Holiday houses in Siesta Key

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Top-rated holiday rentals in Siesta Key

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

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Guest favourite

Apartment in Sarasota

4.9 out of 5 average rating, 241 reviews

VILLA 3 · Pool view. Walk to beach. Daily rentals

Villa 3 is newly renovated Everything has been remolded and upgraded Featuring 1 bedroom, With king size luxury pillow top mattress and a 50 inch HDTV 1 bathroom,With 2 person shower with beach pebble floor Separate large living room, With a 55 inch HDTV A/C, stainless steel appliances, fridge, freezer, toaster, free wifi fi 2 minutes walk from your door to the beach access New shared heated swimming pool at your door Perfect for couples 2 adults and 1 child max No smoking No pets Great value

9 – 16 Jan

$1,281 AUD total

Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 477 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

2 – 9 Dec

$1,768 AUD total

Superhost

Guest suite in Sarasota

4.78 out of 5 average rating, 232 reviews

Sarasota Escape: Perfect Studio Near the Beach

Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of a home away from home. Perfectly situated in the heart of Sarasota, you'll have easy access to all the must-see attractions, from the pristine Siesta Key beach to the bustling downtown area. Plus, with Sarasota Bay, Marina Jacks, top-rated restaurants, and grocery stores just a stone's throw away, everything you need is within reach. Come live the dream & book your stay today!

14 – 21 Aug

$1,209 AUD total

Guest favourite

Guesthouse in Sarasota

4.93 out of 5 average rating, 456 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, a tiny house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

12 – 19 Aug

$1,045 AUD total

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 104 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

28 Dec – 4 Jan

$2,008 AUD total

Guest favourite

Guest suite in Sarasota

4.92 out of 5 average rating, 258 reviews

Two Miles to Siesta Key

Excellent Location. Private and Quiet Guest Suite in Home Share Accommodation. Located in the Best Neighborhood just off Siesta Key called Gulf Gate Village with over 150 shops, bakeries, coffee shops, grocery stores, retail chains, bars, restaurants and much more. This accommodation has a small kitchenette which does not have a stove/oven. The kitchenette has a sink and countertop, small fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals.

3 – 10 July

$27,670 AUD total

Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 113 reviews

Sweet Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

4 – 11 Oct

$1,476 AUD total

Guest favourite

Apartment in Sarasota

5.0 out of 5 average rating, 117 reviews

New Apartment In a Private House Near Siesta

Large brand new construction 900 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior. The apartment offers 2 queen size beds. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

13 – 20 July

$2,008 AUD total

Guest favourite

Guest suite in Siesta Key

4.92 out of 5 average rating, 133 reviews

Cozy Studio - 5 min walk to #1 Siesta Key Beach!

Adorable Cabana style studio just steps from Siesta Key Village, and a 5 minute walk to Beach Access #2. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

10 – 17 Aug

$2,427 AUD total

Guest favourite

Guest suite in Sarasota

4.91 out of 5 average rating, 272 reviews

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

20 – 27 Aug

$1,226 AUD total

Guest favourite

Guesthouse in Sarasota

4.99 out of 5 average rating, 129 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

13 – 20 Nov

$1,749 AUD total

Guest favourite

Guesthouse in Sarasota

4.86 out of 5 average rating, 369 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

22 – 29 Sept

$1,468 AUD total