Condos in Siesta Key & Sarasota, FL
Condos in Siesta Key & Sarasota, FL, from $62 a night. Book direct on each manager's site, no OTA fee.
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Curtiss Ave
Condo · 2 bed · 2 bath · sleeps 4
Sarasota, FL
From $62 a night
- condo on the 1st floor
- entire home
- smart lock
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
165 Vista Hermosa
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $93 a night
- condo on the 1st floor
- entire home
- lockbox
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Sea Winds 118
Condo · 1 bed · 1 bath · sleeps 4
Siesta Key, FL
From $93 a night
- condo on the 1st floor
- entire home
- lockbox
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Siesta Harbor 302M
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $109 a night
- condo on the 2nd floor
- entire home
- smart lock
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Provincial Gardens N13
Condo · 1 bed · 1 bath · sleeps 2
Siesta Key, FL
From $117 a night
- condo in a condo on the 2nd floor
- entire home
- lockbox
- maximum occupancy: 2
Exact location
Book direct on Siesta Key Vacation Rentals
Harbour Town 211
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key, FL
From $124 a night
- condo on the 2nd floor
- entire home
- lockbox
- maximum occupancy: 6
Exact location
Book direct on Siesta Key Vacation Rentals
Peppertree 1136
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $124 a night
- condo on the 1st floor
- entire home
- lockbox
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
SaraSea 7
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key, FL
From $146 a night
- condo on the 1st floor
- entire home
- lockbox
- maximum occupancy: 4
Exact location
Book direct on Siesta Key Vacation Rentals
Bay Tree Club 404A
Condo · 2 bed · 2 bath · sleeps 4
Sarasota, FL
From $155 a night
- condo in a condo on the 4th floor
- entire home
- maximum occupancy: 4
- children welcome
Exact location
Book direct on Siesta Key Vacation Rentals
Sea Club II - 11E
Condo · 1 bed · 1 bath · sleeps 2
Siesta Key
From $379 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Sea Club II - 1B
Condo · 1 bed · 1 bath · sleeps 4
Siesta Key
From $379 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Blue Ocean - Sand Dollar Suite
Condo · 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
Blue Ocean - Sandcastle Suite
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $429 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Casa Mar - 08
Condo · 1 bed · 1 bath · sleeps 6
Siesta Key
From $429 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Casa Mar - 56
Condo · 1 bed · 1 bath · sleeps 4
Siesta Key
From $429 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Gulf Holiday - Unit 18
Condo · 1 bed · 1 bath · sleeps 2
Siesta Key
From $429 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Sea Shell - 308
Condo · 2 bed · 2 bath · sleeps 7
Siesta Key
From $429 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Palm Bay Club - 343 Bayside
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $449 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crescent Arms
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $459 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Gulf & Bay Club - C301
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $459 a night
- gym/fitness room
- new property
- premium property
- bathtub
Exact location
Book direct on Siesta Key Vacation Rentals
Gulf & Bay Club - F306
Condo · 3 bed · 2 bath · sleeps 8
Siesta Key
From $459 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Gulf & Bay Club - F402
Condo · 3 bed · 2 bath · sleeps 8
Siesta Key
From $459 a night
- bathtub
- body soap
- hair dryer
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Living the Dream - Mermaid
Condo · 2 bed · 1 bath · sleeps 6
Siesta Key
From $479 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Living the Dream - Pink Flamingo
Condo · 2 bed · 1 bath · sleeps 6
Siesta Key
From $479 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Living the Dream - Starfish
Condo · 2 bed · 1 bath · sleeps 6
Siesta Key
From $479 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Ocean Vue - A
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $549 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Mallory Squared- Unit A
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $578 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Coastal Surfside - 298
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $599 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Coastal Surfside - 304
Condo · 3 bed · 2 bath · sleeps 8
Siesta Key
From $599 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Coastal Surfside Swank
Condo · 3 bed · 2 bath · sleeps 8
Siesta Key
From $599 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
A Somewhere is Here - Changes in Attitude
Condo · 3 bed · 2 bath · sleeps 10
Siesta Key
From $699 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crescent Condos - 405
Condo · 2 bed · 2 bath · sleeps 5
Siesta Key
From $699 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crescent Condos - 303
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $749 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Crystal Sands - 701
Condo · 2 bed · 2 bath · sleeps 7
Siesta Key
From $899 a night
- premium property
- semi adjacent property
- single level home
- bathtub
Exact location
Book direct on Siesta Key Vacation Rentals
Crystal Sands - 702
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $899 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Crystal Sands - 803
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key
From $899 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Jamaica Royale Beach View Tower - T32
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $899 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Jamaica Royale Beachfront Tower - 305
Condo · 2 bed · 2 bath · sleeps 8
Siesta Key
From $899 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Jamaica Royale Beachfront Tower - 802
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $899 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Beach Residence, The Hyatt - 610
Condo · 3 bed · 3 bath · sleeps 6
Siesta Key
From $1,099 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Just Beachy - Unit 4
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $1,200 a night
- gym/fitness room
- premium property
- semi adjacent property
- body soap
Exact location
Book direct on Siesta Key Vacation Rentals
Just Beachy - Unit 5
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $1,200 a night
- gym/fitness room
- premium property
- semi adjacent property
- body soap
Exact location
Book direct on Siesta Key Vacation Rentals
Just Beachy - Unit 2
Condo · 3 bed · 2 bath · sleeps 6
Siesta Key
From $1,299 a night
- gym/fitness room
- premium property
- semi adjacent property
- body soap
Exact location
Book direct on Siesta Key Vacation Rentals
A Somewhere is Here - Changes in Latitude
Condo · 3 bed · 2 bath · sleeps 10
Siesta Key
From $1,311 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Near beach. Pool view. King bed. Daily rentals
Condo · 1 bed · 1 bath · sleeps 2
Siesta Key
From $99 a night
Exact location
Book direct on siestasunvillas.com
Lakewood Retreat | 3+ Month Stay | Pool & Gym
Condo · 2 bed · 2 bath · sleeps 4
Lakewood Ranch
From $155 a night
Exact location
Book direct on Kosta Coast Vacations
Near beach. Daily rentals. Pool. king bed
Condo · 1 bed · 1 bath · sleeps 2
Siesta Key
From $169 a night
Exact location
Book direct on siestasunvillas.com
Sunny Central Sarasota Oasis
Condo · 2 bed · 2 bath · sleeps 4
Sarasota
From $175 a night
Exact location
Book direct on Happy Housing
Lido Towers 110
Condo · 2 bed · 2 bath · sleeps 4
Lido Key, FL
From $300 a night
- sauna
- heated pool
- gated community
- private beach access with chairs and umb
Location not published
Book direct on Longboat Key Vacation Rentals
Tivoli by the Sea: 701
Condo · 1 bed · 1 bath · sleeps 4
Siesta Key
From $519 a night
- coffee maker
- cooking basics
- dishes & silverware
- dishwasher
Location not published
Book direct on Tivoli by the Sea
Tivoli by the Sea: 701
Condo · 1 bed · 1 bath · sleeps 4
Siesta Key
From $519 a night
- body soap
- hair dryer
- shower
- toilet paper
Location not published
Book direct on Siesta Key Vacation Rentals
Charming 2-bedroom condo in brilliant Venice with WiFi and pet friendly!
Condo · 2 bed · 2 bath · sleeps 6
Venice, FL
From $521 a night
- air conditioning
- balcony
- bathtub or shower
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Tivoli by the Sea: 405
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key
From $559 a night
- coffee maker
- cooking basics
- dishes & silverware
- dishwasher
Location not published
Book direct on Tivoli by the Sea
Tivoli by the Sea: 405
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key
From $559 a night
- bathtub
- body soap
- hair dryer
- shower
Location not published
Book direct on Siesta Key Vacation Rentals
Tivoli by the Sea: 203
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $579 a night
- coffee maker
- cooking basics
- dishes & silverware
- dishwasher
Location not published
Book direct on Tivoli by the Sea
Tivoli by the Sea: 203
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $579 a night
- bathtub
- body soap
- hair dryer
- shower
Location not published
Book direct on Siesta Key Vacation Rentals
Tivoli by the Sea: 204
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $579 a night
- coffee maker
- cooking basics
- dishes & silverware
- dishwasher
Location not published
Book direct on Tivoli by the Sea
Tivoli by the Sea: 204
Condo · 2 bed · 2 bath · sleeps 6
Siesta Key
From $579 a night
- body soap
- hair dryer
- shower
- toilet paper
Location not published
Book direct on Siesta Key Vacation Rentals
Tivoli by the Sea: 404
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key
From $579 a night
- coffee maker
- cooking basics
- dishes & silverware
- dishwasher
Location not published
Book direct on Tivoli by the Sea
Tivoli by the Sea: 404
Condo · 2 bed · 2 bath · sleeps 4
Siesta Key
From $579 a night
- body soap
- hair dryer
- shower
- toilet paper
Location not published
Book direct on Siesta Key Vacation Rentals
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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 08:45 UTC. Prices and facts are whatever the manager published on their own site.