Vacation Rentals & Condos in Redington Shores

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1,574 condos

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 45 minutes

Price per night from

$172

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$189

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$264

Beach front condo on Redington Shores

Redington Shores condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$84

The Monterey Beach Resort offers you this view in 45 seconds

Redington Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$194

Great rentals within 20 miles that match your search

Surfside Condos 204 Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$54

Madeira Towers 601 Beach front with spectacular views

Madeira Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Everything you expect and more” Without a doubt I'd stay there again, we've always stayed on Madeira Beach for the last 12 visits to Florida and this is the best condo we've stayed in, excellent value for money. Very clean and quiet , very well equipped, new carpets and new kitchen floor tiles , the caretaker was brilliant , polite and helpful , I really took to him , I had great conversations with him about fishing. The condo is positioned very well to all amenities and because all entrances needed keys you felt very secure ,, this is the place for me , when we visit again this will be the first condo I will look for availability ,,,and I guess a lot of renters have done as when I looked it's booked up to May 2017,, not surprised at all to be honest.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$147

Cornercopia Paradise Cornercopia Paradise Cozy Home

Clearwater house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“extremely pleased” My spouse and I stayed at Cornercopia Paradise on Clearwater Beach, Florida, recently and were extremely pleased with our choice. The home is beautiful and spotlessly clean, with obvious care taken to insure lovely decor and comfort. The weather was lovely; it is only a short walk to the beautiful white sandy beach. Every evening, we sat on the beach alongside other residents and enjoyed the nightly magnificent sunsets. Restaurants are close by and truly excellent. We haven't had such a superior vacation in years and will definitely return for another visit with hopes this home will be again available to us. Dbw and DGW, New York City, N.Y.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$125

Sea Club 43 Charming Beach Community

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“sea club 43” this is one of the best condos we've ever stayed in and we've stayed in condos from the mountains of Colo. to the beaches of Florida.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$122

Bay Breeze House Waterfront home with pool

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

Price per night from

$312

Brightwater Point 105 Grand Water Views

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect in every way!” Perfect location; beautiful condo; everything we needed. If I could have a negative comment it would be that the couch was a little uncomfortable. I can't say enough about how perfect; we have made arrangements to return!

Responds fast! avg. 3 hours 19 minutes

Price per night from

$234

Chateaus on White Sands 502 Beachfront Condo

Clearwater apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$487

440 West Condos 408-N Gulf and Beach Views

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Everything is within walking distance” We have rented many homes and motels in the south over 20 years and visited Clearwater Beach several times during this period. Our stay at 440 West, 408N was probably the most enjoyed and relaxing of all. Everything is within walking distance or a short drive to help you with your stay in Clearwater Beach. We are definitely planning on a return there and hope to stay at 440 West again

Responds fast! avg. 3 hours 19 minutes

Price per night from

$100

Island Key Condos 303 Large Balcony overlooking Bay

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing” We were first time renters and we're very anxious. We couldn't have been more impressed. There was so much space and the condo was spotless. The area was quiet and the apartment block was spotless. The pool was heated and spa was hot. The staff in the office were so nice and helpful made us feel really valued. Will definitely be returning and would highly recommend the rental company.

Responds fast! avg. 3 hours 19 minutes

Price per night from

$152

Harborview Grande 701 Stunning Bay Views

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 19 minutes

Price per night from

$232

Bay Harbor 403 Waterfront Condo

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Fabulous!!!” Wow! Our family just stayed at Bay Harbor 403 one week ago and I have been anxious to write a review for the owners to show our appreciation. We couldn't be any happier with this condo! We were wowed the minute we walked in the door! It was large, immaculate, comfortable and decorated beautifully! The pictures online don't even do this condo justice. Our view of the water-way was beautiful and we were in walking distance to the beach, as well as, restaurants and bars. I would recommend this condo to anyone and the next time we go to Clearwater Beach we are requesting #403!!!

Responds fast! avg. 3 hours 19 minutes

Price per night from

$190

Bay Harbor 202 WOW balcony views! Professionally decorated condo for the family

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

“Beautiful Place” The condo was very nice. The master bedroom was the best! Lots of room, very clean, and kitchen was well supplied. I loved the location because we could walk to most anything. Shepherd's across the street had music and a great happy hour. I would have given 5 stars except I have two complaints. The biggest drawback is that the pool is in the shade most of the day. Also, the 3rd bedroom was very small although it did have its own bathroom. 3 bedrooms with 3 full baths was a great feature!

Responds fast! avg. 3 hours 19 minutes

Price per night from

$157

Bayside Condos 29 City and Bay views

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 19 minutes

Price per night from

$87

Harborview Grande 600 Waterfront

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$251

Villas of Clearwater Beach 2B Renovated condo that is just Steps to the beach an

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 19 minutes

Price per night from

$194

Panoramic Ocean Views 2

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

Responds fast! avg. 2 hours 27 minutes

Price per night from

$212

Desirable Resort Style Condo in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$86

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

Price per night from

$160

Beautiful waterfront apartment with stunning views

Madeira Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Brilliant location and very friendly hosts.” This is a condo with a kitchen/diner and lounge area downstairs and a bedroom (and very comfy bed) and bathroom upstairs. There is a balcony outside the bedroom, which faces east so you have the beautiful sunrise. The condo is well equipped, and you have the use of the pretty patio/garden at the rear which is right on the intracoastal and which is shared with the hosts. There is the usual abundance of wildlife including dolphins, and a very pretty outlook. The beach is three or four minutes walk away, along with local shops and restaurants. We loved our stay there and would certainly go back. The hosts are very friendly and amenable.

Price per night from

$119

3 bedroom, 2 bath home, just steps to the beach

Treasure Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“What a great week we had” We recently had a family reunion at this beach house. There were eight of us and there was plenty of room. The house was a wonderful place and we really enjoyed morning coffee around the island in the kitchen and s'mores in the evening on the back deck around the fire pit. Several times we grabbed a glass of wine and walked to the beach to watch the sunset and even saw a few dolphins. The area seemed to have a lot of events happening nearby, sand sculptures on the beach, shopping at a restored fishing village with several unique shops, bands on the sands and fireworks. The oversized wrap around deck added extra room to what already felt like a spacious house. The house is beautiful and we look forward to vacationing there again.

Price per night from

$458

Tampa TreeHouse

Tampa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!

Price per night from

$423

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 57 minutes

Price per night from

$115

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.

Price per night from

$240

Ultimate St Pete Beach Front Rental Condo #101

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.

Price per night from

$315

Price per night from

$114

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$126

*** BEAUTIFUL SPACIOUS CONDO IN SUNNY FLORIDA ***

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lovely vacation on the Gulf Coast” Jill and Peter were very friendly, accommodating hosts. They made sure we had everything we needed and gave us all the information to make us feel like locals to the Indian Shore. The apartment is impeccably clean and spacious. I would recommend this accommodation to anyone looking for a relaxing, sunny vacation on the Gulf Coast!

Responds fast! avg. 3 hours 56 minutes

Price per night from

$95

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

Price per night from

$286

Panoramic ocean views 1

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Excellent Holiday Getaway!” My husband and I stayed at this beautiful condo for a week in October 2013 and it was absolutely beautiful. It was exactly what we were looking for. Beautiful birds to see right at your door step. This luxury condo is very close to downtown which was good for night life and great food. I would recommend this condo to anyone. Also the owner Sabina was very welcoming which made us feel as if we were right at home!

Responds fast! avg. 2 hours 27 minutes

Price per night from

$212

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 48 minutes

Price per night from

$367

"Something Fishy" Beach Front Condo & Sunset Views

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$166

Dolphin House at Gulfport's Pier

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

Price per night from

$201

Viewing 38 of 1,574
rentals in Redington Shores

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About Redington Shores

The small seaside town of Redington Shores is a family-friendly resort that attracts vacationers during the spring and summer months. A little off-the-beaten-path, you’re still close to all the area’s main attractions.

Why not book your Redington Shores vacation rental with FlipKey today and enjoy relaxing around your very own pool?

About Redington Shores

White sandy beaches, plentiful opportunities to enjoy the ocean... Whether you love boating, water sports, fishing, or watching beautiful sunrises, do you need any more reasons to plan a vacation in Redington Shores?

This is the perfect place to relax, enjoy dinner at sunset and challenge the family to a round of adventure golf. Whatever you get up to in Redington Shores, you’re never far from busier towns like Madeira Beach, yet the town is a haven of tranquility to retreat to after a fun-filled day.

Come here in October to catch the four-day Clearwater Jazz Holiday, with international artists and a relaxed atmosphere, or visit during the summer months to experience the beaches at their best, when all the attractions are open for the family to enjoy!

What to do

Stroll along Redington Long Pier and spot terns, herons and pelicans, go shelling by the shore or rent a boat and explore the coastline for yourself. The beautiful white sandy beach here is the perfect place to relax or enjoy a sandcastle-building competition with the kids.

You’ll find watersports such as paddle boarding, parasailing and surfing available at Madeira Beach, which is also home to The Alligator Attraction, where kids get the opportunity to hold a gator! Here you’ll also find the bustling John’s Pass Village and Boardwalk with its shops and restaurants.

A round of golf at Smuggler’s Cove Adventure Golf can quickly turn competitive, with its pirate themed displays and alligators to feed. For something a little more relaxing, escape the crowds with a stroll through the Florida Botanical Gardens at Largo.

Top Redington Shores travel tips

The gently sloping, sandy beach at North Redington is an excellent spot for families with younger children and extends for almost a mile.

Getting here couldn’t be easier – it’s just a 30-minute drive (16 miles) to St Pete-Clearwater International Airport or 40 minutes (26 miles) to Tampa International Airport.

You’re just a short drive from Clearwater Beach with its beachfront restaurants, Marina and Sand Key Park, where you may even be lucky enough to see sea turtles nesting!

For a relaxing break away from the hustle and bustle of Florida’s busier resorts, Redington Shores is the perfect destination, and it’s easy to see why so many people choose the town for their summer vacation. Find your beachfront vacation rental today with FlipKey.

Top Destination reviews

Redington Towers 1 Beachfront 2 Bedroom Condo
Redington town 1

Very good! We are very happy was that very Clean and easy at fine this condo Redington Beach is very good and warm weather Water in October I hope I am come back next year thanks … see more
WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK
great location, needs updated.

This place was in a great location with excellent people. I had a great service worker and very friendly residents. The condo itself just needs some upgrades. … see more

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