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Siesta Key Vacation Rental Accommodations - Page 1 of 5

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SPECIAL OFFER! 20% - 30% Discounts August 30 - January 2

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
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

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
SPECIAL OFFER! 20%-30% Discounts August 29 - January 30

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
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

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
SPECIAL OFFER! 20%-30% Discounts August 30 - January 30

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
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

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
SPECIAL OFFER! 20% to 30% Discounts August 29 - January 30

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
SPECIAL OFFER! Save $1110.00 for 4 week stay January 2 - January 30

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
SPECIAL OFFER! January 2010 Special January 1 - January 31

Siesta Key Beautifully Renovated Beachfront Condominium on Private Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,193 - $1,631/wk
    per property, beach, waterfront, jacuzzi, tennis court, garden, balcony, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! Special Offer! 20% Off! December 1 - December 18

Siesta Key Relax, Get Away and Enjoy the Siesta Key Lifestyle

  • 3 BR/2 BA House (sleeps 8)
    $1,100 - $1,650/wk
    $3,100 - $5,300/month
    per property, beach, near the ocean, pool, pets considered, air-conditioning, internet access, satellite or cable, TV, fireplace
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SPECIAL OFFER! Save $601.00 on monthly January rental! January 2 - January 30

Siesta Key Island Style Luxury Beach House

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,000/wk
    $6,000 - $6,600/month
    per property, beach, near the ocean, pool, garden, balcony, air-conditioning, internet access, TV, DVD

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 6)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, adventure, air-conditioning, beach, beach chairs, blender, DVD, family, fax

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 6)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, adventure, air-conditioning, beach, beach chairs, blender, dish washer, DVD, family

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 4)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, adventure, air-conditioning, beach, beach chairs, blender, dish washer, DVD, family

Siesta Key 6144 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 6)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, adventure, air-conditioning, beach, beach chairs, blender, dish washer, DVD, family

Siesta Key 6142 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 6)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer

Siesta Key 6142 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer

Siesta Key 6146 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 6)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer

Siesta Key Beach Road #202

  • 2 BR/3 BA, 1 half bath Villa (sleeps 6)
    $1,600 - $2,500/wk
    $4,200 - $6,500/month
    per villa, adventure, beach, clothes dryer, deck wood, dish washer, DVD, family, fishing
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Siesta Key Spectacular Location - Close to Everything!

  • 2 BR/2 BA Condo (sleeps 6)
    $697 - $1,197/wk
    $2,788 - $4,788/month
    per property, near the ocean, resort, sauna, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa': FALL SPECIAL

  • 3 BR/3 BA Townhome (sleeps 8)
    $350 - $400/nt
    $2,600 - $2,900/wk
    $1,000 - $9,500/month
    per property, beach, village, pool, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable

Siesta Key “MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting

  • 2 BR/2 BA Villa (sleeps 6)
    $750 - $1,100/wk
    $2,575 - $3,850/month
    per property, beach, near the ocean, pool, garden, air-conditioning, satellite or cable, TV, parking

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

  • 2 BR/2 BA Condo (sleeps 6)
    $895 - $1,631/wk
    per property, beach, waterfront, jacuzzi, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Sunny, Bright, and Breezy South Siesta Key Condo with Deep-Water Dock

  • 2 BR/2 BA Condo (sleeps 4)
    $750 - $1,000/wk
    $2,400 - $3,800/month
    per property, near the ocean, waterfront, pool, garden, terrace, balcony, air-conditioning, internet access, satellite or cable

Siesta Key Luxury Condominium at Siesta Dunes Beachside

  • 2 BR/2 BA Condo (sleeps 6)
    $1,095 - $1,695/wk
    per property, beach, resort, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD, parking

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

  • 2 BR/2 BA Condo (sleeps 6)
    $846 - $1,526/wk
    per property, beach, waterfront, sauna, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key 2BD/2BA, New Remodel, Crescent Beach, Siesta Key, Sarasota FL, Sleep 6 in Beds

  • 2 BR/2 BA Condo (sleeps 6)
    $875 - $1,575/wk
    $4,000/month
    per property, beach, waterfront, sauna, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Siesta Key, Siesta Beach Front Home -on the Beach!

  • 2 BR/4 BA House (sleeps 8)
    $1,500 - $3,200/wk
    per property, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue

Siesta Key 6144 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 6)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, broadband access, wireless broadband, heated pool
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Siesta Key 6148 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $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 6144 Midnight Pass Rd

  • 2 BR/2 BA House (sleeps 4)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per house, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, coffee grinder

Siesta Key 6142 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 6)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer

Siesta Key Sal Del Mar

  • 4 BR/3 BA House (sleeps 8)
    $2,200 - $2,775/wk
    $4,100 - $6,000/month
    per house, coffee maker, children welcome, pets, broadband access, private pool, adventure, beach, blender

Siesta Key Romantic Beachfront Condo with Full Ocean Views #304

  • 1 BR/1 BA Condo (sleeps 4)
    $750 - $1,099/wk
    per property, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, parking, barbecue

Siesta Key House of Sun - Gulf View Condo - 3rd Level - 2 BR/2 BA - Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $150 - $400/nt
    $195 - $1,795/wk
    per property, beach, waterfront, pool, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key All NEW! Beautiful and Luxurious! across from Crescent Beach!

  • 2 BR/2 BA Townhome (sleeps 6)
    $895 - $1,231/wk
    per property, beach, resort, sauna, tennis court, balcony, fitness room, air-conditioning, internet access, satellite or cable

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 Spacious Siesta Key Beachfront Penthouse with Open Balcony

  • 1 BR/1 BA Condo (sleeps 4)
    $990 - $1,390/wk
    per property, beach, waterfront, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 6)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, wireless broadband, heated pool, adventure
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Siesta Key 6144 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $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 Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa': FALL SPECIAL

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

Siesta Key Siesta Key Elegant Townhouse Gulfview from Roof top terrace/ short walk to beach

  • 2 BR/3 BA Townhome (sleeps 4)
    $1,400 - $1,600/wk
    $4,000 - $4,600/month
    per property, beach, near the ocean, jacuzzi, terrace, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 6)
    $144 - $227/nt
    $1,008 - $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 6146 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $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 6148 Midnight Pass Rd

  • 1 BR/2 BA Condo (sleeps 4)
    $170 - $265/nt
    $1,190 - $1,855/wk
    per condo, coffee maker, toaster, children welcome, suitable for elderly or infirm, pets not allowed, wireless broadband, heated pool, adventure

Siesta Key 6146 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 6)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, coffee maker, toaster, children welcome, pets not allowed, dialup access, wireless broadband, heated pool, adventure

Siesta Key 6146 Midnight Pass Rd

  • 2 BR/2 BA House (sleeps 4)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per house, children welcome, pets not allowed, dialup access, wireless broadband, adventure, air-conditioning, beach, clothes dryer

Siesta Key 6150 Midnight Pass Rd

  • 2 BR/2 BA Villa (sleeps 4)
    $144 - $227/nt
    $1,008 - $1,589/wk
    per villa, adventure, air-conditioning, beach, beach chairs, blender, dish washer, DVD, family

Siesta Key 6142 Midnight Pass Rd

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $298/nt
    $1,302 - $2,086/wk
    per condo, adventure, air-conditioning, balcony, beach, beach chairs, blender, clothes dryer, dish washer
Back to Top
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