Allowing you to experience powdery sand between your toes and gulf views as far as the eye can see, Siesta Key invokes a tranquil vibe. Some of the points of interest here include Crescent Beach and Siesta Key Beach. In addition to the bright sun and the sand, it also features a variety of urban attractions, including resorts and a plethora of restaurants and bars where you can spend your evenings. Siesta Key also offers a choice of accommodations to fit every preference. Why not opt to book a cottage that comes with all the privacy and freedom you need during your stay? Read on to explore the best cottages for rent in Siesta Key, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Beachfront cottage with pool access (from USD 119)
Situated right on the beach and offering breathtaking vistas and serene sounds of waves, this lovely cottage features one bedroom and one bathroom, making it perfect for a couple. The cottage is well-furnished with everything you need for a comfortable stay, including a fully equipped kitchen, off-street parking for your vehicle, WiFi throughout the home, and cable television.
Plus, you will have access to a swimming pool in the area. Must-try restaurants and shops are just within walking distance.
Top guest reviews
Amenities & Room:
comfortable stay with the basic amenitiesnot that we spent much time inside but greatly improved wifi and cable service from last yearCleanliness:
everything was clean and neatthe suite was spotless and cleanvery clean and very well maintainedthis made our days very easy the rental was very clean and had everything we neededgreat location very clean and landlord was very accommodatingHost:
brad the manager was very responsivebrad the owner was very kind and responsivebrad was very helpful and responded quickly to any of our concernsgreat communication with the owner/managerwe had the pleasure of meeting brad the owner while staying thereRead more reviewsLocation:
perfect location close to beach close to towneasy walk to beach and villagegreat location being walking distance to the beach and the villagethe location was excellent so close to the beach and villagequiet but close to all the fun
2. Beautiful cottage close to thebeach (from USD 273)
This cosy and well-decorated one-bedroom, one-bathroom cottage is the ideal stay for a romantic getaway. It can accommodate a couple comfortably, and it is located close to Siesta Key Beach. It is also a short drive from local attractions in downtown Sarasota, such as gourmet restaurants, bars and pubs, theatres, art galleries, and more.
The cottage offers amenities such as WiFi throughout the space, cable television, a patio, and a full kitchen.
Top guest reviews
Amenities & Room:
only addition the furniture needs to be more comfortablequality bed pillows more than two would be an improvementCleanliness:
house is very cleanwe love the cottage it was clean so cute loved the outdoor shower and outdoor areawe enjoyed every bit of it and the house was clean and well-equippedclean cozy little cottage with a perfect locationvery clean - nice location - loved sunroom and patioHost:
great host thank youthis place was awesome owners are very friendly and help you out with any questions you havevery smooth process and the property manager was very helpfuldebbie was a great host and very responsive to textsdebbie was a wonderful host and quickly answered any questions that may have come upRead more reviewsLocation:
amazing location we walked everywherea nice walk from siesta village to walk off mealssk village super close as well so easy to ride bikes or walk to dinner or shoppingclose to beach and restaurants for those who are ok walking about 1/8 to 1/4 of a milethis is a great location
3. Charming property close to Crescent Beach (from USD 131)
Enjoy basking under the warm sun when you book this lovely accommodation that offers a spacious backyard with outdoor seating and a well-maintained lawn. This cottage is perfect for couples and is located close to all the local restaurants and other establishments in Sarasota. Crescent Beach is also easily accessible from here.
The home has everything you need, including a full bathroom, a spacious patio where you can enjoy your favourite beverage, a full kitchen, and free WiFi. You and your partner are promised a good night’s rest on the queen-sized bed.
Top guest reviews
Amenities & Room:
pool area was great with beautiful views of the intercoastal waterwayvery comfortable unit in an exceptional settingCleanliness:
house was very clean as well as the groundsHost:
property manager rae is very responsive to any questions or requestsRead more reviewsLocation:
cute little cottage in a nice location not far from the beachthere also are free shuttle buseslocation by the water and pool is greatold florida charm :)cozy cottage close to main beach
4. Homey accommodation with a heated pool (from USD 392)
Ideal for four people, this comfortable cottage has one bedroom with a king-sized bed, a sofa bed in the living room, and one bathroom. You can prepare your favourite meals in the fully equipped kitchen, then have a quiet dinner in the dining area. For a laidback day, watch television in the living area.
The home also offers free WiFi, a private screened porch where you can enjoy the sunset, barbecue facilities for family cookouts, and a heated swimming pool.
Top guest reviews
Amenities & Room:
we didn't use the pool but the patio area was lovelyCleanliness:
the condo was clean and updated nicelythe place was very clean and had everything we neededfull kitchen lovely warm pool with beautiful clean pool areaHost:
the management team was super communicative and even flexible when we had a family emergencypaige was super kind and helpfulRead more reviewsLocation:
excellent location right by beach access and the villagegreat location everything was wonderful super close to the beach and walking distance to townthe location is wonderful you can walk everywherethis is a must stay location in siesta the location is greateasy walk to restaurants and market
Superhost
5. Dolphin Cottage
This cottage is situated just a few steps from Siesta Key Beach and offers a variety of amenities for your enjoyment. It has one bedroom and can accommodate up to three guests. It has a well-equipped kitchen with a stove, an oven, a refrigerator, a freezer, and even a dishwasher. WiFi is available for guests’ convenience.
The property also has a heated swimming pool with a tiki bar, barbecue facilities, a seating area for alfresco dining, and beach amenities, such as towels, deck chairs, umbrellas, and more.
Siesta Key, Florida, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
the cottage was the perfect size with comfy bed and couch for relaxingour cottage (dolphin) was cute and comfortablewe really enjoyed the pool and having chairs a cooler and clean towels daily was greatCleanliness:
clean nice well appointedthe place was very clean and well equippedthe towels were plush clean and plentiful both for the shower and the beachthe cottage was very clean as was the poolthe cottage was clean and perfect for a coupleHost:
leslie is a great hostfriendly and responsive hostleslie was a fantastic hostleslie also was quick to respond and she served as a good hostcommunication with the host was excellentRead more reviewsLocation:
the location is perfectfantastic location right across from beach access and walking distance to the villagegreat location and a very neat placevery cute cottage in a great locationlocation is amazing short drive or moderate walk to siesta village
6. Spacious cottage close to Siesta Key Village (from USD 285)
Offering two bedrooms and one bathroom, this lovely cottage is located just a few blocks from Siesta Key Village, which is filled with cafes and shops. The beach is also nearby.
The home has recently been remodelled and features large windows and French doors that allow plenty of natural sunlight to stream in. It also has a private deck, WiFi throughout the premises, a fully equipped kitchen, and free on-site parking.
Top guest reviews
Amenities & Room:
the space overall is comfortable and updatedthis airbnb was amazing the kitchen was fully stocked with silverware and utensilsCleanliness:
place was clean and comfortablethe place was very clean and absolutely gorgeousalso the cleanliness was superbwe loved the cottage it was very clean and comfortablethe house was well stocked with essential supplies very clean and a great locationHost:
jill was an amazing host and responded quickly with any questions we hadjill was also very responsive for the couple of questions that came upshe replied to us super quick every time and was so friendlyand jill was an awesome host — she’s very accommodating and super-friendlyvery helpful and communicative host thank you jill we will be backRead more reviewsLocation:
great location and peaceful spotthe village is literally a few steps away so perfect locationgreat location close to the beach restaurants and shopsnice place to stay walking distance to villagelocation is ideal for walking opportunities as parking in the village can be tough
7. Lovely abode with fenced-in yard (from USD 264)
Situated just a short walking distance from Siesta Key Beach and Siesta Key Village is this adorable cottage. Inside, you will find a living room, a spacious kitchen, and a dining area. The cottage features one bedroom and one bathroom, making it ideal for three people. There is additional sleeping space in the living room.
It is also pet-friendly. You can enjoy plenty of outdoor time on the property, as the cottage has a fenced-in yard and a patio. Barbecue facilities are available, too.
Top guest reviews
Amenities & Room:
loved the patio with a nice grill updated bathroom and comfortable bedsmall but definitely enough room for two peoplethe cottage was cozy exceptionally clean and well equipped with all necessary itemsthe cozy cottage is a great place to stay in siesta keywe had a great week at the cozy cottageCleanliness:
it was extremely clean and cozyplace was clean and a nice sizecondo was clean awesome fenced in back yardeverything was super clean and had everything we could possibly needplace was so quaint and cleanHost:
host is very responsivebarb was a great hostbarb was a great host and very responsivebarb was a great and communicative hostbarb was such a sweet and accommodating hostRead more reviewsLocation:
perfect location right across from beachgreat location and very nicelocation was absolutely perfect this property and location was a real gemperfect location in siesta key walking distance to both the beach and towngreat location being nice and close to the ocean and downtown shops
8. Love Shack (from USD 159)
For solo travellers, remote workers on a workation, or couples, this sophisticated yet cosy studio cottage is an ideal accommodation. It is situated just steps from the beach, allowing you to catch the sunset on time. Shopping and dining opportunities at Siesta Key Village are also just steps away.
It also offers convenient amenities, such as free WiFi and a fully equipped kitchen where you can prepare your own meals.
Top guest reviews
Amenities & Room:
closet extremely small about one foot in widthneeds night lightsfan goes on when bathroom light is onCleanliness:
clean everything was there as noted in her post just a very small showerthe unit was clean and met all of our needsthe apartment was comfortable and cleaneverything was clean organized and ready when we arrivedeverything was clean and michelle responded within minutes to any questions i hadHost:
our host was amazing and so kindmichele is a fantastic host and has wonderful customer servicemichelle was a great hostspecial thanks for being pet friendlymichelle was very responsive to my inquiries and requestsRead more reviewsLocation:
cute little spot close to everythingideal place because if it's locationfantastic location near beach and villagethe location is perfectnice location to village and beach
9. Two cosy cottages with a private pool (from USD 500)
If you are travelling with relatives or friends and wish to stay in separate accommodations while being close to each other, this pair of beautiful cottages are perfect for you. These cottages can accommodate up to six guests comfortably and feature two separate ensuite bathrooms for your privacy.
The property also features amazing amenities, such as a private swimming pool where you and your little ones can play all day and a fully equipped kitchen where you can prepare your favourite dishes. Plus, it boasts close proximity to the beach.
10. Two-bedroom vacation rental with convenient location (from USD 199)
Situated within walking distance of Siesta Key Beach and dining, partying, and shopping establishments, this lovely two-bedroom cottage can sleep up to six guests. For guests’ convenience, it has two bathrooms. The living room is spacious and comfortable and features modern amenities, such as a smart television and free WiFi.
The home also offers a fully equipped galley-style kitchen, a Pack ‘n’ Play for younger children, laundry facilities, and more.
Top guest reviews
Amenities & Room:
the murphy bed in the living room was perfect for our daughterthe kitchen and bathroom are nice with lots of roomthe one thing we didn’t like was the lack of hand soap toilet paper and tissuesCleanliness:
it was very cleanit was a very clean housethe unit does need a deep clean and cobwebs removedthe rooms were clean and they had great showers 10/10 would stay here againclean modern and very close to the beachHost:
rating details: the property manager was very helpfulRead more reviewsLocation:
the location of this property is terrificthe location is nice for beach accessreviewer comments: the location was perfectgreat central location to explore the other gulf beacheswe had a great week here the location is perfect
Enjoy a relaxing stay in Siesta Key
With a plethora of attractions and activities to choose from during your stay in Siesta Key, your vacation is sure to be a grand success. You can make the most of your holiday here by staying in a cosy cottage. Book the accommodation that catches your eye today and start counting down the days until you travel to Siesta Key.
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