Cottage vacation rentals in Sarasota

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Popular amenities for Sarasota cottage rentals

Cottage rentals with a pool

Guest favorite
Cottage in Englewood
4.89 out of 5 average rating, 129 reviews

Good after Milton - Kayaks & Steps to Beach-pc

ChrisRating, 5 stars10 months ago
Amy is a terrific host and always on hand with local suggestions, additionally to the comprehensive package at the property. The property itself is in an amazing location, with just a 60 second walk to the beach and bath like sea! To help, Amy provides all the kit needed for the beach with chairs, parasols and towels easily to hand. The kitchen is great with all cooking implements you need and the living room has a massive TV with all the required streaming services logged in. I would definitely recommend Amy as a host!
Superhost
Cottage in Bradenton
4.79 out of 5 average rating, 94 reviews

Cozy! near restaurants, beaches, airport & more

KevinRating, 5 stars1 month ago
Excellent stay Excellent hosts Thank you for hosting us
Superhost
Cottage in Longboat Key
4.8 out of 5 average rating, 5 reviews

2BR Gulf Side Cottage: Longboat Key

AlRating, 5 stars2 months ago
A week of absolute relaxation. Literally 20 steps to the beach. Wonderful sunsets. The community was great extremely friendly people. Will be back again soon.
Guest favorite
Cottage in Palmetto
4.96 out of 5 average rating, 91 reviews

Historic 1930s Palmetto Cottage

AndrewRating, 5 stars2 weeks ago
The Cottage made the perfect home base while seeing friends and exploring nearby attractions. The house was neat and clean, the bed comfortable, and everything looked just as described in the photos. The pool was an added bonus - a great start to every day! The quiet neighborhood was a short drive away from restaurants and nearby cities and beaches. It was a short walk through the neighborhood to the waterfront, a perfect place for watching sunsets. I’d highly recommend staying at Stephen’s Cottage!
Top guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 68 reviews

Cheerful 2 bedroom , plus bunk room vacation home.

RobinRating, 5 stars1 month ago
This was our 3rd year staying at Kelly's cottage. We always have a wonderful time seeing our family. This cottage is the perfect size, big, roomy, and always squeaky clean !! It has everything you need for your stay. Looking forward to coming back next year !!
Guest favorite
Cottage in Siesta Key
4.88 out of 5 average rating, 315 reviews

Cottage on Siesta Key Beach

CherylRating, 5 stars1 day ago
This whimsical beach cottage was exactly what we needed after Hurricane Milton. The house was stocked with everything we needed to feel at home. The beds were comfortable and the location was perfect. It was unfortunate to see the devastation from the hurricane around the property, but thankfully Andrew’s place was seemingly untouched. We’re very happy for you! Thank you for providing a great place to enjoy the bay and the beach!
Top guest favorite
Cottage in Anna Maria
4.94 out of 5 average rating, 18 reviews

Charming cottage w/heated pool in prime location.

KacyRating, 5 stars2 weeks ago
My family had the best time visiting the island. It was our first time there and the house was absolutely perfect! I loved my morning coffee on the front porch swing. The house has everything you need for an amazing vacation!
Top guest favorite
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars9 months ago
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.

Cottage rentals with free parking

Superhost
Cottage in Siesta Key
4.92 out of 5 average rating, 78 reviews

Location 3 Bed Cottage 1 block to SiestaKey beach

PaulRating, 5 stars4 months ago
Lovely and spacious. Bathrooms and kitchen appear to be brand new. A charming comfortable space.
Guest favorite
Cottage in Englewood
4.95 out of 5 average rating, 19 reviews

Oystercatcher 3min walk to sunset, bikes, kayaks

MarkRating, 5 stars10 months ago
Cant say enough how much we enjoyed staying in the Oyster Catcher. The cottage was perfect from the beach themed decor to the extra little welcoming touches provided. We loved how the cottage came beach ready with paddle boards, kayaks, chairs, umbrellas, sifters, and everything imaginable for a beautiful day at the beach. Again… can’t recommend the Shorebirds Cottages enough… and their incredible hosts!
Superhost
Cottage in Bradenton
4.85 out of 5 average rating, 53 reviews

Cabin 4 - Old World Waterside Double

AnthonyRating, 5 stars2 months ago
Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!
Superhost
Cottage in Pass-a-Grille Beach
4.93 out of 5 average rating, 15 reviews

Beach Cottage- Pass a Grille- Steps to beach

JohnRating, 5 stars4 months ago
Very responsive, went above and beyond!
Guest favorite
Cottage in Holmes Beach
5 out of 5 average rating, 29 reviews

Hibiscus Villa by Beach Boutique Rentals

JodyRating, 5 stars2 months ago
Absolutely — here’s the updated version with that added: ⸻ Wonderful apartment. Very clean and nicely decorated. We didn’t cook more than coffee because the island’s restaurants were great, but the kitchen looked well equipped. The bed was very comfortable and there were plenty of soft towels. The private gardens and fountains were lovely. Walk right across the street to the beach and under a mile to good coffee and food. The management was quick, attentive, and detail-oriented with their responses to my questions. The beaches are very walkable, and the island is also super bike-friendly and you can easily reach beautiful, secluded beaches that way. Definitely try Mademoiselle’s Paris restaurant—great food, and Chuck played guitar the night we were there. I also liked Hurricane Hanks and The Sandbar. Really nice beach vacation. Great apartment in a beautiful location.
Top guest favorite
Cottage in Palmetto
4.98 out of 5 average rating, 83 reviews

Central Quiet Bright Cottage, near Skyway Bridge.

ElleyRating, 5 stars3 months ago
This was our second year of spending a month at Aileen's place. Again, it was so perfect for my husband and I. We did have guests stay for a couple of nights and the air mattress is REALLY nice! Everything about the space is so wonderful. Clean, cute, everything you would need for a month. It is also close to so many beaches (Fort Desoto Park ( our favorite), St. Pete's beach, and Anna Maria Island beaches. It's close to all that Bradenton, St. Petersburg and Sarasota have to offer. We felt right at home the day we arrived and it was hard to say good-bye. We definitely hope to visit again!
Guest favorite
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars1 week ago
Great place located within walking distance of Nokomis beach and beach bars/restaurants. Few minutes drive to Venice for numerous other food options, along with fast food on the main road nearby. Very peaceful location.
Superhost
Cottage in Lido Key
4.94 out of 5 average rating, 34 reviews

The All Hands On Deck Cottage at Casa Limonada

JosephRating, 5 stars3 months ago
We had a very enjoyable stay at the "All Hands on Deck" cottage in the Casa Limomada resort. The cottage is bright and airy and surprisingly large. The decor can be described as eclectic/whimsical/Tropical/beach/retro. Very comfortable and inviting. A washer and dryer (nice to have) are very conveniently situated just outside the back door off of the kitchen. Great location less than a block from the beautiful Lido public beach and an easy hike to the St. Armands Circle shops and restaurants.

Cottage rentals with a hot tub

Guest favorite
Cottage in Sarasota
4.84 out of 5 average rating, 45 reviews

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub

TerriRating, 5 stars4 days ago
Marc and Dave were incredible. They were responsive and proactive! I will definitely be back. We had a family of 7 and even though it was small, we were comfortable. The bikes were an added bonus and amazing to use for our trips to the Daiquiri Deck! Although the weather didn’t cooperate we still had an amazing time and would 10000% recommend this place. Traveling with 5 kids can be stressful and they made accommodations seamless!
Cottage in Holmes Beach
5 out of 5 average rating, 3 reviews

Yacht Rock Ranch

NardeenRating, 5 stars12 months ago
House is very nice and comfortable in great location on the island. Location was outstanding few steps from the beach less than five minutes walk beach furniture are not enough for the number of people so plan ahead how you’re gonna get beach furniture from Goodwill or people who are already leaving. It’s very convenient to be close from anywhere on the island And there are restaurants and gift shops five minutes walking from there. Kitchen was great and very well equipped the pool and the hot tub was amazing. Furniture overall was very comfortable but if you use special pillows bring it with you. The isolated room is a great plus but two rooms have no privacy at all and one of the bathrooms doesn’t even lock They take the number of people in the house very seriously so if u have friends with u in the trip but not staying in the same house don’t invite them over. Cheryl was a good communicator even after check out. Love Anna Maria and will be back soon
Cottage in Sarasota

Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft

JulieRating, 5 stars12 months ago
Sun was incredibly responsive and accommodating!
Guest favorite
Cottage in Holmes Beach
4.93 out of 5 average rating, 56 reviews

Close to the Beach+ Private heated pool and spa!

KristiRating, 5 stars1 month ago
We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!
Cottage in Holmes Beach

Beach Dream Cottage: Private Pool and Spa!

Marian & TomRating, 5 stars4 months ago
All New inside all linens, furniture, floors, impeccable, and perfectly decorated for this island-feel. Great location-3 min walk to the beach entrance, and a couple blocks from golf cart/bike rentals, liquor, store, Café and the causeway. The property management was easily accessible.
Cottage in Sarasota
4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

NathanRating, 5 stars32 months ago
A very cute, comfortable, clean and exceptionally appointed cottage. Brian is a wonderful host. We really enjoyed our stay there and look forward to visiting again. The SOS facility is a great place for family stays and is a major plus as well.
Top guest favorite
Cottage in Sarasota
4.99 out of 5 average rating, 88 reviews

Quaint Cottage,150 steps away from Crescent Beach!

JohnRating, 5 stars1 month ago
From the moment we arrived at this top-rated “Quaint Cottage,” we knew we’d found something special. This charming retreat sets the bar for excellent stays. Inside, every detail felt outstanding—from the freshly laundered linens and plush towels to the fully equipped kitchen that made cooking a breeze. Madeline’s communication was first-class, offering clear check-in instructions and local recommendations that turned our weekend into a seamless escape. Every little touch—from the high-speed Wi-Fi to the thoughtful supply of beach chairs and umbrellas—was superior… the gold standard of hospitality. Location-wise, you couldn’t ask for more: just a quick four-minute stroll to Crescent Beach’s powdery white sands, turquoise blue water and deep red, yellow and orange sunsets. Within steps you’ll find a lineup of dining options—fresh seafood at waterfront restaurants, laid-back bars serving sunset cocktails, and cozy cafés perfect for post-beach coffee. In every way, our stay was awesome!
Superhost
Cottage in Bradenton
4.91 out of 5 average rating, 76 reviews

Sandy Cottage w/ Hot Tub, 20 min to Beach + Garden

TafeeRating, 5 stars2 months ago
This is a BEAUTIFUL place. There was a lovely welcome basket with toiletries when we arrived. Lots of fun board games. The back patio with hot tub are incredible, at night it is amazing. The host was really proactive in communicating with us, and was a pleasure to work with. Very, very quiet inside as well. With 2 bunk beds in the 2nd bedroom, you have lots of options. My son kept begging us to stay another day! We would highly recommend this location to anyone.

Quick stats about cottage rentals in Sarasota

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$10,490 GYD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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