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Siesta Key Vacation Rental Accommodations - Page 1 of 6

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Siesta Key Directly on Siesta Key Beachfront, Short, Easy Walk to Village, Ground Floor

  • 2 BR/2 BA Condo (sleeps 5)
    $1,000 - $1,995/wk
    $3,000 - $5,250/month
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Village, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Luxury Private Siesta Key Condo on Award-Winning Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $164 - $237/nt
    $1,078 - $1,589/wk
    $3,690 - $5,430/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Village, Communal Pool, Tennis Court, Lawn / Garden, Air Conditioning

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

  • 2 BR/2 BA Condo (sleeps 6)
    $264 - $300/nt
    $1,295 - $2,100/wk
    per property, accept credit card, Beach, Near The Ocean, Town, Village, Waterfront, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key BLUE SERENITY Villa - Steps from the beach and a short walk to the Village!

  • 3 BR/3 BA, 2 half baths Villa (sleeps 8)
    $2,500 - $4,200/wk
    per property, accept credit card, wheelchair accessible, Beach, Near The Ocean, Village, Private Pool, Lawn / Garden, terrace, Balcony, Fitness Room / Equipment

Siesta Key BLUE SERENITY Villa - Steps from the beach and a short walk to the Village!

  • 4 BR/3 BA, 2 half baths Villa (sleeps 8)
    $2,500 - $4,200/wk
    per property, wheelchair accessible, Village, Private Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

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

  • 2 BR/1 BA Condo (sleeps 6)
    $115 - $180/nt
    $685 - $1,058/wk
    $2,000 - $3,889/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Siesta Key Charming, private cottage just steps away from award winning Crescent Beach

  • 2 BR/2 BA Cottage (sleeps 6)
    $732 - $1,099/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 White Sands Village unit 903 - Few steps away from Siesta Beach

  • 1 BR/1 BA Condo (sleeps 4)
    $66 - $114/nt
    $1,500 - $2,800/month
    per property, wheelchair accessible, Beach, Near The Ocean, Resort, Town, Village, Waterfront, Communal Pool, Sauna, terrace, Air Conditioning, Internet, Satellite / Cable

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 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 “MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting

  • 2 BR/2 BA Villa (sleeps 5)
    $114 - $164/nt
    $795 - $895/wk
    $2,700 - $3,875/month
    per property, accept credit card, Hot Tub, limited accessibility, Beach, Near The Ocean, Communal Pool, Lawn / Garden, Air Conditioning, Internet

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 House Of The Sun #402GS

  • 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 * 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 Upscale - Beachfront - One Bedroom Condo at Fisherman's Cove - Free Boat Docks

  • 1 BR/1 BA Condo (sleeps 4)
    $890 - $1,390/wk
    per property, accept credit card, limited accessibility, wheelchair accessible, Beach, Waterfront, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Siesta Key Spacious, Contemporary Home in Siesta Village

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $1,755 - $3,000/wk
    per property, pets considered, Beach, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

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 Spacious vacation rental condo with lagoon views, beach access, and pool

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6)
    $800 - $1,325/wk
    $2,800 - $5,227/month
    per property, Beach, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, 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 Tropical landscape, easy access, affordable rates.

  • 2 BR/2 BA Condo (sleeps 6)
    $93 - $114/nt
    $650 - $1,000/wk
    $1,800 - $4,258/month
    per property, Beach, Resort, Communal Pool, Sauna, 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 Quite Siesta Key Vacation Rental in Hidden Oasis

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

Siesta Key Well appointed canal front home

  • 4 BR/3 BA House (sleeps 8)
    $1,399 - $2,000/wk
    $3,000 - $8,000/month
    per property, pets considered, Hot Tub, Beach, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Island Style Luxury Beach House

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,200/wk
    $7,400/month
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

Siesta Key Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex WiFi in unit

  • 2 BR/2 BA Condo (sleeps 4)
    $895 - $1,750/wk
    $3,550 - $6,063/month
    per property, accept credit card, wheelchair accessible, Beach, Resort, Tennis Court, Balcony, Internet, Satellite / Cable, Television

Siesta Key Deluxe Town home, Heated Pool, In Siesta Village, 2 Min to Crescent Beach

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 12)
    $2,120 - $2,945/wk
    per property, accept credit card, Beach, Village, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor - Free Boat Docks

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

Siesta Key BEACHFRONT ONE BEDROOM CONDO AT FISHERMAN'S COVE - Ground Floor

  • 1 BR/1 BA Condo (sleeps 4)
    $890 - $1,390/wk
    per property, accept credit card, Beach, 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 - $1,838/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 Large 4/5 person Boutique Condo-Siesta Key Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $200 - $296/nt
    per property, accept credit card, wheelchair accessible, Beach, Downtown, Near The Ocean, Village, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet

Siesta Key Luxury apartment on the beach of the Gulf of Mexico with waterfront docking also

  • 2 BR/2 BA Apartment (sleeps 6)
    $1,045 - $1,745/wk
    $3,553 - $5,933/month
    per property, wheelchair accessible, Beach, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Siesta Key Siesta Key - Beachfront Condo - 2BR - Upscale - Free Boat Docks

  • 2 BR/2 BA Condo (sleeps 6)
    $1,165 - $1,665/wk
    per property, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key 2,150 Square Foot Gulfside Beachfront Townhouse.

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,848/wk
    per property, Beach, Resort, Tennis Court, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Beach Front Condo on Crescent Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $995 - $2,000/wk
    per property, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, barbecue

Siesta Key ROOFTOP SUNSETS ON SIESTA KEY BEACH!

  • 4 BR/3 BA Townhome (sleeps 8)
    $2,000/wk
    $7,200/month
    per property, accept credit card, limited accessibility, Beach, Near The Ocean, Village, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

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, Beach, Near The Ocean, Private Pool, Lawn / Garden, Terrace, Air Conditioning, Internet, Satellite / Cable, Television

Siesta Key Beachfront - 3 Bedroom Condo - Upscale - Free Boat Docks - Stunning Views

  • 3 BR/2 BA Condo (sleeps 8)
    $1,545 - $2,095/wk
    per property, accept credit card, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Siesta Key SIESTA KEY - DIRECT GULF-FRONT CONDO - 2 BEDROOM - HEATED POOL - UPSCALE

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

Siesta Key Your Own Beach And Boat Dock!

  • 2 BR/2 BA Condo (sleeps 6)
    $1,165 - $1,665/wk
    per property, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,125 - $1,525/wk
    per property, wheelchair accessible, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

  • 2 BR/2 BA Condo (sleeps 6)
    $1,425 - $1,825/wk
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable
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