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Oldsmar Vacation Rentals & Homes - 1 Rentals Available

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1 Vacation rentals

(9)

1 / 6

Oldsmar Condo

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Just back from a month long stay in this condo. Very comfortable and equipped with everything you could possibly need...”
- Review left on 11/05/2015

$71

Very Good (9 reviews)

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from $71 / night

Your search has been expanded 11.1 miles to include more rentals

(8)

1 / 5

Palm Harbor Condo - 2.8 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
“this is 3rd year staying there, fully equipped from tin foil to beach supplies. Comfortable, great place to stay. Home away from home...”
- Review left on 04/21/2016

$71

Very Good (8 reviews)

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from $71 / night

(18)

1 / 19

Clearwater House - 4.5 miles away

  • 5
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ellen was wonderful, her home beautiful, accommodations were comfortable and just what we needed! Ellen was helpful with suggestions for beaches and offered discounts for area attractions...”
- Review left on 04/20/2016

$85

Excellent (18 reviews)

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from $85 / night

(14)

1 / 29

Tampa House - 4.9 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
“This house has everything you could possibly need and more. Larry knows how to treat his guests and make them feel welcome. He welcomed us with a whole smoked chicken which could not have been more appreciated after eating airline pretzels all day...”
- Review left on 05/27/2017

$179

Very Good (14 reviews)

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from $179 / night

(10)

1 / 23

Tampa House - 6.2 miles away

  • 4
  • 8
  • 3 nights min
  • Nearest beach 26 mi
  • Swimming pool
  • Ask about children

$250

Excellent (10 reviews)

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from $250 / night

(8)

1 / 15

Palm Harbor Townhouse - 6.6 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My husband and I are just completing our 3 month stay at this townhouse. We have enjoyed it so much that we are coming back again next year...”
- Review left on 03/27/2016

$54

Excellent (8 reviews)

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from $54 / night

1 / 12

Dunedin Studio - 7.1 miles away

  • -1
  • 3
  • Min stay varies
  • Child friendly
  • Air conditioning

from $189 / night

1 / 27

Tampa House - 7.7 miles away

  • 4
  • 10
  • 4 nights min
  • Child friendly
  • Pet friendly

$325

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from $325 / night

(2)

1 / 8

Dunedin Condo - 7.7 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We stayed at this apartment for two months this winter and had a wonderful time. We could walk out of the apartment every morning and walk the causeway that goes over to the Honeymoon Island State Park. We found the apartment itself quiet and...”
- Review left on 05/19/2014

$62

Excellent (2 reviews)

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from $62 / night

(31)

1 / 16

Dunedin Condo - 7.8 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“Four of us stayed for one week, we wish it could have been longer. Our host were great, we were taken out in the 18 ft. boat and shown how to run it and were to fish, it ran like a top.The people staying in the other three units were friendly. The...”
- Review left on 02/18/2017

$182

Excellent (31 reviews)

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from $182 / night

(3)

1 / 70

Tampa House - 7.8 miles away

  • 4
  • 13
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 41 mi
  • Swimming pool
“We came to have our wedding in st Petersburg on pass a grille beach July 8 we want a place to spend time with family as our families are coming together!! This home was PERFECT! The owners are AMAZING!! LOVED EVERY MOMENT THERE! Didn't want to leave...”
- Review left on 07/12/2016

$350

Very Good (3 reviews)

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from $350 / night

(4)

1 / 65

Clearwater Chalet - 8.2 miles away

  • 5
  • 16
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We enjoyed the large house with many bedrooms and a nice kitchen to cook. We had a family reunion of about 20 people and had plenty of room to sit everyone and have a big meal together. Lora was very helpful to get us anything we needed. The kids...”
- Review left on 09/16/2016

$800

Excellent (4 reviews)

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from $800 / night

1 / 24

Dunedin Villa - 8.4 miles away

  • 8
  • 16
  • 127 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $600 / night

(11)

1 / 15

Palm Harbor House - 8.5 miles away

  • 6
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This home and the owner and caretaker were very nice and accomodating for the 15 family members we had there! The home is very spacious and the decor was very nice with a tropical/beach flare running throughout. The master suite has a balcony...”
- Review left on 01/10/2017

$686

Very Good (11 reviews)

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from $686 / night

1 / 25

Clearwater House - 8.5 miles away

  • 3
  • 14
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $250 / night

(14)

1 / 10

Tampa House - 8.8 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“House was very clean and nicely furnished for five. Perfect location for access to all of our activities during the week and in a quiet neighborhood with great views. Property manager was available for any issues. We loved it and will try to stay...”
- Review left on 07/25/2016

$180

Excellent (14 reviews)

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from $180 / night

1 / 16

Clearwater House - 9 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Ask about children

from $133 / night

(3)

1 / 19

Clearwater House - 9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Ask about children
“The neighborhood is very quiet and nice. The view from the deck is great providing an up close look of the birds and fish in the inlet and the more panoramic view of the Gulf straight ahead. It was also very pleasant to take our dog for walks...”
- Review left on 03/12/2017

$160

Very Good (3 reviews)

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from $160 / night

(18)

1 / 80

Clearwater Condo - 9.7 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Very happy with this condo for 11 day vacation. Clean, cozy, with all emenities. Owner was awesome...”
- Review left on 04/14/2017

$84

Excellent (18 reviews)

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from $84 / night

(3)

1 / 9

Clearwater Condo - 9.7 miles away

  • 2
  • 4
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
“My brother and I stayed here for one week, it was in the middle of everything, clean and quiet. Three heated swimming pools and laundry on site which was convenient for us too. All in all very nice...”
- Review left on 03/06/2017

$150

Very Good (3 reviews)

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from $150 / night

(4)

1 / 20

Clearwater House - 9.8 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented from Linda during Spring Break week, 2016. House is very nice and fully furnished. We were able to use the pool, patio, and charcoal grill once when nearby family visited and spent the rest of the trip at Clearwater beach or other nearby...”
- Review left on 03/28/2016

$165

Excellent (4 reviews)

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from $165 / night

(17)

1 / 32

Clearwater House - 10.2 miles away

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“We felt like we were home. Everything was clean and tidy. The cottage is adorable with all its brightly coloured rooms. We loved having coffee on the front patio in the mornings and cocktails on the back patio in the evening. The neighborhood was...”
- Review left on 05/22/2016

$135

Excellent (17 reviews)

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from $135 / night

(1)

1 / 20

Clearwater Cottage - 10.4 miles away

  • 2
  • 6
  • Min stay varies
  • Nearest beach 0.4 mi
  • Child friendly
  • Air conditioning
“This cozy cottage was perfect for our purposes. It has plenty of room for our visiting kids/grandkids, and everything we needed. It was charming. The only thing missing was WARM WEATHER! The owners were very accomodating, nice people...”
- Review left on 03/09/2010

$125

Excellent (1 reviews)

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from $125 / night

(6)

1 / 36

Clearwater House - 10.4 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“7 girlfriends spent s wwek celebrating our birthdays! We had everything possible at the house from cooking to relaxing. House is beautifully decorated; comfy beds; great pool and close enough to walk to beach. Great restaurants in Clesrwster and...”
- Review left on 11/06/2016

$457

Excellent (6 reviews)

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from $457 / night

(5)

1 / 10

Clearwater House - 10.5 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Loved vacationing at the Margaritaville Pool home. The inside is soooo cute and decorated with beachy accents throughout. The kitchen is fully stocked with everything you need to cook with. We loved the screened porch and ate most of our meals there....”
- Review left on 10/03/2015

$257

Excellent (5 reviews)

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from $257 / night

(8)

1 / 30

Clearwater House - 10.5 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We loved the property. Very clean and well maintained. The house is located in a well kept subdivision on the North Shore of Clearwater beach. It was a short walk to the beach, short distance to tourist attractions and still private enough to enjoy...”
- Review left on 07/19/2016

$249

Very Good (8 reviews)

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from $249 / night

1 / 12

Clearwater Condo - 10.6 miles away

  • 1
  • 4
  • 1 night min
  • Ask about children
  • Air conditioning

$135

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from $135 / night

(2)

1 / 5

Clearwater Apartment - 10.6 miles away

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was a charming place - a great getaway. We would love to come back. Convenient to the hustle and bustle of Clearwater Beach, but still a private oasis from it as well...”
- Review left on 04/03/2015

$129

Excellent (2 reviews)

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from $129 / night

(1)

1 / 34

Clearwater House - 10.6 miles away

  • 4
  • 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$414

Excellent (1 reviews)

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from $414 / night

1 / 49

Clearwater House - 10.6 miles away

  • 6
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250

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from $250 / night

1 / 4

Clearwater Apartment - 10.6 miles away

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$209

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from $209 / night

(1)

1 / 19

Clearwater Condo - 10.6 miles away

  • 10
  • 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Coconut Grove was a fantastic location and experience. The sales, property management and maintenance staff were very accommodating and professional. The facility was very nice. There is an incredible bar, outside kitchen and swimming pool. Even...”
- Review left on 05/25/2016

$699

Excellent (1 reviews)

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from $699 / night

(11)

1 / 27

Clearwater House - 10.7 miles away

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First of I would like to start by saying this was a wonderful stay for our family. The home is beautifully furnished and well equipped in the kitchen along with grill (BIG PLUS). After the beach the kids would bath in the pool while the family cooked...”
- Review left on 08/16/2016

$399

Very Good (11 reviews)

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from $399 / night

(11)

1 / 12

Tarpon Springs House - 10.7 miles away

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Our family of 9 (8 adults and a one year old) spent a vacation week at the Tarpon Springs home and had a great time. The house is very clean and spacious, and is located in a beautiful quaint, quiet neighborhood. The master suite downstairs was very...”
- Review left on 10/04/2016

$230

Very Good (11 reviews)

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from $230 / night

(10)

1 / 37

Clearwater Villa - 10.7 miles away

  • 10
  • 28
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this place! It had everything we needed and reasonably priced! Just a few steps to the beach, stores and restaurants close by. My son absolutely loved it and none of us wanted to leave. We plan on coming back in the future....”
- Review left on 06/24/2016

$659

Very Good (10 reviews)

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from $659 / night

(12)

1 / 14

Clearwater Cottage - 10.7 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly
“I cannot say enough good about coconut cabana. Great location as well as an extremely clean bright comfotable place. Walking distance to everything you might think of doing. Everyone friendly and kind and so accommodating. I will go back as often as...”
- Review left on 11/21/2016

$123

Excellent (12 reviews)

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from $123 / night

(14)

1 / 41

Tarpon Springs House - 10.7 miles away

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Every Year we look for a vacation spot for our family to get together . We have been to Disney, Dollywood, Myrtle Beach, and other touristy places in the past. This year we wanted a place close to attractions and things to do, but more importantly a...”
- Review left on 07/01/2016

$200

Very Good (14 reviews)

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from $200 / night

(3)

1 / 21

Clearwater House - 10.7 miles away

  • 5
  • 15
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented this home for our family for New Year's. Stayed 5 nights. Property has main house with 3 bedrooms and 2 baths, large kitchen, dining area, living rooms areas (with one living room area capable of sleeping kids which we did). Great back...”
- Review left on 01/09/2017

$329

Excellent (3 reviews)

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from $329 / night

(4)

1 / 11

Clearwater House - 10.9 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Our family stayed at this house on the water for a week. We really enjoyed our stay. From the backyard, the view is relaxing with water and an active boating scene. Convenient walking distance to all activities: eating, beach, pier 60. We did go out...”
- Review left on 02/02/2017

$343

Excellent (4 reviews)

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from $343 / night

(2)

1 / 25

Clearwater Villa - 11.1 miles away

  • 4
  • 12
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“As we walked around the house for the first time, all I kept on saying was "Wow!" The house had a comfy spot in every room. To stay at this house, all you need is your clothes & if you are planning on cooking, groceries. Everything else is provided...”
- Review left on 07/29/2015

$233

Very Good (2 reviews)

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from $233 / night