12 Best Airbnbs In Siesta Key, Florida


Siesta Key has been voted the number one beach in Florida for many years and it is easy to see why. The crystal blue waters gently lap along one of the only beaches in the world with 99 percent pure quartz white sand. The sand miraculously stays cool even during the heights of summer. A holiday to Siesta Key should include plenty of beach time but also be sure to enjoy other things to do such as paddle boarding, snorkeling or even kayaking through the mangroves. You could rent bicycles and traverse the beach or head to the shops at Saint Armand Circle in nearby Sarasota. There are also botanical gardens nearby and much more. With all of these activities, we’re sure you’ll want to rest your feet and head in the most relaxing and welcoming accommodation. Don’t worry, there are plenty of hotels and vacation rentals in Siesta Key to accommodate you. We’ve compiled this list of the best Airbnbs in Siesta Key, Florida. Read on and start planning your dream holiday.

1. Gorgeous home with naturally lit rooms (from USD 195)

Remodeled in 2015, this two-bedroom, one-bathroom beach house has a full kitchen and front porch. There is hardwood flooring throughout, plenty of windows that allow the natural light to come streaming in. This spacious property also has parking space for three cars. The host will kindly lend guests a paddleboard to use. It is worth noting that there is no WiFi on this property

Siesta Beach House
Siesta Key, Florida, United States
93 reviews
Entire residential home 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the back yard next to the pool has a grill that is perfect for cooking out
the pool was great for an afternoon dip very relaxing
the yard and pool was outstanding relaxing there and swimming in a private pool was a real treat
the pool is a huge plus kitchen is roomy and equipped with all cooking needs
would be great if they had a table to eat at outside with a shade umbrella
very clean and spacious 2 bed
very beachy simple decor and spotless clean
house was very clean cozy and comfortable
the house was sparkling clean and adorably decorated
the house is spacious clean and nicely decorated
she was adorable and so helpful really kind lady
gary and his mother who lives next door are gracious hosts and we had everything we needed
gary was a great host who responded to all our queries very promptly
he's a great host and we love his mother as well
gary was very good about communication and his mother who lives nearby was helpful when we had questions
6 miles from the village so the location is fantastic
great location close to everything
location location location this place is the best
the location was perfect close to the beach and walking distance to the town area
loved the location the pool was a huge plus
Read more reviews

2. Modish residence with pool access (from USD 277)

With hardwood flooring throughout and light decorations, this property feels airy and spacious, yet homely at the same time. This Siesta Key house rental also has a screened patio and the guests are provided with access to beach equipment. Inside, the master bedroom has a vanity area and a walk-in closet. Be sure to take full advantage of the barbecue area, dock, and onsite tennis courts. There is a washing machine and a tumble dryer. Free WiFi is available and guests can enjoy cable television.

Stroll to Siesta Beach from Serene Condo + (bikes)
Siesta Key, Florida, United States
262 reviews Superhost  Wifi Available
Entire condominium (condo) 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
our stay would have been a bit better if the air conditioning was working properly
the space was as described and the bed was extremely comfortable
the pool and amenities are great for an older building
you can feel comfortable booking with jayme
very clean and spacious
very clean stylish & comfortable
nice clean updated condo with nice extra touches
the condo was immaculately clean and well stocked
the apartment was very clean and nice
gracious host and quick response to questions
jayme was very helpful and good host
jayme was an amazing host and replied very quickly to any questions
jayme is a gracious and kind host
jayme was a great host and was very responsive to all of our questions
really good location for siesta key village which you can walk to in half hour
jayme’s place is perfectly located in siesta key
the location is super close to the beach and restaurants
wonderful location and perfect apartment very close to the beach and safe environment
great place in an excellent location
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3. Excellent abode with fantastic porchfront views (from USD 245)

This ground level property boasts fantastic views of the Gulf from the outdoor patio. The unit has recently been updated and includes a queen-sized bed and twin sleeper-couch for three guests in total. There is a new 4K SMART TV with Chromecast for you to enjoy, alongside a Bluetooth speaker. We love the beach-styled boho decor at this property. Although it is not equipped with a full kitchen it does have a mini-fridge, microwave, toaster, blender, and coffee machine.

Siesta Key SunBum Studio; ON THE BEACH
Siesta Key, Florida, United States
146 reviews Superhost  Wifi Available
Entire condominium (condo) 2 Beds 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the bed was comfortable there was room to relax on the loveseat
it was clean and even had little items added (breakfast bars coffee and more)
we enjoyed having breakfast every morning on their patio set watching the waves
place was very clean everything worked
place was very clean
a very nice cozy clean and comfortable beachside resort
place was clean and had everything we needed
sparkling clean would stay here again
the owners are very responsive to any questions or needs
the host were amazing and answered any questions we had if needed
tim and stephanie were great hosts who were very quick to respond to messages
hosts were quick to respond and helpful
the hosts even checked in on us to make sure everything was going well
outstanding beach location on the beautiful siesta key beach
this unit has an excellent location nicely furnished
outstanding place with a stellar location
great location right on the beach gorgeous place
close to beach was nice
Read more reviews

4. Gorgeous home with direct beach access (from USD 138)

Want a beach resort-style vacation? This property is nestled bang opposite the beach and has direct access. You can literally open up your front door and walk to the beach. This Siesta Key rental on the beach has a two-week minimum rental period and has all of the home comforts that you expect. A highlight of this property is the fully stocked kitchen, which is ideal to knock-up a family feast for up to three other guests. There is even a USB cable charger on the countertop for your iPhone or iPad so you can comfortably listen to your favorite tunes while cooking. Meals can be best enjoyed in either the separate dining area or on your front porch.

Siesta Key Beach across the street ideal location
Siesta Key, Florida, United States
48 reviews Superhost  Wifi Available
Entire condominium (condo) 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we enjoyed the heated pool and friendly fellow guests we met there and at wednesday’s happy hour
clean comfortable & cozy place
thanks for this quiet and clean place
the unit was very clean updated and nicely decorated with a beach theme
the bed is very comfortable and the place is very clean as well as updated
we made use of the grills and the pool which was very clean and nice
she was very responsive and answered questions and provided restaurant recommendations
jean was a wonderful host
thanks jean for being a great host
a real super host
jean is a wonderful host who was very accommodating to us
the location is excellent
the location was perfect and so close to everything
we loved the location; it’s so close to the beach and shops
very well located confortable magic place
beautiful condo great quiet location
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5. Fantastic property with access to three pools (from USD 141)

With access to three pools, a barbecue, and sun loungers on the beach we’re sure that you’ll be spending most of your time outdoors. Inside this Siesta Key beachfront rental, you will find a king-sized bed and a sleeper couch that can be shared between four people. The kitchen is modern and spacious with a dishwasher, stovetop, microwave, and fridge. Enjoy your home-cooked meals in the comfortable living room, the entertainment center, or on the porch outside. The television has over 200 channels and free WiFi is available throughout. There are two parking spaces available on the property.

Beachfront Condo! Shown on HGTV! Renovated in 2020
97 reviews  Wifi Available
Entire condominium (condo) 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the three pools were beautiful and never crowded
there are all necessary for comfortable vacations
the living area was very comfortable and the corner entertainment unit allowed tv viewing from any angle
wifi enabled us to look for stores and local attractions online
it was also very nice to have access to several pools on the property
the unit is very clean and basic
clean well equipped and very comfortable
nice and clean one bedroom condo
place was great and very clean
this place was very tidy and clean
nicholas is a great host and he responds very quck
owner is so easy to get hold of and responds quickly to your phone call
nicholas is a marvelous host addressing our needs and responding very quickly
nicholas was very responsive to any questions we had
could not have asked for a better host 10/10
great location to the beach
it’s close to shopping and other sites of interest
close to restaurants and fun things in the neighborhood to enjoy
centrally located close to lots of nice restaurants
great location close to the beach and within walking distance to siesta village and other great shops/restaurants
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6. Comfortable property with a screened patio (from USD 221)

Located near the beach and village area, this popular property has the best of both worlds. There are two queen beds, and an additional sleeper couch in the living room, so in total, up to four guests can comfortably enjoy the space. We love that by choosing to stay in this Siesta Key vacation rental, guests will also have full access to the onsite pool, beach chairs, and umbrellas. In the morning, wake up and enjoy making breakfast in the narrow but convenient kitchen which includes an oven, stove, and microwave. The screened porch is the perfect place to enjoy people watching and the view is fantastic too.

Siesta Key Condo with 2 QUEEN BEDS, Walk to Beach
Sarasota, Florida, United States
28 reviews Superhost  Wifi Available
Entire condominium (condo) 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the view from the room is beautiful with trees flowers and manicured lawn
the cable television worked great and there was never an issue with the internet
the apt is great well taken care of and nicely appointed
her place is very nicely setup and anyone would be very comfortable in her unit
the pool also offered a nice way to cool off
the condo was clean and very quiet
the condo itself was very clean bright and comforting
the apartment is clean and quiet
it was clean and the water was very warm
the condo was clean and the complex was well-kept and quiet
host was very accommodating and responsive
sue was a fantastic host
sue was a wonderful host and was very professional
great room great host sue met us and made us feel welcome
the neighbors are friendly and quiet
great location a very short walk to the beach
location location location 5 minute walk to the most beautiful siesta key beach
close to siesta village with a free trolley out front
very convenient location super clean
siesta key is gorgeous and very close to other beach-towns
Read more reviews

7. Colorful dwelling with WiFi and children's games (from USD 154)

Within walking distance to Point of Rocks, this colorful property is in a great location. We love the interior design of this property which features brightly colored walls. The living room has plenty of space for up to six guests who can sit and unwind while watching a movie on the flat-screen television. The kitchen is modern and has a breakfast bar, microwave, stove, and an oven. The property also boasts access to the nearby pool, so in terms of swimming, you’ll be spoilt for choice! There is full WiFi and the hosts have kindly provided children’s books and games too.

Cottage on Siesta Key FL
Siesta Key, Florida, United States
206 reviews  Wifi Available
Entire cottage 3 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
the amenities were great and we were very comfortable
there’s a great deck and pool overlooking the bay
the cottage is well equipped with tasteful decor and everything we needed to be most comfortable
so out the backdoor and 200 yds is pool and great green space right on intracoastal
the complex’s heated pool was a pleasant surprise
everything is very clean and comfy
nice place very clean nicely decorated
cottage was clean and perfect for vacation
andy's place was very clean and comfortable
pool was really nice clean and great temperature
host was easy to work with
responsive hosts and an overall enjoyable stay
very responsive and helpful host
owners were cooperative and friendly
cant say enough about his wonderful spot and his personal etiquette just an amazing host and place
the location was excellent
great location for beach food and shopping
very nice location close to all bus stops
great location in siesta key
cozy and good location with a short walk to the beach
Read more reviews

8. Beachfront haven with free lounge chairs (from USD 266)

You can expect excellent Gulf views every morning while staying at this beachfront property. There are two bedrooms onsite, the master bedroom has a king-sized bed and the second bedroom has twin queen-sized beds, so up to six guests can stay here comfortably. The hosts have provided beach lounge chairs for those sunny days to soak in the sun. If you fancy a day at home, each bedroom has it’s own flat-screen cable television, and guests have access to a heated pool. The kitchen is equipped with a stove, oven, microwave, and dishwasher.

☀️ Beach & Pool Open! Direct Beachfront. Sunset View!
Siesta Key, Florida, United States
58 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the ocean view was amazing from the living room
this apartment has a breathtaking view
amazing view of siesta beach from the really bright and open living room
we enjoyed a large tv in the living room and tvs in the bedrooms
the condo was clean and comfortable the kitchen was well equipped including a keurig coffeemaker
the condo was clean and comfortable
perfect size condo and clean
the hosts answered our questions immediately and were ready to offer suggestions if we needed them
the hosts were outstanding answering communications within minutes
the hosts were great very accommodating
pavan was a wonderful host
amazing view spacious great location pavan and tracy are great hosts and available to answer and questions
great condo in a great location
the location was great close to everything we needed
this condo is truly in a prime location at siesta key
great location and very well kitted our apartment
loved the condo & location
Read more reviews

9. Cozy fourth-floor flat with lanai (from USD 166)

A comfortable condo located on the fourth floor with elevator access. This property has a screened lanai and scenic views. The property is compact, and we love the open-plan design between the dining room, kitchen, and living room. It is decorated to a high standard and guests can access a full range of additional onsite amenities including a clubhouse with pool table and a heated pool. There is full WiFi throughout.

Siesta key getaway!
Siesta Key, Florida, United States
122 reviews Superhost  Wifi Available
Entire condominium (condo) 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
fully equiped kitchen a balcony a walking closet a perfect size bathroom location is perfect
lovely stay at debbie’s condo good sized rooms and a huge closet perfect for a couple
the pool was heated and a great spot to cool off
the bed was very comfortable and had extra pillows and blankets
very clean and comfortable condo
the condo was very clean and spacious
it was very clean we would come back
great locations place very clean and quiet
clean condo and everything you need is right there
hosts are cery helpful
debbie is a great host and very responsive
debbie is an excellent host
debbie was a wonderful hostess she was communicative and friendly
debbie is definitely a super host
location is the best
a very comfortable and well located
great location for a little getaway for this tampa local
good location close to beaches and just a short drive or trolley ride to village shops and restaurants
the price was great and the location was super close to everything we needed and wanted
Read more reviews

10. Studio villa with a pool view (from USD 231)

This studio villa in Siesta Key is a cozy place to stay for three people. It features a plush bed, a patio with seating, a chic living space with a fuzzy carpet and a sleeper sofa, and a fully functional kitchen with an oven and a coffee maker. Guests of this lovely rental will have access to the community pool. You can also rent two beach cruiser bikes which you can use to explore the area. The silky sand beach is less than 10 minutes by foot from the property. This condo may be small but it is everything you need for a comfortable stay.

[Beach Elements] pool view + private beach & bikes
Siesta Key, Florida, United States
132 reviews Superhost  Wifi Available
Entire condominium (condo) 1 Bed 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
stylish clean and fun little studio
the place was very clean and as described
the unit is small but nice and clean
bathroom was clean and the water pressure pretty good
the property was very clean
jayme is a great host
she was extremely responsive to all questions i had
jayme was awesome she was great at communicating and very accommodating
jayme is definitely a super host
jayme was extremely responsive when i had questions and the room was very clean
great location close to the village and beach
nice stay and great location with a close walk to the veach
the location is within a 30 minute drive to the airport and numerous attractions in sarasota
the location to the beach and accommodations to the village was perfect
amazing location and cute little studio by the beach
Read more reviews

11. Canal front studio apartment with a pool

This first-floor studio apartment with a private pool is one of the best rentals for three adults in Siesta Key. Just a short walk to Siesta Village, this simple and homey unit features a mini-kitchen, a walk-in closet, a full cozy bathroom, and access to a washer and dryer. The rental is part of a two-story house but is completely private. Besides the solar-heated swimming pool, guests are welcome to enjoy the spacious yard and the canal dock where you can go fishing, canoeing, and paddleboarding.

SK living. Siesta Key Studio Apartment w/ Pool.
Sarasota, Florida, United States
48 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
has a great tv nice shower and there is a murphy bed sofa bed and fold out mattress
the pool deck has chaises and chairs and table and the pool itself is very inviting
a very relaxing experience enjoying their tropical backyard deck & pool
the bed super comfy
the apartment has everything you need ac is great and it’s beautifully decorated
all clean and with loving decoration
everything was clean and we were very comfortable
it was really clean and had everything we needed
the accommodation is very clean and cosy with a pool and dock right on your doorstep
the space was cute and clean and perfect for our trip
tim was a great host
susan and tim were excellent hosts - friendly and accomodating while giving us our space
susan & tim are great hosts and made us feel very welcomed
suzan and tim were excellent hosts i highly recommend them
tim is the perfect host and has thought of everything that guests could possibly want or need
the location was perfect
great location close to the village and beaches
location is perfect only being a short walk to the village
perfect location amazing outdoor area and very close to town and beach
location location location plus privacy and super responsive owner
Read more reviews

12. Luxury villa with easy beach access

If you are looking for an added touch of luxury, then look no further because this stunning villa might be your ideal match. The property has fantastic views for six people to enjoy together. It is located within easy access to the beach in a complex area. The kitchen has everything you need, and we love the granite countertops. For those relaxed evenings or rainy days, snuggle up and watch a movie on one of the three HD flat-screen televisions. Finally, be sure to spend time in the aptly named ‘sunroom’ which includes a computer, printer, and copier. It is worth noting that there is a two-week minimum stay required during the peak season.

Luxury Villa, Siesta Key Beach, Sarasota, Florida
Siesta Key, Florida, United States
14 reviews
Entire villa 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the king bed in the master bedroom is very comfortable
the villa was clean and stylish
the villa was very clean and well-organized
the owners were also very helpful with answering any questions i had prior to my stay
the private laundry is very helpful and beach toys and chairs are all available
the location is great with walking distance to nice restaurants and very close to the beach
great location near a beautiful beach
great location to enjoy siesta key
the villa is in a great location for walking to the beach restaurants local trolley etc
Read more reviews

Sip a cocktail by the beach or poolside

We’ve found the best of the top Airbnb vacation rentals in Siesta Key in Florida. Dipping in the heated pools and the natural seawater is the best of both worlds. So, what are you waiting for? Book your dream holiday today. Anyone for a beachside cocktail?

For more accommodation options, check out the best pet-friendly rentals and other Vrbo vacation rentals in the area.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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