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 294) Next Last
Sort by: Show rentals per page

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 - $225/nt
    $1,087 - $1,575/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 House Of The Sun #303GS

  • 2 BR/2 BA Condo (sleeps 6)
    $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 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

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 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 Spacious, Contemporary Home in Siesta Village

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $1,755 - $3,150/wk
    per property, pets considered, Beach, 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
Go to page 1 2 3 4 5 6 (1-50 of 294) 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.