Annual & Long Term Rentals

Sunset Beach

Sunset Beach

  • Treasure Island
  • $2,800
  • 2 Beds, 2 1/2 Baths
  • Yearly Unfurnished
Pasadena Cove

Pasadena Cove

  • South Pasadena
  • $1,750
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Westwind

Westwind

  • Treasure Island
  • $1,800
  • 2 Beds, 1 Baths
  • Summer/Fall Furnished
Gulfport

Gulfport

  • Gulfport
  • $2,250
  • 3 Beds, 2 Baths
  • Yearly
Silver Sands

Silver Sands

  • St. Pete Beach
  • $3,800
  • 2 Beds, 2 Baths
  • 3+ Months Furnished
Las Palmas

Las Palmas

  • Redington Shores
  • $3,500
  • 3 Beds, 3 Baths
  • Yearly Unfurnished
Brightwater Beach Estates

Brightwater Beach Estates

  • St. Pete Beach
  • $6,500
  • 3 Beds, 3 Baths
  • Furnished
Paradise Island

Paradise Island

  • Treasure Island
  • $3,000
  • 3 Beds, 2 Baths
  • Yearly Furnished
Sunset Beach House

Sunset Beach House

  • Sunset Beach
  • $4,000
  • 3 Beds, 4 Baths
  • Yearly Unfurnished
Pass-A-Grille Beach

Pass-A-Grille Beach

  • St Pete Beach
  • $1,800
  • 1 Beds, 1 Baths
  • Yearly Furnished
Paradise Island

Paradise Island

  • Treasure Island
  • $2,500
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Harbourside

Harbourside

  • South Pasadena
  • $2,200
  • 2 + DEN Beds, 2 Baths
  • Furnished April-Oct 2019
Sea Glass

Sea Glass

  • St Pete Beach
  • $2,200
  • 2 Beds, 1 + 1 Baths
  • 3+ Months Furnished
St. Pete Beach

St. Pete Beach

  • St Pete Beach
  • $2,650
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Harbourside

Harbourside

  • South Pasadena
  • $369,900
  • 2 Beds, 2 Baths
  • For Sale
Sylvette Condos

Sylvette Condos

  • St. Pete Beach
  • $1,450
  • 1 Beds, 1 Baths
  • Annual Furnished
Tierra Shores

Tierra Shores

  • Tierra Verde
  • $349,900
  • 3 Beds, 3 Baths
Boca Shores

Boca Shores

  • St. Pete Beach
  • $1,700
  • 2 Beds, 1 Baths
  • Yearly
Lands End at Sunset Beach

Lands End at Sunset Beach

  • Treasure Island
  • $619,000
  • 2 Beds, 2 Baths
  • For Sale
Bacopa Bay

Bacopa Bay

  • St. Petersburg
  • $2,800
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Belle Vista

Belle Vista

  • St. Pete Beach
  • $3250
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Sunny Shores

Sunny Shores

  • Madeira Beach
  • $2,200
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Treasure Sands

Treasure Sands

  • Treasure Island
  • $2,000
  • 1 Beds, 1 1/2 Baths
  • Seasonal Furnished
The Huntington Townhomes

The Huntington Townhomes

  • St. Petersburg
  • $3,500
  • 3 Beds, 2 1/2 Baths
  • 6 Months Furnished
South Beach Condo Hotel

South Beach Condo Hotel

  • Treasure Island
  • $357,700
  • 1 Beds, 1 Baths
Tamarac By the Gulf

Tamarac By the Gulf

  • Seminole
  • $269,900
  • 2 Beds, 2 Baths
Villagrande

Villagrande

  • St. Petersburg
  • $2,250
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Paradise Blvd

Paradise Blvd

  • Treasure Island
  • $3,000
  • 3 Beds, 2 Baths
  • Yearly Furnished
Vina Del Mar

Vina Del Mar

  • St. Pete Beach
  • $2,250
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Seamark Condominiums

Seamark Condominiums

  • St. Pete Beach
  • $2,550
  • 2 Beds, 2 Baths
  • Yearly Furnished
Catalina Grand

Catalina Grand

  • Treasure Island
  • $3,850
  • 3 Beds, 3 1/2 Baths
  • Yearly Furnished
St. Pete Beach

St. Pete Beach

  • St. Pete Beach
  • $4,250
  • 3 Beds, 2 Baths
  • Yearly Furnished
Sunset Landings

Sunset Landings

  • Treasure Island
  • $4,600
  • 4 Beds, 3 Baths
  • Yearly Unfurnished
Sun Ketch

Sun Ketch

  • Treasure Island
  • $2,000
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Paradise Island

Paradise Island

  • Treasure Island
  • $2,550
  • 3 Beds, 2 Baths
  • Seasonal Furnished
Tierra Shores Townhomes

Tierra Shores Townhomes

  • Tierra Verde
  • $2,500
  • 3 Beds, 3 Baths
  • Yearly Unfurnished
Tierra Shores Townhomes

Tierra Shores Townhomes

  • Tierra Verde
  • $322,500
  • 3 Beds, 3 Baths
Lido Condominiums

Lido Condominiums

  • St. Pete Beach
  • $2,500
  • 2 Beds, 2 Baths
  • Seasonal Furnished
Bacopa Bay

Bacopa Bay

  • St. Petersburg
  • $2,800
  • 2 Beds, 2 Baths
  • Yearly Furnished
Silver Sands

Silver Sands

  • St Pete Beach
  • $2,650
  • 3 Beds, 2.5 Baths
  • Yearly Unfurnished or Furnished Optional
Harbourside

Harbourside

  • South Pasadena
  • $1,800
  • Lg 1 + DEN/HOME OFFICE Beds, 2 Baths
  • Yearly Furnished
Sunset Beach

Sunset Beach

  • Treasure Island
  • $2,500
  • 3 Beds, 2.5 Baths
  • Yearly
Silver Sands Beach & Racquet Club

Silver Sands Beach & Racquet Club

  • St Pete Beach
  • $2,300
  • 2 + HOME OFFICE Beds, 2 Baths
  • Yearly Unfurnished
Silver Sands

Silver Sands

  • St Pete Beach
  • $3,800
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Las Palmas

Las Palmas

  • Redington Shores
  • $3,000
  • 3 Beds, 3 Baths
  • Yearly Unfurnished
Villa Grande

Villa Grande

  • St. Petersburg
  • $2,250
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
HARBOURSIDE

HARBOURSIDE

  • South Pasadena
  • $1,800
  • 2 Beds, 2 Baths
  • Yearly Furnished
St. Pete Beach

St. Pete Beach

  • St. Pete Beach
  • $1,400
  • 1 Beds, 1 Baths
  • 7 Months Furnished
Boca Shores

Boca Shores

  • St. Pete Beach
  • $1,475
  • 2 Beds, 2 Baths
  • Off Season Furnished
Harbourside

Harbourside

  • South Pasadena
  • $2500
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Otter Key

Otter Key

  • St. Petersburg
  • $1,450
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Seapointe

Seapointe

  • St. Petersburg
  • $1,875
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Pasadena Cove

Pasadena Cove

  • South Pasadena
  • $1,450
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Capri Isle Garden

Capri Isle Garden

  • Treasure Island
  • $2,300
  • 2 Beds, 2 Baths
  • 3+ Months Furnished
Catalina Grand

Catalina Grand

  • Treasure Island
  • $3,800-$4,800
  • 3 Beds, 3 1/2 Baths
  • 6-3 Months Furnished
Harbourside

Harbourside

  • South Pasadena
  • $1,800
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Sunset Beach

Sunset Beach

  • Treasure Island
  • $2,800
  • 2 Beds, 2 1/2 Baths
  • Yearly Unfurnished
Silver Sands

Silver Sands

  • St. Pete Beach
  • $4,500
  • 2+ Den/Bonus Room Beds, 2.5 Baths
  • 3 Months Furnished
Terrace Park of Five Towns

Terrace Park of Five Towns

  • St. Petersburg
  • $950
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
SILVER SANDS

SILVER SANDS

  • St. Pete Beach
  • $4,000
  • 2 Beds, 2 Baths
  • Yearly Furnished
Harbourside

Harbourside

  • South Pasadena
  • $1,800
  • 2 Beds, 2 Baths
  • Yearly Furnished
Harbourside

Harbourside

  • South Pasadena
  • $2,200
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Belle Vista Point

Belle Vista Point

  • St. Pete Beach
  • $3,500
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Westwind at Treasure Island

Westwind at Treasure Island

  • Treasure Island
  • $2,000
  • 2 Beds, 1 Baths
  • 3-6+ Months Furnished
Silver Sands Beach & Racquet Club

Silver Sands Beach & Racquet Club

  • St. Pete Beach
  • $2,750
  • 2+ Den/Bonus Room Beds, 2.5 Baths
  • 12 Month Furnished
Harbor Shores

Harbor Shores

  • Redington Shores
  • $2,850
  • 3 Beds, 2 Baths
  • Seasonal Furnished
Tropical Shores

Tropical Shores

  • St. Petersburg
  • $3000
  • 3 Beds, 2 Baths
  • Yearly Unfurnished
Silver Sands

Silver Sands

  • St. Pete Beach
  • $2,750
  • 2 Beds, 2 Baths
  • Yearly Furnished
Tara Cay Sound

Tara Cay Sound

  • Seminole
  • $2650
  • 3 Beds, 4 Baths
  • 6 Months Furnished
Isle of Sand Key

Isle of Sand Key

  • Clearwater Beach
  • $1900
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Seapointe Terrace

Seapointe Terrace

  • St. Petersburg
  • $1850
  • 2 Beds, 2.5 Baths
  • Yearly Unfurnished
Gulf 5000

Gulf 5000

  • Saint Pete Beach
  • $2950
  • 2 Beds, 2 Baths
  • Seasonal Furnished
Tara Cay Sound

Tara Cay Sound

  • Seminole
  • $3350
  • 3 Beds, 4 Baths
  • Seasonal Furnished
Silver Sands

Silver Sands

  • St Pete Beach
  • $2,500
  • 2+Den Beds, 2 1/2 Baths
  • Yearly
Silver Sands

Silver Sands

  • St Pete Beach
  • $2,100
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Snell Isle

Snell Isle

  • St Petersburg
  • $1,400
  • 2 Beds, 2 Baths
  • Yearly Unfurnished
Pasadena Isle

Pasadena Isle

  • South Pasadena
  • $1,600
  • 2 Beds, 1 Baths
  • Yearly Furnished or Unfurnished
Belleair Beach

Belleair Beach

  • Belleair Beach
  • $2,400
  • 3 Beds, 2.5 Baths
  • Yearly Unfurnished
Harbourside

Harbourside

  • South Pasadena
  • $2,800
  • 2+ Den Beds, 2 Baths
  • 90 Day Minimum
Harbourside

Harbourside

  • Belleair Beach
  • $2,800
  • 2+ Den Beds, 2 Baths
  • 90 Day Minimum

Listings navigation