Stays with air conditioning in Siesta Key & Sarasota, FL
Stays with air conditioning in Siesta Key & Sarasota, FL, from $62 a night. Book direct on each manager's site, no OTA fee.
Find stays in Siesta Key & Sarasota, FL
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Stays, best documented first
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
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
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
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
Your Perfect Beach Escape
Beach house · 2 bed · 2 bath · sleeps 6
Sarasota, FL
From $150 a night
- wifi
- air conditioning
- full kitchen
- washer/dryer
Exact location
Book direct on Siesta Key Vacation Rental
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
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
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
Charlotte Chalet
Chalet · 3 bed · 2 bath · sleeps 6
Sarasota
From $338 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
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
CandyPop Retro Retreat
Bungalow · 2 bed · 2 bath · sleeps 4
Sarasota
From $380 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Brookline Retreat
Bungalow · 4 bed · 2 bath · sleeps 8
Sarasota
From $384 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
The Olive Turtle
Bungalow · 3 bed · 2 bath · sleeps 6
Sarasota
From $396 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Island Hideaway
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $484 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Cozy Coastal
Bungalow · 2 bed · 2 bath · sleeps 6
Sarasota
From $493 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Pinecraft Pearl
Bungalow · 2 bed · 2 bath · sleeps 4
Sarasota
From $493 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Splish Splash Retreat
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $508 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Honey Glow Bungalow
Bungalow · 3 bed · 1 bath · sleeps 7
Sarasota
From $510 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Pelican Cove
Bungalow · 2 bed · 1 bath · sleeps 6
Sarasota
From $530 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Diamond's Legacy
Bungalow · 3 bed · 2 bath · sleeps 6
Sarasota
From $534 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Jungle Nook
Bungalow · 3 bed · 3 bath · sleeps 7
Sarasota
From $545 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Sunny Shores Retreat
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $546 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Sea La Vie
Bungalow · 3 bed · 2 bath · sleeps 7
Sarasota
From $564 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
The Palms
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $564 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Sapphire Cove
Bungalow · 2 bed · 2 bath · sleeps 8
Sarasota
From $570 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Paradise Getaway
Bungalow · 4 bed · 4 bath · sleeps 8
Sarasota
From $590 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Bay Bliss Bungalow
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $617 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
The Palmy Pickle
Bungalow · 1 bed · 2 bath · sleeps 8
Sarasota
From $618 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Olive Tree Oasis
Bungalow · 4 bed · 2 bath · sleeps 10
Sarasota
From $635 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
The Black Swan
Bungalow · 3 bed · 2 bath · sleeps 6
Sarasota
From $636 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Palm Retreat
Bungalow · 3 bed · 2 bath · sleeps 6
Sarasota
From $637 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Casa Louise
Bungalow · 4 bed · 2 bath · sleeps 8
Sarasota
From $644 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Lemon Drop Cottage
Cottage · 3 bed · 3 bath · sleeps 8
Sarasota
From $659 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Cottage on Bay
Cottage · 3 bed · 2 bath · sleeps 6
Sarasota
From $670 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Endless Summer
Bungalow · 3 bed · 1 bath · sleeps 8
Sarasota
From $672 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Kiwi Cove
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $672 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Aloha Skies
Bungalow · 4 bed · 2 bath · sleeps 8
Sarasota
From $729 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Kokomo Keys
Bungalow · 3 bed · 3 bath · sleeps 8
Sarasota
From $733 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Cannonball Cottage
Cottage · 3 bed · 2 bath · sleeps 7
Sarasota
From $749 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Breezemont Bungalow
Bungalow · 4 bed · 2 bath · sleeps 10
Sarasota
From $764 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
The Airy Bungalow
Bungalow · 4 bed · 2 bath · sleeps 9
Sarasota
From $770 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Lakeview Oasis
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $771 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Hope Haven
Bungalow · 3 bed · 2 bath · sleeps 6
Sarasota
From $787 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Living The Dream
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $794 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Royal Palms Oasis
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $825 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Bahama Breeze
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $845 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Southern Haven
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $845 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
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
Sea Pointe
Bungalow · 3 bed · 2 bath · sleeps 8
Sarasota
From $873 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Costa del Ray
Bungalow · 4 bed · 2 bath · sleeps 10
Sarasota
From $887 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Riviera Retreat
Bungalow · 4 bed · 2 bath · sleeps 8
Sarasota
From $906 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
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.