Carrollwood Rentals

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252 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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Price per night from

$151

Responds fast! avg. 47 minutes

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Price per night from

$210

Modern Luxury Home Located in Tampa!

Carrollwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$207

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Price per night from

$178

Great rentals within 20 miles that match your search

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

4br - 1450ft2 - Waterfront Vacation Home

Brandon house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$232

Quiet Waterfront Home, Gulf-access

Tarpon Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$241

Mediterranean Lakefront Mansion

Tampa house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$1,142

Cottage Apartment Spring Bayou

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

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Price per night from

$150

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

HIstoric home/apartment in the Heart of Tarpon Spr

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

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Price per night from

$150

“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

Cozy carriage apartment in Tarpon Springs

Tarpon Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay in Tarpon Springs” What a gem of a place. We had two bedrooms, full kitchen, living area and sun deck. What more could you want! gulf beaches, restaurants etc are all nearby. Super clean with all the necessary amenities including beach chairs, towels etc. The neighborhood is super quiet with lots of old Florida charm. It was three of us traveling including a friend and my husband. We felt right at home! Would highly recommend this place.

Responds fast! avg. 43 minutes

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Price per night from

$150

* Busch Gardens " Welcoming & Comfortable"

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Sunshine State Vacation Well Done!” We had an amazing time in this lovely Florida rental. I would highly recommend this place for families with kids. The house is clean and conveniently located near many fun things to do. Disney is only hour and fifteen minutes away which made easy for one day visit to Magic Kingdom! Host was friendly and resourceful. He was quick to respond to all of our questions and he offered advice on many great things to do in the area!

Responds fast! avg. 2 hours 59 minutes

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Price per night from

$179

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

$173

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$54

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

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Price per night from

$402

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

ADVENTURE ISLAND & Busch Gardens Home

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

“Home away from home” The home was magnificent, very spacious, very clean, the decor was awesome!!!location is great we all loved it Mr Sidney was very nice the rental process was very easy. Thank you we will rent from you again.

Responds fast! avg. 2 hours 59 minutes

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Price per night from

$191

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

$425

7 room TampaGolfVillas 5 King Beds at Saddlebrook

Wesley Chapel house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$456

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$58

POOL VIEW modern condo near Gulf of Mexico Beaches. Retreat for two

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$173

Luxury condo overlooking gorgeous pool

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could want or think of . The beds were so comfortable and provided a great nights sleep . The condo is so peaceful and quiet you can't help but relax . Having coffe on the balcony overlooking the pool was something we looked forward to every morning . The pool is fabulous as well . I really can't say enough positive things . We will without a doubt stay again ! Thank you Doreen Resa

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Price per night from

$173

Florida Waterfront Seasonal Rental

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$144

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

Woodside Village Condos

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$230

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$341

7 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$655

Tampa Bay- Large heated Pool home

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$316

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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Price per night from

$543

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