Bay Pines Rentals

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1,745 Houses

Perfecto's Suite #2

Bay Pines apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$166

Responds fast! avg. 50 minutes

Price per night from

$157

Responds fast! avg. 3 minutes

Price per night from

$155

Private, Family Friendly Home, 10 min to Beach

Bay Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$172

Price per night from

$258

2 Homes - 4 Mn To Madeira Bch - Hottub - Htd Pool

Bay Pines villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

Price per night from

$1,473

Boca Ciega Resort 307 1BR 1BA

Bay Pines condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$195

Boca Ciega Resort 420 1BR 1BA

Bay Pines condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$195

Great rentals within 20 miles that match your search

Spectacular sunsets await!

Indian Rocks Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$172

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

COURTYARD VIEW modern condo near Gulf of Mexico beaches

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$487

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$115

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$229

Luxury waterfront Condo Rooftop Terrace

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$567

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$344

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$95

440 West Condos 508-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$368

Surfside Condos 303 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$1,227

Intercoastal 209 Water View from this Charming Condo

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$5,190

Mandalay Beach Club 603-P Beachfront Condo - One Month Minimum

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$355

Regatta Beach Club C1009 '90 day min stay with 2 week lead time'

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$118

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

440 West Condos 1408-N Gulf Front Condo with amazing views

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 50 minutes

Price per night from

$179

Sunfish Flat Beachfront Condo 3 Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$1,382

Villas of Clearwater Beach 8A Beachfront Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$219

Bay Harbor 302 Radiant Water View of the Bay

Clearwater apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location, great condo, great price!” My family loved staying at bay harbor 302! The location was perfect, only a short 3-4 min walk to the pristine beaches. The condo was impeccable and much bigger than the pictures suggest. I cooked a lot of meals there and never did I lack anything I needed. The cooking skillets could have used an upgrade but they did the job. The bathrooms and kitchen were very up to date and clean. The bedrooms were a great size. The view from the balcony was wonderful and there was always a breeze when enjoying morning coffee or after dinner drinks. There were so many amazing restaurants within walking distance as well as great "touristy" shops. The reserved parking was great and we felt secure with having a gate at the entrance which required a code, The lobby door requiring a code, and a code for our condo door. Clearwater Beach Rentals were very accommodating and when we asked if we could check in a few hours early they made it happen. Everyone was very kind and we definitely plan on booking through them again. All in all our stay was wonderful!

Responds fast! avg. 50 minutes

Price per night from

$223

Harborview Grande 602 Beautiful Condo Hardwood floors

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$1,417

440 West Condos 1507-S Gulf Front Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$99

Ocean Sands 504 Beachfront Studio Condo

Madeira Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 50 minutes

Price per night from

$131

Island Escape 201 Affordable Condo

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 50 minutes

Price per night from

$237

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$126

440 West Condos 1508-S Walk to the Beach

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 50 minutes

Price per night from

$117

440 West Condos 1108-S Beautiful Water Views

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$118

Bayside Condos 17 Waterfront Studio

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 50 minutes

Price per night from

$99

440 West Condos 905-S View of Gulf of Mexico From Every Room

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

Price per night from

$124

Belle Harbor 603M Posh Pineapple

Clearwater apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 50 minutes

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

Price per night from

$584

Viewing 38 of 1,745
rentals in Bay Pines

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