Carrollwood Rentals

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227 Houses

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Quiet and Cozy 2 bedroom oasis close to Busch Gardens

Carrollwood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$160

Spacious Fun Tampa Haven: Games | Pool | 7-15 min From Everything

Carrollwood house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$574

Zen Holistic Retreat by Carrollwood/Westchase

Carrollwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$138

Responds fast! avg. 47 minutes

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$229

Chi House: 2/1 with Zen Garden Vibes & Waterfalls

Carrollwood house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$144

Modern Luxury Home Located in Tampa!

Carrollwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$206

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Price per night from

$178

Great rentals within 20 miles that match your search

1BR Pool View Condo in Clearwater Florida

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

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$104

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$207

4br - 1450ft2 - Waterfront Vacation Home

Brandon house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$232

Mediterranean Lakefront Mansion

Tampa house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$1,142

2 room Saddlebrook Golf SPA Guest Suite

Wesley Chapel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$341

Nice mobile home by the canal

St. Petersburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$96

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$207

5 room Tampa Golf Villas 2 King/6 Beds Saddlebrook

Wesley Chapel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$448

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$58

Psalm139VacationRental (Canal Front Beach House)

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$160

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$447

“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.

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Price per night from

$287

Tampa TreeHouse

Tampa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!

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Price per night from

$424

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 35 minutes

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Price per night from

$109

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

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Price per night from

$172

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$54

single family home one level, all one family homes community

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$66

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$345

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$316

7 room TampaGolfVillas at AmericanVacationLiving

Wesley Chapel villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$1,113

Casa SoHo

Tampa townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$573

Sun Villa - Quiet, cozy brand new 3 bed, 2 bath house with spa and fenced yard

Temple Terrace house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$543

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Price per night from

$669

"Aqua Villa" 3 bed 2 bath w/ Heated Pool by TPA Airport

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$957

USF Hideaway - Newly remodeled 1200 sq. ft. 3 bed, 2 bath single family house

Temple Terrace house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$498

NEW! Staying with friends or family? Ask them to rent you a GuestWing!

St. Petersburg caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$206

New listing: Pool View In Avalon at Clearwater, Fully renovated !

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$121

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Price per night from

$287

Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

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Price per night from

$603

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Price per night from

$109

Viewing 38 of 227
rentals in Carrollwood

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