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Siesta Key Vacation Rental Accommodations - Page 1 of 5

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SPECIAL OFFER! Save $$$$ By Booking Summer Sale!! August 18 - October 30

Siesta Key Affordable Vacation on Siesta Key, Beach Front

  • 3 BR/2 BA Condo (sleeps 8)
    $1,660 - $2,142/wk
    per property, beach, town, accept credit card, swimming pool, air-conditioning, internet access, tennis, tennis court, fishing, golf

Siesta Key *Summer Value Deals*, El Presidente, Beautifully Remodeled, Best Beach Location

  • 2 BR/2 BA Condo (sleeps 6)
    $1,193 - $1,631/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Siesta Key Villa 27

  • 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, broadband access, wireless broadband, heated pool

Siesta Key Siesta Key 'A Barrier Island' Florida's Cultural Coast

  • 2 BR/2 BA Condo (sleeps 6)
    $1,665/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing, golf

Siesta Key Villa 28

  • 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, broadband access, wireless broadband, heated pool

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

  • 1 BR/1 BA Townhome (sleeps 3)
    $748 - $1,100/wk
    per property, beach, near the ocean, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Siesta Key Villa 32

  • 2 BR/2 BA Villa (sleeps 4)
    $144 - $227/nt
    $1,008 - $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 Luxury Condo, Direct Beachfront, Phenomenal Views of Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,295 - $1,885/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Siesta Key Siesta Key, FL. Luxury Beachfront Condominium With Spectacular Ocean Views.

  • 2 BR/2 BA Condo (sleeps 6)
    $1,325 - $1,575/wk
    per property, beach, waterfront, swimming pool, air-conditioning, internet access, tennis, tennis court, fishing, golf, linens provided

Siesta Key Morgan - Midnight Cove II 127 - Direct on Little Sarasota Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6)
    $800 - $1,000/wk
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing
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Siesta Key Siesta Key Beach Villa

  • 1 BR/1 BA, 1 half bath Villa (sleeps 4)
    $107/nt
    $748 - $1,059/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Siesta Key Villa 9

  • 2 BR/2 BA Villa (sleeps 5)
    $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 10 South

  • 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 Villa 33

  • 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, broadband access, wireless broadband, heated pool

Siesta Key Spectacular Ocean Front Crystal Sands Condo Aug-Sept available.

  • 2 BR/2 BA Condo (sleeps 6)
    $1,295 - $1,885/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Siesta Key Villa 13

  • 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 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, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis, fishing

Siesta Key Morgan - Crystal Sands 702 Completely Renovated Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, fishing, golf

Siesta Key Newly remodeled on Crescent Beach, Siesta Key!

  • 2 BR/2 BA Condo (sleeps 6)
    $950 - $1,575/wk
    $4,000/month
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, internet access, tennis, fishing, golf

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, swimming pool, air-conditioning, washing machine, pets considered, tennis, fishing, linens provided
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Siesta Key Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa'

  • 3 BR/3 BA Townhome (sleeps 8)
    $340 - $375/nt
    $2,400 - $2,550/wk
    $8,500/month
    per property, beach, village, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

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

  • 3 BR/3 BA Townhome (sleeps 8)
    $350 - $400/nt
    $2,600 - $2,750/wk
    $9,500/month
    per property, beach, village, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Siesta Key Siesta Key Luxurious Beachfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,200 - $1,725/wk
    per property, beach, waterfront, accept credit card, swimming pool, internet access, fishing, golf, satellite or cable, Outdoor-Grill-Charcoal

Siesta Key Sea Spirit Home

  • 3 BR/3 BA House (sleeps 6)
    $1,200 - $2,100/wk
    $3,000 - $5,700/month
    per house, children welcome, pets, private pool, heated pool, adventure, beach, clothes dryer, dish washer

Siesta Key Outstanding Beachview - Beautiful Spacious 3bed/3bath Condo

  • 3 BR/3 BA Condo (sleeps 6)
    $2,260/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, internet access, tennis, tennis court, fishing, golf

Siesta Key Villa 23

  • 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 Gulfside Siesta Key Condo - Fun in the Sun!

  • 2 BR/2 BA Condo (sleeps 6)
    $150 - $300/nt
    $695 - $1,495/wk
    per property, beach, resort, accept credit card, swimming pool, air-conditioning, washing machine, tennis, tennis court, fishing, golf

Siesta Key Gulf Front, Beach Front 2 Bedroom Condo with Heated Pool Tennis at Midnight Cove

  • 2 BR/2 BA Condo (sleeps 6)
    $200 - $400/nt
    $995 - $1,995/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing

Siesta Key Morgan - Crystal 107 - Completely Renovated Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, accept credit card, swimming pool, air-conditioning

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, accept credit card, swimming pool, air-conditioning, washing machine, tennis, fishing, golf
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Siesta Key BOATERS WELCOME! Spacious Condo on Lovely Lagoon Across from Gulf

  • 2 BR/2 BA Condo (sleeps 4)
    $650 - $1,150/wk
    $2,300 - $4,400/month
    per property, near the ocean, resort, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing, golf

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, air-conditioning, pets not allowed, golf

Siesta Key Charming Remodeled Beachfront Condo with Fabulous Views #212

  • 2 BR/2 BA Condo (sleeps 6)
    $850 - $1,325/wk
    per property, beach, near the ocean, accept credit card, air-conditioning, internet access, tennis, fishing, golf, linens provided

Siesta Key Ask about our Fall Discounts for rentals on award winning Crescent Beach

  • 2 BR/2 BA Condo (sleeps 8)
    $1,078 - $1,801/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, tennis, tennis court, fishing, golf

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, swimming pool, air-conditioning, washing machine, internet access, tennis, tennis court, fishing, golf

Siesta Key Siesta Key Siesta Beach; Twin Palms Condo Villa

  • Studio/1 BA Cottage (sleeps 4)
    $75 - $125/nt
    $375 - $625/wk
    $975 - $1,795/month
    per property, beach, resort, accept credit card, swimming pool, air-conditioning, washing machine, internet access, pets considered, tennis

Siesta Key Siesta Sunsets at Fisherman's Cove

  • 2 BR/2 BA Condo (sleeps 6)
    $1,045 - $1,645/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

Siesta Key Beachfront Condo - Three Bedroom - Luxury

  • 3 BR/2 BA Condo (sleeps 8)
    $1,545 - $2,095/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning, internet access, tennis, fishing, golf

Siesta Key Gulf view & steps from beach and village - luxury condo

  • 3 BR/3 BA, 1 half bath Condo (sleeps 8)
    $1,500 - $2,500/wk
    $4,500 - $8,500/month
    per property, beach, village, air-conditioning, washing machine, internet access, pets considered, linens provided, satellite or cable, jacuzzi

Siesta Key Villa 25

  • 2 BR/1 BA Villa (sleeps 6)
    $137 - $219/nt
    $959 - $1,533/wk
    per villa, 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 Villa 36

  • 2 BR/2 BA Villa (sleeps 4)
    $144 - $227/nt
    $1,008 - $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 Villa 18

  • 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 Villa 6

  • 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 Siesta Dunes - 20% Discount off week of July 25th

  • 2 BR/2 BA Condo (sleeps 6)
    $850 - $1,225/wk
    per property, beach, swimming pool, air-conditioning, tennis, tennis court, fishing, golf, linens provided, outdoor hot tub

Siesta Key Siesta Key Beach Condo in Sarasota, Florida with Sweeping Gulf Views

  • 1 BR/1 BA Condo (sleeps 2)
    $836 - $1,177/wk
    per property, beach, accept credit card, swimming pool, air-conditioning, washing machine, internet access, tennis, fishing

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

  • 2 BR/2 BA, 1 half bath Condo (sleeps 4)
    $675 - $1,150/wk
    $2,400 - $3,900/month
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine, tennis, fishing, golf, linens provided

Siesta Key Newly Remodeled Townhouse on Beautiful Siesta Key

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $800 - $1,100/wk
    $2,400 - $3,500/month
    per property, beach, village, swimming pool, air-conditioning, washing machine, tennis, fishing, golf, linens provided

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, children welcome, pets not allowed, adventure, beach, clothes dryer, Deck Furniture, Deck-Wood, dish washer

Siesta Key Villa 19

  • 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 Villa 35

  • 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, broadband access, wireless broadband, heated pool
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