Cottage vacation rentals in Sarasota County

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Popular amenities for Sarasota County cottage rentals

Cottage rentals with a hot tub

Cottage in Sarasota
5 out of 5 average rating, 4 reviews

Family Friendly Cottage @ Sun N Fun Resort

ZackRating, 5 stars2 weeks ago
Jesse was absolutely great at accommodating us. We had a very nice stay and would stay there again! The amenities such as the pool and golf cart were a bonus.
Cottage in Venice
4.25 out of 5 average rating, 8 reviews

Cottage near Venice Beach

KimRating, 5 stars3 weeks ago
Stay was great. We had a couple of issues (thrown breaker and leaky pipe under sink), but they were both solved within thirty minutes of me sending a message. We would stay again if in the area.
A charming cottage is seen with a porch featuring a white railing and a blue and white striped umbrella. The exterior showcases light blue siding and a screened-in lanai. Lush green grass frames the entrance, adding to the welcoming appeal of the home.
Cottage in Sarasota
4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

NathanRating, 5 stars28 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
A spacious living area features a light-colored tiled floor and is illuminated by natural light coming through large windows. Comfortable seating options include a colorful sectional sofa, lounge chairs, and a dining table with high-backed chairs. Decorative accents and art pieces add character to the room.
Cottage in Sarasota
4.99 out of 5 average rating, 79 reviews

Quaint Cottage,150 steps away from Crescent Beach!

KathrynRating, 5 stars5 months ago
Madeline equipped the house with everything you could possibly need while vacationing plus more. The location to the beach and local restaurants was ideal. Madeline was very accommodating and checked in to ensure our stay at her house was going smoothly. We thoroughly enjoyed our visit.
Superhost
An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.
Cottage in Sarasota
4.75 out of 5 average rating, 122 reviews

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

RobertRating, 5 stars5 months ago
This was a very enjoyable stay. They reached out to us prior to arriving to see if there was anything that we would need. They were communicative during our state to see if there was anything else we needed and offered a late check-in as we were closing on a house the day we were supposed to check out without us, asking. Asking. And hot tub were clean quiet and a very private setting. Recommend this stay for anybody.
Guest favorite
A single-story home is surrounded by a well-kept lawn, featuring a lush shrub at the forefront. The entrance is framed by a covered porch, with large windows providing natural light. Trees line the property, casting gentle shadows across the yard.
Cottage in Sarasota
4.97 out of 5 average rating, 29 reviews

Charming Coastal Oasis 2 Bed/2 Bath Cottage

PattiRating, 5 stars1 month ago
Lara’s house was very clean and comfortable. We especially enjoyed the hot tub. Lara was extremely responsive to any questions we had. The location is great! Very easy access to St Armand Circle and Siesta Key

Pet-friendly cottage rentals

Guest favorite
Cottage in Nokomis
4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

SamRating, 5 stars7 months ago
Easy check in and check out. Very private space and very secure with the security gate. Felt right at home! My friend and I have stayed here multiple times and it’s great every time!
An open living area features a modern sectional sofa with decorative pillows and a round ottoman. A sleek kitchen with stainless steel appliances and a dining table for four is visible in the background, complemented by neutral-colored walls and light tile flooring.
Cottage in Sarasota
4.79 out of 5 average rating, 71 reviews

Lovely ❤ Cottage - Very Close to Siesta Key & More

KathyRating, 5 stars7 months ago
This house was easy to find & it looked just like the photos. The location was very convenient—only 5 miles from Siesta Key beach. Lots of restaurants nearby.
Guest favorite
Cottage in Siesta Key
5 out of 5 average rating, 6 reviews

Cottage w/pool 1 block to village.close to beach

AmyRating, 5 stars6 months ago
This place was amazing. The backyard was the largest Ive seen in Siesta Key for sure. Home was extremely well stocked and Mark was super laid back. Didnt want to leave today but we will be back.
A private dock extends over calm waters, reflecting the blue sky. A figure sits casually at the edge, enjoying the serene surroundings. The dock features sturdy posts, ensuring safety and stability while providing an inviting space for relaxation by the water.
Cottage in Sarasota
4.75 out of 5 average rating, 4 reviews

Cheerful 2 bedroom art studio bungalow with dock

LaurenRating, 5 stars24 months ago
Nadja was an amazing host! Responded quickly and made sure we found the house and got in okay. We go to Florida every winter. But like to find new airbnbs to stay at each year. We will definitely be returning to Nadia’s place. Amazing community. Just a 5 minute walk to the dock. And a few minutes from Siesta Beach. It’s a very colorful house which gives it a costal vibe. Can’t wait to return again soon ◡̈
Guest favorite
The living area features a comfortable seating arrangement with a dark sofa and two upholstered chairs. A glass coffee table occupies the center, while decorative wall art and shelves add character. Natural light fills the space through large windows, enhancing the welcoming atmosphere.
Cottage in Venice
4.75 out of 5 average rating, 8 reviews

Tropical Art Cottage

MargaretRating, 5 stars13 months ago
I had an extended stay at Carroll's place and it was a perfect location for me. Peaceful. comfortable, and different. I was amazed at watching Rich blowing glass, and Carroll's wonderful paintings were delightful on the walls of the cottage. It was a great place to relax when I was not out on the run or sightseeing or relaxing and walking on the beach. I was there over Christmas and they made me part of their family. Carroll was a delightful host and I am glad to have her as a friend as well.
A newly renovated cottage features a light exterior with pink window shutters. A small patio area is visible in front, complemented by neatly arranged landscaping. A grill is positioned adjacent to the entrance, with a bright blue sky overhead and ample green lawn surrounding the property.
Cottage in Venice
4.75 out of 5 average rating, 120 reviews

Cozy Florida Cottage

KarenRating, 5 stars1 month ago
The place was just what we needed for our purpose. Close to friends we were visiting. Comfortable. Would recommend and would stay again!
Superhost
Cottage in Sarasota
4.69 out of 5 average rating, 16 reviews

Charming Bungalow | Close to Beach | 2 Beds

SusanRating, 5 stars2 months ago
Adorable, spotless duplex on a quiet street. One of the best properties I have ever rented. Hosts are responsive and pleasant. Will rent again when in the area.
Cottage in Sarasota
4.81 out of 5 average rating, 231 reviews

Cozy Cottage by the Bay

HaleyRating, 5 stars1 month ago
Great place to stay in Sarasota. Very close to everything. Cottage has a homey feel and is comfortable. Great neighborhood to walk around in as well. Joe is very responsive to your needs!

Private cottage rentals

A cozy porch area features a hanging swing adorned with colorful cushions, complemented by a small dining table and chairs. The entrance is framed by green lattice work, creating a welcoming space. A sign with the text 'WELCOME' is mounted on the wall.
Cottage in Siesta Key
4.84 out of 5 average rating, 153 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

JenniferRating, 5 stars1 month ago
Loved our stay at Siesta Key - location was wonderful and cottage was adorable!
Guest favorite
A quaint entrance to the Surf Shack studio is showcased, featuring a striking turquoise door and sun-themed wall decor. Two chairs are positioned on a gravel path, surrounded by lush greenery, providing a welcoming atmosphere.
Cottage in Siesta Key
4.95 out of 5 average rating, 75 reviews

Surf Shack- Walk to Village/Boat Dock Included

HollyRating, 5 stars5 months ago
Great location! Walking distance to the village, shopping, and the beach. The cottage is immaculately kept and had absolutely everything we needed. It was obvious that extreme care was put into providing even the smallest item you may need during your stay. The balloon wheel cart came in very handy for trips to the beach! Jim was very friendly and checked on us a couple of times to ensure we had all we needed and provided some useful recommendations. I cannot say enough good things about the "Surf Shack" and we would definitely stay there again!
Guest favorite
A cozy yellow cottage is viewed from the front, surrounded by green grass and shrubbery. Large windows allow natural light to enter the interior. A welcoming front porch features steps leading to the door, enhancing accessibility for guests.
Cottage in Nokomis
4.83 out of 5 average rating, 48 reviews

The "Sun Cottage" - your relaxing interlude!

KellyRating, 5 stars1 month ago
We love the Sun Cottage. This is our second stay there. A really nice place. Within walking distance or short drive to the beach. Lauren responded to our questions very quickly. We stayed two months so we really appreciated the washer/dryer and the stocked kitchen. We would definitely book again.
A charming cottage exterior features a light green facade with blue double doors and decorative shutters. Surrounded by tropical plants and a mulch bed, a stone pathway leads to the entrance, inviting guests into a serene atmosphere.
Cottage in Sarasota
4.83 out of 5 average rating, 162 reviews

Charming Beach Cottage

TiceyRating, 5 stars3 weeks ago
House was cute and clean, with short drive to the beach and the village. Sarah was a pleasure to deal with.
Guest favorite
A spacious bedroom features a king-size bed with a colorful striped blanket. A desk with a chair is positioned nearby, along with a small bedside table. Natural light enters through the window, illuminating the area. A bathroom is visible beyond a door, adding convenience.
Cottage in Sarasota
4.87 out of 5 average rating, 63 reviews

Cozy Cottage close to everything w/ grill on patio

BrendaRating, 5 stars3 weeks ago
We enjoyed our stay at Bonny's place in Sarasota. It was clean and nicely decorated. The setting was quiet and peaceful with a nice private patio in the back. We enjoyed walks around the neighborhood and down to the water to watch the sunset.
Guest favorite
A light-filled living area features a white sofa with colorful throw pillows. A glass coffee table displays a vase of orange flowers and scattered magazines. Nearby, a fan sits on the floor, and a doorway leads to a visible bedroom, enhancing the airy atmosphere.
Cottage in Osprey
4.96 out of 5 average rating, 47 reviews

Mattie’s Cottage by the Bay

DouglasRating, 5 stars2 months ago
Very comfortable, quiet neighborhood, great location close to Sarasota but without the traffic. Not far to Nokomis and Venice, as well.
Guest favorite
A modern kitchen is equipped with stainless steel appliances and white cabinetry. A small dining table with two chairs is positioned next to a window, allowing natural light to illuminate the space. Light-colored flooring enhances the room's bright and airy feel.
Cottage in Sarasota
4.9 out of 5 average rating, 50 reviews

Sand dollar cottage of Pinecraft

EvalynRating, 5 stars2 months ago
This was our second stay in this lovely home in the delightful Pinecraft community. Everything was spotlessly clean and well equipped. We enjoyed the neighborhood and there was easy access to everything we needed and places we chose to visit. The beds were comfortable and the walk in shower was helpful with my mobility issues. We appreciated the washer & dryer also. Our host, Carolyn was kind and responsive. We are already planning our third stay here!
Guest favorite
A vibrant sunset paints the sky with hues of orange, pink, and purple, reflecting on calm waters. Silhouettes of a dock and palm tree are observed in the foreground, enhancing the serene atmosphere of the lakeside.
Cottage in Englewood
5 out of 5 average rating, 10 reviews

MK Farm - Cottage by the Beach

DebRating, 5 stars1 week ago
The cottage is exactly as described. Loved the privacy and location. Kelly was very helpful; checking in at random to inquire if there was anything we needed. The fresh eggs were a bonus. We will definitely return if we return to the area.

Destinations to explore