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Oldsmar Vacation Rentals

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538 rentals in Oldsmar.
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Luxury ground floor Condo for rent
2 bedrooms
2 bathrooms
Sleeps 4
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2 other travellers have booked this property
Convenient Location Within 15 Min From Five Gulf Beaches!
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Condo on Golf & Country Club in Palm Harbor
2 bedrooms
2 bathrooms
Sleeps 6
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E Lake Woodlands 3 BR Villa -All 1 Level
3 bedrooms
2 bathrooms
Sleeps 6
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Bring Your Boat, Golf Swing And Bike - It's All Less Than A 5 Minute Drive
4 bedrooms
2 bathrooms
Sleeps 8
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*DOG FRIENDLY* Upscale Townhome perfect for both families and executives!
2 bedrooms
3 bathrooms
Sleeps 4
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Pond front groundfloor 2/2 condo
2 bedrooms
2 bathrooms
Sleeps 4
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It's a simple modern home and family friendly
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy Family Home in the Tampa Bay Area.
2 bedrooms
2 bathrooms
Sleeps 9
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Make yourself at home, in our home from home, relax and swim in the solar pool
4 bedrooms
2 bathrooms
Sleeps 8
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Dolphin Bay Retreat
2 bedrooms
1 bathroom
Sleeps 8
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4 Bedroom 2 Bath + Pool - Oldsmar, Florida
4 bedrooms
2 bathrooms
Sleeps 8
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Isolation Getaway - Private Pool Home/Dog Friendly
2 bedrooms
2 bathrooms
Sleeps 6
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Florida Oasis Located Just Minutes From Everything Under the sun
2 bedrooms
3 bathrooms
Sleeps 5
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Tropical Private Waterfront Tiki Pool Kayaking Canoeing Fishing,Stunning Sunsets
3 bedrooms
2 bathrooms
Sleeps 6
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2 bedroom 2 bath East Lake Woodlands Condo (90 day minimum)
2 bedrooms
2 bathrooms
Sleeps 4
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Waterfront Cottage on Rocky Creek - Rate Inclusive of all fees
3 bedrooms
2 bathrooms
Sleeps 6
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Tranquil and Zen and Convenient to Everything
2 bedrooms
2 bathrooms
Sleeps 6
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Flamingo Bungalow ** Beautiful Tampa Retreat**
2 bedrooms
2 bathrooms
Sleeps 5
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Welcome to BonaVista Beach House:) great for couples and families
3 bedrooms
2 bathrooms
Sleeps 6
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STUNNING WATERFRONT RESORT EXPERIENCE!
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy Family Home in the Tampa Bay Area.
3 bedrooms
3 bathrooms
Sleeps 7
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NEW Listing! Serene, Natural Privacy in a Centralized Location
2 bedrooms
2 bathrooms
Sleeps 5
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Flamingo Bungalow Beautiful Tampa Retreat
2 bedrooms
2 bathrooms
Sleeps 5
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Pete & Ron's Pool House Resort Style Estate
7 bedrooms
5 bathrooms
Sleeps 19
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Modern Family Home w/ Florida Room ~16Mi to Tampa!
4 bedrooms
3 bathrooms
Sleeps 12
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Harborview Grande 406 Beautiful Waterfront View
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 8
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5 other travellers have booked this property
Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps 5, Pets ok
Clearwater Beach
1 bedroom
1 bathroom
Sleeps 5
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9 other travellers have booked this property
Cottage Clearwater Bch, Heated Pool, 2/2 Tangerine Dream
Clearwater Beach
2 bedrooms
2 bathrooms
Sleeps 5
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1 other traveller has booked this property
A perfect place for a couple, Mango Tango Cottage
Clearwater Beach
1 bedroom
1 bathroom
Sleeps 2
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Orange Blossom-Key Lime Cottage-2 Pools-Clwtr Beach
Clearwater Beach
2 bedrooms
1 bathroom
Sleeps 5
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4 other travellers have booked this property
Bay Harbor 504 Waterfront Condo
Clearwater Beach
3 bedrooms
3 bathrooms
Sleeps 6
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2 other travellers have booked this property
Beachside Getaway Super Location
Clearwater Beach
1 bedroom
1 bathroom
Sleeps 3
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51 other travellers have booked this property
Waterfront Studio on Clearwater Beach
Clearwater Beach
0 bedrooms
1 bathroom
Sleeps 2
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27 other travellers have booked this property
Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico
Clearwater Beach
2 bedrooms
1 bathroom
Sleeps 5
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4 other travellers have booked this property
Palm Place 3-Buccaneer Palm Beach getaway
Clearwater Beach
2 bedrooms
1 bathroom
Sleeps 6
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4 other travellers have booked this property
Brightwater Point 105 Grand Water Views
Clearwater Beach
3 bedrooms
3 bathrooms
Sleeps 6
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Dunedin Sweetheart Cottage Short Walk to Downtown
2 bedrooms
1 bathroom
Sleeps 4
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3 other travellers have booked this property
Clearwater Beach Cambria House
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 6
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33 other travellers have booked this property
Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.
Clearwater Beach
3 bedrooms
1 bathroom
Sleeps 10
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2 other travellers have booked this property
Romance On The Beach! Great View of the Beach!
Clearwater Beach
0 bedrooms
1 bathroom
Sleeps 2
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23 other travellers have booked this property
Pine Warbler 2
4 bedrooms
2 bathrooms
Sleeps 10
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LUXURY 5*CONDO WATER FRONT,3 BEDS,2 BATH,POOL,HOT TUB,,WI-FI,POOL/BEACHES OPEN
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 10
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11 other travellers have booked this property
Luxury Waterfront 3/2 HarborView Grande w/Boatslip
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 6
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Pet friendly Waterfront, Watch Dolphins Play! Free WI-Fi & Cable, Pool, W/D – 20
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 8
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1 other traveller has booked this property
Pet Friendly Waterfront, Free Wi-Fi & Cable, Pool, Beach Gear, W/D, Parking- 403
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Waterfront, Big Balcony, Upscale Kitchen, Free Wi-Fi & Cable, W/D, Pool, Garage
Clearwater Beach
3 bedrooms
3 bathrooms
Sleeps 8
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16 other travellers have booked this property
Marina View Penthouse with Boat Slip, Free Wi-Fi & Cable, DVD, W/D, Pool - 801 H
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 8
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Marina Views, Designer Décor, Gourmet Kitchen, Big Balcony, W/D, Wi-Fi & Cable,
Clearwater Beach
3 bedrooms
3 bathrooms
Sleeps 8
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6 other travellers have booked this property
Pet Friendly Waterfront, Big Balcony, Free Wi-Fi & Cable, Pool, Beach Chairs -40
Clearwater Beach
3 bedrooms
2 bathrooms
Sleeps 8
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7 other travellers have booked this property
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