Oldsmar Rentals

Updating...

age 0-16
420 Results

Relevance

Price: low to high

Price: high to low

Reviews

420 Houses

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$286

La Rustic House

Oldsmar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Private outdoor pool (heated)

All filters match

Price per night from

$389

Great rentals within 20 miles that match your search

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$480

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$126

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$344

Belle Harbor 1105M Fabulous Luxury 11th Floor View at Belle Harbor

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$584

440 West Condos 1402-N Gorgeous Waterview Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$951

440 West Condos 1501-N Condo with a water view

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$845

Belle Harbor 407M Luxury Clearwater Beach Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$318

440 West Condos 808-N Beautiful Water View

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$155

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

Match: Private outdoor pool (heated)

All filters match

Price per night from

$1,712

Luxury Florida Villa - Waterfront with Private Pool

Crystal Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$987

Exclusive Isla Bonita - Private Pool - Steps from the sand

Indian Rocks Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$921

Belle Harbor 404M Waterfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$206

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$58

Seminole Vacation House Spacious Vacation House

Seminole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$107

Surfside Condos 204 Beachfront Condo

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$54

Villas of Clearwater Beach 8B Spacious Beach Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$265

Villas of Clearwater Beach 6B Almost Beachfront

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$272

“If I had only one word to describe this house, it would be Zen.” My husband & I stayed here with my three teenagers (13, 16 &' 18) over spring break. Paul answered my emails immediately when I had a few questions prior to our arrival. There was a manual that covered everything you could possibly need to know about the appliances, pool, local attractions, etc. . The home was beautiful, spotless, well-equipped and peaceful. There was plenty of space for everyone to have his/her own room. I liked that the kids could share the upstairs bath and we had our own master suite. It was easy to cook meals because everything you could possibly need to prepare them is there. The Publix grocery store is minutes away. The kids loved the pool and we enjoyed sitting outside in the evening. Getting around is simple and nothing we wanted to do was very far. Even getting to Clearwater Beach only took about 40 minutes (in heavy spring break traffic). I would not hesitate to stay here again.

Match: Private outdoor pool (heated)

All filters match

Price per night from

$287

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

Match: Private outdoor pool (heated)

All filters match

Price per night from

$269

Indian Shores Condo

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very good, lovely view, handy for beach” A nice location close to beach and with beautiful view over inland waterway. Well kept apartment with on-site facilities.

Match: Private outdoor pool (heated)

All filters match

Price per night from

$99

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$480

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

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$198

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated)

All filters match

Price per night from

$315

Beachy "Margaritaville Pool home", 3 BR, 2 Bath

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated)

All filters match

Price per night from

$487

Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

Match: Private outdoor pool (heated)

All filters match

Price per night from

$602

Home away from Home? Paradise in the Sun? Why not call it both! Pool now HEATED!

Tarpon Springs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated)

All filters match

Price per night from

$258

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$201

Relaxing Getaway,Compleatly Renovated*New furnishing*Private Heated Pool Home*

Redington Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$457

Belle Harbor 509M Stunning Luxury Condo with Panoramic Water View.

Clearwater condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$336

440 West Condos 1708-N Stunning 17th Floor Gulf View Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$335

Vacation Home 2 Miles From The Beach with Saltwater Pool and Spa!

Seminole house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fabulous Home!” This home was FANTASTIC! The home was clean and everything updated very nicely. The pool was clean and water was warm! Close to beach and many outstanding restaurants. Will be back soon

Responds fast! avg. 3 hours 36 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$281

Harborview Grande 306 Waterfront 3 Bedroom 2 Bath Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$445

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$478

Harborview Grande 402 Panoramic 4th Floor Water View

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$256

Mandalay Beach Club 705P Beachfront - Mandalay Beach Club Condo

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$454

Reef Club 502 Beachfront 3 Bedroom 2 Bath at Reef Club

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Match: Private outdoor pool (heated)

All filters match

Price per night from

$426

Viewing 38 of 420
rentals in Oldsmar

×

Also consider