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Siesta Key Vacation Rental Accommodations - Page 1 of 6

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

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $1,000 - $2,000/wk
    $5,143 - $8,571/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Siesta Key 5 Bedroom Brand New Siesta Key Beach Penthouse

  • 5 BR/3 BA, 1 half bath Condo (sleeps 10)
    $3,500 - $4,900/wk
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Village, Private Pool, Communal Pool, terrace, Balcony

Siesta Key Siesta Sunset and Location

  • 2 BR/2 BA Condo (sleeps 5)
    $1,190 - $1,725/wk
    per property, wheelchair accessible, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Beachwalk - Siesta Key Beach - 3BR Upscale Townhouse - Heated Pool

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,495 - $2,045/wk
    per property, accept credit card, Beach, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Luxury 3 Bedroom Siesta key Pool

  • 3 BR/2 BA Villa (sleeps 7)
    $131 - $156/nt
    $935 - $1,091/wk
    $3,690 - $4,362/month
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Village, Private Pool, Lawn / Garden, Air Conditioning, Internet

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

  • 2 BR/2 BA House (sleeps 6)
    $975 - $1,050/wk
    $3,275 - $4,300/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Village, Waterfront, 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, pets considered, wheelchair accessible, Beach, Near The Ocean, Private Pool, Lawn / Garden, terrace, Air Conditioning

Siesta Key WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA

  • 2 BR/2 BA Condo (sleeps 6)
    $207 - $270/nt
    $1,450 - $1,600/wk
    per property, Hot Tub, Resort, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key House Of The Sun #315GF

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $312/nt
    $1,539 - $2,182/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key House Of The Sun #304GS

  • 2 BR/2 BA Condo (sleeps 6)
    $155 - $225/nt
    $1,087 - $1,575/wk
    per property, Air Conditioning, Internet, Television, DVD Player, Parking

Siesta Key Spectacular white sands at Siesta Beach, rated best beach in USA

  • 2 BR/2 BA Condo (sleeps 5)
    $1,050 - $1,400/wk
    per property, Beach, Near The Ocean, Communal Pool, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Morgan - Crystal Sands #609 - Completely Renovated 2 Bed / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $1,750 - $2,600/wk
    $8,143 - $11,143/month
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Morgan - Crystal Sands #803 - Completely Renovated 2 Bedroom / 2 Bath

  • 2 BR/2 BA Condo (sleeps 6)
    $1,750 - $2,600/wk
    $8,143 - $11,143/month
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

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

  • Studio/1 BA Villa (sleeps 2)
    $99 - $139/nt
    $594 - $834/wk
    $1,960 - $2,752/month
    per property, accept credit card, limited accessibility, Beach, Village, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 1 BR/1 BA Apartment (sleeps 2)
    $86 - $100/nt
    $469 - $699/wk
    per property, Beach, Village, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Waterfront, Charming, Sophisticated 2BR/2BA Cottage Sleeps 8

  • 2 BR/2 BA Cottage (sleeps 8)
    $500/nt
    $1,500 - $2,600/wk
    per property, Hot Tub, Balcony, Air Conditioning, Internet, Parking

Siesta Key BEACHFRONT CONDO - THREE BR - HEATED POOL - LUXURY - Siesta Key

  • 3 BR/3 BA Condo (sleeps 8)
    $1,745 - $2,345/wk
    per property, Hot Tub, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Walk To Siesta Key From Quiet Neighborhood

  • 2 BR/2 BA Condo (sleeps 4)
    $71 - $93/nt
    $2,000 - $2,613/month
    per property, pets considered, wheelchair accessible, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Gorgeous Cottages Steps From Beach - OUR CALENDAR IS UP TO DATE

  • 1 BR/1 BA Cottage (sleeps 4)
    $200 - $250/nt
    per property, Hot Tub, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Siesta Key A Siesta Key Charmer

  • 1 BR/1 BA Apartment (sleeps 2)
    $95 - $128/nt
    $3,840/month
    per property, Near The Ocean, Village, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Siesta Key House Of The Sun #406GS

  • 2 BR/2 BA Condo (sleeps 4)
    $155 - $225/nt
    $1,087 - $1,575/wk
    per property, Air Conditioning, Internet, Television, DVD Player, Parking

Siesta Key Pool Home Overlooking Siesta Beach

  • 3 BR/2 BA House (sleeps 11)
    $450 - $525/nt
    $3,675/wk
    per property, Beach, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 1 BR/1 BA Villa (sleeps 4)
    $164 - $169/nt
    $700 - $1,150/wk
    $2,500 - $4,300/month
    per property, accept credit card, limited accessibility, Beach, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Siesta Key Adorable Key West style cottage on Siesta Key, steps to white sugar sand beach

  • 1 BR/2 BA Villa (sleeps 5)
    $840 - $980/wk
    $2,880 - $3,360/month
    per property, accept credit card, Beach, Village, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Siesta Key Gem ! -50' Lap Pool, Hot Tub and just one Block to Siesta Key Beach!

  • 2 BR/2 BA House (sleeps 6)
    $1,540 - $1,650/wk
    $5,000 - $5,500/month
    per property, accept credit card, pets considered, Hot Tub, Beach, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Beautiful Townhouse on Siesta Key

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,000 - $1,200/wk
    $3,000 - $3,800/month
    per property, Beach, Village, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 2 BR/2 BA Condo (sleeps 5)
    $1,595 - $1,795/wk
    per property, accept credit card, Hot Tub, Beach, Waterfront, Communal Pool, Tennis Court, terrace, Air Conditioning, Internet

Siesta Key 2012 renov Condo at # 1 beach USA (2 week minimum!)

  • 2 BR/2 BA Apartment (sleeps 4)
    $129 - $200/nt
    per property, Hot Tub, Beach, Near The Ocean, Resort, Waterfront, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Siesta Key Immaculate turn key Furnished Penthouse

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 8)
    $3,310 - $5,020/wk
    $14,175 - $21,500/month
    per property, Hot Tub, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

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

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 5)
    $1,680 - $2,760/wk
    $5,985 - $9,925/month
    per property, Beach, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

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

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $2,520 - $3,860/wk
    $10,805 - $16,540/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Beautiful Beach Cottage in high-rise condominium with water views

  • 2 BR/2 BA Condo (sleeps 4)
    $179 - $210/nt
    $1,255 - $1,473/wk
    per property, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Elegant retreat across the street from the beach

  • Studio/1 BA Apartment (sleeps 4)
    $79 - $159/nt
    $550 - $1,000/wk
    $1,299 - $4,053/month
    per property, Beach, Village, Air Conditioning, Internet, Satellite / Cable

Siesta Key Large double suite Siesta Key vacation Rental Condo with water views

  • 2 BR/2 BA, 1 half bath Condo (sleeps 4)
    $129 - $179/nt
    $750 - $1,400/wk
    $3,400 - $5,973/month
    per property, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Key beach getaway cottage - walk to beach and village

  • 2 BR/2 BA Cottage (sleeps 6)
    $100 - $171/nt
    $700 - $1,500/wk
    $2,000 - $6,400/month
    per property, Beach, Village, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Spacious Siesta Key Canal Front Vacation Rental Home

  • 4 BR/3 BA House (sleeps 10)
    $1,500 - $2,000/wk
    $3,500 - $8,000/month
    per property, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Walk to the village or the beach, everything is in reach.

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,000 - $1,900/wk
    $3,000 - $7,680/month
    per property, Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key 1 Block to beach on Siesta Key

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $750 - $1,650/wk
    $3,000 - $6,400/month
    per property, pets considered, Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key Resort across from Crescent Beach! All NEW!

  • 2 BR/2 BA Townhome (sleeps 6)
    $1,000 - $1,385/wk
    per property, accept credit card, Beach, Resort, Waterfront, Communal Pool, Sauna, Tennis Court, Balcony, Fitness Room / Equipment, Air Conditioning

Siesta Key * Fantastic Bay View Condo * Private Beach * Pool * Tennis * Boat Resort

  • 2 BR/1 BA, 1 half bath Apartment (sleeps 4)
    $730 - $1,120/wk
    per property, Beach, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Siesta Jewel beach house- A Great place for the Whole Family!

  • 3 BR/2 BA House (sleeps 8)
    $214 - $325/nt
    $1,395 - $1,895/wk
    $5,500/month
    per property, Beach, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,150 - $1,838/wk
    per property, accept credit card, Beach, Waterfront, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/3 BA House (sleeps 6)
    $1,395 - $2,495/wk
    per property, Beach, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key The Pink Famingo—Great Location and only 200 feet to Village & 2 Blocks to Beach

  • 2 BR/2 BA Villa (sleeps 6)
    $264 - $300/nt
    $1,295 - $2,100/wk
    per property, limited accessibility, Beach, Near The Ocean, Village, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 3 BR/3 BA Townhome (sleeps 6)
    $400 - $429/nt
    per property, accept credit card, wheelchair accessible, Beach, Village, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key House Of The Sun #404GS

  • 2 BR/2 BA Condo (sleeps 4)
    $155 - $225/nt
    $1,087 - $1,575/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key House Of The Sun #213GV

  • 2 BR/2 BA Condo (sleeps 6)
    $179 - $262/nt
    $1,255 - $1,837/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key Spacious, Contemporary Home in Siesta Village

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $1,950 - $3,000/wk
    per property, pets considered, Beach, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Siesta Key New 6 Bedroom, Luxury Home In Gated Community

  • 6 BR/4 BA, 1 half bath House (sleeps 14)
    $4,200 - $5,320/wk
    $15,000 - $18,000/month
    per property, pets considered, Hot Tub, wheelchair accessible, Beach, Downtown, Lake, Near The Ocean, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning

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)
    $3,150 - $4,300/wk
    $15,000/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Beach, Village, Private Pool, Lawn / Garden, terrace
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