Top 9 Beachfront Cottages Near Siesta Key, Florida - Updated 2024

Bill
Bill 
Updated
| 4 min read

Located off Sarasota’s breathtaking coastline in Florida is a picturesque island called Siesta Key. To reach this destination, fly into the Sarasota-Bradenton International Airport or Tampa International Airport, which is a one-and-a-half-hour drive away. If you’re looking for a scenic drive, use S Tamiami Trail or N Tamiami Trail to access Siesta Key.

This picturesque barrier island is nestled between the Gulf of Mexico and Roberts Bay and is famous for its pristine waters and sandy beaches. You can spend hours sunbathing and swimming at Siesta Beach, or take a short drive to visit the beautiful Marie Selby Botanical Gardens in Sarasota.

To make the most of your stay on this stunning island, book accommodation close to the shores. Read on for the top beachfront cottages near Siesta Key, Florida!

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, accommodation type, prices, availability of dates, decor, and location with easy access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Rustic cottage dating back to 1916 (from USD 205)

This rustic beach cottage offers a sweet retreat for those who want to escape the clamor of city life. It is situated right by the beach, with just a few dunes separating you from the sandy shore. The property maintains its rustic vibe through its heart pine flooring and walls, but also offers modern amenities such as laundry equipment and air-conditioning.

This cottage is perfect for two guests. The cozy dining table is made to sit two, with an adjacent sleeper sofa that’s ideal for relaxing and watching TV.

Stayed at this property?

159 meters (0.1 ft) from Manatee Public Beach
61 reviews  
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
the cottage was rustic and comfortable
the cottage was very comfortable and well equipped
i loved the proximity to the beach the well-appointed kitchenette and the comfortable furniture
the apartment is cozy attractive and comfortable with hd tv
inside was very comfortable with everything we needed
Cleanliness:
small but very clean and neat
very clean great beach house
very clean rustic cottage that is shared wonderful communication with alice and exactly as pictured
very clean felt relaxed and at home
place was comfortable and very clean
Host:
she is a very sweet host
owner was very easy to communicate with
the owner left us the sweetest note to welcome my mother and i
the owner is very responsive as well
alice the owner was so nice and it was nice to meet her
Location:
close to many good restaurants
good value and better location
wonderful getaway and great location
great location right on the beach
property was nice and the location was the best
Read more reviews
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2. Fully equipped cottage with a deck (from USD 200)

This two-bedroom unit is located a few steps from the beach and sits on the top floor of a two-unit property. It boasts a beautiful white interior with pops of beachy colors, leaving you feeling relaxed. The bright and spacious living area leads to a deck where you can enjoy barbecued feasts. The home is also fitted with a full kitchen for more elaborate meals.

Moreover, the rental is nestled amidst tropical plants.

Stayed at this property?

938 meters (0.6 ft) from Manatee Public Beach
93 reviews   Wifi Available
cottage 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
also maybe add a table so future clients could have drinks along with the fabulous sunset views
a quaint 2nd story apartment with a lovely deck facing the gulf of mexico
Cleanliness:
clean and extremely well stocked
this property was great clean and comfortable
the house could use a deep clean
there were plenty of clean linens and toiletries
but adequate quiet peaceful clean with direct private access to beach
Host:
the property manager was very friendly
the property manager was awesome and helpful we will definitely be back
managers were very nice and responsive and they stay in a house right next to your cottage
Location:
very close to beach and easy access to the beach from the house
the property and location were both excellent we will be back
the location and easy access to the beach was awesome
neighborhood was quiet and safe
this place is practically on the beach the condo was nice
Read more reviews
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3. Sailfish Gulf Suites, Suite 1 (from USD 264)

This exquisitely styled cottage is a dreamy haven with a plush interior with pastel hues and fresh plants. It has an open-plan design, connecting the living, dining, and kitchen areas seamlessly. The kitchen’s new appliances beckon guests to cook, while the lounge with its 55-inch flatscreen is the best spot to put your feet up.

If you wish to feel the sand under your toes, head to the beach right next to the property.

Stayed at this property?

421 meters (0.3 ft) from Manatee Public Beach
4 reviews   Wifi Available
cottage 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 45 days before check-in.

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

4. Old-fashioned beachfront cottage with a Smart TV (from USD 350)

While this beachfront property is ideal for four guests, the host graciously allows a fifth person to sleep on the sofa for free. The cottage has an old charm to it with its wooden floors and walls. However, it comes with all the modern amenities you need, including a Smart TV with lots of streaming channels.

You can enjoy exploring the neighborhood by renting bicycles, or rent kayaks and jet skis for some adventure. You can access the beach by descending a flight of wooden stairs just outside the property.

Stayed at this property?
Englewood, Florida, United States
70.19 km (43.7 mi) from Manatee Public Beach
66 reviews   Superhost Wifi Available
Entire cottage 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the cottage was cute and comfortable great views of ocean
the beds are very comfortable and they helped us get a perfect night’s rest
Cleanliness:
this cottage is a paradise very clean and had everything that we needed
Host:
cynthia was responsive to any questions we had
first off the host is outstanding with communication
the view is absolutely amazing the host and property manager were both very easy to get along with
cynthia is a fantastic host that will ensure that your stay is very comfortable
Location:
privacy location and breathtaking sunsets
perfect place to “socially distance” as beautiful beach is pretty far from public access
the location is amazing and i couldn’t of asked for a better place to stay
wonderful state park at the end of the island
the place is just like the pictures
Read more reviews

5. Casa Tortuga (from USD 650)

Casa Tortuga is one of the most exquisitely decorated beachfront cottages in Englewood with large windows to let in lots of sunlight. Its spacious lounge with a widescreen TV is perfect for unwinding after a long day. The home is fully fitted with a top-end kitchen for whipping up homey meals and even comes with a bathtub where you can enjoy warm soaks. After a sumptuous breakfast, head straight to the beach by just taking a few steps.

Stayed at this property?
Englewood, Florida, United States
73.86 km (45.9 mi) from Manatee Public Beach
44 reviews   Superhost Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
beds were super comfy
it is cozy and comfortable well-appointed and full of thoughtful details
Cleanliness:
beautifully decorated clean quiet spot on the beach
the home is beautifully appointed extremely comfortable clean and has everything you could ever need during your stay
the beds are so comfortable and the home is fantastically clean
Host:
owners are also very responsive
owners have put lots of time and effort into making this a wonderful home to stay in
our hosts were fantastic and easy to communicate with
they were extremely responsive to any request
cottage was very private and the hosts were very responsive and helpful
Location:
amazing location directly on the beach screened in patio directly onto the beach
Read more reviews

6. Spacious cottage with a rooftop deck

This beachfront cottage exudes a welcoming feel with its gentle colors and subtle decor. It is also spacious enough to accommodate a large group. The kitchen has enough counter space and essential equipment for preparing elaborate meals. The property also comes with a rooftop deck where you can star gaze.

Take a short stroll to the private beach to enjoy a fun time in the sun with loved ones. After returning from the beach, use the laundry facilities to wash your beachwear.

Stayed at this property?
Englewood, Florida, United States
71.78 km (44.7 mi) from Manatee Public Beach
32 reviews   Superhost Wifi Available
Entire cottage 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the rooms were perfect for our group of 3 adults and 1 child
Cleanliness:
wonderful place to stay the house was very clean and extremely comfortable
the beach is quiet clean and the sunsets are just incredible
the cottage is exactly as described it is very clean updated and it has everything needed for your stay
Host:
taher mary and debbie were wonderful and very responsive
Location:
loved the location it was perfect
there are multiple grocery stores within 10 mins driving and some great restaurants/bars within walking distance
this is a great place to stay within walking distance to great restaurants and right on the beach
this was a perfect location the beach was right outside
as others said it is pretty close to other properties/condos which can get pretty loud
Read more reviews

7. Sweet Dreams (from USD 328)

This unit is situated an easy one-minute walk from Bradenton Beach and a five-minute walk from Coquina Beach. Plus, it offers splendid views of the Gulf of Mexico from its patio. The cottage comes with all the necessary appliances to provide a comfortable stay, including an equipped kitchen, TVs, and laundry facilities.

You can access eateries such as Gulf Drive Cafe in only five minutes by car. And if you need to go sightseeing, you can always hop onto the free shuttle.

Stayed at this property?

3.96 km (2.5 mi) from Manatee Public Beach
63 reviews   Wifi Available
cottage 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

8. Plush cottage with a hot tub (from USD 281)

Located only 50 steps from the pristine beach, this cottage offers essential beach equipment so guests can maximize their stay. This includes beach chairs, towels, umbrellas, and even a cooler! Its convenient location also helps you reach several eateries and shops on foot.

The cottage is beautifully furnished and comes with lavish amenities such as a private hot tub. Moreover, its pet-friendly policy allows you to bring your fur babies along!

Stayed at this property?
Bradenton Beach, Florida, United States
2.23 km (1.4 mi) from Manatee Public Beach
118 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 1 Bedroom 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
there were two mini split units that kept the house at a very comfortable temperature
Cleanliness:
tom has an exceptionally clean house
it was super clean on arrival
very clean with nice beach decor
the property was clean and well stocked with essentials
very clean and cute little cottage
Host:
host had great response time
he was a great host and responded to our questions quickly
he was prompt to reply when i had questions and was great host
the owner is very easy to communicate with and quickly resolves any unexpected issue
we would definitely stay at one of this owner’s properties again
Location:
short walk to beautiful beach
location was great central to both ends of the island
fantastic location and adorable little place
lastly the beach location was wonderful - not crowded at all and just steps away
really enjoyed hot tub and close proximity to beach
Read more reviews

9. Playa Esmeralda Inn, Suite 1 (from USD 212)

This cozy little unit is just 20 steps from the beach and is perfect for two adults and a child. It is furnished with bright colors to create a cheerful vibe. Despite its compact size, it comes with all the necessary conveniences. The living area has a futon sofa where a child can sleep, while the bedroom has a queen-size bed. The kitchen is well-fitted with modern appliances for your convenience. There’s also a dining area for two.

Stayed at this property?
Bradenton Beach, Florida, United States
3.95 km (2.5 mi) from Manatee Public Beach
135 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed was so comfortable that we started shopping for new mattress
it was perfect for two adults to feel comfortable and not cramped
Cleanliness:
communication was great the place was clean and it was in a great location
great location and clean small but comfortable
this is a no frills accommodation but it’s clean and right across from the beach
the room was as described very clean there was a list of local places to eat and drink
Host:
owners are super nice
hosts were great and got back super quick if we had any questions
maria was an excellent host
we would certainly recommend maria as a host but would not likely return to this particular cottage
in addition to the location our host maria was extremely responsive and maintained excellent communication during our stay
Location:
great location for the price
easy walk to bridge street
amazing location right across the street from the beach and walking distance from bridge street
the location is what makes this place great
loved it super close to the beach
Read more reviews

Escape to Siesta Key for some peace and quiet

Siesta Key offers you a chance to escape the constant rush in your life and relax in the fresh ocean breeze. Its beautiful beaches are perfect for creating everlasting memories with loved ones. So, choose any of these beachfront cottages nearby and have an unforgettable stay!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Bill, a tech-savvy writer with a passion for exploration, presents the world through words and images. His journey unfolds the hidden treasures far and wide, hoping to ignite the readers' desire to...Read more

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