Cottage vacation rentals in Sarasota

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Popular amenities for Sarasota cottage rentals

Cottage rentals with a hot tub

Cottage in Sarasota

Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft

JulieRating, 5 stars4 months ago
Sun was incredibly responsive and accommodating!
Guest favorite

Cottage in Holmes Beach

4.92 out of 5 average rating, 51 reviews

Kiwi Cottage *Heated Pool+Spa+ walk to the Beach!

BrandiRating, 5 stars2 months ago
We had such a great vacation at the Kiwi Cottage! The house was perfect & just as described. We loved having the private pool & hot tub. We rented the golf cart, which to me is a must b/c it made getting around the island & to the beach a breeze! Our trip begun with tropical storm Debby hitting us the first day, but the house was cozy, it sat high up & we had no issues at all! Craig stayed in touch with us to make sure all was good & that we were safe. Our dog absolutely loved the house too & felt right at home! Would definitely rent again!!
Guest favorite

Cottage in Sarasota

4.84 out of 5 average rating, 37 reviews

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

DianeRating, 5 stars6 months ago
We had a wonderful time, the unit was clean, comfortable beds, plenty of towels and beach supplies. We always had quick responses from Dave. It's at a great location, but very quiet and peaceful. It was fully stocked with all we needed and more! Easy check in and late check out was possible for our afternoon flight. That was super handy. 👌 We definitely would stay at again!

Cottage in Holmes Beach

Cottage with Pool, Hot Tub - Beach Dream Cottage

Bryan And CareyRating, 5 stars30 months ago
This rental help make our family vacation AMAZING!! The house was beautiful, decorated so cute, plenty of extras included, quiet neighborhood and we never once had any issues!! The location and pool made this rental a place we'd love to come back to when we visit AMI next year!!
Guest favorite

Cottage in Historic Old Northeast

4.99 out of 5 average rating, 72 reviews

"TROPI COTTAGE"

AbbyRating, 5 stars7 months ago
Scott's guest house is beautiful! We had a great visit and enjoyed the pool and yard. The location is 10/10, very walkable to the water, Pier, and restaurants (yet private). We enjoyed our stay.

Cottage in Venice

5 out of 5 average rating, 4 reviews

Cottage near Venice Beach

TravisRating, 5 stars3 months ago
Nice and cozy, easy to find and fun to stay at. Had everything it said and was worth the price.

Cottage in Sarasota

4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

NathanRating, 5 stars24 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.
Guest favorite

Cottage in Siesta Key

4.91 out of 5 average rating, 53 reviews

Cozy Cottage 1 block from Beach

BrianaRating, 5 stars2 months ago
We felt extremely comfortable at the Cozy Cottage! We strongly recommend visiting Siesta Key and staying here. Very close to the beach and a short walk to the village— you can’t beat this location!

Pet-friendly cottage rentals

Guest favorite

Cottage in Gulfport

4.96 out of 5 average rating, 143 reviews

The Pelicans Roost / Gulfport

LisaRating, 5 stars1 month ago
A great place to stay! This was our second time and we will definitely be back again.
Guest favorite

Cottage in St. Petersburg

4.96 out of 5 average rating, 113 reviews

Artsy guest house; near downtown w/ private patio

DanielRating, 5 stars1 month ago
This airbnb was one of the cleanest airbnbs I've stayed in. Chris was wonderful. He definitely went above and beyond to make his home welcoming. He was an amazing host and I highly recommend this place to anyone going to st. Pete. Incredibly happy with my stay.
Guest favorite

Cottage in Redington Shores

4.85 out of 5 average rating, 48 reviews

Palm Cottage- Book now for Spring Break!

VirginiaRating, 5 stars2 months ago
What a cozy, comfortable and quaint little house right by the beach! The house was well appointed with all the initial essentials & was very clean. The bedrooms were spacious and the beds were very comfortable (we actually slept like we were at home, a rarity!). Communication was flawless and the host was accommodating at check-in which we really appreciated. Located steps from the beach, it was the perfect amount of house for our family of four. Lots of space for our things and easy to use laundry facilities were helpful. Beautifully landscaped back yard and deck, with clean outdoor furniture and bbq, as well as beach accoutrements (chairs, wagon, inflatables) the host definitely takes pride in their rental. Would recommend and will definitely be back! Thank you for a great little vacation.
Superhost

Cottage in Englewood

4.77 out of 5 average rating, 75 reviews

Casitas On The Key Directly on Gulf of Mexico #5

HelenRating, 5 stars5 months ago
Great experience, we will return. The amenities and supplies were well thought out and generous! I did not want for a single thing. Even extra poopie bags for my pup! The local was friendly and SAFE; we felt as though we were among friends. Debi, our host, was immediately responsive and helpful with any small question. And the pink flamingo decor was perfect and added to the whole experience! Thank you, Debi!!
Guest favorite

Cottage in Gulfport

4.99 out of 5 average rating, 263 reviews

Gulfport Art District - One Block From Beach!

BrandonRating, 5 stars3 months ago
This is probably our favorite Airbnb to date! The location is fantastic, on a street full of restaurants and bars, about a block from the beach. Yet, it was quiet! The place is very comfortable, with awesome and quirky decor, two bedrooms, and an air-conditioned, screened-in front porch, which was our dog’s favorite part! Great value!
Guest favorite

Cottage in Bradenton

4.97 out of 5 average rating, 72 reviews

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

KelliRating, 5 stars1 month ago
We just spent the most amazing weekend at this charming Airbnb on Anna Maria Island, I can't rave about it enough! The location is simply perfect—right on the water, direct access for our boat. Made exploring the beautiful coastline and nearby spots a breeze! The compound itself is absolutely adorable, with a cozy vibe that instantly made us feel at home. The lush landscaping and inviting outdoor spaces provided the perfect backdrop for relaxation. Inside, the amenities were top-notch. The kitchen was fully equipped, making it easy to whip up meals after a day on the water. The living area was spacious and tastefully decorated, the bedrooms were incredibly comfortable. Heidi was incredibly thoughtful, providing everything we needed and more: beach gear, and even a fire pit for s’mores under the stars. Her attention to detail truly made our stay special. Overall, this Airbnb exceeded all our expectations. If you're looking for a perfect getaway, especially if you have a boat!
Guest favorite

Cottage in Anna Maria

4.89 out of 5 average rating, 35 reviews

Snail's Pace: On Canal, Kayaks & Dog Friendly

HalieRating, 5 stars1 month ago
awesome place and people! super responsive and friendly - let us check in early even asking last minute. SUPER clean - like cleaner than most hotels i have been in. very comfortable and awesome place to stay. we had neighbors on the other side of the building and never heard them once, and there was construction right next door that you could not hear inside. amazing appliances that looked and worked like new. super amazing place and would definitely book here again.
Superhost

Cottage in Gulfport

4.91 out of 5 average rating, 56 reviews

Gulfport beautiful two bedroom cottage

RoseRating, 5 stars6 months ago
David and Margret were excellent hosts! Very easy to communicate with and extra accommodating when it came to a few changes in our travel plans. I appreciated how their quick response time. Our space was spacious and clean. It had all the extras, beach chairs, towels, sunscreen provided. I especially enjoyed the beach cruiser bicycles. It was a great way to get around the town. Gulfport itself is a diamond in the rough. Great restaurants, local art and shops. We felt very welcomed and safe during our stay. Thank you David and Margaret! We will be back!

Private cottage rentals

Guest favorite

Cottage in Arcadia

5 out of 5 average rating, 81 reviews

Quaint Cottage w/access to Peace River canoe/kayak

RebeccaRating, 5 stars1 month ago
We loved our stay. The cottage was very well appointed. It had everything we needed and more. It was spotless. The cable included almost everything you can think of for entertainment. The kayaks and canoes were especially handy and convenient. Marc and Meaghan were both highly responsive. This is one of the best places we’ve stayed! Highly recommended.
Superhost

Cottage in Historic Kenwood

4.84 out of 5 average rating, 204 reviews

OctoPad/Cozy 2bdrm Private Suite

SteveRating, 5 stars2 months ago
The Octopad is sooooo cute and welcoming. We had a wonderful stay and loved the themed decor and the antique pieces of furniture. My two teenage girls loved it. I especially loved laying in bed with the curtains open and being surrounded by greenery-almost like being in a treehouse. Both hosts were extremely responsive. We would definitely stay again.
Guest favorite

Cottage in Bradenton Beach

4.86 out of 5 average rating, 70 reviews

Sweet Escape Beach Cottage

AndrewRating, 5 stars2 months ago
The home was pretty much spotless, had everything you needed for a week’s vacation, including a shed with lots of beach gear/yard games. Only took 7 minutes to refresh our drinks from our setup on the beach to the house and back. Really pleased with everything, thank you.
Guest favorite

Cottage in Nokomis

4.83 out of 5 average rating, 47 reviews

The "Sun Cottage" - your relaxing interlude!

JaneRating, 5 stars5 months ago
We have stayed here before for a shorter time. It felt like coming home this time. The cottage is so well equipped and Lauren is so helpful. They responded really quickly if we needed anything. The air con and fans kept it at a perfect temperature. It is 2 mins to drive and see the sun set at the beach, or to a restaurant (Pops Sunset Grill). Plenty of parking and we could keep the car in the shade when it was hot. When we come back to this area we will definately stay here.
Superhost

Cottage in Lido Key

4.94 out of 5 average rating, 32 reviews

The All Hands On Deck Cottage at Casa Limonada

RandyRating, 5 stars4 months ago
We stayed in the All Hands On Deck cottage and it was fantastic in every aspect. Gur is very responsive when needed. The cottage is about a block from the beach, lots of great restaurants within walking distance. We will back again soon!
Guest favorite

Cottage in Bradenton

5 out of 5 average rating, 45 reviews

Discover Hidden Cove #2 - Water Views with Privacy

TiffanyRating, 5 stars1 month ago
I had an amazing stay at this Airbnb! The home was clean, comfortable, and well-equipped with everything I needed. Great location.
Guest favorite

Cottage in Cortez

4.98 out of 5 average rating, 52 reviews

Pompano Cottage Historic Cortez Village

CarolynRating, 5 stars1 month ago
This was our 3rd time staying at Linda’s Cortez Cottage and had another wonderful stay! It is a perfect place for my husband and I to stay when we are in town. The cottage is clean, comfortable and we love the Cortez area. We enjoy walking to a couple of our favorite restaurants, Swordfish Grill and Starfish! Linda is a wonderful host and is very responsive. I highly recommend her cottage and we will definitely be back! Thank you for sharing your beautiful home with us!
Guest favorite

Cottage in Englewood

4.93 out of 5 average rating, 82 reviews

Luxury Beach Resort Style Cottage

ClintRating, 5 stars1 month ago
The place was amazing, we sure hope Helene spared them!

Quick stats about cottage rentals in Sarasota

  • Total rentals

    60 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 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