Book Holiday Homes in Redington Shores

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Featured Holiday Homes in Redington Shores

1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass

1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass

2 out of 5
Treasure Island FL
The price is AU$595 per night from 6 Jan to 7 Jan
AU$595
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's ...
Opens in a new window1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass
1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass

1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass

2 out of 5
Treasure Island FL
The price is AU$543 per night from 5 Jan to 6 Jan
AU$543
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's ...
Opens in a new window1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass
Charming 2-Bedroom Home in the Heart of St. Petersburg

Charming 2-Bedroom Home in the Heart of St. Petersburg

2 out of 5
St. Petersburg FL
With a stay at this vacation home in St. Petersburg (Disston Heights), you'll be within a 10-minute drive of Tampa Bay and Salvador Dali Museum.
Opens in a new windowCharming 2-Bedroom Home in the Heart of St. Petersburg
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Wonderful bungalow completely remodeled in St. Petersburg

Wonderful bungalow completely remodeled in St. Petersburg

2 out of 5
St. Petersburg FL
With a stay at this vacation home in St. Petersburg, you'll be a 3-minute drive from Tampa Bay and 9 minutes from Vinoy Park.
Opens in a new windowWonderful bungalow completely remodeled in St. Petersburg
Cozy Home with Heated pool near Clearwater Beach

Cozy Home with Heated pool near Clearwater Beach

Clearwater FL
With a stay at this vacation home in Clearwater, you'll be near the beach, within a 10-minute drive of Tampa Bay and Eagle Lake Park.
Opens in a new windowCozy Home with Heated pool near Clearwater Beach
 2 PRIVATE BEACH HOMES  REMODELED W/ HEATED POOL

2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL

Indian Shores FL
When you stay at this vacation home in Indian Shores, you'll be on the beach, within a 15-minute drive of St. Petersburg - Clearwater Beaches and John's Pass ...
Opens in a new window 2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL
Cozy retreat heated pool close to beaches

Cozy retreat heated pool close to beaches

Largo FL
With a stay at this vacation home in Largo, you'll be within a 10-minute drive of St. Petersburg - Clearwater Beaches and Indian Rocks Shopping Center.
Opens in a new windowCozy retreat heated pool close to beaches
OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling

OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling

Largo FL
With a stay at this vacation home in Largo, you'll be within a 15-minute drive of St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk.
Opens in a new windowOMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling
Close to beach! 2 Bedroom 1 Bathroom Sleeps 4. Pet Friendly

Close to beach! 2 Bedroom 1 Bathroom Sleeps 4. Pet Friendly

Indian Rocks Beach FL
Located in Indian Rocks Beach, this vacation home is within a 15-minute drive of St. Petersburg - Clearwater Beaches and Sand Key Park.
Opens in a new windowClose to beach! 2 Bedroom 1 Bathroom Sleeps 4. Pet Friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Redington Shores Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Redington Shores vacation homes are the perfect way for you to wing it.

Holiday houses in Redington Shores let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Redington Shores in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Redington Shores adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Redington Shores with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Redington Shores vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Redington Shores Holiday Homes essential information

Accommodation
3752 Holiday Homes
Lowest Price
AU$242
Highest Price
AU$595
Popular accommodation
1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass, 1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass, Charming 2-Bedroom Home in the Heart of St. Petersburg, Wonderful bungalow completely remodeled in St. Petersburg, Cozy Home with Heated pool near Clearwater Beach, 2 PRIVATE BEACH HOMES REMODELED W/ HEATED POOL , Cozy retreat heated pool close to beaches, OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling, Close to beach! 2 Bedroom 1 Bathroom Sleeps 4. Pet Friendly

Top trending hotels in Redington Shores

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$405 per night from 1 Jan to 2 Jan
AU$405
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at Wyndham Grand Clearwater Beach in Clearwater Beach, you'll be on the beach, a 3-minute walk from St. Petersburg - Clearwater Beaches and 10 minutes ...
Opens in a new windowWyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$320 per night from 11 Jan to 12 Jan
AU$320
11 Jan - 12 Jan 2026
includes taxes & fees
When you stay at Hilton Clearwater Beach Resort & Spa in Clearwater Beach, you'll be on the beach, just steps from Beach Walk and Pier 60 Park.
Opens in a new windowHilton Clearwater Beach Resort & Spa
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 5 Jan to 6 Jan
AU$242
5 Jan - 6 Jan 2026
includes taxes & fees
Located in St. Pete Beach, RumFish Beach at TradeWinds is by the ocean, within a 15-minute walk of Upham Beach and Dolphin Landings Charter Boat Center.
Opens in a new windowRumFish Beach at TradeWinds
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Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 6 Jan to 7 Jan
AU$258
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at Island Grand at TradeWinds in St. Pete Beach, you'll be on the beach, within a 15-minute walk of Dolphin Landings Charter Boat Center and Upham ...
Opens in a new windowIsland Grand at TradeWinds
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.