Villas in Siesta Key & Sarasota, FL
Villas in Siesta Key & Sarasota, FL, from $117 a night. Book direct on each manager's site, no OTA fee.
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Provincial Gardens S5
Villa · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $117 a night
- villa
- entire home
- smart lock
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Provincial Gardens N4
Villa · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $119 a night
- villa
- entire home
- smart lock
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Provincial Gardens N9
Villa · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $205 a night
- villa
- entire home
- lockbox
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Provincial Gardens S4
Villa · 2 bed · 2 bath · sleeps 5
Siesta Key, FL
From $205 a night
- villa
- entire home
- lockbox
- maximum occupancy: 5
Exact location
Book direct on Siesta Key Vacation Rentals
Provincial Gardens N3
Villa · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $207 a night
- villa
- entire home
- smart lock
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1118B
Villa · 1 bed · 1 bath · sleeps 4
Siesta Key
From $429 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1108
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1110
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1114
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1116
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1118A
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1126
Villa · 2 bed · 2 bath · sleeps 7
Siesta Key
From $479 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1128
Villa · 3 bed · 2 bath · sleeps 8
Siesta Key
From $479 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crescent Cove - A Crescent Beach Villa
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $479 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
A Sea La Vie - Crystal Sands
Villa · 2 bed · 2 bath · sleeps 5
Siesta Key
From $499 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Bianco Sands - 1112
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $641 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crescent Coral - A Crescent Beach Villa
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key
From $735 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Moonlight Villa
Villa · 3 bed · 4 bath · sleeps 8
Sarasota
From $986 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
LIDO KEY 1 BR/1Bath Heated Pool 16
Villa · 1 bed · 1 bath · sleeps 2
Sarasota, FL
From $149 a night
- air conditioning
- allows children
- beach essentials
- blender
City-level location
Book direct on Pier Property Management
Walk to Everything! Best Location - Flamingo Villa
Villa · 1 bed · 1 bath · sleeps 3
Siesta Key
From $190 a night
Exact location
Book direct on siesta-retreats.com
Walk to the Beach and Village- Osprey Villa
Villa · 1 bed · 1 bath · sleeps 4
Sarasota
From $200 a night
Exact location
Book direct on siesta-retreats.com
Walk to the Beach | Osprey Villa | Siesta Key
Villa · 1 bed · 1 bath · sleeps 4
Siesta Key
From $200 a night
Exact location
Book direct on siesta-retreats.com
Walk to Siesta key beach | Patio | Pool | Dock
Villa · 1 bed · 1 bath · sleeps 4
Sarasota
From $230 a night
Exact location
Book direct on siesta-retreats.com
Walk to the Beach and Village - Hibiscus Villa
Villa · 1 bed · 1 bath · sleeps 4
Siesta Key
From $250 a night
Exact location
Book direct on siesta-retreats.com
Gulf Villa in Siesta Key | Beachfront Vibes & Dock
Villa · 2 bed · 2 bath · sleeps 5
Siesta Key
From $400 a night
Exact location
Book direct on siesta-retreats.com
Walk to Siesta key beach | Private Dock | Pool
Villa · 2 bed · 2 bath · sleeps 8
Sarasota
From $400 a night
Exact location
Book direct on siesta-retreats.com
Key West Villa - Walk to the beach and Village
Villa · 2 bed · 2 bath · sleeps 6
Sarasota
From $490 a night
Exact location
Book direct on siesta-retreats.com
Beautiful 2/2 Villas, King Bed, High Speed Wi-fi, Heated Pool And Jacuzzi!
Villa · sleeps 6
Siesta Key
From $238 a night
- air conditioning
- dryer
- family friendly
- garden
Exact location
Book direct on Niranar
Glorious Golfers
Villa · 2 bed · 2 bath · sleeps 4
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
Tiki Tide Villa
Villa · 4 bed · 2 bath · sleeps 10
Sarasota
No nightly rate published
- air conditioning
- dryer
- garage
- heating
Exact location
Book direct on BNB Breeze
Waterside Villa
Villa · 4 bed · 2 bath · sleeps 12
Sarasota
No nightly rate published
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
White Sands Villa
Villa · 4 bed · 2 bath · sleeps 8
Sarasota
No nightly rate published
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
CAV11
Villa · 2 bed · 2 bath · sleeps 6
Siesta Key, FL
No nightly rate published
- air conditioning
- garage
- hair dryer
City-level location
Book direct on Siesta Key Beachfront Condo Vacation Rentals
Casa Mar - 01 Your Siesta Key Escape Awaits
Villa · 2 bed · 1 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 03 Your Slice of Siesta Key Paradise
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 04 Escape to Your Own Beach Paradise
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 05 Your Coastal Getaway Starts Here
Villa · 1 bed · 1 bath · sleeps 2
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 11 Your Sunshine-Filled Escape Awaits
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 14 Paradise Found on Siesta Key
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 19 Your Dream Beach Vacation Starts Here
Villa · 2 bed · 1 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 21 Find Your Happy Place in Siesta Key
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 24 Your Private Piece of Paradise
Villa · 1 bed · 1 bath · sleeps 2
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 31 Experience the Magic of Siesta Key
Villa · 2 bed · 1 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 40 Your Island Getaway Awaits
Villa · 2 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 42 Relax, Recharge & Stay in Paradise
Villa · 2 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 44 Find Your Perfect Slice of Paradise
Villa · 2 bed · 1 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 45 Your Perfect Gulf Coast Getaway
Villa · 2 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 54 Your Perfect Gulf Coast Getaway
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 58 Make Memories in Siesta Key
Villa · 2 bed · 1 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 63 Sandy Toes & Endless Sunshine
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Casa Mar - 65 The Siesta Key Stay You've Been Dreaming Of
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Casa Mar
Siesta Sands 101
Villa · 1 bed · 1 bath · sleeps 2
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 201
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 202
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 203
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 204
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 205
Villa · 1 bed · 1 bath · sleeps 4
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 206
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 208
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Sands 309
Villa · 1 bed · 2 bath · sleeps 6
No nightly rate published
Exact location
Book direct on Siesta Key Vacation Rentals
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 07:31 UTC. Prices and facts are whatever the manager published on their own site.