Carrollwood Rentals

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421 Houses

Quiet Oasis

Carrollwood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$138

Quiet and Cozy 2 bedroom oasis close to Busch Gardens

Carrollwood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$160

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

Carrollwood house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Price per night from

$573

Zen Holistic Retreat by Carrollwood/Westchase

Carrollwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$152

Responds fast! avg. 47 minutes

Price per night from

$253

Tanpa Villa

Carrollwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$228

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

Carrollwood house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$144

Modern Luxury Home Located in Tampa!

Carrollwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$206

Price per night from

$178

Modern Luxury Home Located in Tampa!

Carrollwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$206

NEW in Tampa Florida! 4 bedroom/2.5 bath with glam room!

Carrollwood house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$517

Great rentals within 20 miles that match your search

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

Price per night from

$161

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$95

Dunedin Garden Cottage Quiet Roof Terrace | Walk to Downtown Dunedin

Dunedin bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$316

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$206

4br - 1450ft2 - Waterfront Vacation Home

Brandon house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$232

Lovely Tropical Sunlit bedroom

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$228

Quiet Waterfront Home, Gulf-access

Tarpon Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$241

Mediterranean Lakefront Mansion

Tampa house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Price per night from

$1,140

Cottage Apartment Spring Bayou

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

Price per night from

$149

2 room Saddlebrook Golf SPA Guest Suite

Wesley Chapel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$340

Nice mobile home by the canal

St. Petersburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$95

One bedroom Studio Apartment

Crystal Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

Price per night from

$115

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

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$206

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 39 minutes

Price per night from

$190

5 room Tampa Golf Villas 2 King/6 Beds Saddlebrook

Wesley Chapel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$424

7 room TampaGolfVillas 5 King Beds at Saddlebrook

Wesley Chapel house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$455

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

Price per night from

$172

AVALON- POOL VIEW IN A MODERN CONDO - Feel at Home and enjoy your stay

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

Price per night from

$227

MODERN CONDO IN GATED COMMUNITY MINUTE FROM BEACH

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great condo” The condo was clean and very well appointed. Edith was reachable and a good communicator. Convenient location to Publix, restaurants, etc. The pool was nice, and gym was basic but usable. I would give the unit itself a 5 rating. However, there were two disappointments with the facility, neither of which has to do with the unit, but impacted our use. Although the pool says they are open dawn to dusk, the gates are locked with chains and padlocks until someone gets there to open it, so swimming and using the gym early in the morning was not an option. Frustrating if you prefer an early workout.

Price per night from

$126

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

Price per night from

$172

Florida Waterfront Seasonal Rental

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$144

Psalm139VacationRental (Canal Front Beach House)

New Port Richey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$160

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 45 minutes

Price per night from

$138

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$446

Sunny Side Pavilion at the Avalon

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$95

TAMPA BAY WATERFRONT CONDO!

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$171

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rentals in Carrollwood

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