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

  • Verified guest reviews

    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.

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Top guest favourite
A panoramic view of a serene beach is presented, featuring soft white sand and gentle waves. Colorful umbrellas and beach chairs are scattered along the shore, with a few beachgoers enjoying the tranquil ocean. The clear blue sky reflects the calm atmosphere of the seaside.
Apartment in Redington Shores
5 out of 5 average rating, 36 reviews

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

Guest favourite
Apartment in Madeira Beach
4.95 out of 5 average rating, 111 reviews

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.

Top guest favourite
A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.
Home in Seminole
4.98 out of 5 average rating, 127 reviews

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.

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.
Apartment in Indian Shores
4.94 out of 5 average rating, 139 reviews

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.

Top guest favourite
Bungalow in Indian Shores
4.96 out of 5 average rating, 197 reviews

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

Top guest favourite
An outdoor swimming pool is surrounded by a well-maintained paved area and vibrant landscaping. Palm trees provide shade near the pool, while the adjacent building features two levels with balconies overlooking the area. The inviting water reflects sunlight under a clear blue sky.
Apartment in Redington Beach
4.81 out of 5 average rating, 268 reviews

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.

Top guest favourite
Flat in Redington Shores
4.88 out of 5 average rating, 125 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
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.
Apartment in Indian Shores
4.98 out of 5 average rating, 162 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.

Guest favourite
Apartment in Redington Shores
4.92 out of 5 average rating, 93 reviews

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!

Guest favourite
A spacious living room is featured with a large flat-screen TV mounted on the wall. Natural light fills the space through two windows beside comfortable seating arrangements, including a light-colored armchair and a blue sofa. A coffee table sits on a patterned rug, enhancing the serene ambiance.
Home in Redington Shores
4.94 out of 5 average rating, 16 reviews

San Remo. Top Floor. Beach Views

Kick back and relax in this stylish, top floor beach view condo. Both bedrooms and living room have sliding glass doors to the beach view balcony. Enjoy stunning sunsets from the balcony, beachside pool, and hot tub. Covered outdoor seating by the pool includes an grilling area. Spacious open floor plan with two bedrooms and two full bathrooms for up to 4 guests. Prime beachfront location steps away from pristine sands on Redington Shores Beach.

Guest favourite
A bright living area features large windows offering sweeping ocean views. A sleek white sectional sofa sits atop a soft area rug, accompanied by a stylish coffee table set with glasses and a bottle. A flat-screen television is mounted above an electric fireplace, adding comfort to the space.
Apartment in Redington Shores
4.98 out of 5 average rating, 64 reviews

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.

Top guest favourite
A spacious backyard is highlighted by a solar heated pool, surrounded by lush greenery and native plants. Comfortable lounge chairs face the water, with colorful floatation devices resting nearby. A shaded area is provided by a patterned umbrella, offering a spot to relax and enjoy the scenery.
Home in St. Petersburg
4.99 out of 5 average rating, 138 reviews

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Cozy coastal retreat just 5 min from the beach! Clean and freshly updated with all the amenities you'll need for a perfect vacation. Ideal for families, we have 4 bedrooms and 3 full bathrooms in 2000 sqft with a solar heated pool! There is plenty of space for you and your family to spread out and enjoy the two separate living rooms or the private back yard.

Popular amenities for Redington Shores rentals with a pool

When is the best time to visit Redington Shores?

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