Stays for 16+ guests in Siesta Key & Sarasota, FL

• 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

• Coastal Breeze Siesta: Waterfront 4-unit Retreat Walk To Turtle Beach, Boat Dock & Free Beach Gear

  4 bed · 4 bath · sleeps 16

  Siesta Key

  From $1,182 a night

  • air conditioning
  • dryer
  • fire extinguisher
  • garden

  Exact location

  Book direct on Niranar

• Siesta Sea Life

  Bungalow · 6 bed · 4 bath · sleeps 20

  Siesta Key, FL

  No nightly rate published

  • air conditioning
  • central heating
  • baking sheet
  • blender

  Exact location

  Book direct on P

• A Las Palmas

  Condo · 7 bed · 7 bath · sleeps 16

  Siesta Key

  No nightly rate published

  • bathtub
  • body soap
  • hair dryer
  • shower

  Exact location

  Book direct on Siesta Key Vacation Rentals

• Canopy Heights

  Bungalow · 7 bed · 6 bath · sleeps 18

  Sarasota

  No nightly rate published

  • air conditioning
  • body soap
  • conditioner
  • dryer

  Exact location

  Book direct on BNB Breeze

• Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village

  House · 4 bed · 3 bath · sleeps 20

  Siesta Key, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer

  Exact location

  Book direct on Siesta Key Gem: Vibrant Retreats with Pools & Hot Tubs

• Mermaid-Shark 6BR House With Pool, Jacuzzi - Steps to Siesta Key Beach

  House · 6 bed · 4 bath · sleeps 24

  Siesta Key, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Siesta Key Gem: Vibrant Retreats with Pools & Hot Tubs

• Spacious & Unique: Heated Pool ~ 2 Hot Tubs ~ Pkg!

  House · 4 bed · 3 bath · sleeps 16

  Sarasota, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer

  Exact location

  Book direct on Siesta Key Gem: Vibrant Retreats with Pools & Hot Tubs

• Sarasota- 4br/4b, 11 beds! Pickleball & pool!

  House · 4 bed · 3.5 bath · sleeps 16

  Sarasota, FL

  No nightly rate published

  Exact location

  Book direct on Homz Management LLC

• 6-Bedroom Vacation Rentals in Siesta Key

  House · 6 bed · sleeps 16

  No nightly rate published

  Location not published

  Book direct on Siesta Key Vacation Rentals

• 400ft to Beach, Ocean View, Pool, Steps to Siesta Key Village

  House · 6 bed · 6 bath · sleeps 16

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

• Beach Rd, 300ft to Beach Access & 500ft to Village, Large Condo Complex

  Condo · 12 bed · 12 bath · sleeps 35

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

• Entire Building, Sundeck with Ocean view, Private Access to Beach & 500ft to the Village

  Condo · 6 bed · 4 bath · sleeps 20

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

• Entire Resort, The Siesta Key Bungalows, 1-Mile to Turtle Beach

  Bungalow · 10 bed · 10 bath · sleeps 30

  Siesta Key, FL

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

• Exclusive complex – Private Heated Pool – 100 Steps to Beach – Village 5 minute walk

  House · 5 bed · 4 bath · sleeps 18

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

• Siesta Key Village, Heated Pool, Beach Access 4 min Walk, 8bdr

  Townhome · 8 bed · 6 bath · sleeps 28

  No nightly rate published

  Exact location

  Book direct on Siesta Key, Florida Vacation Rentals

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 04:09 UTC. Prices and facts are whatever the manager published on their own site.