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Holiday rentals in Siesta Key

Holiday rentals in Siesta Key

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Siesta Key

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

⭐️The Coolest Neighborhood in Downtown Sarasota⭐️
SUPERHOST
Entire guest house · 2 guests · 2 beds · 1 bathroom

⭐️The Coolest Neighborhood in Downtown Sarasota⭐️Are you considering moving to Sarasota? If yes, then is is an awesome location to use as a base camp while you explore the area. The hustle and bustle of main street is just half a mile away. Very safe and easy walk to literally dozens of trendy shops, casual restaurants, cool bars and upscale boutiques. The Carriage House is the perfect place for solo adventurers or couples to explore and enjoy the best Sarasota has to offer.

Studio- Close to Beaches & Downtown
SUPERHOST
Entire guest suite · 2 guests · 1 bathroom

Studio- Close to Beaches & DowntownCharming in law Suite with separate entrance and completely private. Separate gated back yard with Paver Patio for pets and you to enjoy! Close to Siesta Key and downtown Sarasota. Come enjoy your own private oasis!

Cozy Private Bungalow with Shared Pool Access
SUPERHOST
Entire guest house · 2 guests · 1 bed · 1 bathroom

Cozy Private Bungalow with Shared Pool AccessCozy Getaway Guest Bungalow with q-sized bed, private bath and kitchenette includes a full-sized refrigerator, microwave oven, and Kuerig machine. Smart TV/Wi-Fi, linens, basic toiletry items, shared usage of patio/pool area and outdoor gas grill. The bungalow has wall-unit A/C and a private bathroom. Whether you’re heading to the beaches, shopping, downtown, marina, or have a loved one in the hospital, you will find us conveniently located.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Siesta Key holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Siesta Key

SUPERHOST
  1. Entire house
  2. Sarasota
☀ Villa & Garden in Downtown ~ 5 Min to Beaches
$198 SGD per night
SUPERHOST
  1. Entire guest house
  2. Sarasota
La Casetta: "the little house" near to the beaches
$67 SGD per night
  1. Entire apartment
  2. Sarasota
Chic Beach Condo>>Best Location On Lido Keys
$64 SGD per night
SUPERHOST
  1. Entire cottage
  2. Siesta Key
Cozy Cottage on Siesta Key
$142 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Sarasota
Adorable studio close to Siesta beach!
$87 SGD per night
SUPERHOST
  1. Entire house
  2. Sarasota
Stunning Luxe Casita- Gateway to Siesta Beach
$230 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Sarasota
Starfish Bungalow Private Entrance and Kitchenette
$93 SGD per night
SUPERHOST
  1. Entire flat
  2. Sarasota
Sand Dollar Studio · Sand Dollar Studio · KING Studio POOL Walk to beach Brand new SPECIALS
$173 SGD per night
SUPERHOST
  1. Entire guest house
  2. Sarasota
Stylish and Bright Sarasota Studio
$99 SGD per night
SUPERHOST
  1. Entire cottage
  2. Siesta Key
Siesta Key Cozy Cottage across from the beach!
$257 SGD per night
SUPERHOST
  1. Entire house
  2. Sarasota
The Cottage At Central Park
$240 SGD per night
SUPERHOST
  1. Entire flat
  2. Sarasota
Charming Apt. in old Florida home
$77 SGD per night

Nearby destinations