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Holiday Rentals

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Holiday Rentals

929 Houses

Waterfront Holiday House w/Private Pool & Hot Tub!

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 19 minutes

Price per night from

$205

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Florida Waterfront Home w/4BR, Boat Lift & Kayaks

Holiday house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 42 minutes

Price per night from

$175

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Price per night from

$86

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Responds fast! avg. 2 hours 57 minutes

Price per night from

$125

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Riverview (Gulf Access)

Holiday house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$95

1 / 21

Geodesic Dome

Holiday apartment

1 bedroom / 1 bathroom / sleeps 5

“Ms” Me and my children stayed for 11 days and had the most wonderful vacation!! Thank you Sharon and Ralph...y'all are the best!! We will definitely be returning!!

Responds fast! avg. 3 hours 6 minutes

Price per night from

$120

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2 Bedroom waterfront vacation retreat

Holiday house

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 45 minutes

Price per night from

$150

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Price per night from

$85

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NEW! Charming Holiday Home - 6 Mi. to Sunset Beach

Holiday house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 22 minutes

Price per night from

$106

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3BR Holiday House w/ Direct River Access & Pool!

Holiday house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 22 minutes

Price per night from

$217

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Furnished all inclusive, city of Holiday, West Coast FL

Holiday house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$59

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Responds fast! avg. 49 minutes

Price per night from

$119

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Price per night from

$150

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Dolphin Cove Villa

Holiday house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$516

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NEW-'Gulf Coast Heaven' w/Pvt. Charter Boat & Pool

Holiday house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 13 minutes

Price per night from

$312

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Comfy and cozy 2 bedroom home near beaches!

Holiday house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$86

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Snowbirds' Dream, Minutes from the Beach, Shopping, Nature and Biking Trails

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$170

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Peace and Tranquility

Holiday condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 33 minutes

Price per night from

$75

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Great rentals within 20 miles that match your search

NEW-'Starfish' Studio Overlooking Whitcomb Bayou

Tarpon Springs studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 22 minutes

Price per night from

$60

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Gulf Front Island Paradise with dock and pool - Special September Rates!

Palm Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 20 minutes

Price per night from

$275

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NEW! Luxurious Lake View Lutz Home w/Patio & Deck

Bearss Plaza house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 10 minutes

Price per night from

$378

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Private Screened Pool Home On Cul-de-sac Just Minutes From The Gulf / Sleeps 7

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$136

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Casa del Sol, Enjoy Waterfront Sunsets Nightly

Hudson house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

Price per night from

$126

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NEW! Waterfront Tarpon Springs Apt 1 Mi. to Beach!

Tarpon Springs apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 16 minutes

Price per night from

$71

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The Avalon Royal Dream; Cozy, Spacious, and Intimate

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 16 minutes

Price per night from

$100

1 / 47

Cozy Vacation Home 15 mins from Beaches

Dunedin house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$121

1 / 6

Home Sweet Florida Home in Historic “Garden” District

New Port Richey house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$94

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Newly renovated in gated community, affordable - minutes from Clearwater beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$96

1 / 24

NEW! 3BR Dunedin Home - 2.5 Blocks from Downtown!

Dunedin house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 10 minutes

Price per night from

$150

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THE VIEW IS AMAZING!!!!!

Hudson condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$75

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LIZARDS' LAIR

Port Richey house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$65

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Remodeled 1/1 walking distance from downtown

Dunedin apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 39 minutes

Price per night from

$51

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Delightful Waterfront Condo with Boatslip

Palm Harbor condo

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$86

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Gorgeous 3 B/R Townhome mins from Clearwater Beach

Clearwater townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$126

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Villas of Clearwater Beach - A11

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 56 minutes

Price per night from

$191

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Seaspray private beach compound

Clearwater house

5 bedrooms / 6 bathrooms / sleeps 15

Price per night from

$654

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NEW! Clearwater Beach Cottage - 75 Steps To Beach!

Clearwater cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 22 minutes

Price per night from

$161

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Coconut Cabana 2/1 Cottage, sleeps 4, Two heated pools, Walk to Beach

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$96

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