Holiday Rentals

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585 Houses

Price per night from

$199

2 Bedroom waterfront vacation retreat

Holiday house

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 39 minutes

Price per night from

$199

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.

Responds fast! avg. 3 hours 6 minutes

Price per night from

$227

Great rentals within 20 miles that match your search

The Cobbles

Hudson villa

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 22 minutes

Price per night from

$166

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Price per night from

$722

Brightwater Point 105 Grand Water Views

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Perfect in every way!” Perfect location; beautiful condo; everything we needed. If I could have a negative comment it would be that the couch was a little uncomfortable. I can't say enough about how perfect; we have made arrangements to return!

Price per night from

$229

Bay Breeze House Waterfront home with pool

Clearwater house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$305

Island Key Condos 303 Large Balcony overlooking Bay

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Amazing” We were first time renters and we're very anxious. We couldn't have been more impressed. There was so much space and the condo was spotless. The area was quiet and the apartment block was spotless. The pool was heated and spa was hot. The staff in the office were so nice and helpful made us feel really valued. Will definitely be returning and would highly recommend the rental company.

Price per night from

$148

*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

$281

Desirable Resort Style Condo in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$84

Clearwater Beach Waterfront #19. 2 Queen beds! Walk to all the fun!

Clearwater apartment

/ 1 bathroom / sleeps 4

“Cozy” Great condo. Close to the beach. Very clean. Has everything you could possibly need for the perfect Clearwater Beach vacation.

Responds fast! avg. 55 minutes

Price per night from

$140

Tampa TreeHouse

Tampa house

3 bedrooms / 3 bathrooms / sleeps 10

“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!

Price per night from

$414

Waterfront Home away from Home

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 26 minutes

Price per night from

$112

Unforgetable Waterfront Cottage Retreat

Hudson cottage

2 bedrooms / 2 bathrooms / sleeps 7

“Great place to stay!” I often stay in vacation rentals for family visits, and this place in Hudson Florida was perfect. Pet birds on the fantastic dock; awesome TV; washer and dryer! When they say it has everything -- they mean it!! Thank you!

Responds fast! avg. 39 minutes

Price per night from

$196

Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 47 minutes

Price per night from

$304

Lakeside Apartment Near Clearwater Beaches

Palm Harbor apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$111

CLEARWATER FL 2 Bedroom 2 Bathroom Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 21 minutes

Price per night from

$56

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$247

Belle Harbor 404M Waterfront Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$126

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$470

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 16 minutes

Price per night from

$53

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$149

Wonderful Belleair Beach Condo

Belleair Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

Price per night from

$96

Dunedin Sweetheart Cottage Short Walk to Downtown

Dunedin house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$375

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$358

single family home one level, all one family homes community

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$64

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$288

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$188

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$309

Holiday House In Florida At A Lake

Port Richey house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$160

Fabulous Resort Style Condo In Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$72

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

Hudson apartment

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$97

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 20 minutes

Price per night from

$168

Little place to stay with big things to do!

Hudson caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$45

BEACH-FRONT! May Availability! Book early!

Clearwater condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 55 minutes

Price per night from

$49

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$490

Tranquil by Belleair Beach/Largo

Largo house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$163

Luxury condo overlooking gorgeous pool

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could want or think of . The beds were so comfortable and provided a great nights sleep . The condo is so peaceful and quiet you can't help but relax . Having coffe on the balcony overlooking the pool was something we looked forward to every morning . The pool is fabulous as well . I really can't say enough positive things . We will without a doubt stay again ! Thank you Doreen Resa

Responds fast! avg. 1 hour 17 minutes

Price per night from

$168

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