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Vacation Rentals in Holiday, Florida

about Holiday

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Holiday, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Holiday are added and updated every week!

Compared to hotels, Holiday vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Holiday, Florida Vacation Rentals and Tourism

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Holiday things to do


Howard Park

Best beach in the area Worth the drive Long causeway, surrounded by water on all sides $5 all day parking Usually not too busy A hidden gemread more


BONUS - Yelp's British Invasion

Ok, so maybe I'm a bit biased (I own a Mini) but I thought it was pretty spectacular to have a dance party in the refabbed and redesigned Ferman more


Honeymoon Island State Park

Nice beach. The sand was a bit rocky. I love that they had benches along the beach as well as bench swings! It was fairly crowded for a Monday.... more


Brooker Creek Preserve

I've mixed feelings about reviewing the Preserve. I really don't want a bunch of you showing up when I'm having wonderful quiet zen time with an more


Wall Springs Park

Great park play ground is cover for the kids there also trails and place to go fishingread more


Sorrento's Bakery

Being from a big Italian family (who takes our Italian desserts very seriously), it is important for us to find a great bakery that makes all our more


Mike & Lisa's Cricketers British Pub & Restaurant

Cricketers is somewhat hidden in an old shopping center I generally pass on the way to Honeymoon Island. They were fairly busy when we walked in. Its more



Man... I had hoped for better... The store needed a face lift and the "museum" was a little scary in the fact that I felt like i was waiting for someone more



We stayed for a seminar and were not impressed. The room was expensive, small and no amenities. The worst thing was the poor sound proofing. We could more


Caladesi Island State Park

Awesome beach and wildlife, if it did not cost 14$ to get here. We purchased a umbrella and 2 chairs for 25$ for the afternoon. Was well worth the more


AMC Woodlands Square 20

Um no. I've spent my last hard-earned penny at this place. Before the days of Villagio in Carrollwood, I used to frequent this theater all the time more


The James P Gills YMCA

The Y...what a great place...this facility has so much for the community...pool, fitness center, fitness classes, gym, ropes course, you name it. Staff more


Narcosis Scuba Center

This is the best dive shop in Pinellas County. Right near the famous sponge docks of Tarpon Springs, the shop is well worth stopping in while you visit more


Dolphin Deep Sea Fishing Inc

Had a great time yesterday fishing on the Two George's boat! Wasn't the best day for fishing but that wasn't the charter's fault, I still had a blast! more


Palm Harbor Muvico

Here's a little gem of a Movie Theater, nestled in the heart of Palm Harbor. It's half way between home and the new Cobb at the Mall, so since we wanted more

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Holidays Hidden Charm
Holiday House Rental Picture
  • bedrooms 3
  • community Forest Hills
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $650 - $800 /wk
    $2,400 - $2,600 /mth

3 reviews write a review

Peaceful Palms on the Anclote River
Holiday House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $125 /nt
    $500 - $750 /wk
    $1,900 - $2,800 /mth

4 reviews write a review

Holiday House
Holiday House Rental Picture
  • bedrooms 3
  • community La Villa Gardens
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $75 - $125 /nt
    $400 - $500 /wk
    $1,000 - $1,500 /mth

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Holiday, Florida - Tropical Oasis Near Clearwater Beach!
Holiday House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths 4
  • rates (USD) $500 /nt
    $3,500 /wk

16 reviews write a review

Riverview (Gulf Access)
Holiday House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $95 /nt
    $595 /wk
    $2,150 /mth

2 reviews write a review