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Holiday Rentals

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668 Results

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Price: high to low

Number of reviews

668 Houses

Waterfront Florida Home w/ Boat Lift & Kayaks!

Holiday house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$201

Responds fast! avg. 37 minutes

Price per night from

$201

2 Bedroom waterfront vacation retreat

Holiday house

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 53 minutes

Price per night from

$172

Geodesic Dome

Holiday apartment

1 bedroom / 1 bathroom / sleeps 4

“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.

Price per night from

$166

Responds fast! avg. 3 hours 33 minutes

Price per night from

$253

Dolphin Cove Villa

Holiday house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 37 minutes

Price per night from

$723

Holiday Home w/Outdoor Oasis -1 Mile to Beach

Holiday house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$282

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

Holiday house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 26 minutes

Price per night from

$197

NEW! Tranquil Home w/ Private Yard + Fishing Dock!

Holiday house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 52 minutes

Price per night from

$356

NEW! Charming Home w/ Patio, 7 Mi to Sunset Beach!

Holiday house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 46 minutes

Price per night from

$96

Great rentals within 20 miles that match your search

*NEW* Spa Retreat: Relaxing Pool Home w/Hot Tub, Amenities and Conveniences

Tampa house

4 bedrooms / 3 bathrooms / sleeps 6

“Amazing Stay! Abolutely Loved This House!” My friends and I travel every year following our favorite football team and often look for homes to rent that provide many of the amenities you might find in high end hotels. In this home we found a gem. Property is amazing...well kept, spacious and convenient. Working with Paul was awesome and very welcoming. During the stay, Paul was always available at a moments notice if you needed anything. The home provided plenty of room for our group and the pool and spa are an extra added bonus. We were convenient to the highway, grocery stores and even Wal-Mart and restaurants. I will certainly look forward to staying in this property again when my travels bring me back to Tampa! Hats off to Paul and his team. Amazing Property!

Price per night from

$286

Waterfront Home away from Home

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 29 minutes

Price per night from

$115

Clearwater Beach Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$153

Gulf Waterfront Escape!!

Hudson house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$201

Saltwater refuge duplex/ efficiency

Hudson house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 9 minutes

Price per night from

$69

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$480

Hudson, Fl. Waterfront!!

Hudson house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$201

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$54

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$114

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 16 minutes

Price per night from

$229

single family home one level, all one family homes community

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$66

Clearwater, Florida 2 Bedroom Fully Equipped Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Location” Excellent location, close to beach and shopping, very clean unit. Loved that there were beach chairs and lots of towels available. Owners were easy to deal with and very cooperative. I would definitely rent this condo again.

Price per night from

$72

Avalon at Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Condo has a beautiful pool. Truly a paradise . A must rental.

Price per night from

$115

Gulf Coast Woodland Retreat by Golf & Country Club

Palm Harbor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$82

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$294

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

Price per night from

$315

Luxury 3BR GulfFront "Grateful to be at the Gulf"

Hudson apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$99

Breathtaking Gulf Front Home-Gulfside Gallery LLC

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$402

Clearwater Beach Home 100 Steps to the Gulf

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$131

Spacious Townhouse on Lake Tarpon

Tarpon Springs condo

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$287

Little place to stay with big things to do!

Hudson caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$46

Charming Fully Furnished 3 Bedroom Townhouse

Clearwater townhouse

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 25 minutes

Price per night from

$183

Amazing Sunset over Clearwater Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$230

Luxury waterfront Condo Rooftop Terrace

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$516

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$69

Lovely Tropical Sunlit bedroom

Clearwater house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$229

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

Tampa house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$192

Viewing 38 of 668
rentals in Holiday

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Top Destination reviews

Geodesic Dome
Wonderful trip

We booked a stay from Thursday to Sunday and it was so peaceful and beautiful. This location is worth the visit and the owners are so pleasant and take great care of their property. If your looking for a peaceful get away this is it ! … 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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