Location

Dates

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Vacation rentals in Redington Shores, Florida, United States

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

1 bedroom·1 bath

Madeira Beach • Florida

$ 607,00 USD totaal voor 3 nachten

24–27 okt 2026

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

1 bedroom·1 bath

Madeira Beach • Florida

$ 607,00 USD totaal voor 3 nachten

24–27 okt 2026

Dining room with views of the pool.

Enjoy golden hour from the private outdoor deck and pool.

Open layout kitchen and living room.

Cozy living room.

Enjoy a game of air hockey or ping pong.

Paradise Passage

4 bedrooms·3 baths

Seminole • Florida

$ 1.428,16 USD $ 1.280,64 USD totaal voor 3 nachten

24–27 okt 2026

Family Resort | Pool • Mini Golf • Near Beach image 1

Family Resort | Pool • Mini Golf • Near Beach image 2

Family Resort | Pool • Mini Golf • Near Beach image 3

Family Resort | Pool • Mini Golf • Near Beach image 4

Family Resort | Pool • Mini Golf • Near Beach image 5

Family Resort | Pool • Mini Golf • Near Beach

4 bedrooms·2 baths

Seminole • Florida

5(2 reviews)

$ 1.430,00 USD totaal voor 3 nachten

9–12 okt 2027

Kitchen and Dining Area

The Walters

3 bedrooms·2 baths

St. Petersburg • Florida

5(21 reviews)

$ 774,05 USD totaal voor 3 nachten

1–4 nov 2026

Coastal-style living room with fireplace, TV, and bright open seating

Coastal-chic living room with fireplace, built-ins, and inviting seating

Bright coastal living space with fireplace and large dining table

Screened pool patio with tiki bar, grill, and tropical lounge seating

Private tree-lined home with screened pool in a peaceful neighborhood

Twin Oaks Luxury Heated Pool and Caribbean Tiki Bar Near Indian Rocks Beach

4 bedrooms·3 baths

Largo • Florida

5(51 reviews)

$ 944,16 USD totaal voor 3 nachten

25–28 okt 2026

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9BR Heated Pool • Hot Tub • Golf Simulator

9 bedrooms·4 baths

Largo • Florida

$ 4.299,65 USD totaal voor 3 nachten

24–27 okt 2026

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths

Madeira Beach • Florida

$ 5.555,08 USD totaal voor 3 nachten

24–27 okt 2026

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths

Madeira Beach • Florida

$ 1.865,94 USD totaal voor 3 nachten

24–27 okt 2026

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.669,59 USD totaal voor 3 nachten

24–27 okt 2026

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.568,57 USD totaal voor 3 nachten

24–27 okt 2026

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.516,36 USD totaal voor 3 nachten

24–27 okt 2026

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

1 bedroom·1 bath

Madeira Beach • Florida

$ 1.568,57 USD totaal voor 3 nachten

24–27 okt 2026

Family & pet friendly 4-bedroom home • heated pool image 1

Front of the house

Family & pet friendly 4-bedroom home • heated pool image 4

Family & pet friendly 4-bedroom home • heated pool image 5

Family & pet friendly 4-bedroom home • heated pool

4 bedrooms·2 baths

Largo • Florida

4.72(133 reviews)

$ 905,00 USD totaal voor 3 nachten

24–27 okt 2026

Private backyard retreat with hot tub, fire pit & outdoor dining under café lights

Relax under the courtyard pergola beside the fire table in your private outdoor lounge.

Relax in the hot tub beneath the pergola with bar seating and ambient string lights.

Spacious great room with plenty of comfortable seating for the whole group to relax together.

Primary king suite with a private office and en suite bath.

The Salted Dream House

5 bedrooms·2½ baths

Largo • Florida

$ 2.770,06 USD totaal voor 5 nachten

24–29 okt 2026

Gulf front pool

Front of the building

Hallway into condo

Sand Isle I

2 bedrooms·2 baths

Indian Rocks Beach • Florida

4.77(100 reviews)

$ 847,50 USD totaal voor 3 nachten

15–18 nov 2026

Spacious living room.

Fully equipped kitchen and plenty of seating

Open concept living room

Beach AND Pool!2/2 large condo

2 bedrooms·2 baths

Indian Rocks Beach • Florida

5(152 reviews)

$ 1.333,40 USD totaal voor 5 nachten

16–21 nov 2026

Beautiful Waterfront Condo short walk to the beach image 1

Beautiful Waterfront Condo short walk to the beach image 2

Beautiful Waterfront Condo short walk to the beach image 3

Beautiful Waterfront Condo short walk to the beach image 4

Beautiful Waterfront Condo short walk to the beach image 5

Romantic Waterfront Getaway short walk to beach

3 bedrooms·2 baths

Indian Rocks Beach • Florida

$ 3.350,52 USD $ 2.771,22 USD totaal voor 29 nachten

24 okt – 22 nov 2026

Welcome to Emperor Rentals!

Featuring a plush blue couch that beckons you to sink in and relax.

Indulge in the ultimate comfort and luxury of our exquisite bathroom, complete with a delightful combination of a tub and shower, elegant his and her sinks, and a modern toilet.

This kitchen is more than just a functional space; it's a culinary sanctuary that inspires creativity, fosters connection, and nourishes the soul. Huge fridge, white cupboards, blue painted walls, complete appliances, and well-stocked utensils.

Tidal Retreat

2 bedrooms·2 baths

Indian Rocks Beach • Florida

5(4 reviews)

$ 734,14 USD totaal voor 3 nachten

4–7 nov 2026

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

$ 3.158,35 USD totaal voor 3 nachten

24–27 okt 2026

Welcome to the Lakeside Retreat -This tranquil estate awaits!

Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!

Our unique 4-plex floor plan gives your large group the ability to gather…

…while still having moments of privacy in their own suites.

Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

5(19 reviews)

$ 5.520,00 USD totaal voor 3 nachten

24–27 okt 2026

Lovely fire after a day at the beach and a tasty BBQ!

Large private backyard!

Living room w/Roku TV, Games, DVD player w/DVDs, Books & Local Info! Sofa Bed is a Queen size MEMORY FOAM that is so comfortable!

No Wake Queen Bedroom with Roku TV, a bookshelf, 2 nightstands, a dresser and two closet areas.

Hannah House Vacation Rentals

5 bedrooms·2 baths

Largo • Florida

$ 1.119,82 USD $ 1.081,24 USD totaal voor 3 nachten

24–27 okt 2026

Enjoy the pool, drinks and a meal as the sun dips into the Gulf.

Grab the free paddle board and explore the waters around Indian Rocks Beach

Add a 2nd 6-seater golf cart after booking so everyone can ride

Bahia Paradise

4 bedrooms·4 baths

Indian Rocks Beach • Florida

5(1 review)

$ 2.287,02 USD totaal voor 3 nachten

1–4 nov 2026

250 steps to the Beach! image 1

250 steps to the Beach! image 3

250 steps to the Beach! image 4

250 steps to the Beach! image 5

250 steps to the Beach! image 6

250 steps to the Beach!

2 bedrooms·1 bath

Indian Rocks Beach • Florida

4.82(159 reviews)

$ 1.525,00 USD totaal voor 7 nachten

24–31 okt 2026