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Siesta Key Vacation Rental Accommodations - Page 1 of 5

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Siesta Key NEWEST Beachfront Property - Luxury Penthouse!

  • 2 BR/2 BA Condo (sleeps 4)
    $1,595/wk
    $7,000 - $7,900/month
    per property, beach, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Beach - Private Beach Access at the Shells Villa (Townhome)

  • 3 BR/2 BA, 1 half bath Villa (sleeps 8)
    $1,200 - $1,750/wk
    $3,000 - $5,600/month
    per property, beach, village, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Siesta Key El Presidente Renovated Beachfront Condo on White Sand Beach-DISCOUNTS

  • 2 BR/2 BA Condo (sleeps 6)
    $1,193 - $1,631/wk
    per property, beach, waterfront, jacuzzi, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Great Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf

  • 3 BR/2 BA Condo (sleeps 8)
    $1,395/wk
    per property, near the ocean, pool, air-conditioning, internet access, satellite or cable, TV

Siesta Key Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool

  • 2 BR/2 BA Apartment (sleeps 6)
    $885 - $1,210/wk
    per property, beach, village, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Siesta Key Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool

  • 1 BR/1 BA Apartment (sleeps 4)
    $600 - $825/wk
    per property, beach, village, pool, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Siesta Key Deluxe Town home, Private Pool 1-4 Bedrooms

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 12)
    $1,495 - $2,045/wk
    per property, beach, village, pool, jacuzzi, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Deluxe Town home, Private Pool, 1-4 Bedrooms

  • 1 BR/1 BA Condo (sleeps 4)
    $625 - $900/wk
    per property, near the ocean, resort, pool, jacuzzi, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Beachfront Condo - Three Bedroom - Luxury

  • 3 BR/2 BA Condo (sleeps 8)
    $1,545 - $2,095/wk
    per property, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, parking, barbecue

Siesta Key Siesta Sunsets at Fisherman's Cove

  • 2 BR/2 BA Condo (sleeps 6)
    $1,045 - $1,645/wk
    per property, beach, waterfront, pool, balcony, air-conditioning, internet access, satellite or cable, TV, DVD
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Siesta Key Crystal Sands Villa #7-Beachside Villa on Beautiful Crescent Beach- Fall Special

  • 2 BR/2 BA Villa (sleeps 6)
    $900 - $1,250/wk
    per property, beach, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Poolside Villa - Polynesian Gardens

  • 2 BR/1 BA, 1 half bath Villa (sleeps 4)
    $900 - $950/wk
    $3,600 - $3,800/month
    per property, beach, near the ocean, pool, garden, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Villa (sleeps 6)
    $150 - $227/nt
    $1,050 - $1,589/wk
    per villa, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Villa (sleeps 6)
    $150 - $227/nt
    $1,050 - $1,589/wk
    per villa, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Condo (sleeps 6)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, wireless broadband, heated pool, adventure

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Condo (sleeps 6)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool

Siesta Key 6148 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Condo (sleeps 4)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, pets not allowed, wireless broadband, heated pool, adventure, air-conditioning

Siesta Key Charming Pool-Front Villa across from Crescent Beach

  • 3 BR/2 BA Villa (sleeps 6)
    $900/wk
    $4,000/month
    per property, beach, near the ocean, air-conditioning, satellite or cable, TV, DVD, parking

Siesta Key First Floor Condo Right on Siesta Key Beach

  • 3 BR/2 BA Condo (sleeps 6)
    $3,200 - $6,100/month
    per property, beach, resort, pool, tennis court, fitness room, air-conditioning, internet access, satellite or cable, TV
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Siesta Key Five Star Beachfront Condo, romantic and luxurious

  • 2 BR/1 BA, 1 half bath Condo (sleeps 4)
    $1,495 - $1,995/wk
    $4,995 - $6,995/month
    per property, beach, waterfront, tennis court, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key 'Casa de Mariposa': 1 minute Walk to #2 Beach-Gulf Views!

  • 3 BR/3 BA Townhome (sleeps 8)
    $350 - $400/nt
    $2,600 - $2,900/wk
    $10,000 - $11,000/month
    per property, beach, village, pool, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable

Siesta Key Private Vacation Getaway, Pool, Beaches, Restaurants, Golf, Shopping

  • 3 BR/2 BA House (sleeps 8)
    $1,100/wk
    $3,000/month
    per property, beach, village, pool, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Spacious Condo on Lovely Lagoon Across from Gulf

  • 2 BR/2 BA Condo (sleeps 4)
    $650 - $1,150/wk
    $3,500 - $4,400/month
    per property, near the ocean, resort, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Siesta Dunes - Week of April 10th Still Available

  • 2 BR/2 BA Condo (sleeps 6)
    $850 - $1,225/wk
    per property, beach, pool, tennis court, air-conditioning, TV, DVD

Siesta Key Newly Remodeled Townhouse on Beautiful Siesta Key

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $800 - $1,100/wk
    $3,500/month
    per property, beach, village, pool, tennis court, balcony, air-conditioning, satellite or cable, TV, DVD

Siesta Key Siesta Key Vacation Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,050 - $1,350/wk
    per property, beach, town, pool, air-conditioning, satellite or cable, TV

Siesta Key 1 Minute Walk to #2 Beach: Gulf Views

  • 3 BR/3 BA Townhome (sleeps 8)
    $300 - $375/nt
    $2,400 - $2,700/wk
    $9,500 - $10,000/month
    per property, beach, village, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Siesta Key Spectacular Location - Close to Everything!

  • 2 BR/2 BA Condo (sleeps 6)
    $797 - $1,197/wk
    $3,188 - $4,788/month
    per property, near the ocean, resort, sauna, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key SPECTACULAR Siesta Key Gulf Views. Quiet and Comfortable Condo.

  • 2 BR/2 BA Condo (sleeps 6)
    $1,375 - $1,575/wk
    per property, beach, waterfront, sauna, tennis court, terrace, air-conditioning, internet access, satellite or cable, TV
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Siesta Key HUGE 6/8 person Boutique Condo-Siesta Key Crescent Beach-Travel Chnl Best Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $2,027/wk
    per property, beach, waterfront, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Siesta Key Boutique Condo on Crescent Beach - Travel Channel rated Best beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,631/wk
    per property, beach, pool, tennis court, terrace, balcony, air-conditioning, internet access, TV

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Villa (sleeps 6)
    $150 - $227/nt
    $1,050 - $1,589/wk
    per villa, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, wireless broadband, heated pool, adventure

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Condo (sleeps 4)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, pets not allowed, wireless broadband, heated pool, adventure, air-conditioning

Siesta Key Island House Beach Resort

  • 2 BR/2 BA Condo (sleeps 4)
    $194 - $298/nt
    $1,358 - $2,086/wk
    per condo, children welcome, pets not allowed, dialup access, wireless broadband, adventure, air-conditioning, beach, clothes dryer

Siesta Key Spacious Siesta Key Beachfront Penthouse with Open Balcony

  • 1 BR/1 BA Condo (sleeps 4)
    $990 - $1,490/wk
    per property, beach, waterfront, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Penthouse Condo on Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,295 - $1,885/wk
    per property, beach, waterfront, pool, balcony, air-conditioning, internet access, satellite or cable, DVD

Siesta Key Luxury Beach Cottage

  • 1 BR/1 BA Cottage (sleeps 2)
    $1,500 - $2,000/wk
    per property, beach, resort, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, parking

Siesta Key Couples Bayside Paradise on Siesta Key Sarasota, FL 7 Night Minimum

  • 1 BR/1 BA Townhome (sleeps 3)
    $798/wk
    per property, beach, near the ocean, sauna, tennis court, fitness room, air-conditioning, internet access, satellite or cable, TV

Siesta Key Beautiful Gulf Front Condo-Ocean View **Rates Reduced**

  • 2 BR/2 BA Condo (sleeps 6)
    $845 - $1,526/wk
    per property, beach, waterfront, sauna, balcony, air-conditioning, internet access, satellite or cable, TV, DVD
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Siesta Key Siesta Key 'A Barrier Island' Florida's Cultural Coast

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, pool, pool, air-conditioning, internet access, satellite or cable, DVD

Siesta Key Siesta Key, luxury villa, heated private pool, close to beach

  • 4 BR/2 BA Villa (sleeps 6)
    $946 - $1,232/wk
    per property, near the ocean, village, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Enjoy Awesome Views - Beachfront - Tennis/Heated Pool - Weekly Rental

  • 2 BR/2 BA Condo (sleeps 6)
    $1,251 - $1,854/wk
    per property, beach, waterfront, sauna, tennis court, air-conditioning, satellite or cable, TV, DVD, parking

Siesta Key Beachwalk -- Luxury Townhouse

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,495 - $2,045/wk
    per property, beach, village, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Siesta Key Siesta Beach; Twin Palms Condo Villa

  • Studio/1 BA Villa (sleeps 2)
    $85 - $130/nt
    $445 - $695/wk
    $1,275 - $2,150/month
    per property, beach, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Waterfront Condo on Blind Pass, Siesta Key-Sarasota, FL -

  • 2 BR/2 BA, 1 half bath Condo (sleeps 4)
    $1,150/wk
    $3,900/month
    per property, near the ocean, waterfront, balcony, air-conditioning, satellite or cable, TV, DVD, parking, barbecue

Siesta Key Island House Beach Resort

  • 2 BR/1 BA, 1 half bath Villa (sleeps 6)
    $143 - $219/nt
    $1,001 - $1,533/wk
    per villa, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool

Siesta Key Awesome Siesta Key Beach Gulf Front Condo in Siesta Dunes

  • 2 BR/2 BA Condo (sleeps 6)
    $1,325 - $1,797/wk
    per property, beach, near the ocean, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Awesome Siesta Key 1st Floor Condo-Siesta Dunes on the Gulf

  • 2 BR/2 BA Condo (sleeps 6)
    $1,080 - $1,494/wk
    per property, beach, tennis court, garden, air-conditioning, internet access, satellite or cable, DVD, parking

Siesta Key Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex

  • 2 BR/2 BA Condo (sleeps 4)
    $950 - $1,450/wk
    $3,420 - $5,220/month
    per property, beach, resort, tennis court, balcony, internet access, satellite or cable, TV, DVD, parking
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