
Holiday rentals with a pool in Redington Shores
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Top-rated rentals with a pool in Redington Shores
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Private Beach Bungalow 1BR *Heated POOL**PETS ok
PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

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 High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

"Sunsational" Indian Shores Getaway!
Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

Blue Sea Renity -Steps to Beach| Heated Pool
Welcome to Blue Sea Renity — your peaceful 1-BR beach retreat just 2 minutes from the sand in Indian Shores, Florida. With a heated pool, free on-site parking, and a full complement of beach gear (chairs, cooler, umbrella, cart) — everything you need for a relaxing Gulf-coast stay is right here. Designed for solo travelers, couples, small families, or remote-work getaways, our condo blends modern comfort with true beachside ease. Browse the photos, pick your dates, and let the vacation begin!

Beautiful Studio on the paradise white sand beach!
The studio at Royal Orleans is a perfect holiday accommodation across from the lovely Redington Beach. The studio offers a sitting area and a kitchen complete with a dishwasher and a refrigerator. A flat-screen TV with cable channels is provided. There is a private bathroom with a bathtub shower. The bed is queen size. The apartment complex has a lovely outdoor swimming pool with a lounge area. Redington Beach is a great choice for travelers interested in sunbathing, swimming and relaxing.

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds
My place is on the beach, with great views of the ocean from our private balcony and spectacular sunsets in the evening. There are good restaurants within walking distance. The pool and the hot tub are heated all year round. There are 3 double bedrooms, each with a private bathroom. Large Lounge/Dining Room, fully equipped kitchen, 2 Air Conditioning units fully servicing the entire apartment and Ceiling fans in all rooms. 40 X 20ft. heated pool and 10 X 8ft hot tub right next to the beach.

Gulf view Condo with pool in Clearwater/St. Pete
Located between Clearwater Beach & St. Pete Beach, this fully furnished Studio features a full kitchen with a full-sized stainless steel refrigerator and dishwasher, granite countertop, microwave, kitchenware, a Queen bed, a queen size sleeper sofa, closet space, and new AC. This quaint 35-unit resort condo offers a heated pool with tables, lounge chairs and gas grill within a smoke-free tropical courtyard. Just step out the front door for a view of the gulf & 3 mins. walk to the beach.

Florida Island Beauty@theBeach@Heated Pool
My place is close to white sand beaches and has a heated pool. Price is amazing and its fully renovated in the latest fashion with fun beachy accents! You’ll love my place because of the location, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, a parent and a child. I have adjusted my prices so they are adjusted accordingly with consideration of the area recovering from hurricane Helene from last year. Photos were taken on August 25th, 2025.

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.

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.

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Royal Orleans and Redington Beach ( Studio )
Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.
Popular amenities for Redington Shores rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Ocean Dreaming: Waterfront Home with Heated Pool,

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Swim-Out Bedroom, Waterfall pool! The Peace Place

Dolphin Dreamer-6-Seat Golf Cart!

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Heated Pool, SleepNumber Beds, Bikes, Near Beach
Apartment rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Renovated Condo! Across the Street From The Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

Island Chic Cutie @theBeach@HeatedPool

Sea La Vie- Studio by the bay!

Spectacular beach to bay views from this resort.

~Shore Thing~ Coastal Exquisite Waterfront Condo

Literally: 15 steps to the Pool, GroundFloor Condo
Other holiday rentals with a pool

Thanksgiving Avail! Beachfront 2/2 w/Jacuzzi &FP!

Sea Club 4-26 Spectacular Balcony Views!

Beach & Intercoastal Access -Indian Shores, FL

On The Beach At Anglers Cove 107

Beachfront Oasis 4BD/3BA w/Huge Patio, Pool, SUP

Luxury Pool House

2MinWalkToBeach/HeatedPool/Balcony/BeachGear/Cart

AWESOME PENTHOUSE CONDO ON GULF OF MEXICO
When is the best time to visit Redington Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £179 | £167 | £179 | £176 | £152 | £152 | £139 | £131 | £143 | £121 | £133 | £139 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Redington Shores

Total holiday rentals
Explore 70 holiday rentals in Redington Shores

Nightly prices starting at
Redington Shores holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 1,910 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Redington Shores holiday rentals include wifi 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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