Siesta Key Rentals

54 Properties, sort by: 
Refine Your Search Start a New Search
Find by availability dates:
and/or by weekly rental rate (in $ USD)
Current Criteria:
(remove all criteria)

Siesta Key condo rental - Living Room
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • waterfront
  • accept credit card
Rates per property (USD)
$915 - $1,325/week
Siesta Key condo rental - Fisherman's Cove Condo - Beachfront on Siesta Key
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$995 - $1,645/week
Siesta Key condo rental - Aerial View
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$1,250 - $1,575/week
Siesta Key condo rental - A view of our condo building we are on the beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$150 - $300/night
$795 - $1,495/week
Siesta Key condo rental - Our beautiful living room has views of the ocean
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,195 - $1,995/week
$3,995 - $6,995/month
Siesta Key condo rental - Beach View from Lanai
2 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$145/night
$886/week
$2,990/month
SPECIAL OFFER! Save Big Bucks on Christmas Week 2008 (December 20 - December 27)
Siesta Key condo rental - Best view and location on Siesta Key
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Half Baths
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$980 - $1,495/week
$3,885/month
Special Offer
Siesta Key condo rental - Come To Paradise!
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Siesta Key condo rental - House of Sun is direct ocean front.
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$200 - $300/night
$995 - $1,495/week
$2,995 - $5,200/month
Siesta Key condo rental - View of new kitchen, JennAir stainless appliances
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,295 - $1,885/week
Siesta Key condo rental - View from Screened Lanai with table and chairs
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,295 - $1,885/week
Siesta Key condo rental - Full ocean front view from your private lanai
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,295 - $1,885/week
Siesta Key condo rental - Peaceful ocean front morning view
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,295 - $1,885/week
Siesta Key condo rental - Complete 180 degree view of Gulf from lanai
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,295 - $1,885/week
Siesta Key condo rental - View of building & pool, from beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,210 - $1,701/week
Siesta Key house rental - Charming canal front home-Siesta Village
2 Bedrooms, Sleeps 7
  • House
  • 2 Bathrooms
  • village, waterfront
  • swimming pool
Rates per property (USD)
$1,200 - $1,350/week
$5,000 - $5,200/month
Siesta Key condo rental - North Beach View
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$157/night
$1,099/week
Siesta Key townhome rental - View of from Balcony of Resort Marina
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$129 - $200/night
$900 - $1,400/week
Siesta Key condo rental - Cozy Cove from Blind Pass
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms, 1 Half Bath
  • near the ocean, waterfront
  • swimming pool
Siesta Key condo rental - Beach at Condo
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,050 - $1,500/week
Siesta Key condo rental - Balcony View
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom, 1 Half Bath
  • beach, waterfront
  • accept credit card
Siesta Key condo rental - Enjoy coffee on terrace while watching passersby.
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$105 - $250/night
$500 - $1,075/week
$1,100 - $4,000/month
Siesta Key condo rental
2 Bedrooms, Sleeps 7
  • Condo
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$900 - $1,795/week
Siesta Key condo rental - Cozy Nest Across from Turtle Beach
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • near the ocean, waterfront
  • swimming pool
Rates per property (USD)
$650 - $1,000/week
$2,100 - $3,800/month
Siesta Key condo rental - The best part of Cresent Beach
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom, 1 Half Bath
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$1,495 - $1,995/week
$4,995 - $6,995/month
SPECIAL OFFER! Now Available December to April (December 1 - April 15)
Siesta Key condo rental - Water View From unit
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Special Offer
Siesta Key condo rental - Screened Lanai
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,200 - $1,725/week
Siesta Key condo rental - Gulf/beach view
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$895 - $1,595/week
$6,061/month
Siesta Key condo rental - The heated pool is directly on the beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
Siesta Key house rental - Beach House
2 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$1,450 - $3,000/week