Mexico (Ocean). The condo is located directly on the beach! (No ocean view, but directly on the beach side. There is a heated pool. The condo is between Clearwater Pier 60 and John's Pass. Busch Gardens, and St. Petersburg Pier are an half hour away. Located an hour and half from Disney World, Universal Studios, and Sea World.

Top Guest favourite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Condo in Indian Shores
4.97 out of 5 average rating, 119 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Top Guest favourite
A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.
Home in Seminole
4.99 out of 5 average rating, 360 reviews

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

Top Guest favourite
A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.
Condo in Indian Shores
4.98 out of 5 average rating, 150 reviews

The Seascape Premier Beachfront Cottage-Gulf View

Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

Top Guest favourite
The inviting pool area is surrounded by palm trees and features a vibrant pink flamingo float. Comfortable chaise loungers line the pool deck, offering relaxation options. A wooden fence provides privacy, and the outdoor space is designed for leisure and enjoyment.
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 143 reviews

1 block to beach, Pool, bikes, putt putt- triplex

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, bikes ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Guest favourite
Condo in Redington Shores
4.83 out of 5 average rating, 209 reviews

Beachside 1 Bedroom Condo on Redington Beach!

NOTE: If your dates aren't available, we have several other beach listings varying in size. See my profile for availability and ask for details! Nestled in the heart of the #1 rated beach area in the U.S., this is one of the only boutique vacation complexes located ON THE BEACH! Experience relaxing beach life, steps from your door to the iconic white sands. Nearby, countless attractions await!

Guest favourite
The resort's heated pool is surrounded by lounge chairs and palm trees, with guests enjoying the water and sun. A shaded area is available with blue umbrellas, providing a relaxing spot beside the pool, all overlooking the nearby intracoastal waterway.
Condo in Indian Shores
4.95 out of 5 average rating, 269 reviews

SEA-ze the day at the beach! Intracoastal! Pool!

Have an unforgettable vacation at this beautiful Barefoot Beach Resort condo. Enjoy breathtaking sunrises and sunsets on the beach or intracoastal. Catch a glimpse of the dolphins while strolling along the board walk. Relax at the pool and prepare your meal at one of many gas grills onsite or eat at the well renowned Salt Rock Grill next door.

Guest favourite
Home in Indian Rocks Beach
4.93 out of 5 average rating, 116 reviews

Beach Cottage | Heated Pool & Spa | Golf Cart

Newly renovated beach cottage just 2 blocks from IRB with a HEATED saltwater pool, spa, tanning deck, and 4‑passenger golf cart. Pet‑friendly and set in a quiet, safe neighborhood, this cozy 2‑bed retreat is perfect for couples and small families seeking comfort, convenience, and unforgettable Gulf Coast memories. BTR# 2041

Popular amenities for Redington Shores rentals with a pool

When is the best time to visit Redington Shores?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$332 AUD$311 AUD$332 AUD$326 AUD$283 AUD$283 AUD$259 AUD$243 AUD$266 AUD$259 AUD$321 AUD$321 AUD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about holiday rentals with a pool in Redington Shores

  • Total holiday rentals

    Explore 80 holiday rentals in Redington Shores

  • Nightly prices starting at

    Redington Shores holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Redington Shores holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Redington Shores rentals

  • 4.7 Average rating

    Redington Shores stays receive an average rating of 4.7 out of 5 from guests

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