Vacation rentals with a pool in Redington Beach

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

4.99 out of 5 average rating, 243 reviews

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

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.

4.81 out of 5 average rating, 271 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.

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

4.81 out of 5 average rating, 235 reviews

Gulf view Condo with pool in Clearwater/St. Pete

Located between Clearwater Beach & St. Pete Beach, this fully furnished Studio features a full kitchen with a full-sized stainless steel refrigerator and dishwasher, granite countertop, microwave, kitchenware, a Queen bed, a queen size sleeper sofa, closet space, and new AC. This quaint 35-unit resort condo offers a heated pool with tables, lounge chairs and gas grill within a smoke-free tropical courtyard. Just step out the front door for a view of the gulf & 3 mins. walk to the beach.

4.85 out of 5 average rating, 684 reviews

Florida Island Beauty@theBeach@Heated Pool

My place is close to white sand beaches and has a heated pool. Price is amazing and its fully renovated in the latest fashion with fun beachy accents! You’ll love my place because of the location, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, a parent and a child. I have adjusted my prices so they are adjusted accordingly with consideration of the area recovering from hurricane Helene from last year. Photos were taken on August 25th, 2025.

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, 129 reviews

The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.

4.84 out of 5 average rating, 131 reviews

Steps to beach with Marina Sunsets – 3 -Bed condo

Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

4.94 out of 5 average rating, 165 reviews

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

Condo in Redington Shores

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!

4.8 out of 5 average rating, 393 reviews

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.

4.86 out of 5 average rating, 206 reviews

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.

A spacious open-concept living area includes a sleek kitchen with modern appliances and ample counter space. A dining table with six chairs and a pool table provide options for entertainment. Bright overhead lights create a welcoming atmosphere, with light-colored cabinets complementing the room.

4.94 out of 5 average rating, 118 reviews

Penthouse,intercoastal, 3/3 views/heated pool

This stylish place to stay is perfect for group trips. Brand New Luxury Madeira Beach Penthouse With Heated Pool 4 floors up with partial beach and intercoastal views, all on a level floor plan 4 stories up with elevator access! Enjoy the comforts of new unit with modern appliances and fixtures in this 3/3 that bolsters a king master bedroom, two guest queen bedrooms all with in suite full bathrooms.

Condo 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 Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

An outdoor backyard area features a hot tub surrounded by palm trees and ambient lighting. Several Adirondack chairs are arranged around a small table on a gravel surface. Stairs lead to an upper level, creating a layered outdoor space for relaxation.

4.98 out of 5 average rating, 248 reviews

Luxe Beach House A/Heated Pool/2 min walk to beach

A spacious living area is presented with a large grey sectional sofa adorned with various cushions. A wooden coffee table sits in front, with two ceiling fans above providing airflow. The open layout connects seamlessly to a modern kitchen visible in the background.

4.97 out of 5 average rating, 137 reviews

Dolphin Dreamer-Golf Cart, Pool, BEACH!

4.89 out of 5 average rating, 131 reviews

Sea Shell Beach Cottage! Walk to the beach

4.91 out of 5 average rating, 108 reviews

Coastal Chic Cottage 2 Blocks to Beach | Heated Po

4.98 out of 5 average rating, 192 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

4.94 out of 5 average rating, 340 reviews

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.

Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

4.97 out of 5 average rating, 145 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Condo rentals with a pool

4.86 out of 5 average rating, 674 reviews

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

Condo in Treasure Island

Beachfront Condo in Exclusive Resort

A modern living area features a circular dining table set for four, complemented by plush armchairs and a sofa. Large windows allow natural light to fill the room, adorned with light-colored curtains. A television is mounted on one wall, alongside decorative elements including a palm plant.

4.99 out of 5 average rating, 101 reviews

Steps to Johns Pass+Beach | Water View | Htd. Pool

4.75 out of 5 average rating, 202 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.

Condo in Indian Shores

Sand and sunsets

4.95 out of 5 average rating, 112 reviews

Beach Front at “The Shore”

4.94 out of 5 average rating, 177 reviews

Stunning Views Beach Front Condo

Condo in Redington Shores

Peaceful Poolside Studio - Across from Beach

4.93 out of 5 average rating, 100 reviews

4.93 out of 5 average rating, 153 reviews

Condo in Indian Shores

Panoramic Gulf View Beachfront Condo

An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.

4.97 out of 5 average rating, 185 reviews

Penthouse Water View, Pool, @ Johns Pass!

Other vacation rentals with a pool

Apartment in Redington Shores

Oceanfront Escape

5.0 out of 5 average rating, 31 reviews

4.98 out of 5 average rating, 45 reviews

Sunset Retreat| Pool Oasis,Walk to Beach,Billiards

4.94 out of 5 average rating, 18 reviews

Flamingos Cove - Pool Oasis - Redington Beach, FL

A tranquil backyard oasis features a heated pool and spa surrounded by palm trees. Sun loungers are positioned for relaxation beside the pool. A vibrant pink float and colorful seating enhance the inviting atmosphere, while a hammock is partially visible amid the lush greenery.

4.93 out of 5 average rating, 86 reviews

Tranquil "Ocean Breeze Retreat"

5.0 out of 5 average rating, 7 reviews

Intercoastal 4 Bed 3 Bath Pool Home Mins to Beach

4.78 out of 5 average rating, 9 reviews

Blue Lagoon 3BR Pool Home Near the Beach

4.93 out of 5 average rating, 15 reviews

La Casita de Playa