Holiday rentals with a pool in Redington Shores

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

Perfect getaway for your vacation in Redington Shores, Florida. 1,630 square feet of two story newly renovated townhouse, this condo has enough room to comfortably accommodate 8 guests, making it the perfect home-away-from-home for friends or families. Whether you’re seeking a relaxing getaway or aquatic adventures, you’re sure to find it all here! The space Master Bedroom: King Bed and Full Futon (2nd floor - Private Bathroom) Bedroom 2: Queen Bed (1st Floor - Shared bathroom) Bedroom 3: 2 Full size Bunkbeds (2nd Floor - Private Bathroom) Our home offers an open space that incorporates the living and dining areas. Decorated and furnished to give you that beach breezy feel, this condo will leave nothing to long for. The kitchen is fully equipped with brand new stainless steel appliances and quartz countertop where you can cook all of your favorite recipes. The living room is perfect to kick back and relax after a long day of beach activities. It is perfect to watch your favorite movie or show on the 55-inch flat-screen cable TV. If the fresh air of the sea breeze is not enough, sit outside and enjoy the gulf breeze and view on either of our two patios while sipping on something refreshing. The gulf front outdoor area offers a heated pool, hot tub, cabana with restrooms, patio tables, chairs, and loungers and charcoal grills. There is direct beach access to the beach so you can enjoy the sunset over the white sugar, sandy beaches! 7 day minimum stay. Please contact us with any special request and we will try our best to accommodate!

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, 37 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

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, 206 reviews

4.88 out of 5 average rating, 130 reviews

Flat 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.

4.86 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!

4.93 out of 5 average rating, 101 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!

Apartment in Redington Beach

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

4.94 out of 5 average rating, 165 reviews

4.8 out of 5 average rating, 393 reviews

Beachside Mini-Condo w/ Pool 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!

Apartment in Redington Beach

The image shows a heated pool surrounded by a patio area with lounge chairs. Palm trees provide shade, and the two-story building encircling the pool features balconies. Well-maintained landscaping adds greenery to the setting, creating a peaceful atmosphere.

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.

4.86 out of 5 average rating, 206 reviews

Apartment in Indian Rocks Beach

The image captures a view of the Splash Harbour Water Park and adjacent condo building. Bright colors of the water slides contrast with the greenery of palm trees. The inviting pool area is visible, surrounded by lounge chairs and scenic pathways.

Waterfront, Harbourside, Water Park, Beach, #6620

4 FREE daily water park passes and parking for one car are included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 6th-floor "end" unit has a balcony that overlooks the Intracoastal and another that overlooks the Water Park! Come stay in this rare unit. There is a fully stocked kitchen that even includes a stackable washer and dryer.

4.87 out of 5 average rating, 263 reviews

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.

Apartment in North Redington Beach

A serene beachfront view is captured under a clear blue sky. The vivid turquoise water reflects sunlight, creating a shimmering pathway across the calm sea. Gentle waves roll onto the soft sandy shore, where a person is seen walking along the beach.

Toes in the Sand Beachfront penthouse condo

Welcome to our amazing beachfront condo. Come on in and enjoy your stay. Our penthouse condo sports full unobstructed Gulf beach views. Park yourself on our large balcony spanning the width of the condo and enjoy the beautiful breezes, and amazing sunsets, make sure you are on the lookout for dolphins. Our large condo features 3 large bedrooms, and 2 full bathrooms, and sleeps up to 8 people.

4.92 out of 5 average rating, 131 reviews

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, 133 reviews

JOJO'S Beachside 1Acre Estate-New Pool

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, 340 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

A tranquil private backyard features a clear pool surrounded by concrete decking and lush landscaping. Lounge chairs are positioned near the water, with palm trees providing shade. A charcoal grill is visible on the side, and the home’s exterior is painted in soft, inviting tones.

4.95 out of 5 average rating, 128 reviews

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

4.98 out of 5 average rating, 193 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

4.96 out of 5 average rating, 194 reviews

Clearwater LUXE! Tropical Family Beach Villa

4.98 out of 5 average rating, 105 reviews

Sundaze |Fully Stocked-PS5-EV Charger-2MI to Beach

5.0 out of 5 average rating, 230 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, 142 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

Apartment rentals with a pool

Apartment in Redington Beach

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.

Beautiful Studio on the paradise white sand beach!

4.81 out of 5 average rating, 271 reviews

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 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

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, 164 reviews

The Seascape Premier Beachfront Cottage-Gulf View

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, 143 reviews

Tropical Beachfront Penthouse-Beach Cottages

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.

4.99 out of 5 average rating, 68 reviews

Discount! Nov& Dec dates! Corner Beachfront 2/2

4.93 out of 5 average rating, 46 reviews

Beachfront with Oceanview Balcony in Quiet Area

4.88 out of 5 average rating, 26 reviews

Beachfront Condo in Redington Shores

Other holiday rentals with a pool

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.

4.87 out of 5 average rating, 30 reviews

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

5.0 out of 5 average rating, 29 reviews

Going Coastal: Beach, Pool, Fishing, Boat Slips

Apartment in North Redington Beach

A well-appointed living area features a sectional sofa adorned with blue and aqua pillows, complemented by a modern glass coffee table. Large windows offer unobstructed beach views, while a stylish chandelier hangs from the ceiling. A wall with a wave-pattern design adds a coastal touch.

3/2 directly on North Reddington Beach! 314 RamSea

4.96 out of 5 average rating, 98 reviews

4.78 out of 5 average rating, 74 reviews

Monterey resort just few steps from the beach

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

4.94 out of 5 average rating, 18 reviews

Flat in Indian Shores

Direct Beachfront Penthouse

4.9 out of 5 average rating, 21 reviews

Beachside, Heated Pool, Balcony, Sleeps 10 402