Holiday rentals in Saint Armands Key

4.92 out of 5 average rating, 517 reviews

Guest house in Sarasota

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

La Casetta means, in Italian, little 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.

4.89 out of 5 average rating, 206 reviews

Villa in Sarasota

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

4.93 out of 5 average rating, 87 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't just any rental, it's an experience waiting to unfold. Picture this: a rooftop deck, just 5min away from the pristine Lido Beach, and surrounded by the charm of boutiques, and eateries within walking distance. Forget the conventional—this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

4.99 out of 5 average rating, 179 reviews

Guest suite in Sarasota

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!

4.9 out of 5 average rating, 58 reviews

Lido-Key-Tiny Adorable Studio-C

We are Open after Hurricane Helene! **No Kids Allowed**Lido-Key-Newly remodeled tiny (smaller than a hotel room) Studio. 7-10 min walk to the beach & St.Armands Circle. Quaint main floor studio in a great location. This is an affordable way to enjoy this popular area. This cozy cottage features a Queen bed, refrigerator, stove, microwave, coffee maker, fully stocked cooking items & dishes & beach towels, chairs, & cart. 170 Roosevelt Dr., Sarasota. Enjoy this centrally-located place.

4.97 out of 5 average rating, 461 reviews

Guest house in Sarasota

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

4.94 out of 5 average rating, 127 reviews

Cottage in Sarasota

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

4.96 out of 5 average rating, 140 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on the main road 1 mile from downtown Sarasota. Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Just a stone's throw away from downtown Sarasota, Lido Beach, and essential amenities like grocery stores and pharmacies, our corner apartment with a dazzling wrap-around patio is your perfect hideaway. Bicycles at your disposal. Book now

4.75 out of 5 average rating, 283 reviews

Lido Key/St Armand's Retreat

a small studio condo: a fairly private bedroom (no door) and a sleeper sofa in the living room; best for 2, but sleeps 4. There is a very small screened balcony. The one bath has a shower. The guest section of the closet has hanging space, several shelves and drawers; the bedside tables have 4 compartments each. The kitchen has basic kitchenware; we provide sheets, towels, beach towels, and basic bathroom necessities. Looking for Budget accommodations close to beach

4.9 out of 5 average rating, 665 reviews

Home in Sarasota

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

4.91 out of 5 average rating, 66 reviews

Steps from Lido Beach & St. Armands Circle

Come getaway and enjoy yourself along with your loved ones or just for a private relaxing break from it all. This One Bedroom/One Bath apartment w/ Lanai(Screened Balcony), and shared Pool/Jacuzzi is located steps from the beautiful Lido Beach, boutique shopping, spa's and incredible dining on St. Armands Circle. If your looking to have everything you need from world famous beaches to historical sites and great food around the corner come and stay!

4.71 out of 5 average rating, 62 reviews

Townhouse in Sarasota

Charming Lido Beach Condo

Alluring studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the unit is 0.4 miles from the turquoise waters of the Gulf of Mexico. Quiet side roads and boulevards are perfect for a morning jog or a casual stroll to nearby St Armand's Circle, which hosts one of the worlds most exclusive restaurants and shops.The unit is completely furnished and fully equipped to make your vacation worry free.

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Popular amenities for Saint Armands Key holiday rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Saint Armands Key

4.9 out of 5 average rating, 29 reviews

Sun, Sand and Savings Sarasota Deals Up to 15% Off

RicardoRating, 5 stars19 months ago

Great place, very well located near the beach and restaurants, didnt need a car at all. The apartment was very clean and match the pictures and descriptions, we had a great time.

4.95 out of 5 average rating, 373 reviews

Guest suite in Sarasota

Mid-Century Suite w/ Private Entrance

Terrence EdwardRating, 5 stars1 week ago

Beautiful, private and pristine. Lovely little spot in the corner of quality. Great place for the price Megan's space had more amenities than a hotel room including a private outside shower as well as a Washer and Dryer. If you want a nice quiet getaway this location is highly recommended. Knowing that the beach is a car ride away what else could you ask for? Every time I reached out to the host she responded in a timely fashion. Very clean and cozy.

4.95 out of 5 average rating, 88 reviews

Beautiful, friendly, and peaceful

TrudyRating, 5 stars1 month ago

This place is old Florida charm but updated. Very comfortable and clean. There are not a lot of places left like this to stay at. I loved the location. It’s an easy walk to St. Armand’s to shop, eat or have a drink. People were very friendly when we sat around the pool and we enjoyed their company. Would highly recommend this place but would like to keep it for myself. Thanks to Karl for being a great host. Would stay again in a heartbeat!

5 out of 5 average rating, 3 reviews

Walkable to Beach, Restaurants, Entertainment!

SallyRating, 5 stars2 weeks ago

Very nice. Great location. Close to restaurants and the beach.

5 out of 5 average rating, 3 reviews

Escape to the newly updated Lido Beach Retreat,

VanessaRating, 5 stars1 month ago

We loved this condo! Not only was it extremely clean, it had everything we needed (loved the included wagon, brand new Tommy Bahama chairs). The sofa bed was pretty comfortable. It looked newly renovated. We also loved the location. Literally behind St Armand’s circle, and a short walk to Lido Beach. Communication was great, they took care of anything we needed. Would definitely book here again!

Home in Sarasota

5 out of 5 average rating, 4 reviews

3BR/2BA beach villa on Lido Key

CoryRating, 5 stars2 months ago

Iva's place by Lido Beach was a perfect location for us. It was a very easy walk to the beach, especially for my parents who are in their 70's and were with us. They could spend time at the beach and easily walk back on their own to the condo while the rest of my family continued our beach time. Great location(easy walk or plenty of parking) to the Lido Beach pool as well as St. Armand's circle with all the shops and dining. We spent time at the beach in the morning, came back to the condo for lunch and went back to the beach to close out the day before dinner. It had a great wagon, beach chairs, an umbrella and some awesome beach towels for us too, which was really nice to not have to pack such things. The only thing was there was no curtain on the bunk bedroom and one could see in the room from the parking area. We managed by blocking the windows with some pillows. It also helped keep the light out so my kids could sleep a little later. No need to look any further!

4.93 out of 5 average rating, 14 reviews

Lido Beach/St. Armands Condo

JamesRating, 5 stars2 weeks ago

Clean ,newly renovated unit. Minutes from beach The unit had all needed amenities. Host was helpful and prompt . Would book again and recommend.