Cottage vacation rentals in Sarasota

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Sarasota cottage rentals

Cottage rentals with a pool

Superhost
Cottage in Bradenton
4.79 out of 5 average rating, 95 reviews

Cozy! near restaurants, beaches, airport & more

LaurenRating, 5 stars1 week ago
Host was responsive, friendly, and willing to allow our family to stay and check-in rather late in the evening when we had to vacate our prior arrangements unexpectedly. Her place was clean, matched description and photos, and exceeded expectations.
Guest favorite
Cottage in Madeira Beach
4.84 out of 5 average rating, 132 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

AbigailRating, 5 stars1 month ago
we loved this spot! it was the best location to be in Madeira Beach, being steps between the beach and John's Pass. the condo was perfect for our family of 2 adults, 1 child. we will absolutely be staying here again and telling everyone about Patrick's little piece of paradise.
Superhost
Cottage in Siesta Key
4.86 out of 5 average rating, 166 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Lauren Rating, 5 stars1 month ago
The cottage was the perfect beach stay. Clean, easy access to the beach, and all the amenities of home. We especially enjoyed eating breakfast out by the pool overlooking the golf and bringing dinner down to the beach for sunset. Definitely worth it.
Guest favorite
Cottage in Palmetto
4.96 out of 5 average rating, 95 reviews

Historic 1930s Palmetto Cottage

AlbertoRating, 5 stars1 week ago
We had a truly wonderful experience staying at this Airbnb! The place was spotless, beautifully decorated, and even better than the photos. The host was very helpful and made sure we had everything we needed for a comfortable stay. The location was perfect and close to everything, but quiet and relaxing. We would absolutely stay here again and highly recommend it to anyone looking for a great getaway!
Top guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 69 reviews

Cheerful 2 bedroom , plus bunk room vacation home.

LaneRating, 5 stars1 week ago
This was a great stay for our family of 5 while visiting the Sarasota area. Beds were comfy, extra pillows and blankets available, very well stocked kitchen. AC worked great. We did have a small issue with the bunk beds not being made and a coverlet that was dirty. The host was quick to respond and even refunded part of our cleaning fee to compensate us. We were pleased with how it was handled. Don’t miss visiting The Ringling (plan to spend all day), Caspersen Beach (for shark teeth), the point of Anna Maria Island (for tons of huge shells and beautiful beaches with lots of wildlife). We also really liked this little neighborhood. Be sure to walk around the corner to meet Sheldon the tortoise.
Top guest favorite
Cottage in Anna Maria
4.95 out of 5 average rating, 20 reviews

Charming cottage w/heated pool in prime location.

AshleyRating, 5 stars1 week ago
My husband and I stayed here for a week for our baby moon after the place we originally booked got cancelled 6 days before we were supposed to leave. Looking back now, we could not have been more lucky. This was our first time to A.M.I. and this location is beyond ideal, it’s only a 5 min walk to the beach and a minute from countless restaurants, coffee, and ice cream. The cottage is so cute and has everything you could need, the beach chairs were perfect. The pool is so private and we used it anytime the beach got too hot. Rasa was very responsive and we would definitely stay here again. Highly recommend!!
Guest favorite
Cottage in Sarasota
4.86 out of 5 average rating, 198 reviews

Drift Inn B Heated Pool & Private Beach Access!

DavidRating, 5 stars4 days ago
This place was great! Walkable to the beach and pool and lots of great restaurants near by. Was on a busy road with lots of noise but once inside you couldn't hear anything, it was perfect for my family of four! John was great as well and very quick to respond! The chairs, umbrella, wagon and beach toys were easily accessible and made the trip to the beach and thousand times easier and enjoyable. Would definitely stay here again!
Top guest favorite
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars10 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 stars5 months ago
Lovely and spacious. Bathrooms and kitchen appear to be brand new. A charming comfortable space.
Guest favorite
Cottage in St. Petersburg
4.95 out of 5 average rating, 20 reviews

Modern Cottage

LeliaRating, 5 stars5 months ago
Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.
Guest favorite
Cottage in Treasure Island
4.98 out of 5 average rating, 64 reviews

Key Lime Cottage-Beach1 block

IlianaRating, 5 stars11 months ago
Location was perfect the beach was a block away, John’s Pass was just 5 minutes away aswell as the opposite way multiple shops about 10 minutes away. Lynne had nearly everything provided what you’d need for a beach getaway. Ice chest, sunscreen, chairs, snacks, umbrella, paddle ball game and more. There was even some cooking condiments in the fridge already aswell as chips. Only one thing we were suprised with is sharing the backyard area along with the host. Other than that it was a phenomenal stay and our host was very attentive.
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 stars5 months ago
Very responsive, went above and beyond!
Top guest favorite
Cottage in Palmetto
4.98 out of 5 average rating, 83 reviews

Central Quiet Bright Cottage, near Skyway Bridge.

ElleyRating, 5 stars4 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 stars4 weeks 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.
Guest favorite
Cottage in Palmetto
4.92 out of 5 average rating, 39 reviews

Aqua Breeze Cottage - Winter retreat 2 bd, 2 ba

NoahRating, 5 stars3 months ago
I travel regularly for work. I’ve stayed at dozens of AirBnbs throughout the country. This was my best experience by a mile. I was legitimately sad to leave. Can’t recommend this spot enough!!!
Guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 54 reviews

Discover Hidden Cove #2 - Water Views with Privacy

DawnRating, 5 stars3 months ago
Fabulous time at hidden cove - only thing to keep in mind is there are only 2 beach chairs so if you’re with a bunch of beach bound guests that could be a consideration. Loved our stay and would definitely stay again when we want to be in the Bradenton area.

Cottage rentals with a hot tub

Cottage in Sarasota

Family cottage with rare to find private backyard!

KristaRating, 5 stars20 months ago
This place was wonderful! And so are the hosts! So beautiful, very clean, well stocked & well appointed home. I SOOO VERY MUCH LOVED staying here. You can be sure that you will be well tended to AND have your own private space. Plenty of room. Dishes, dishwasher, pots, pans, towels, washer/dryer…everything you need! I can’t say enough about how accommodating & kind the owners are from afar & just how great this place is. Thank you, Andrea and Jennifer!
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
Guest favorite
Cottage in Holmes Beach
4.93 out of 5 average rating, 57 reviews

Close to the Beach+ Private heated pool and spa!

StacieRating, 5 stars3 days ago
This is our third stay on AMI at this exact property, and - I don’t know how Craig does it - but every trip to Kiwi Cottage gets even better! The house, pool and grounds are beautiful. We are a family of 4 and brought two friends of our daughters’ this year, and even with more people, the house and pool felt spacious and comfortable. The girls and their friends absolutely loved the location, and paired ice cream with beach sunsets every night this past week. We also rented their golf cart, which was super convenient for dinners (Harry’s on Father’s Day was a favorite) and exploring the island (especially bc it fits 6 people)! Always an amazing week on AMI at Kiwi Cottage! We’re already talking about next time. Craig is a great host and extremely friendly and responsive! He’s always available for questions and recommendations - we feel so lucky that we found this listing years ago, and can’t wait to come back again.
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.
Guest favorite
Cottage in Sarasota
4.77 out of 5 average rating, 132 reviews

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

ElbaRating, 5 stars1 day ago
Marc and Dave made our stay incredible. Their response was always fast and helpful. Great location and amenities.
Cottage in North Downtown
4.56 out of 5 average rating, 36 reviews

Castle Keep Guest House

PeterRating, 5 stars26 months ago
Tim and Jeannie are the best hosts ever! Communication and local recommendations are top notch! If you are like us, you’ll be on the go because Saint Petersburg offers so much with arts, culture and outdoor recreation that most of the time was being out and about. However, when you get back, you’ll feel like you’re at home and everything you need is right there! Sleep in and eat breakfast at the cottage, come back early and watch a movie or hit the hot tub or just do another load of laundry and hit the beach one more time! It’s so convenient and the best location ever! Thank you Tim and Jeannie :)

Quick stats about cottage rentals in Sarasota

  • Total rentals

    40 properties

  • Nightly prices starting at

    R887 ZAR 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Cottage rentals