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Siesta Key Home Rentals by Owner

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Siesta Key beautiful semi-detached house just steps from Siesta Key Beach - 6630 Midnight Pass Road, Unit II

  • 1 BR/1 BA House (sleeps 2)
    $90 - $150/nt
    $602 - $1,000/wk
    $2,310 - $3,510/month
    per property, Beach, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Siesta Key Vibrant 4 BR w/ Pool & Dock in Heart of Siesta Key Village!

  • 4 BR/2 BA House (sleeps 10)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Huge 5+ Bedroom House with Heated Pool Near Beach Access!

  • 5 BR/4 BA, 1 half bath House (sleeps 14)
    $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Vacation Dream Home w/ Heated Pool, Partial Ocean Views

  • 4 BR/3 BA House (sleeps 9)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Enchanting 4 Bedroom Home w/ Heated Pool, Spa, Private Dock

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Exquisite, Luxury 5BR, 3.5BA Home with Pool, Walk to Beach

  • 5 BR/3 BA, 1 half bath House (sleeps 10)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Siesta Key Beach Only A Hop, Skip & Jump From This Totally Renovated Home.

  • 2 BR/1 BA, 1 half bath House (sleeps 4)
    $750 - $1,500/wk
    $2,200 - $4,500/month
    per property, pets considered, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Large Home Sleeps 8. Walk to the Village. Perfect Family Getaway!

  • 3 BR/2 BA House (sleeps 8)
    $1,100 - $1,900/wk
    $4,125 - $6,650/month
    per property, accept credit card, pets considered, Hot Tub, Near The Ocean, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Morgan - Custom 3 Bedoom Home Direct on Sarasota Bay

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,000 - $2,000/wk
    $5,143 - $8,571/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Siesta Key Bring your boat and kayaks! Palm Island home 2 blocks to beach!!

  • 2 BR/2 BA House (sleeps 6)
    $975 - $1,050/wk
    $3,275 - $4,300/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Village, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Key (Beach House)

  • 3 BR/3 BA House (sleeps 8)
    $300 - $400/nt
    $2,100/wk
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Near The Ocean, Private Pool, Lawn / Garden, terrace, Air Conditioning

Siesta Key Pool Home Overlooking Siesta Beach

  • 3 BR/2 BA House (sleeps 11)
    $450 - $525/nt
    $3,675/wk
    per property, Beach, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Siesta Key Gem ! -50' Lap Pool, Hot Tub and just one Block to Siesta Key Beach!

  • 2 BR/2 BA House (sleeps 6)
    $1,540 - $1,650/wk
    $5,000 - $5,500/month
    per property, accept credit card, pets considered, Hot Tub, Beach, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Luxury Home, Beauty In The Heart Of Siesta Key!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $2,520 - $3,860/wk
    $10,805 - $16,540/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Spacious Siesta Key Canal Front Vacation Rental Home

  • 4 BR/3 BA House (sleeps 10)
    $1,500 - $2,000/wk
    $3,500 - $8,000/month
    per property, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key 1 Block to beach on Siesta Key

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $750 - $1,650/wk
    $3,000 - $6,400/month
    per property, pets considered, Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Siesta Jewel beach house- A Great place for the Whole Family!

  • 3 BR/2 BA House (sleeps 8)
    $214 - $325/nt
    $1,395 - $1,895/wk
    $5,500/month
    per property, Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)

  • 3 BR/3 BA House (sleeps 6)
    $1,395 - $2,495/wk
    per property, Beach, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Spacious, Contemporary Home in Siesta Village

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $1,950 - $3,000/wk
    per property, pets considered, Beach, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key New 6 Bedroom, Luxury Home In Gated Community

  • 6 BR/4 BA, 1 half bath House (sleeps 14)
    $4,200 - $5,320/wk
    $15,000 - $18,000/month
    per property, pets considered, Hot Tub, wheelchair accessible, Beach, Downtown, Lake, Near The Ocean, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning

Siesta Key NEW PRIVATE Luxuary 4 Br 4 1/2 Bath Pool Spa short walk beach/village

  • 4 BR/4 BA, 1 half bath House (sleeps 10)
    $3,150 - $4,300/wk
    $15,000/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Beach, Village, Private Pool, Lawn / Garden, terrace

Siesta Key Well appointed canal front home

  • 4 BR/3 BA House (sleeps 8)
    $1,399 - $2,000/wk
    $3,000 - $8,000/month
    per property, pets considered, Hot Tub, Beach, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village

  • 5 BR/4 BA, 1 half bath House (sleeps 12)
    $3,150 - $4,300/wk
    $12,000 - $15,000/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Beach, Village, Private Pool, Lawn / Garden, terrace

Siesta Key Spacious, updated Pool Home close to Siesta Key Beach

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,400 - $1,600/wk
    per property, Beach, Near The Ocean, Private Pool, Lawn / Garden, Terrace, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Charming Gulf front 1916 Siesta Key Beach House with Gazebo

  • 2 BR/2 BA House (sleeps 6)
    $295 - $325/nt
    $2,155/wk
    $8,300/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, barbecue, Fireplace

Siesta Key Island Home in Paradise

  • 3 BR/2 BA House (sleeps 8)
    $1,253 - $1,505/wk
    $4,500 - $5,310/month
    per property, accept credit card, pets considered, wheelchair accessible, Near The Ocean, Village, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Island Style Luxury Beach House

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,200/wk
    $7,400/month
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

Siesta Key beautiful semi-detached house just steps from Siesta Key Beach - 6630 Midnight Pass Road, Unit I

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $140 - $225/nt
    $826 - $1,400/wk
    $2,400 - $4,050/month
    per property, Beach, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key A 3 suite home with pool and plenty of room.

  • 3 BR/3 BA House (sleeps 7)
    $1,100 - $1,650/wk
    $3,000 - $6,400/month
    per property, Beach, Town, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Quite Siesta Key Vacation Rental in Hidden Oasis

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $3,000 - $6,000/month
    per property, Beach, Downtown, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Siesta Key Morgan - Custom 3 Bedroom Home on Siesta Key

  • 3 BR/2 BA House (sleeps 6)
    $1,200 - $1,625/wk
    $5,571 - $6,919/month
    per property, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Sunny Siesta Key Home. Walk to beach!

  • 2 BR/2 BA House (sleeps 4)
    $129 - $186/nt
    $3,200 - $4,300/month
    per property, accept credit card, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Siesta Key Beach House - Pet Friendly! STEPS TO THE BEACH!!

  • 2 BR/2 BA House (sleeps 6)
    $145 - $175/nt
    $1,155/wk
    $4,293 - $4,753/month
    per property, pets considered, Beach, Near The Ocean, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Village Oasis with Private Pool and Jacuzzi

  • 3 BR/2 BA House (sleeps 8)
    $1,300 - $1,600/wk
    per property, accept credit card, Beach, Village, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Charming Private Duplex 1.5 Blocks to Siesta Beach - Point of Rocks Access #13

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $190 - $352/nt
    $950 - $1,760/wk
    $3,000 - $5,720/month
    per property, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Siesta Key Beach #1 in USA steps to Banyan Tree Beach Resort 'Key West' unit

  • 2 BR/2 BA House (sleeps 6)
    $180 - $195/nt
    $900 - $1,363/wk
    $3,388 - $5,125/month
    per property, Beach, Village, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Siesta Beach Hideaway

  • 4 BR/2 BA House (sleeps 11)
    $1,995 - $2,443/wk
    per property, accept credit card, pets considered, Hot Tub, Near The Ocean, Village, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key LUXURY VILLA SIESTA KEY FLORIDA - 8/10 GUESTS AT 100M FROM THE BEACH

  • 4 BR/3 BA House (sleeps 10)
    $3,745 - $4,970/wk
    per property, accept credit card, Hot Tub, beach, resort, town, village, waterfront, downtown, near the ocean, Private Pool, Garden, Balcony, Air Conditioning, Internet

Siesta Key Kid Friendly Island Home In Paradise

  • 4 BR/2 BA House (sleeps 8)
    $1,505/wk
    $5,310/month
    per property, Hot Tub, wheelchair accessible, Village, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Siesta Key Beautiful Home with Private Pool and Jacuzzi

  • 2 BR/1 BA House (sleeps 6)
    $150 - $175/nt
    $3,000/month
    per property, Hot Tub, Near The Ocean, Town, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Walk to Crescent Bch (Siesta Key Bch)

  • 2 BR/1 BA House (sleeps 6)
    $895/wk
    $3,295/month
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable

Siesta Key Private Home Away from Home on Canal w/ Dock

  • 3 BR/2 BA House (sleeps 7)
    $3,500 - $4,500/month
    per property, accept credit card, limited accessibility, Near The Ocean, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Key - Voted Best Beach in America!!! Siesta Beach House for Rent

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $306/nt
    $8,568 - $8,874/month
    per property, pets considered, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Sarasota Getaway 3 Minute Walk to Siesta Key Beach

  • 3 BR/2 BA House (sleeps 6)
    $1,575 - $1,650/wk
    per property, pets considered, wheelchair accessible, Beach, Village, Private Pool, terrace, Fitness Room / Equipment, Air Conditioning, Internet

Siesta Key Lovely, renovated home on beautiful Siesta Key. Steps to the beach.

  • 3 BR/2 BA House (sleeps 7)
    $6,000/month
    per property, pets considered, Hot Tub, Beach, Village, Private Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Siesta Key Beautiful Waterfront Home with Private Pool

  • 2 BR/2 BA, 1 half bath House (sleeps 6) Village, Waterfront, Jacuzzi, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Siesta Key Waterfront Home

  • 4 BR/4 BA House (sleeps 8)
    $9,000 - $12,500/month
    per property, Private Pool, Balcony, Satellite / Cable

Siesta Key Mara Villa II Villa 29

  • 4 BR/3 BA House (sleeps 8)
    $4,000 - $4,800/month
    per property, Private Pool, Balcony, Satellite / Cable

Siesta Key Luxury Siesta Key Home

  • 3 BR/3 BA House (sleeps 6)
    $3,700 - $7,000/month
    per property, Private Pool

Siesta Key Relaxation in Siesta Key

  • 3 BR/3 BA House (sleeps 6) Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace
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