Houses in Siesta Key & Sarasota, FL
Houses in Siesta Key & Sarasota, FL, from $80 a night. Book direct on each manager's site, no OTA fee.
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Private Pool - Walk to Siesta Key Beach & Village!
House · 3 bed · 2 bath · sleeps 6
Siesta Key, FL
From $251 a night
- waterfront
- kitchen
- wifi
- free driveway parking on premises – 3 sp
Exact location
Book direct on HostWise Stays
Beach Retreat #2
House · 4 bed · 2 bath · sleeps 10
Sarasota, FL
From $324 a night
- dining table
- pool all year
- bathtub
- extra pillows and blankets
Exact location
Book direct on Trish's Beach Retreat
Beach Retreat #1
House · 4 bed · 2 bath · sleeps 10
Sarasota, FL
From $376 a night
- cleaning products
- dryer
- fridge
- toaster
Exact location
Book direct on Trish's Beach Retreat
Shark Unit, Pool Jacuzzi Steps to Siesta Key Beach
House · 3 bed · 2 bath · sleeps 12
Siesta Key, FL
From $313 a night
- air conditioning
- heating
- hot tub
- kitchen
Exact location
Book direct on CielStay
Trish's Beach Retreat W/ Pool/Spa by Siesta Keys#2
House · 4 bed · 2 bath · sleeps 10
Sarasota, FL
From $324 a night
- dining table
- pool all year
- bathtub
- extra pillows and blankets
Exact location
Book direct on Trish's Beach Retreat
Trish's Beach Retreat with Pool/Spa by Siesta Keys
House · 4 bed · 2 bath · sleeps 10
Sarasota, FL
From $376 a night
- cleaning products
- dryer
- fridge
- toaster
Exact location
Book direct on Trish's Beach Retreat
Lake House at the Beach - C117
House · 2 bed · 2 bath · sleeps 6
Siesta Key
From $429 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
Lake House at the Beach - C127
House · 2 bed · 2 bath · sleeps 6
Siesta Key
From $429 a night
- bathtub
- body soap
- hair dryer
- shower
Exact location
Book direct on Siesta Key Vacation Rentals
Lake House at the Beach - C207
House · 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
Our House at the Beach - 204W
House · 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
Our House at the Beach - 501W
House · 2 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
Our House at the Beach - 502E
House · 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
Our House at the Beach - 604E
House · 2 bed · 2 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
Our House at the Beach - 201W
House · 2 bed · 2 bath · sleeps 6
Siesta Key
From $826 a night
- body soap
- hair dryer
- shower
- toilet paper
Exact location
Book direct on Siesta Key Vacation Rentals
The Aqua House
House · 3 bed · 2 bath · sleeps 7
Sarasota
From $851 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Raya House
House · 3 bed · 2 bath · sleeps 9
Sarasota
From $948 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Casa Tropicana | 4BR Luxury Pool & Spa Retreat
House · 4 bed · 3.5 bath · sleeps 10
Siesta Key, FL
From $1,200 a night
- body soap
- cleaning products
- conditioner
- hot water
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
House of Agape
House · 4 bed · 3 bath · sleeps 8
Sarasota
From $1,221 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Lulu's Key House: Private Heated Pool, Steps To Siesta Key Beach & Perfectly Located In The Village!
House · 6 bed · 2 bath · sleeps 20
Siesta Key
From $1,825 a night
- air conditioning
- dryer
- fire extinguisher
- garden
Exact location
Book direct on Niranar
Renovated Ranch near Downtown Sarasota and Siesta
House · 4 bed · 5 bath · sleeps 4
Sarasota, FL
From $299 a night
- air conditioning
- alarm system
- allows children
- allows pets
City-level location
Book direct on Pier Property Management
Stylish 3 BR 2 Bath home near Siesta Key
House · 3 bed · 2 bath · sleeps 4
Sarasota, FL
From $299 a night
- air conditioning
- allows pets
- baking sheet
- barbecue
City-level location
Book direct on Pier Property Management
Siesta Key … On the water
House · 2 bed · 1 bath · sleeps 5
Sarasota, FL
From $343 a night
- air conditioning
- available in the condo: free wifi
- barbecue grill
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
4 BR Coastal Estate w/ pool near Siesta Key
House · 4 bed · 5 bath · sleeps 4
Sarasota, FL
From $350 a night
- air conditioning
- allows children
- allows pets
- baking sheet
City-level location
Book direct on Pier Property Management
Almost Heaven
House · 3 bed · 0 bath · sleeps 6
Sarasota, FL
From $80 a night
Exact location
Book direct on Dream Star Vacation
217 Pavonia Rd.
House · 2 bed · 0 bath · sleeps 4
Nokomis, FL
From $125 a night
Exact location
Book direct on Casey Key Vacations
Casa Macademia | Traveling Nurses & Professionals
House · 3 bed · 2 bath · sleeps 6
Sarasota
From $170 a night
Exact location
Book direct on Siesta Getaways
Siesta Key Beach | Remote Worker Friendly | Bikes Included
House · 1 bed · 1 bath · sleeps 2
Siesta Key
From $175 a night
Exact location
Book direct on Beach, Pet-Friendly, Pool, Siesta Key, Sarasota, Florida Vacation Rentals
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
House · 3 bed · 2 bath · sleeps 6
Siesta Key
From $199 a night
Exact location
Book direct on siestasunvillas.com
Venice Beach, Heated Pool, Fire Pit, Patio
House · 2 bed · 2 bath · sleeps 8
Venice
From $200 a night
Exact location
Book direct on Sunvay
Egret in Sarasota
House · 2 bed · 1 bath · sleeps 5
Sarasota
From $216 a night
Exact location
Book direct on Siesta Key Vacation Rentals
Heron in Sarasota
House · 2 bed · 2 bath · sleeps 5
Sarasota
From $216 a night
Exact location
Book direct on Siesta Key Vacation Rentals
Pool Courtyard, patio w/ fire pit, 2 mls downtown
House · 3 bed · 2 bath · sleeps 6
Sarasota, FL
From $220 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Peaceful Private Get Away - 10 Minutes from Major beaches!
House · 3 bed · 2 bath · sleeps 6
Sarasota, FL
From $245 a night
- air conditioning
- available in the house: free wifi
- barbecue grill
- bathtub
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Beach | Family & Pet Friendly | Garage & Balcony | Walk or Bike | Downtown
House · 3 bed · 3 bath · sleeps 10
Sarasota
From $253 a night
Exact location
Book direct on Beach, Pet-Friendly, Pool, Siesta Key, Sarasota, Florida Vacation Rentals
Siesta Oceanview Retreat-1 min walking to beach
House · 2 bed · 2 bath · sleeps 6
Siesta Key, FL
From $257 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Venice · Dog Friendly | Walk to Beach | Work Ready
House · 2 bed · 1 bath · sleeps 5
Venice
From $261 a night
Exact location
Book direct on ! Glad you are here!
Updated home w/ heated pool close to many beaches
House · 2 bed · 2 bath · sleeps 4
Venice, FL
From $265 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Venice · Mid-Century Charm | Walk to Beach | Work Ready
House · 2 bed · 1 bath · sleeps 5
Venice
From $284 a night
Exact location
Book direct on ! Glad you are here!
3 Min Walk to Siesta Key Beach | Patio & More
House · 1 bed · 1 bath · sleeps 4
Siesta Key
From $290 a night
Exact location
Book direct on siesta-retreats.com
Casa Azul | Siesta Getaways
House · 3 bed · 2 bath · sleeps 8
Sarasota
From $300 a night
Exact location
Book direct on Siesta Getaways
Casa Macademia | Siesta Getaways
House · 3 bed · 2 bath · sleeps 8
Sarasota
From $300 a night
Exact location
Book direct on Siesta Getaways
Gorgeous Private Home In Sarasota with Heated Pool
House · 3 bed · 2 bath · sleeps 6
Sarasota
From $300 a night
Exact location
Book direct on The King Eddie
Playa De Siesta
House · 3 bed · 2 bath · sleeps 6
Sarasota, FL
From $320 a night
Exact location
Book direct on Vakationeer
Casa Amarela | Siesta Getaways
House · 3 bed · 2 bath · sleeps 8
Sarasota
From $350 a night
Exact location
Book direct on Siesta Getaways
Siesta Key | Heated Pool | Sauna | Family & Pet Friendly
House · 3 bed · 2 bath · sleeps 6
Siesta Key
From $361 a night
Exact location
Book direct on Beach, Pet-Friendly, Pool, Siesta Key, Sarasota, Florida Vacation Rentals
Siesta Sands Hideaway - 1 MILE to Siesta Beach!
House · 3 bed · 2 bath · sleeps 6
Sarasota, FL
From $436 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Sea Horse on Siesta
House · 4 bed · 3 bath · sleeps 10
Siesta Key
From $550 a night
Exact location
Book direct on Siesta Key Vacation Rentals
3615 Flores
House · 4 bed · 3 bath · sleeps 10
Sarasota
From $700 a night
Exact location
Book direct on siesta-retreats.com
Sea Jewel on Siesta
House · 3 bed · 3 bath · sleeps 10
Siesta Key
From $1,050 a night
Exact location
Book direct on Siesta Key Vacation Rentals
Sand Dollar on Siesta
House · 6 bed · 7 bath · sleeps 14
Siesta Key
From $1,500 a night
Exact location
Book direct on Siesta Key Vacation Rentals
4-bedroom, 3.5 Bath House W/pool, Ac, Wifi In Siesta Key; 1 Mile From Village
House · 3.5 bath · sleeps 8
Siesta Key
From $791 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Charming 2-bedroom House In Sarasota. Nestled In The Heart Of Pinecraft.
House · sleeps 4
Siesta Key
From $206 a night
- air conditioning
- elevator
- family friendly
- fire extinguisher
Exact location
Book direct on Niranar
Charming 2-bedroom House With Wifi, Ac In Lovely Sarasota Near Siesta Key Beach.
House · sleeps 3
Siesta Key
From $263 a night
- air conditioning
- dryer
- hair dryer
- heating
Exact location
Book direct on Niranar
3-bedroom House Near Siesta Key Beach With Wifi, Ac. Live The Florida Dream!
House · sleeps 8
Siesta Key
From $271 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Quiet Family Home w/ Pool Near Pinecraft
House · 3 bed · 2 bath · sleeps 7
Sarasota, FL
From $618 a night
City-level location
Book direct on Treasure Coast Vacation Rentals
Luxury Beach Home, 80 Steg Til Strand, Resort Pool, Siesta Key, 6 Bed Eller 3
House
Siesta Key
From $1,830 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Harbour Retreat - Luxury Home on Water, with Pool
House · 4 bed · 3 bath · sleeps 8
Sarasota, FL
No nightly rate published
- 24 checkin
- activity boating
- activity shopping
- activity water sports
City-level location
Book direct on Sarasota Vacation Rentals
Annie’s Escape | Private Hot Tub | Near Siesta Key
House · 3 bed · 2 bath · sleeps 6
Near Siesta Key Sarasota, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Oceanstar Rentals
Casey Key Luxe Paradise~Private Beach~Gulf to Bay
House · 3 bed · 5 bath · sleeps 10
Nokomis, FL
No nightly rate published
- tv
- air conditioning
- desk
- office
Exact location
Book direct on Manage your vacation home with Fairly.
Coastal Retreat, 2 Blocks to Beach, Dining & More
House · 2 bed · 1 bath · sleeps 6
More Nokomis, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- hair dryer
Exact location
Book direct on Discover Your Endless Summer
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 08:45 UTC. Prices and facts are whatever the manager published on their own site.