Holiday Rentals

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589 Houses

Price per night from

$201

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

$229

Great rentals within 20 miles that match your search

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

Price per night from

$161

Mediterranean Lakefront Mansion

Tampa house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Price per night from

$1,140

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

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$192

8 houses from beach and gulf in Clearwater beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$263

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$626

Art's Beach Retreat

Belleair Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$287

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$476

One bedroom Studio Apartment

Crystal Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

Price per night from

$115

“If I had only one word to describe this house, it would be Zen.” My husband & I stayed here with my three teenagers (13, 16 &' 18) over spring break. Paul answered my emails immediately when I had a few questions prior to our arrival. There was a manual that covered everything you could possibly need to know about the appliances, pool, local attractions, etc. . The home was beautiful, spotless, well-equipped and peaceful. There was plenty of space for everyone to have his/her own room. I liked that the kids could share the upstairs bath and we had our own master suite. It was easy to cook meals because everything you could possibly need to prepare them is there. The Publix grocery store is minutes away. The kids loved the pool and we enjoyed sitting outside in the evening. Getting around is simple and nothing we wanted to do was very far. Even getting to Clearwater Beach only took about 40 minutes (in heavy spring break traffic). I would not hesitate to stay here again.

Price per night from

$287

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

$423

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$109

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!

Price per night from

$201

Comfy Cozy Cul de Sac Home in Beacon Woods East

Hudson house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$134

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$172

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$480

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

Price per night from

$172

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

$153

Wonderful Belleair Beach Condo

Belleair Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$144

Dolphin House Short Walk To The Beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

Price per night from

$359

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$366

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

Price per night from

$297

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

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$344

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$315

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

Hudson apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 59 minutes

Price per night from

$99

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

$172

Belle Harbor 404M Waterfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$207

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$58

POOL VIEW modern condo near Gulf of Mexico Beaches. Retreat for two

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Florida Waterfront Seasonal Rental

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$144

Psalm139VacationRental (Canal Front Beach House)

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$160

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$446

BEACH-FRONT! July- Aug 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$84

Harborview Grande 507 Beachy and family-friendly

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$1,052

Tranquil by Belleair Beach/Largo

Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$166

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