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Vacation rental beach houses in Siesta Key

Vacation rental beach houses in Siesta Key

Book beachfront vacation rental houses, apartments, and more on Airbnb

Top-rated houses in Siesta Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

★Heated Pool★SmartTVs★Great Location★Coastal Theme
SUPERHOST
Entire house · 6 guests · 3 beds · 1 bath

★Heated Pool★SmartTVs★Great Location★Coastal Theme** READ NEXT SECTION FOR IMPORTANT COVID-19 UPDATE** - Well decorated house packed with amenities and solar heated pool in a fantastic location close to all essential businesses including several grocery stores. - Ideal for small / medium sized families and groups of travelers - Indoor area is completely private, however the outdoor area and laundry room is considered a shared space (your friendly host lives in the attached mother in law suite). - On site washer and dryer for your convenience

☀ Villa & Garden in Downtown ~ 5 Min to Beaches
SUPERHOST
Entire house · 6 guests · 3 beds · 2 baths

☀ Villa & Garden in Downtown ~ 5 Min to BeachesOur coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Park. The villa's garden hideaway is a real Floridian oasis, complete with fire pit and sun loungers. Downtown and all its restaurants, bars and shops is just on your doorstep. Plus 3 sugar white beaches – including Siesta Beach one of the most beautiful beaches in the world – are only a 5-min ride away! We’ve poured our hearts & souls into this villa, it's our family business.

Coolest House in Siesta Key Village
Entire house · 5 guests · 2 beds · 2.5 baths

Coolest House in Siesta Key VillageThis house is a perfectly decorated and maintained mid century modern masterpiece. The Sarasota School of Architecture style permiates all living spaces, indoors and out. Artwork added to the property in past several years keeps the mid century sex appeal alive and fresh.(Rothko, Calder,Kline,etc.). 8-10 min walk to beach. 1-2 minutes using our 6 3 1 bikes. Cruise back from a day out and enjoy Agnelli built pool and spa. Privacy, Style, Beach and Village, is that what you are looking for?

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
  • Apartments
  • Resorts

Popular house amenities in Siesta Key

  • Pool
  • Pets allowed
  • Air conditioning
  • Kitchen
  • Wifi

Apartments in Siesta Key

The Secret in the Springs Hideaway
SUPERHOSTEntire apartment
The Secret in the Springs Hideaway
Price:GYD13,143 / night
Walk to Beach & St. Armands/Private cottage &grill
SUPERHOSTEntire apartment
Walk to Beach & St. Armands/Private cottage &grill
Price:GYD30,853 / night
☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
SUPERHOSTEntire apartment
☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
Price:GYD36,745 / night
Eight Steps to the #1 Beach in the Country! - Old Man and the Sea Inn 2BR (A)
Entire apartment
Eight Steps to the #1 Beach in the Country! - Old Man and the Sea Inn 2BR (A)
Price:GYD38,232 / night
VILLA 4 · POOL Walk to Beach 1 king bed Villa SPECIALS V4
SUPERHOSTEntire apartment
VILLA 4 · POOL Walk to Beach 1 king bed Villa SPECIALS V4
Price:GYD35,633 / night
Fabiola's Studio
SUPERHOSTEntire apartment
Fabiola's Studio
Price:GYD10,393 / night
Private 2 Bedroom Suite with Kitchenette
SUPERHOSTEntire apartment
Private 2 Bedroom Suite with Kitchenette
Price:GYD24,192 / night
Charming Apt. in old Florida home
SUPERHOSTEntire apartment
Charming Apt. in old Florida home
Price:GYD10,782 / night
☀️ Beach & Pool Open! Beachfront Penthouse. Chairs, Wifi
SUPERHOSTEntire apartment
☀️ Beach & Pool Open! Beachfront Penthouse. Chairs, Wifi
Price:GYD31,184 / night
Winter Deals!  Updated 1BD/2BA, Beach&Pool
SUPERHOSTEntire apartment
Winter Deals! Updated 1BD/2BA, Beach&Pool
Price:GYD30,615 / night
Bohemian Getaway near the Bay Beach
Private room
Bohemian Getaway near the Bay Beach
Price:GYD10,454 / night
🏖️STUDIO w PRIVATE HEATED POOL @ SIESTA BEACH
Entire apartment
🏖️STUDIO w PRIVATE HEATED POOL @ SIESTA BEACH
Price:GYD44,205 / night

Pet-friendly houses

So close, yet quiet. Dog friendly house.
Entire house
So close, yet quiet. Dog friendly house.
Price:GYD20,908 / night
Gorgeous renovation with pool, minutes from beach
SUPERHOSTEntire house
Gorgeous renovation with pool, minutes from beach
Price:GYD29,271 / night
Private cozy home surrounded by oaks and pines.
Private room
Private cozy home surrounded by oaks and pines.
Price:GYD8,154 / night
Home on Indian Beach Sapphire Shores Neighborhood.
SUPERHOSTEntire house
Home on Indian Beach Sapphire Shores Neighborhood.
Price:GYD27,270 / night
10 min walk to Siesta from this 1bedroom/1b house
SUPERHOSTEntire house
10 min walk to Siesta from this 1bedroom/1b house
Price:GYD33,452 / night
Boutique Bayhouse & Private Retreat (Downtown)
Entire house
Boutique Bayhouse & Private Retreat (Downtown)
Price:GYD60,423 / night
Playalinda 2
Entire house
Playalinda 2
Price:GYD16,308 / night
Quiet Ranch Central Sarasota with 3 Rescue Dogs
SUPERHOSTPrivate room
Quiet Ranch Central Sarasota with 3 Rescue Dogs
Price:GYD9,408 / night
Large 2000sqf Fully Remodeled Pool House! 30%OFF
Entire house
Large 2000sqf Fully Remodeled Pool House! 30%OFF
Price:GYD33,632 / night
Central Location in Sarasota with bonus amenities
SUPERHOSTEntire house
Central Location in Sarasota with bonus amenities
Price:GYD25,388 / night
THE BEST LOCATION ON SIESTA KEY BEACH & VILLAGE! !
Entire house
THE BEST LOCATION ON SIESTA KEY BEACH & VILLAGE! !
Price:GYD71,489 / night
Lido Beach House
SUPERHOSTEntire house
Lido Beach House
Price:GYD33,743 / night

Houses with pools

Close to downtown Sarasota home with pool
SUPERHOSTPrivate room
Close to downtown Sarasota home with pool
Price:GYD14,217 / night
Sarasota Artists' Home in Tropical Setting
SUPERHOSTPrivate room
Sarasota Artists' Home in Tropical Setting
Price:GYD29,271 / night
The Cottage At Central Park
SUPERHOSTEntire house
The Cottage At Central Park
Price:GYD39,367 / night
Luxury Village Canal Home with heated Pool & Spa
SUPERHOSTEntire house
Luxury Village Canal Home with heated Pool & Spa
Price:GYD59,139 / night
Your private retreat near Siesta Key Beach.
SUPERHOSTEntire house
Your private retreat near Siesta Key Beach.
Price:GYD43,040 / night
Beautifully Remodeled Home with Pool Near Siesta
Entire house
Beautifully Remodeled Home with Pool Near Siesta
Price:GYD37,634 / night
One-of-a-kind*Beach, Village, Dock & Private Pool!
SUPERHOSTEntire house
One-of-a-kind*Beach, Village, Dock & Private Pool!
Price:GYD87,841 / night
Pool House Paradise - New Home from a Proven Host
SUPERHOSTEntire house
Pool House Paradise - New Home from a Proven Host
Price:GYD37,425 / night
★ NEW/ Private bedroom and POOL, Sarasota★
SUPERHOSTPrivate room
★ NEW/ Private bedroom and POOL, Sarasota★
Price:GYD12,545 / night
Beautiful Waterfront Florida Home
SUPERHOSTPrivate room
Beautiful Waterfront Florida Home
Price:GYD28,225 / night
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
Entire house
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
Price:GYD119,263 / night
Private heated pool home 2 miles to Siesta Key
SUPERHOSTEntire house
Private heated pool home 2 miles to Siesta Key
Price:GYD42,413 / night

Nearby destinations