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 6

Go to page 1 2 3 4 5 6 (1-50 of 280) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! discounted beachhouse on Siesta Key!! May 26 - August 31

Siesta Key Charming Gulf front 1916 Siesta Key Beach House with Gazebo

  • 2 BR/2 BA House (sleeps 6) Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, barbecue, Fireplace
SPECIAL OFFER! Off season discount July 13 - September 30

Siesta Key Siesta Key Beach #1 in USA steps to Banyan Tree Beach Resort 'Key West' unit

  • 2 BR/2 BA House (sleeps 6) Beach, Village, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Luxury Home, Beauty In The Heart Of Siesta Key!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $2,400 - $3,500/wk
    $10,286 - $15,000/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Lovely Apartment - Walk to Beach, shops, bars & restaurants

  • 1 BR/1 BA Apartment (sleeps 2)
    $80 - $90/nt
    $429 - $699/wk
    per property, Beach, Village, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Elegant Two Story Townhouse - Three Bedroom, Close to the Beach and Siesta Vi

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,950 - $3,000/wk
    $8,357 - $12,857/month
    per property, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,250 - $1,943/wk
    per property, accept credit card, Beach, Waterfront, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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, Satellite / Cable, Television, DVD Player

Siesta Key Morgan - Crystal Sands #607 - Completely Renovated 2 Bedroom / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key A Brief Walk to Siesta Key Village and the Beach...

  • 2 BR/2 BA Condo (sleeps 6)
    $165 - $250/nt
    $1,300/wk
    $4,750/month
    per property, accept credit card, Beach, Near The Ocean, Town, Village, Waterfront, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Beautiful Home with Private Pool and Jacuzzi

  • 2 BR/1 BA House (sleeps 6) Near The Ocean, Town, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,425/wk
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Great Tropical Retreat, heated pool, WIFI, affordable

  • 1 BR Villa (sleeps 4)
    $580 - $650/wk
    $2,100 - $2,500/month
    per property, Beach, Village, Communal Pool, Lawn / Garden, terrace, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/1 BA Apartment (sleeps 5) accept credit card, Beach, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Island Home in Paradise

  • 3 BR/2 BA House (sleeps 8) accept credit card, wheelchair accessible, Near The Ocean, Waterfront, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable

Siesta Key BEAUTIFUL GULF-FRONT CONDO- THE BEST FOR LESS!

  • 2 BR/2 BA Condo (sleeps 4)
    $1,200 - $1,700/wk
    $6,400 - $6,800/month
    per property, Beach, Near The Ocean, Village, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Siesta Key Luxury Condo Across the Street from the Beaches

  • 2 BR/1 BA Condo (sleeps 6) accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Siesta Key Boutique Condo on Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $1,150 - $1,250/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Town, Village, Private Pool, Tennis Court, Balcony, Air Conditioning, Satellite / Cable

Siesta Key Sensational Condo & Fantastic Resort Amenities!

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, Beach, Near The Ocean, Resort, Tennis Court, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Siesta Key Siesta Key Penthouse Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $2,500 - $4,200/month
    per property, Beach, Communal Pool, Television

Siesta Key Quiet and comfortable condo near Turtle Beach on Siesta Key

  • 2 BR/2 BA Condo (sleeps 5)
    $550/wk
    $2,000/month
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Luxury Siesta Key Canal Front Home with Pool & Spa / Walk to Beach !!

  • 4 BR/2 BA, 1 half bath House (sleeps 12) accept credit card, Beach, Near The Ocean, Waterfront, Private Pool, Communal Pool, Jacuzzi, Balcony, pets considered, Air Conditioning

Siesta Key Morgan - Crystal Sands #608 - Completely Renovated 2 Bed / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Crystal Sands #208 - Updated 2 Bedroom/2 Bath, all new furnishings

  • 2 BR/2 BA Condo (sleeps 6)
    $272/nt
    $1,600 - $2,300/wk
    $6,857 - $9,857/month
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Crystal Sands #702 - Completely Renovated 2 Bedroom / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $272/nt
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Crystal Sands #504 - Completely Renovated 2 Bedroom / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $272/nt
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Crystal Sands #206 - Completely Renovated 2 Bedroom / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $272/nt
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Island Style Luxury Beach House

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,000/wk
    $6,800/month
    per property, accept credit card, Beach, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Television

Siesta Key Fabulous Crescent Beach Condo on Siesta Key

  • 3 BR/2 BA Condo (sleeps 6)
    $1,995 - $2,900/wk
    $7,800 - $9,900/month
    per property, accept credit card, Beach, Waterfront, Communal Pool, terrace, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Siesta Key Bring your boat and kayaks! Palm Island home 2 blocks to beach!!

  • 2 BR/2 BA House (sleeps 6)
    $900 - $1,200/wk
    $3,000 - $4,000/month
    per property, Beach, Near The Ocean, Village, Waterfront, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Morgan - Crystal Sands #1107 - Completely Renovated 2 Bed / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Siesta Key Beach Cottage Across The Street From #1 Beach In USA

  • 1 BR/1 BA Cottage (sleeps 2)
    $800 - $1,000/wk
    $2,800 - $3,400/month
    per property, accept credit card, Beach, Near The Ocean, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key 5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !)

  • 2 BR/1 BA, 1 half bath Condo (sleeps 5)
    $1,495/wk
    $3,995 - $6,995/month
    per property, Resort, Village, Communal Pool, Sauna, Tennis Court, terrace, Balcony, Fitness Room / Equipment, Air Conditioning

Siesta Key Spacious, updated Pool Home close to Siesta Key Beach

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,400 - $1,600/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Private Pool, Lawn / Garden, Terrace, Air Conditioning, Internet, Satellite / Cable

Siesta Key 2 Bedroom, 2 Baths Apartment, private Beach access, heated Pool

  • 2 BR/2 BA Apartment (sleeps 6)
    $1,100 - $1,300/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Lawn / Garden, Terrace, Air Conditioning, Internet, Satellite / 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, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

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

  • 2 BR/2 BA Condo (sleeps 6)
    $550 - $1,025/wk
    $1,800 - $3,800/month
    per property, Beach, Near The Ocean, Sauna, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Charming Key West style condo with Free US Calls

  • 2 BR/2 BA Condo (sleeps 6)
    $800 - $1,355/wk
    $3,200 - $5,420/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Siesta Key Penthouse Condo on Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 5)
    $1,500 - $1,800/wk
    per property, accept credit card, Beach, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key #1 minute Siesta Key Beach and 5 blocks to Village

  • 3 BR/3 BA Townhome (sleeps 6)
    $2,700 - $2,900/wk
    per property, accept credit card, wheelchair accessible, Beach, Village, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key #1 minute to Siesta Key beach

  • 3 BR/3 BA Townhome (sleeps 8)
    $2,900 - $3,100/wk
    per property, accept credit card, wheelchair accessible, Beach, Village, Private Pool, terrace, Balcony, pets considered, Air Conditioning

Siesta Key Morgan - Crystal Sands #1106 - Completely Renovated 2 Bed / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $272/nt
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Custom 3 Bedoom Home Direct on Sarasota Bay

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,800 - $2,500/wk
    $7,714 - $10,714/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Siesta Key 117 Columbus Blvd 4-Story Luxury Villa Gulf and Village Views

  • 3 BR/4 BA, 1 half bath Villa (sleeps 8)
    $2,950/wk
    $6,900/month
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Village, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Siesta Key Siesta Beach Hideaway

  • 4 BR/2 BA House (sleeps 11) accept credit card, Near The Ocean, Village, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Tortuga Beach Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $2,500/month
    per property, Communal Pool, Television

Siesta Key My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)

  • 3 BR/3 BA House (sleeps 6)
    $1,295/wk
    per property, Beach, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key SIESTA GEM! VILLA W GARDEN PATIO! POOL/BEACH 3 minute walk

  • 1 BR/1 BA Villa (sleeps 4)
    $600 - $1,050/wk
    $2,000 - $3,800/month
    per property, accept credit card, Beach, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Ebb Tide Villa #2 w Private Patio; Heated Pool; Beach 3 min walk!

  • 1 BR/1 BA Villa (sleeps 4)
    $700 - $1,150/wk
    $2,400 - $4,200/month
    per property, accept credit card, Beach, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key VILLA W BEAUTIFUL GARDEN PATIO! 3 min WALK TO BEACH/POOL!

  • 1 BR/1 BA Villa (sleeps 4)
    $700 - $1,150/wk
    $2,400 - $4,200/month
    per property, accept credit card, Beach, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Key (Beach House)

  • 3 BR/3 BA House (sleeps 8)
    $300 - $400/nt
    $2,100/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Private Pool, Lawn / Garden, terrace, pets considered, Air Conditioning
Go to page 1 2 3 4 5 6 (1-50 of 280) 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.