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Oldsmar Holiday Rentals

Hotels (4)

B&Bs / Inns (0)

Speciality Lodging (0)

Holiday Rentals (698)

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Recommended by Travellers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]

There are no holiday rentals within Oldsmar, Florida. We broadened your search to include all rentals within 40 kilometers.

Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Min stay:7
Our beautiful Beach Cottage II unit sits conveniently on the first floor with a direct walkout to the large pool deck, jacuzzi, bbq and BEACH! Indian Shores ...
  • Nightly
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  • Weekly
    £486 - £862
  • Monthly
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Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
This property is located on miles of sugar sand in Treasure Island, Florida. Each unit in Sunset Vista is privately owned. We rent our unit direct to you. ...
  • Nightly
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  • Weekly
    £376 - £1,003
  • Monthly
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Emerald Dunes #301, Crystal Beach
Contact Manager
Nightly rate from
£85
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
This two bedroom beachfront vacation accommodation is perfect for your next retreat to the beach. Decorated in pleasing neutrals you will feel a sense of calm ...
  • Nightly
    £85 - £240
  • Weekly
    £532 - £1,376
  • Monthly
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Sea Rocket 7, North Redington Beach
Contact Manager
Nightly rate from
£47
Management: Professional
Property: Condo/Apartment
Sleeps: 4
Bathrooms: 1
All New in September 2009! Groud floor, Gulf Front corner condo.2 night rental minimum/3 night minimum over holidays Check-In: 3:00 pm Check-Out: 10:00 am
  • Nightly
    £47 - £60
  • Weekly
    £313 - £396
  • Monthly
    £1,207 - £1,529
#225 Surf Song Condo, Madeira Beach
Contact Manager
Nightly rate from
£56
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
2 bedroom 2 bath poolside - No balcony NON SMOKINGQueen in master bedroom, twins in second & sofabed in livingroom.Recent upgrades: New kitchen, appliances ...
  • Nightly
    £56 - £94
  • Weekly
    £345 - £586
  • Monthly
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Sea Gate 504, Indian Shores
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
Spectacular views from the huge balcony of this top floor Sea Gate condo! Rental includes unlimited North American long distance and High Speed Internet ...
  • Nightly
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  • Weekly
    £611 - £1,003
  • Monthly
    £2,358 - £3,222
Oceanside - Unit: OC405, Indian Rocks Beach
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Oceanside 405 Indian Rocks Beach 2/2 Gulf Front Deluxe. NEW IN INVENTORY Top floor unit. Stunning gulf front view. Tommy Bahama furnishing with an ...
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Contact Owner
Nightly rate from
£63
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 2
#507, Gulf Gate Resort. We are located Directly on St. Pete Beach on the Gulf of Mexico. No Streets to Cross. We have a 1 Bedroom "Family Friendly" , sleeps ...
  • Nightly
    £63 - £103
  • Weekly
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  • Monthly
    £1,492 - £2,462
Royal Orleans 210, Redington Beach
Contact Manager
Nightly rate from
£78
Management: Professional
Property: Condo/Apartment
Sleeps: 4
Bathrooms: 1
Newly renovated and right across from the Gulf of Mexico in desirable Redington Beach! This Royal Orleans condo is on the second floor with a courtyard view. ...
  • Nightly
    £78
  • Weekly
    £266 - £470
  • Monthly
    £742 - £1,612
Las Brisas 404, Madeira Beach
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 10
Bathrooms: 2
Spacious and beautiful 4th floor, Gulf front condo Las Brisas in Madeira Beach with new 46" Widescreen TV. Walk to shops, restaurants and night life! Now with ...
  • Nightly
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  • Weekly
    £611 - £1,003
  • Monthly
    £2,358 - £3,222
Waves 18, Saint Pete Beach
Contact Manager
Nightly rate from
£94
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 1
Second floor condo in St Pete Beach complex with tropical pool. 3 night rental minimum Policy: Pets not allowed Check-In: 3:00 pm Check-Out: 10:00 am
  • Nightly
    £94
  • Weekly
    £339 - £564
  • Monthly
    £943 - £1,935
Crystal Escape, Crystal Beach
Contact Manager
Nightly rate from
£150
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 18
Bathrooms: 4
Escape to the beach, to the charming Crystal Beach community in Destin, Florida. Private pool , screened-in porch and a short walk to the beach await you ...
  • Nightly
    £150 - £395
  • Weekly
    £930 - £2,273
  • Monthly
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Harbor View Grande, Clearwater
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
Here’s the real deal for a truly wonderful vacation rental! Rich wood cabinets and beautiful granite in the kitchen. Cool tile throughout except for ...
  • Nightly
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  • Weekly
    £1,000
  • Monthly
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#403 The Shores, Redington Shores
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Direct Beach Front balcony. BBQ Grills. Washer/Dryer. Sleeps 4.King bed/2 Twin beds Free High speed internet. Policy: Non Smoking Minimum Stay: 7
  • Nightly
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  • Weekly
    £439 - £831
  • Monthly
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Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 2
Enjoy a spectacular direct gulf view from this privately owned 8th floor 1 bedroom luxury condo. Lighthouse Towers is a direct beach front building on the ...
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns