Check out these rentals when searching for the perfect Florida South Central Gulf Coast vacation rental: Anna Maria Island rentals, Cape Coral rentals, Captiva Island condos, Fort Myers villas, Fort Myers Beach condos, Gasparilla Area rentals, Longboat Key beach rentals, North Captiva Island beach rentals, Port Charlotte apartments, Rotonda West apartments, Sanibel Island condos, Sarasota villas, and Venice lodging!

Siesta Key Rentals

Go to page 1 2 3 4 5 6 7 (1-15 of 162) Next Last
Sort by: Show rentals per page

Couples Bayside Paradise on Siesta Key Sarasota, FL 7 Night Minimum — Property 316221

  • Townhome
  • 1 bedroom, sleeps 3
  • 1 bathroom
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$748 - $1,159/week

Siesta Key, Sarasota, Florida - Gulf Vacation Crescent Beach — Property 177476

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$950 - $1,100/week

Siesta Sunsets at Fisherman's Cove — Property 202264

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$995 - $1,645/week

Tranquil, quaint on private street, bayfront, beach access — Property 189055

  • Villa
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, near the ocean
  • swimming pool
Rates per property (USD)
$850 - $1,200/week
$2,800 - $4,000/month

Siesta Key 2 BR-2 Bth, Condo-beachfront, sleeps 6, — Property 321224

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,435 - $1,927/week

Sophistication, Style & Serenity on Siesta Key: 'Casa de Mariposa' — Property 170576

  • Townhome
  • 3 bedrooms, sleeps 8
  • 3 bathrooms
  • beach, village
  • accept credit card
Rates per property (USD)
$300 - $400/night
$2,300 - $2,800/week
$8,500 - $10,000/month

Spacious Siesta Key Beachfront Penthouse with Open Balcony — Property 400317

  • Condo
  • 1 bedroom, sleeps 4
  • 1 bathroom
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$990 - $1,290/week

El Presidente, Remodeled, Beautiful, Net Access, *Best Beach Location* — Property 138447

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, near the ocean
  • swimming pool
Rates per property (USD)
$1,145 - $1,650/week

Siesta Key, FL. Luxury Beachfront Condominium With Spectacular Ocean Views. — Property 173043

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • swimming pool
Rates per property (USD)
$1,250 - $1,575/week
SPECIAL OFFER! 2 BR condo with oceanview - from $995 wk May 29 - December 20

Siesta Key 2 Bedroom Luxury Condo with Heated Pools, Tennis & White Sand Beaches — Property 85153

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$995 - $1,495/week

Siesta Key Vacation Rental at Siesta Sands Beach Resort — Property 176748

  • Condo
  • 1 bedroom, sleeps 6
  • 1 bathroom, 1 half bath
  • beach, resort
  • accept credit card
Rates per property (USD)
$600 - $1,175/week

Outstanding Beachview - Beautiful Spacious 3bed/3bath Condo — Property 184010

  • Condo
  • 3 bedrooms, sleeps 6
  • 3 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,920 - $2,450/week
$7,680 - $9,800/month

Spectacular Location - Close to Everything! — Property 172205

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean, resort
  • swimming pool
Rates per property (USD)
$797 - $1,197/week
$3,188 - $4,788/month
SPECIAL OFFER! $995+ per week, $3,500+ per month April 29 - January 31

Direct Oceanfront, Renovated, Luxury 2 Bedroom Condo with heated Pool and Tennis — Property 172373

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$1,195 - $1,795/week
$3,500 - $6,995/month
Go to page 1 2 3 4 5 6 7 (1-15 of 162) Next Last

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

© Copyright 2006-Present HomeAway.com, Inc. All rights reserved.