Holiday rentals with a pool in Redington Shores

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.

5.0 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

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.

4.94 out of 5 average rating, 141 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.

Bungalow in Indian Shores

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

4.97 out of 5 average rating, 200 reviews

4.81 out of 5 average rating, 269 reviews

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.

Condo in Redington Beach

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.

A wide view of the beach features soft, white sand leading to the gently lapping green-blue waves of the Gulf. A wooden pier extends into the water, with several lounge chairs arranged on the sand. People can be seen enjoying the beach.

4.91 out of 5 average rating, 119 reviews

Beachfront Gulf Condo Indian Shores

This stunning 3/2 condo offers a gulf facing balcony with spectacular views. Bedroom one has a queen bed and work space. Bedroom two offers two queen beds. The master has a king bed and work area. The kitchen has full size appliances and everything that you need. There is also a coffee/wine area with refrigerator. There are smart TVs in all bedrooms and cable box in the living room. There is also a full size laundry room. The balcony seats eight. Boogie boards and sand toys included.

Apartment in Redington Shores

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.

4.88 out of 5 average rating, 127 reviews

4.86 out of 5 average rating, 121 reviews

Beach Fun With Views - Indian Shores, Florida

Beach Palms is back and better than ever! Since Hurricanes Helene and Milton, the building has a fresh new look, including a new pool, pool deck, gas grills, and gazebo. The beach has been restored, and the sugary sands are ready for your flip-flops! Contact Gene, Superhost 503! Families Welcome - Direct Beachfront - Gulf of Mexico - Amenities - Large 3-Bedroom, Newly Renovated Building. Step outside to pure Gulf Coast bliss — sugary sands, warm water, and stunning sunsets await!

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.

4.98 out of 5 average rating, 163 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.

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.

4.98 out of 5 average rating, 66 reviews

Discount! Aug 31- Sep4! Corner Beachfront 2/2

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.

4.73 out of 5 average rating, 204 reviews

2-Bedroom Beachside Condo on Redington Beach!

NOTE: If your dates aren't available, we have several other beach listings varying in size, including some not advertised here. 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!

4.85 out of 5 average rating, 375 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at 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.

The exterior of a multi-story condominium complex is visible, featuring a mix of warm colors including brown, yellow, and green. Palm trees are situated in the foreground, and a street runs alongside the property, with parked vehicles seen along the curb.

4.75 out of 5 average rating, 202 reviews

Sand and sunsets

This is a one bedroom unit on the second floor of Holiday Villas III located in Indian Shores, Florida. The unit is approximately 475 square feet and as a interior unit, it does NOT contain a balcony. The complex sits directly on the beach and contains an assigned parking space, and a heated pool The unit includes a king size bed, sleeper sofa, full kitchen, flat screen television and high speed wireless.

Popular amenities for Redington Shores rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.98 out of 5 average rating, 130 reviews

JOJO'S Beachside 1Acre Estate-New Pool

A private backyard pool area is surrounded by lush tropical landscaping and tall palm trees. Comfortable lounge chairs are placed along the poolside, and a fenced perimeter provides seclusion. The clear blue water of the pool reflects the sky above, creating a serene environment.

4.94 out of 5 average rating, 127 reviews

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

An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.

4.94 out of 5 average rating, 339 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

5.0 out of 5 average rating, 227 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.99 out of 5 average rating, 140 reviews

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

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

Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

4.97 out of 5 average rating, 143 reviews

4.94 out of 5 average rating, 117 reviews

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

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Condo rentals with a pool

4.78 out of 5 average rating, 136 reviews

Cozy Indian Shores Beach Condo #367

A bright and airy bedroom features a spacious bed adorned with decorative pillows. A flat-screen TV is mounted above a dresser. Large windows provide natural light and access to a private balcony with seating, overlooking lush palm trees.

4.86 out of 5 average rating, 101 reviews

Spacious Corner 4/2 with Bunkhouse

A corner balcony features two high-top tables surrounded by woven barstools, overlooking the Gulf of Mexico. The expansive view captures the serene water surface and distant beachgoers, while sunlight reflects off the water, creating a calming beachside atmosphere.

4.92 out of 5 average rating, 146 reviews

End Unit Remodeled 3/2- We Are Open For Business!

A spacious bedroom displays a king bed dressed in a coral-patterned quilt, flanked by nightstands with lamps. A color television is positioned on a dark wood dresser. Large sliding doors lead to a private balcony showcasing a view of the Gulf.

4.77 out of 5 average rating, 13 reviews

San Remo 501- Beautiful Beachfront Escape!

4.84 out of 5 average rating, 96 reviews

Relaxing Beachfront Condo•Sunset Views•Top Floor

4.93 out of 5 average rating, 95 reviews

Peaceful Poolside Studio - Across from Beach

A spacious living area is furnished with a sectional sofa and accent chairs, complemented by a wooden dining table. Natural light enters through a large window, and cool tones are present in the decor, enhancing the relaxed atmosphere. A flat-screen TV is mounted on the wall.

4.93 out of 5 average rating, 43 reviews

Townhouse at San Remo

An aerial view captures a swimming pool surrounded by lounge chairs and palm trees. Beyond the pool, a pristine beach stretches across the horizon, with gentle waves meeting the shore. Bright blue skies enhance the tranquil atmosphere of this beachside retreat.

4.9 out of 5 average rating, 29 reviews

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

Other holiday rentals with a pool

4.86 out of 5 average rating, 56 reviews

Luxurious Beachfront Condo in Redington Shores

Condo in North Redington Beach

The living area features a light-colored sofa and loveseat opposite a coffee table, with a TV mounted on the wall displaying a coastal scene. Large sliding doors provide a view of the beachfront balcony and the Gulf of Mexico beyond, allowing natural light to fill the room.

Ram Sea 203: Gulf Views & Poolside Vibes

5.0 out of 5 average rating, 41 reviews

Apartment in Indian Shores

Direct Beachfront Penthouse

5.0 out of 5 average rating, 13 reviews

A serene ocean view captures the sun setting on the horizon, casting warm orange and gold hues across the sky. Gentle waves break on the shore, creating a foamy shoreline. The tranquil scene highlights the beauty of nature at dusk.

5.0 out of 5 average rating, 19 reviews

Beachfront Condo with Stunning Sunset Views

4.9 out of 5 average rating, 10 reviews

Home in Redington Beach

Redington Beach near beach on ICW w/pool & dock

Apartment in Indian Shores

Welcoming 2-bedroom condo with a bonus room!

4.97 out of 5 average rating, 33 reviews

4.93 out of 5 average rating, 15 reviews

Sea Oats Condo #302 Direct Gulf with Heated Pool