Oldsmar Rentals

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1,517 Houses

Dolphin Bay Retreat

Oldsmar house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$287

Flamingo Bungalow Beautiful Tampa Retreat

Oldsmar apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$196

Florida Blue House

Oldsmar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$183

Price per night from

$328

La Rustic House

Oldsmar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$389

Great rentals within 20 miles that match your search

Lakeside Apartment Near Clearwater Beaches

Palm Harbor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$114

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$134

Responds fast! avg. 1 hour 8 minutes

Price per night from

$311

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$367

Oceanfront Condo at Beach Cottage One. 1400 SQ Ft with 2 King Beds.

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 17 minutes

Price per night from

$213

HOME AWAY FROM HOME ..

Indian Rocks Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.

Price per night from

$1,148

Beach Dreams - Beach Cottage 2103

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great unit, perfect location” Been coming to Beach Cottage for over ten years and love the decor and location of Beach Cottage 2103. Indian Shores Vacation is the only place we think of for summer beach vacation.

Responds fast! avg. 1 hour 34 minutes

Price per night from

$368

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

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 47 minutes

Price per night from

$310

**PERFECT FOR A FAMILY VACATION** 3Br Directly On The Beach

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$201

Beautifully updated Clearwater Condo- 20-25 Minutes to the Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$190

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$295

3 bedroom / 2bath Large Condo on the Beach

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“SunSet Paradise condos” It was a nice condo - outside of the fact that the tv in the main room was non functional and when we texted the owner, we never got a reply Other than that - very good vacation!!!!

Price per night from

$287

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$206

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$316

Holiday House In Florida At A Lake

Port Richey house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$161

Surfside Villas - steps from the beach

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Amazing” Absolutely beautiful! Condo is great and the area is phenomenal, Tom is the perfect host! Definitely coming back

Price per night from

$259

Fabulous Resort Style Condo In Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$74

Beachside Efficiency in Treasure Island (Yellow)

Treasure Island apartment

  • 1 bathroom
  • sleeps 2

“Honeymoon 2017” We had an amazing stay! We absolutely loved how close the beach was and the boardwalk. The room was super cozy and the bed was extremely comfortable. Iv already recommended my family stay here as well!

Price per night from

$86

Best IRB Location - Close to Restaurants and Shops

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$196

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 22 minutes

Price per night from

$173

Intracoastal Indian Rocks Beach House

Indian Rocks Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$402

Sand Castle I Beachfront Standard Condo # 305

Indian Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$181

Sand Castle I Beachfront Standard Condo # 906

Indian Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$181

Sand Castle II Beachfront Standard Condo # 901

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$181

Quiet Waters Intracoastal Premium Condo # D2

Indian Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$120

Reef Club Beachfront Standard Condo # 204

Indian Rocks Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$165

Reflections Beachfront Standard Condo # 1007

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$148

Sand Castle III Beachfront Standard Condo # 402

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$181

Chateaux Beachfront Premium Condo # 105

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$131

Sand Castle II Beachfront Standard Condo # 605

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$181

Sand Castle I Beachfront Standard Condo # 408

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$209

CLEARWATER FL 2 Bedroom 2 Bathroom Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 33 minutes

Price per night from

$64

Viewing 38 of 1,517
rentals in Oldsmar

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