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Siesta Key Vacation Rental Accommodations - Page 1 of 6

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Siesta Key Beach Condo across from Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $850 - $1,180/wk
    per property, Hot Tub, Beach, Resort, Private Pool, Jacuzzi, Tennis Court, Lawn / Garden, Balcony, Air Conditioning

Siesta Key Beautiful Home with Private Pool and Jacuzzi

  • 2 BR/1 BA House (sleeps 6)
    $150 - $175/nt
    $3,000/month
    per property, Hot Tub, Near The Ocean, Town, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key beautiful semi-detached house just steps from Siesta Key Beach - 6630 Midnight Pass Road, Unit II

  • 1 BR/1 BA House (sleeps 2)
    $90 - $150/nt
    $602 - $1,000/wk
    $2,310 - $3,510/month
    per property, Beach, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Siesta Key Luxury Beach Condo with Best views and Sunsets on Siesta Key

  • 2 BR/3 BA Condo (sleeps 6)
    $2,300 - $2,500/wk
    $8,000 - $9,000/month
    per property, accept credit card, Beach, Waterfront, Communal Pool, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Charming Key West style condo with Free US Calls

  • 2 BR/2 BA Condo (sleeps 6)
    $985 - $1,455/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Siesta Key BEACHWALK - SIESTA KEY BEACH - 3BR TOWNHOUSE - HEATED POOL - Private Elevator

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,495 - $2,045/wk
    per property, Hot Tub, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Fun-filled 4BR/4BA/2KIT w/ Heated Pool, 4 min Walk to Beach

  • 4 BR/4 BA Villa (sleeps 12)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Luxurious 4BR/4BA/2KIT w/ Heated Pool, 3 Min Walk to Beach

  • 4 BR/4 BA Villa (sleeps 12)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Luxurious 4BR/4BA/2KIT w/ Heated Pool, 4 min Walk to Beach

  • 4 BR/4 BA Villa (sleeps 12)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Vibrant 4 BR w/ Pool & Dock in Heart of Siesta Key Village!

  • 4 BR/2 BA House (sleeps 10)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Huge 5+ Bedroom House with Heated Pool Near Beach Access!

  • 5 BR/4 BA, 1 half bath House (sleeps 14)
    $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Vacation Dream Home w/ Heated Pool, Partial Ocean Views

  • 4 BR/3 BA House (sleeps 9)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Enchanting 4 Bedroom Home w/ Heated Pool, Spa, Private Dock

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key 2BR & Sleeping Den Pool Villa, Sleeps 6, 4 min walk to beach

  • 2 BR/2 BA Villa (sleeps 6)
    $250/nt
    $1,400 - $3,000/wk
    per property, Hot Tub, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Luxurious 4BR/4BA/2KIT w/ Heated Pool, 4 min Walk to Beach

  • 4 BR/4 BA Villa (sleeps 12)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Exquisite, Luxury 5BR, 3.5BA Home with Pool, Walk to Beach

  • 5 BR/3 BA, 1 half bath House (sleeps 10)
    $500 - $550/nt
    $2,600 - $4,000/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key 5 BR Waterfront w/ Heated Pool and Spa near Village/Beach

  • 5 BR/3 BA Cottage (sleeps 10)
    $500 - $550/nt
    $2,700 - $4,200/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Unique Waterfront 4BR/3BA w/ Heated Pool and Spa, Close to Beach

  • 4 BR/3 BA Cottage (sleeps 12)
    $500 - $550/nt
    $2,600 - $4,250/wk
    per property, Hot Tub, Private Pool, Balcony, Air Conditioning, Internet, Parking

Siesta Key Beautiful 2 Bed/2 Bath Beachfront Condo on Siesta Key Beach

  • 2 BR/2 BA Condo (sleeps 4)
    $3,500 - $5,500/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Sauna, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet

Siesta Key Siesta Key Beach Only A Hop, Skip & Jump From This Totally Renovated Home.

  • 2 BR/1 BA, 1 half bath House (sleeps 4)
    $750 - $1,500/wk
    $2,200 - $4,500/month
    per property, pets considered, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key SIESTA GEM! Ebb Tide Villa 1 POOL/BEACH ACCESS/PATIO

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

Siesta Key EBB TIDE VILLA 3 w Patio, Heated Pool, Beach Access 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, Beach, Village, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Lakefront 2BR, affordable luxurious retreat near Siesta Key

  • 2 BR/2 BA Condo (sleeps 5)
    $85 - $99/nt
    per property, Lake, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Gulf & Bay Club Bayside

  • 3 BR/2 BA Condo (sleeps 6)
    $1,200 - $1,975/wk
    $3,300 - $5,200/month
    per property, Communal Pool, Internet

Siesta Key Morgan - Crystal Sands #107 - 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 Large Home Sleeps 8. Walk to the Village. Perfect Family Getaway!

  • 3 BR/2 BA House (sleeps 8)
    $1,100 - $1,900/wk
    $4,125 - $6,650/month
    per property, accept credit card, pets considered, Hot Tub, Near The Ocean, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Crescent Beach - 2-Bedroom - Beachfront Condo Complex

  • 2 BR/2 BA Condo (sleeps 6)
    $1,225 - $1,625/wk
    per property, accept credit card, Beach, Village, Sauna, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Siesta Key - Gulf-Front Retreat - 2 Bedroom - Upscale

  • 2 BR/2 BA Condo (sleeps 6)
    $1,165 - $1,665/wk
    per property, accept credit card, Beach, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key BEAUTIFUL GULF-FRONT ! COME TO PARADISE!

  • 2 BR/2 BA Condo (sleeps 4)
    $186 - $257/nt
    $5,200 - $7,200/month
    per property, Beach, Near The Ocean, Village, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Beautiful Condo With 2 Master Suites

  • 2 BR/2 BA Condo (sleeps 6)
    $560 - $840/wk
    $2,400 - $3,300/month
    per property, wheelchair accessible, Village, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

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
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