sun beach ocean sail pool sunset disney dolphin

Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Siesta Key Vacation Rentals

Siesta Key Vacation Rental Accommodations - Page 1 of 7

Go to page 1 2 3 4 5 6 7 (1-50 of 336) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! 10% off the weeks of 8/25,9/1,9/15,9/22 August 18 - September 29

Siesta Key Five Star Beachfront Condo, romantic and luxurious

  • 2 BR/1 BA, 1 half bath Condo (sleeps 5)
    $1,495 - $1,995/wk
    $4,995 - $6,995/month
    per property, beach, waterfront, pool, tennis court, balcony, fitness room, air-conditioning, internet access, satellite or cable

Siesta Key Spectacular Siesta Key Gulf Views. Quiet and Comfortable NonSmoking Condo.

  • 2 BR/2 BA Condo (sleeps 6)
    $1,295 - $1,790/wk
    per property, accept credit card, beach, waterfront, tennis court, terrace, air-conditioning, internet access, satellite or cable, TV

Siesta Key Stunning Ocean Views * Magnificent Sunsets * Beachfront Condo

  • 2 BR/2 BA Condo (sleeps 5)
    $799 - $899/wk
    per property, beach, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Direct Beach Front 3BR 2 BA Villa Near Siesta Key Village

  • 3 BR/2 BA Villa (sleeps 8)
    $1,600 - $2,200/wk
    per property, beach, waterfront, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Charming Key West style condo with 'Super Summer Rates'

  • 2 BR/2 BA Condo (sleeps 6)
    $895 - $1,355/wk
    $3,580 - $5,420/month
    per property, beach, near the ocean, pool, tennis court, fitness room, air-conditioning, internet access, satellite or cable, TV

Siesta Key !Morgan - Crystal Sands 803 - Direct Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,700 - $2,500/wk
    per property, accept credit card, beach, waterfront, pool, tennis court, air-conditioning, internet access, satellite or cable, TV

Siesta Key 10% off of 2012! Beautiful Spacious Home by canal near Village & Beach!

  • 3 BR/2 BA House (sleeps 6)
    $175 - $250/nt
    $1,095 - $1,295/wk
    $2,995 - $3,995/month
    per property, beach, waterfront, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key BEAUTIFUL WATERFRONT CANAL Bring your boat! Beach access, Monthly rentals

  • 1 BR/2 BA Condo (sleeps 4)
    $2,150 - $3,000/month
    per property, accept credit card, near the ocean, waterfront, pool, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Deluxe Town home - Garden Apartment, Private Pool

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

Siesta Key Upscale - Beachfront One Bedroom Condo at Fisherman's Cove

  • 1 BR/1 BA Condo (sleeps 4)
    $890/wk
    per property, accept credit card, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD
Back to Top

Siesta Key 2-Bedroom - Beachfront Condo - Luxury - Directly on Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,325/wk
    per property, beach, waterfront, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Gulf & Bay Bayside 3 BR w/ Bay Views

  • 3 BR/2 BA Townhome (sleeps 6)
    $1,255 - $1,645/wk
    per property, accept credit card, beach, resort, sauna, tennis court, balcony, fitness room, air-conditioning, internet access

Siesta Key Resort across from Crescent Beach! All NEW!

  • 2 BR/2 BA Townhome (sleeps 6)
    $985 - $1,355/wk
    per property, accept credit card, beach, resort, sauna, tennis court, balcony, fitness room, air-conditioning, internet access

Siesta Key AT THE BEACH - Where Tomorrow is Just Another Day in Paradise

  • 2 BR/2 BA Apartment (sleeps 6)
    $995 - $1,495/wk
    $3,781 - $5,681/month
    per property, accept credit card, beach, near the ocean, air-conditioning, internet access, satellite or cable, TV, DVD, fireplace

Siesta Key AT THE BEACH - Where Tomorrow is Just Another Day in Paradise

  • 2 BR/1 BA Apartment (sleeps 5)
    $795 - $1,195/wk
    $3,021 - $4,531/month
    per property, accept credit card, beach, near the ocean, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key AT THE BEACH - Where Tomorrow is Just Another Day in Paradise

  • 1 BR/2 BA Apartment (sleeps 4)
    $695 - $1,095/wk
    $2,400 - $3,995/month
    per property, accept credit card, beach, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key El Presidente, Beautifully Remodeled, Best Beach Location, *Great Special Rates*

  • 2 BR/2 BA Condo (sleeps 6)
    $1,050 - $1,550/wk
    per property, accept credit card, beach, waterfront, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key PALM BAY CLUB PRIVATE BEACH 3 MIN. 3 DOORS FROM POOL JACUZZI,FISHING PIER VIEW D

  • 2 BR/2 BA Condo (sleeps 6)
    $165 - $250/nt
    $850 - $1,600/wk
    $3,400 - $5,200/month
    per property, beach, near the ocean, pool, jacuzzi, sauna, tennis court, balcony, fitness room, air-conditioning

Siesta Key Bring your boat! Palm Island getaway on Siesta Key. 2 blocks to #1 beach!

  • 2 BR/2 BA House (sleeps 6)
    $900 - $1,200/wk
    $3,000 - $4,000/month
    per property, beach, village, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

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

  • 2 BR/2 BA Condo (sleeps 4)
    $995 - $1,545/wk
    $3,708 - $5,562/month
    per property, accept credit card, beach, resort, tennis court, balcony, internet access, satellite or cable, TV, DVD
Back to Top

Siesta Key Sunny Siesta Key Home. Walk to beach!

  • 2 BR/2 BA House (sleeps 4)
    $800 - $1,200/wk
    $3,000 - $4,000/month
    per property, accept credit card, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Siesta Jewel Villa, Walk to the Beach and Village...or hang by the pool!

  • 1 BR/1 BA Villa (sleeps 4)
    $95/nt
    $595 - $925/wk
    $3,200/month
    per property, accept credit card, beach, village, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key Siesta Key Waterfront Condo 2BR 2BA - November is Your Next Chance to Stay Here!

  • 2 BR/2 BA Condo (sleeps 4)
    $865 - $1,275/wk
    per property, accept credit card, resort, waterfront, pool, tennis court, air-conditioning, internet access, satellite or cable, TV

Siesta Key Beachfront Condos - 1, 2 or 3 BR - Luxury - Fisherman's Cove on Siesta Key - 3 Bedroom Unit 310B

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

Siesta Key Siesta Key, Siesta Beach, Twin Palms, Condo, Villa, Rental

  • Studio/1 BA Villa (sleeps 2)
    $85 - $130/nt
    $510 - $780/wk
    $1,683 - $2,574/month
    per property, accept credit card, beach, village, garden, air-conditioning, internet access, satellite or cable, TV, parking

Siesta Key Fabulous Crescent Beach Condo on Siesta Key

  • 3 BR/2 BA Condo (sleeps 5)
    $1,995 - $2,900/wk
    $7,600 - $9,500/month
    per property, accept credit card, beach, waterfront, terrace, balcony, fitness room, air-conditioning, internet access, satellite or cable

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)
    $550/nt
    $2,995/wk
    $8,950/month
    per property, accept credit card, beach, village, pool, garden, terrace, balcony, pets considered, air-conditioning

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, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key !Morgan - Crystal Sands 107 - Direct Oceanfront (Only 1st Floor Rental)

  • 2 BR/2 BA Condo (sleeps 6)
    $1,700 - $2,500/wk
    per property, accept credit card, beach, waterfront, pool, tennis court, balcony, air-conditioning, internet access, satellite or cable

Siesta Key Welcome to Sugarland, Your Dream Home Directly on the Beach!

  • 2 BR/2 BA Condo (sleeps 6)
    $3,200 - $6,200/month
    per property, beach, waterfront, pool, tennis court, fitness room, air-conditioning, internet access, satellite or cable, TV
Back to Top

Siesta Key Beachwalk -- Luxury Townhouse

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

Siesta Key Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental

  • 2 BR/2 BA Condo (sleeps 6)
    $1,435/wk
    per property, beach, waterfront, sauna, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV

Siesta Key Nice Condo, in a great location across from beautiful Seista Key Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $450 - $875/wk
    $1,600 - $3,100/month
    per property, beach, near the ocean, sauna, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Siesta Key !Morgan - Crystal Sands Villa 4 - Private Garage

  • 2 BR/2 BA Condo (sleeps 6)
    $1,200 - $1,800/wk
    per property, beach, near the ocean, waterfront, pool, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key !Morgan - Crystal Sands 702 - Direct Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,700 - $2,500/wk
    per property, accept credit card, beach, waterfront, pool, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Gulf Front -Come to Paradise with Southern Hospitality

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

Siesta Key Best bang for your buck! Gulf side, Villa,Pool,WIFI,Chairs,Patio

  • 1 BR/1 BA Villa (sleeps 4)
    $650 - $930/wk
    $1,800 - $3,600/month
    per property, accept credit card, beach, village, pool, garden, terrace, air-conditioning, internet access, satellite or cable

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

  • 3 BR/2 BA House (sleeps 8)
    $1,250 - $1,750/wk
    $3,350 - $5,450/month
    per property, near the ocean, pool, pets considered, air-conditioning, internet access, satellite or cable, TV, fireplace

Siesta Key Beachfront Luxury Condo Overlooking Gulf with Lowest Price Guarantee

  • 2 BR/2 BA Condo (sleeps 5)
    $925 - $1,500/wk
    per property, beach, near the ocean, balcony, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue

Siesta Key Morgan - Crystal Sands 208 - Direct Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $1,500 - $2,300/wk
    per property, pool, tennis court, air-conditioning, internet access, satellite or cable, TV, DVD, parking
Back to Top

Siesta Key Custom Waterfront Estate

  • 4 BR/2 BA House (sleeps 10)
    $1,800 - $2,000/wk
    $5,700 - $6,400/month
    per property, sauna, air-conditioning, internet access, satellite or cable, DVD

Siesta Key Luxury Beach Condo with Water Views

  • 2 BR/1 BA, 1 half bath Condo (sleeps 4)
    $810 - $1,100/wk
    $3,240 - $4,400/month
    per property, beach, resort, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Siesta Key Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor

  • 2 BR/2 BA Condo (sleeps 6)
    $1,145 - $1,645/wk
    per property, accept credit card, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, parking

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

  • 3 BR/3 BA Apartment (sleeps 10)
    $1,350/wk
    per property, accept credit card, beach, village, pool, balcony, pets considered, air-conditioning, internet access, satellite or cable

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

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

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

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

Siesta Key Deluxe Town home, Private Pool

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 12)
    $2,120/wk
    per property, accept credit card, beach, village, pool, jacuzzi, balcony, air-conditioning, internet access, satellite or cable

Siesta Key Deluxe 3-Bedroom Town home, Private Pool, Siesta Village-close to Crescent Beach

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,495/wk
    per property, accept credit card, beach, village, pool, jacuzzi, balcony, air-conditioning, internet access, satellite or cable

Siesta Key Beachfront - 3 Bedroom Condo - Upscale

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

Siesta Key Beachfront Condo - Three Bedroom - Luxury

  • 3 BR/2 BA Condo (sleeps 8)
    $1,545/wk
    per property, accept credit card, beach, waterfront, air-conditioning, internet access, satellite or cable, TV, DVD, parking
Back to Top
Go to page 1 2 3 4 5 6 7 (1-50 of 336) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.