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1,071 Houses

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Flamingo Bungalow Beautiful Tampa Retreat

Oldsmar apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$195

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

5 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$286

Great rentals within 20 miles that match your search

Beachfront GULF Cottage at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$300

BEACH-FRONT! July- Aug 2024 Availability!

Clearwater condo

1 bedroom
2 bathrooms

sleeps 4

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Price per night from

$84

SUNSHINE HOLIDAY

St. Petersburg manor house

5 bedrooms
6 bathrooms

sleeps 10

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Price per night from

$1,148

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$1,054

Seminole Vacation House Spacious Vacation House

Seminole house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$107

Tranquil by Belleair Beach/Largo

Largo house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$167

1BR Pool View Condo in Clearwater Florida

Clearwater condo

1 bedroom
1 bathroom

sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

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$104

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$287

Amazing Sunset over Clearwater Beach

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$230

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$345

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$92

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$481

Intercoastal 209 Water View from this Charming Condo

Indian Shores apartment

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$5,200

Surfside Condos 303 Beachfront Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 50 minutes

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Price per night from

$1,229

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 50 minutes

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Price per night from

$179

Sunfish Flat Beachfront Condo 3 Beachfront Condo

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,385

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,420

Belle Harbor 603M Posh Pineapple

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$345

Belle Harbor 1105M Fabulous Luxury 11th Floor View at Belle Harbor

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$586

Belle Harbor 407M Luxury Clearwater Beach Condo

Clearwater apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$318

440 West Condos 1501-N Condo with a water view

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$847

Bay Harbor 301 Beautiful Waterfront Condo

Clearwater apartment

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$1,495

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$207

Boca Ciega Condo, #107, St Petersburg, Florida

St. Petersburg condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$206

440 West Condos 808-N Beautiful Water View

Clearwater apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$155

Mediterranean Lakefront Mansion

Tampa house

6 bedrooms
6 bathrooms

sleeps 20

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Price per night from

$1,142

3br - Belleair beach vacation rental, 3bd/2bth

Tampa house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$192

Nice mobile home by the canal

St. Petersburg house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$96

Beachfront - Indian Shores - Inquire summer special BOGO

Indian Shores condo

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$276

8 houses from beach and gulf in Clearwater beach

Clearwater house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$263

Sandy Shores Beach House - Beachfront Home

Clearwater house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$627

Sunshine's Hideaway - Beachfront with Private Pool

Indian Rocks Beach house

5 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$1,449

Clearwater Beach Cabana - Private Pool

Clearwater house

7 bedrooms
4 bathrooms

sleeps 26

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Price per night from

$1,716

3 Palms Retreat - Beachfront

Indian Rocks Beach house

7 bedrooms
4 bathrooms

sleeps 16

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Price per night from

$1,584

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$477

Key West Style Beach House

Indian Rocks Beach townhouse

2 bedrooms
3 bathrooms

sleeps 4

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Price per night from

$153

Viewing 38 of 1,071
rentals in Oldsmar

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Oldsmar Rentals

Per night

1,071 Houses

Viewing 38 of 1,071rentals in Oldsmar

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Viewing 38 of 1,071
rentals in Oldsmar