Holiday rentals with a pool in Redington Shores

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Top-rated rentals with a pool in Redington Shores

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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, 137 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages 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 size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Top guest favourite
Apartment in Madeira Beach
4.98 out of 5 average rating, 105 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
4.97 out of 5 average rating, 113 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.

Top guest favourite
Bungalow in Indian Shores
4.96 out of 5 average rating, 188 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
A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.
Apartment in Indian Shores
4.99 out of 5 average rating, 129 reviews

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Guest favourite
Apartment in Redington Shores
4.89 out of 5 average rating, 134 reviews

Salty Air Retreat

Salty Paradise Retreat! Come enjoy all that central Florida's Gulf Coast has to offer in this efficiency condo close to everything! This first floor studio unit has been completely renovated and is conveniently located across from the sugar sand beaches and directly on the inter coastal water way with boat slips outside the back door. Guests can enjoy the Olympic sized pool, relax at the beach or fish on the docks out back. There are restaurants and water activities within walking distance!

Top guest favourite
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
5 out of 5 average rating, 209 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favourite
Flat in Redington Shores
4.87 out of 5 average rating, 116 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 spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.
Home in Seminole
4.98 out of 5 average rating, 377 reviews

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

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, 153 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.

Top guest favourite
A well-maintained courtyard features a central swimming pool surrounded by lounge chairs and shaded by palm trees. The two-story building wraps around the pool area, with balconies visible above and tropical landscaping enhancing the outdoor space.
Apartment in Redington Beach
4.85 out of 5 average rating, 186 reviews

Royal Orleans at Redington Beach

Royal Orleans #116 is a one-bedroom, two-bathroom condo that sleeps 2 (Single guest, or couple). The condo is located on the first floor across from the pool . A super relaxing Gulf shore vacation that puts you within walking distance of the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans #116, you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Top guest favourite
The living area features light-colored furnishings, including a comfortable sofa and recliner. A wall art piece of fish adds interest above the sofa. A light area rug is placed underfoot, and a tall plant enhances the natural ambiance. The kitchen is visible in the background.
Apartment in Redington Shores
4.94 out of 5 average rating, 100 reviews

Beach & Intercoastal Access -Indian Shores, FL

🌟🌟Enjoy Florida’s best at this newly renovated efficiency condo on the beautiful intercoastal waterway of Indian Shores. This 2nd floor unit features a balcony overlooking the Olympic size pool. Guests can also enjoy fishing, boating, jet skiing and more from the back of your unit. Boat slips available first come first serve, and rental facilities 1.7 ml's away. Restaurants & unique coastal shopping within walking distance. 🌟🌟

Popular amenities for Redington Shores rentals with a pool

When is the best time to visit Redington Shores?

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Avg. price£198£208£175£172£149£149£136£128£140£136£169£169
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Quick stats about holiday rentals with a pool in Redington Shores

  • Total holiday rentals

    Explore 80 holiday rentals in Redington Shores

  • Nightly prices starting at

    Redington Shores holiday rentals start at £59 per night before taxes and fees

  • Verified guest reviews

    Over 1,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 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

    80 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!

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