
Holiday rentals with a pool in Redington Shores
Find and book unique homes with a pool on Airbnb
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 €52 per night before taxes and fees

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Over 2,000 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

4.8 Average rating
Redington Shores stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Redington Shores
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oceanfront Condo Corner Unit2BR/2BA Great Location
Beautiful & spacious 1340 sq/ft 2 bed/2 bath Ocean Front Corner Unit With Million Dollar Views! Relax on your private balcony after a great day at the beach. The open floor plan kitchen & living room serves up incredible views of the ocean & beach. The kitchen comes fully-equipped with all of the cookware & appliances needed to make a delicious meal & to mix up a tasty cocktail! Gather around the dining room table and enjoy your meal with your loved ones or dine on your private, covered balcony

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.

JOJO'S Beachside 1Acre Estate-New Pool
LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

Tropical Beachfront Penthouse-Beach Cottages
Beach Cottages II (#2505) Welcome to this spacious top floor oceanfront condo 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 beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

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

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.

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.

Peaceful Poolside Studio - Across from Beach
Kick back and relax in this newly renovated beach studio in Redington Shores, just steps from the white-sand Gulf beaches and unforgettable sunsets. Start your mornings with a quick walk to the sand, spend your afternoons by the pool, and settle into an easy, laid-back coastal rhythm. This is the kind of place you come to slow down, unplug, and enjoy the beach without the crowds. We include what you need to enjoy, such as beach chairs and an equipped kitchenette. Welcome!

Quiet, Beachy Poolside Studio/1 Min Walk to Beach
Enjoy a relaxing Key West vibe in our fun and beachy 2-person studio efficiency! No beach crowds, traffic stress or parking worries - just pure paradise. What Guests Love Most: - Ground floor unit in quiet corner - Steps to sparkling, heated pool - 1-minute walk to beach and back - Quiet, relaxing courtyard with grill - Efficiency kitchen - Upscale neighborhood for walking - Short walk to Conch Republic bar & grill, the locals #1 favorite - Beach trolley transport

Sunset Walks Ocean Relaxing Stylish Coastal Studio
Cozy beach studio in Redington Shores, FL, just steps from the white-sand Gulf beaches and breathtaking sunsets. Ideal for a relaxing getaway, couples retreat, or sunny work-from-anywhere stay. The studio features a comfortable bed, kitchenette, fast Wi-Fi, A/C, and a bright coastal vibe. Quiet, laid-back location yet close to local restaurants, beach bars, Clearwater Beach, and St. Pete Beach. Perfect for guests looking to unwind and enjoy true Gulf Coast living.

August 22-26th discounts! Beachfront 2/2 w/Jacuzzi
Beautiful Beachfront 1400 square foot 2 bedroom 2 bathroom corner unit with Balcony, Electric Fireplace, 8 jet Jacuzzi in Master and in unit separate laundry room!! Water views from both bedrooms. All remodeled with new flooring, kitchen, baths and furniture. Our resort has has a tennis court and large heated beachside pool with poolside showers and bathrooms. Charcoal grills available and tables and tiki huts beachfront near pool.

Royal Orleans at Redington Beach ( Studio 203 )
Royal Orleans 203 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

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Backyard Oasis! Fully remodelled! 4 min to beach!

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Piece of paradise in Indian Rocks Beach.

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Swim-Out Bedrooms, Waterfall pool, Peace Place
Apartment rentals with a pool

Beachside Mini-Condo w/ Pool on Redington Beach!

Florida Island Beauty@theBeach@Heated Pool

Relax in a Newly Renovated Beach Front Paradise

Beach Fun With Views - Indian Shores, Florida

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

Amazing Beachfront corner unit with two balconies!

Ram Sea 203: Gulf Views & Poolside Vibes

The Cozy condo at Belleview Gulf #371
Other holiday rentals with a pool

Providence Cove | Heated Salt Pool • Sleeps 12

Beach & Pool Home-Sunsets, Family, Fun, Peaceful

Beachfront with Oceanview Balcony in Quiet Area

Beachfront Bliss! Heated Pool/Spa, 3/3, 207

Relaxing Beachfront Condo•Sunset Views•Top Floor

Redington Beach near beach on ICW w/pool & dock

Direct Beachfront Penthouse

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
When is the best time to visit Redington Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €231 | €243 | €204 | €180 | €143 | €125 | €159 | €149 | €163 | €159 | €197 | €197 |
| 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 |
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