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Siesta Key Vacation Rental Accommodations - Page 1 of 6

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Siesta Key Bay Front Designer Penthouse

  • 2 BR/2 BA Condo (sleeps 5)
    $150 - $190/nt
    $1,050 - $1,330/wk
    $3,800 - $5,320/month
    Communal Pool, Sauna, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Island Home in Paradise

  • 3 BR/2 BA House (sleeps 8)
    $1,253 - $1,505/wk
    $4,500 - $5,310/month
    per property, accept credit card, pets considered, wheelchair accessible, Near The Ocean, Village, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable

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 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 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 House Of The Sun #315GF

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $252/nt
    $1,539 - $1,762/wk
    per property, Air Conditioning, 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 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 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 Village Oasis with Private Pool and Jacuzzi

  • 3 BR/2 BA House (sleeps 8)
    $1,300 - $1,600/wk
    per property, accept credit card, Beach, Village, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable, Television

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
    $4,286 - $8,571/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

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

  • 2 BR/2 BA Condo (sleeps 5)
    $70 - $125/nt
    $630 - $805/wk
    $1,800 - $3,150/month
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key LUXURY VILLA SIESTA KEY FLORIDA - 8/10 GUESTS AT 100M FROM THE BEACH

  • 4 BR/3 BA House (sleeps 10)
    $3,745 - $4,970/wk
    per property, accept credit card, Hot Tub, beach, resort, town, village, waterfront, downtown, near the ocean, Private Pool, Garden, Balcony, Air Conditioning, Internet

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 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 Spacious Condo on Lovely Lagoon Just a Short Stroll to Turtle Beach

  • 2 BR/2 BA Condo (sleeps 4)
    $100 - $180/nt
    $602 - $1,190/wk
    $2,400 - $4,800/month
    per property, accept credit card, Near The Ocean, Resort, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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 Siesta Jewel Villa, Walk to the Beach & Village...or hang by the pool

  • 1 BR/1 BA Villa (sleeps 4)
    $95 - $150/nt
    $595 - $975/wk
    $2,700 - $3,400/month
    per property, accept credit card, Beach, Village, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, 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 Siesta Key Beach House - Pet Friendly! STEPS TO THE BEACH!!

  • 2 BR/2 BA House (sleeps 6)
    $145 - $175/nt
    $1,155/wk
    $4,293 - $4,753/month
    per property, pets considered, Beach, Near The Ocean, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Lovely, renovated home on beautiful Siesta Key. Steps to the beach.

  • 3 BR/2 BA House (sleeps 7)
    $6,000/month
    per property, pets considered, Hot Tub, Beach, Village, Private Pool, Tennis Court, Air Conditioning, Internet, Satellite / Cable

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

  • 1 BR/1 BA Apartment (sleeps 2)
    $86 - $90/nt
    $469/wk
    per property, Beach, Village, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Siesta Key Palm Bay Club, Siesta Key's Premier Beach to Bay Resort

  • 2 BR/2 BA Condo (sleeps 6)
    $175 - $325/nt
    $1,134 - $2,051/wk
    $4,050 - $7,320/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Waterfront, Private Pool, Sauna, Tennis Court, Lawn / Garden

Siesta Key House Of The Sun #404GS

  • 2 BR/2 BA Condo (sleeps 4)
    $155 - $177/nt
    $1,087 - $1,237/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key House Of The Sun #304GS

  • 2 BR/2 BA Condo (sleeps 6)
    $155 - $177/nt
    $1,087 - $1,237/wk
    per property, Air Conditioning, Internet, Television, DVD Player, Parking

Siesta Key House Of The Sun #303GS

  • 2 BR/2 BA Condo (sleeps 6)
    $155 - $177/nt
    $1,087 - $1,237/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key House Of The Sun #213GV

  • 2 BR/2 BA Condo (sleeps 6)
    $179 - $210/nt
    $1,255 - $1,473/wk
    per property, Air Conditioning, Television, DVD Player, Parking

Siesta Key completely remodeled condo/on beach 1st floor

  • 2 BR/2 BA Condo (sleeps 6)
    $1,200 - $1,700/wk
    per property, Downtown, Village

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

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $140 - $225/nt
    $826 - $1,400/wk
    $2,400 - $4,050/month
    per property, Beach, Near The Ocean, Resort, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

Siesta Key New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village

  • 5 BR/4 BA, 1 half bath House (sleeps 12)
    $3,150 - $4,300/wk
    $12,000 - $15,000/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Beach, Village, Private Pool, Lawn / Garden, terrace

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 REMODELED,RENTING SINCE 1998,100 STEPS YOU'RE ON CRESCENT BEACH, SLEEP 6 IN BEDS

  • 2 BR/2 BA Condo (sleeps 6)
    $150 - $256/nt
    $1,050 - $1,795/wk
    $3,800 - $4,400/month
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Communal Pool, Sauna, Balcony, Air Conditioning, Internet

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,750 - $2,600/wk
    $7,500 - $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
    $7,500 - $11,143/month
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 6)
    $79 - $125/nt
    $1,800 - $3,100/month
    per property, Beach, Near The Ocean, Communal Pool, Sauna, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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
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