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Holiday Rentals

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age 0-16
583 Results

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Price: high to low

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583 Houses

Waterfront Holiday House w/ Private Pool & Dock!

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$250

Waterfront Florida Home w/ Boat Lift & Kayaks!

Holiday house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

Price per night from

$201

Responds fast! avg. 3 hours 6 minutes

Price per night from

$201

2 Bedroom waterfront vacation retreat

Holiday house

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 40 minutes

Price per night from

$172

Geodesic Dome

Holiday apartment

1 bedroom / 1 bathroom / sleeps 4

“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!!

Price per night from

$142

Charming Holiday Getaway - 6 Miles to Sunset Beach

Holiday house

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 5 minutes

Price per night from

$113

Price per night from

$169

Dolphin Cove Villa

Holiday house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 58 minutes

Price per night from

$675

Pet-Friendly Holiday Home: Patio, Dock+Lake Access

Holiday house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

Price per night from

$106

Holiday Home w/Outdoor Oasis -1 Mile to Beach

Holiday house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 14 minutes

Price per night from

$82

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

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$201

Great rentals within 20 miles that match your search

DESIGNER APARTMENT

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$97

Welcome to the Mar Bay Motel & Suites

Safety Harbor hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$372

single family home one level, all one family homes community

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 40 minutes

Price per night from

$74

Exclusive Quiet Beach Cottage - Monthly rental

Clearwater cottage

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$258

Delightful Waterfront Condo with Boatslip

Palm Harbor condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 9 minutes

Price per night from

$148

The 'O Place" in New Port Richey, FL

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$154

Unique Lakehouse Guest Suite & Vintage Camper with Amenities

Lutz house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$181

Gulf Island Condo

Hudson condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 13 minutes

Price per night from

$87

Breathtaking Gulf Front Home-Gulfside Gallery LLC

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$452

Island Estates Clearwater Beach Waterfront Condomimium

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$151

2 BEDROOM TUSCANY END UNIT CONDO

Tampa condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$87

4 Bedroom 2 Bath Bayfront, Pool, Gof, Canoe, More.

Tampa house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$355

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$61

Snowbird Perfect

Clearwater condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$52

Waterfront, Elegant European-Like Palace

Land O Lakes villa

7 bedrooms / 7 bathrooms / sleeps 20

Responds fast! avg. 19 minutes

Price per night from

$1,936

Waterfront Paradise in Destination Hudson, FL

Hudson house

2 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$200

TAMPA BAY WATERFRONT CONDO!

Tampa condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$206

Clearwater Beach 4 Miles, 2/1, Sleep 7, Pet welcome

Clearwater house

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 13 minutes

Price per night from

$123

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

Tampa house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$216

Responds fast! avg. 1 hour 42 minutes

Price per night from

$1,284

Sirens Cove: West Coast

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$187

Lakeside Home

Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$233

Clearwater Beach Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$172

440 West 1602S - Larger 2BR, 2BA Split Floor Plan - Newly Furnished and Upgraded

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$231

Gulfront Condo with spectacular sunsets

Port Richey apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$78

Location/Beautiful townhome in sunny Tampa. Pool/6 MONTHS MINIM. STAY.

Tampa townhouse

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$91

Tarpon Woods Condo with Lake View

Palm Harbor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$60

Viewing 38 of 583
rentals in Holiday

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Top Destination reviews

Geodesic Dome
Will and already have recomend to others.

Lots of fun places to see and eat at nearby. Sharon and Ralph made sure we had everything we needed. … see more
Waterfront Florida Home w/ Boat Lift & Kayaks!
Great place to stay

We had a wonderful time. The house was absolutely beautiful! We had no problems. There were so many amenities. Sitting or fishing on the back dock was so relaxing. We would definitely stay here again. … see more
Clearwater Florida area's best kept secret, GULF FRONT 80FT LAP POOL AND WIFI
Nice place to stay!

Beautiful place to enjoy all that Tarpon Springs area has to offer. Place is a good example of old Florida. Lovely pool to enjoy the picturesque view of the river and ocean. Stingrays, manatees and various fish species hang around the dock at varied times. Thank you Dianne for opening your home to us!see more

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