
Vacation 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.

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.

Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Salty Air Retreat
Salty Paradise Retreat! Come enjoy all that central Florida's Gulf Coast has to offer in this efficiency condo close to everything! This first floor studio unit has been completely renovated and is conveniently located across from the sugar sand beaches and directly on the inter coastal water way with boat slips outside the back door. Guests can enjoy the Olympic sized pool, relax at the beach or fish on the docks out back. There are restaurants and water activities within walking distance!

The Cozy condo at Belleview Gulf #371
Boats are welcome! Dock your boat right out the back door. Experience one of the most exciting beach areas in the U.S. This location attracts tourists from around the world, making it an exciting, adventurous and ideal vacation resort. This efficiency condo is close to everything, you can spend your time at the beach, ride bicycles, kayaking, long walks on the beach, enjoy dining, coffee shops, and shopping. Or just relax by sitting out back and watching as the dolphins and manatees swim by.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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.

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!
Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

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.

Royal Orleans and Redington Beach
Royal Orleans #116 is a one-bedroom, two-bathroom condo that sleeps 2 (Single guest, or couple). The condo is located on the first floor across from the pool . A super relaxing Gulf shore vacation that puts you within walking distance of the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans #116, you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Luxury Beach Bungalow | Walk to Dining & Sunset
Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭
Popular amenities for Redington Shores rentals with a pool
House rentals with a pool

The Palm House | Free Heated Pool!

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

4BR-Heated Pool-Sauna-Fire Pit-Beach<5 Min-Theater

Ocean Dreaming: Waterfront Home with Heated Pool,

Coastal Pool Retreat *5 Min to Madeira Beach Sand

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV

Heated Pool + Waterfall • Firepit• 5 min to IRB

Hannah’s beachside resort Saltwater Heated Pool
Condo rentals with a pool

Gulf view Condo with pool in Clearwater/St. Pete

Beach Across the St | No Stairs |Parking in Front!

Beach & Intercoastal Access -Indian Shores, FL

Amazing Beachfront corner unit with two balconies!

Indian Shores Awesome Coastal Beach Condo! 2Br/2Ba

San Remo 501- Beautiful Beachfront Escape!

Spectacular beach to bay views from this resort.

Beautiful Studio on the paradise white sand beach!
Other vacation rentals with a pool

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Intercoastal 4 Bed 3 Bath Pool Home Mins to Beach

Monterey pool closed in first week of June

Indian Shores Beach pool condo equipment included!

Blue Lagoon | Private Pool & Walk to the beach

Organic & Modern~90° Heated Salt Pool~Walk 2 beach

Total Beach Vibes Studio, Pool, Steps to Beach

Stylish, Chic Condo! Steps to BEACH! Heated pool
When is the best time to visit Redington Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 977 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 863 | ﺩ.ﺇ 848 | ﺩ.ﺇ 735 | ﺩ.ﺇ 735 | ﺩ.ﺇ 672 | ﺩ.ﺇ 632 | ﺩ.ﺇ 690 | ﺩ.ﺇ 672 | ﺩ.ﺇ 834 | ﺩ.ﺇ 834 |
| 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 vacation rentals with a pool in Redington Shores

Total vacation rentals
Explore 80 vacation rentals in Redington Shores

Nightly prices starting at
Redington Shores vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Redington Shores vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Redington Shores rentals

4.8 Average rating
Redington Shores stays are highly rated by guests—averaging 4.8 out of 5!
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