The 12 Best Airbnbs In Siesta Key, Florida

September 13, 2020
Airbnb
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If you’re looking for the best Airbnbs in Siesta Key, you’ve come to the right place. We combed through thousands of Airbnb listings in Siesta Key and the surrounding area to find the homes with the best amenities and the most positive reviews at the lowest prices.

#1 The Pearl by the Sea

10 Guests | 4 Bedrooms | 3 Bathrooms

Book Now: $970 per night, airbnb.com

The modern, bright and white architecture combines with the turquoise blue of a private pool with sun loungers, and an immaculate interior with a superb open layout to make sharing with a big group both easy and enjoyable. Providing the perfect setting for a trip in style with your extended family, this 10-guest mansion in Siesta Key is a place you won’t want to leave.

Here’s the property description from Airbnb:

“Welcome to The Pearl by the Sea, one of Siesta Key’s most luxurious canal homes with a private heated pool and spa! This home is perfect for large families and groups. This home could qualify for our BookCareFree promotion for 2020 and 2021 arrivals. This includes • Lenient Cancellation Policies• Deferred Payments• Adjusted Deposit AmountsAsk us about how you can qualify for this special offer! We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Bathtub | Free parking on premises

#2 Modern Marvel

12 Guests | 4 Bedrooms | 5 Bathrooms

Book Now: $650 per night, airbnb.com

4 bedrooms and 6 beds mean that you can share the experience of staying in a luxurious home overlooking the stunning waters of the gulf with up to 11 other friends or family members. You’ll be a short drive away from one of the best beaches in the world, so once you’ve had your day in the sun, you can come back to a 5-star stay that none of you will ever forget.

Here’s the property description from Airbnb:

“This Private Gated Home is located in Siesta Key Village and DIRECTLY on the Gulf of Mexico, it is hard to find a home with a more ideal location, better views, and more privacy all wrapped into one gorgeous package! The views of the Gulf of Mexico and Lido Key (in the distance) from ALL levels of this gated home are simply staggering. The pictures do not do it justice.”

Amenities

Wifi | Cable TV | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Hot water | Game console | Bathtub

Guest Reviews

“The house was absolutely amazing and the views were PERFECT! It’s one of those places where you don’t even feel like you need to leave the house because it’s so nicely equipped!” – Garland
“This place is amazing!! We had a great time. Anything we needed Dana was right on it! Excited to book our next trip back!” – Michall
“Beautiful home unreal views and great host” – Dorin
“Gorgeous, spacious home with beautiful views, everything you’d need, and plenty of room for privacy or togetherness.” – Catherine
“This is a great property. I would highly recommend staying here.” – Anthony

#3 Safe & Clean Siesta Key Beach- Royal Palm Suite

6 Guests | 3 Bedrooms | 2 Bathrooms

Book Now: $330 per night, airbnb.com

This gorgeous townhouse within walking distance to Siesta Beach offers more than enough space to rest, cook, eat, share and relax for a medium sized family or a small group of friends on a beach adventure. The group will love slaking in the living or relaxing in the pool whenever you’re not out exploring the surrounding Siesta Key.

Here’s the property description from Airbnb:

“The pampering begins here: This 3 bed/ 2. 5 baths townhouse offers two kings and a queen size bed , an enchanting loft bedroom with it’s own balcony and incredible Gulf / Beach views offers 1,850 Sq ft. All 3 balconies have Gulf Views as well as all of the rooms facing the beach. Imagine sitting on your patio and watching people at the beach.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Hot water | Pack ’n Play/travel crib

Guest Reviews

“It was nice. Great quick walk to the beach and drive to the shops. Nice place.” – Gabrielle
“Wow! Beautiful place. Very clean, and location is great! Highly recommend!” – Julie
“Perfect location! Extremely clean and beautiful furniture. The master bedroom and bath was amazing!” – Adriana
“The condo was exactly how I hoped it would be! the location was fabulous. the accommodations were clean and comfortable” – Karen
“We had a great stay. Very clean. Virginia was very communicative and it was the perfect place for a girls getaway and some R& R” – Abi

#4 The Big Kahuna

16 Guests | 8 Bedrooms | 6 Bathrooms

Book Now: $1,250 per night, airbnb.com

Imagine how hard it would be to find two adjoining beach houses when it’s sometimes difficult to find two adjoining hotel rooms! Yet this is exactly what the Big Kahuna is all about: a single property divided into two separate beach houses, ideal for a trip with your best friend’s family and yours. You’ll both get great amenities like a heated pool, kitchens and an elevator each, so book it before someone else does.

Here’s the property description from Airbnb:

“Welcome to The Big Kahuna, a unique combination of two units: Casa Mahalo & Casa Ohana that features their own private heated pools/elevators at an unbeatable location! This home could qualify for our BookCareFree promotion for 2020 and 2021 arrivals. This includes • Lenient Cancellation Policies• Deferred Payments• Adjusted Deposit AmountsAsk us about how you can qualify for this special offer! We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Elevator | Free parking on premises

#5 Sugar Sand Cottage

16 Guests | 5 Bedrooms | 3 Bathrooms

Book Now: $480 per night, airbnb.com

This spacious 5-bedroom cottage with a neat and modern, slightly industrial décor will be the perfect home base for a big group of friends who want to make the best of their trip to Siesta Key. The bright and open spaces, the huge kitchen and the massive 12-seat dining table are some of the main features this Airbnb offers, but its prime location within walking distance to the beach is definitely the best.

Here’s the property description from Airbnb:

“Brand New, Ground Level – Nearly Beachfront 5 Bedroom Home on Siesta Key with Gulf and Beach Views that is literally steps to the white sand beaches of Siesta Key! This bright and sunny 5 bedroom and 3.5 bathroom home has Gulf Views from the Interior of the home, as well as the exterior decks and patios.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Hot water | Free parking on premises

Guest Reviews

“Great home, decorated beautifully and comfortably outfitted.” – Annette
“The house was very spacious and we even got to bring our 2 small dogs! We loved that the house also came with so many cool amenities like the grill, beach wagon with a small cooler and 5 beach chairs, a little bar area outside, and the huge family table that had built-in charging stations.” – Ronica
“Great house and great location! Everything was clean and the house was absolutely beautiful. Couldn’t ask for a better stay!” – Chelsea
“Great place and amazing location. Super comfortable for large families! Will definitely return!” – Amy
“If you are looking for luxury with a great location this is the place to stay! Beautifully appointed and very clean. Right across the street from the beach and a short walk to Siesta Village!” – Michelle

#6 Latitude Adjustment

10 Guests | 4 Bedrooms | 4 Bathrooms

Book Now: $600 per night, airbnb.com

If there’s one word that describes this house, it has to be colourful. A mint green exterior with blue shutters leads to vibrant purple, yellow, green and orange on the inside. These colours, along with the pool, the plush beds, the big kitchen and dining table, and all the other amenities will be the backdrop to a perfect stay for you and your big family.

Here’s the property description from Airbnb:

“Welcome to Latitude Adjustment, a vibrant and colorful four bedrooms/four bathroom Siesta Key vacation rental home with a private heated pool and canal views! Perfect for families and small groups. This home could qualify for our BookCareFree promotion for 2020 and 2021 arrivals. This includes • Lenient Cancellation Policies• Deferred Payments• Adjusted Deposit AmountsAsk us about how you can qualify for this special offer! We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Bathtub | Free parking on premises

Guest Reviews

“Location was GREAT !! House was AWESOME !!” – Sharon
“Clean, well located, great pool, they were able to accommodate early check in. Delicious cupcakes were a nice touch. We had a broken air conditioner issue but the staff was very quick to respond and had it taken care of in no time.” – Laura
“Location, location, location . No need for a car. Walk a block to the beach or 3 blocks to the village.” – Kathryn
“Latitude adjustment is an amazing house at a beautiful location. We appreciated a lot our Holiday there. Everything was perfect.” – Sabine
“A block from the best beach in the world, a block from Siesta Key village, boat delivered to a private dock, and everything else in between. Awesome place for a staycation.” – Rain
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#7 Villa Vista Mare

8 Guests | 3 Bedrooms | 3 Bathrooms

Book Now: $570 per night, airbnb.com

Vintage furniture, warm beds, plush couches and elegant decorations are waiting for you in a condo that includes a superb balcony with unbeatable gulf sunset views. You and a group of up to 8 guests will be right across the street from the beach, but you’ll also have many restaurants, cafes and landmarks within walking distance, making this a place you won’t want to miss.

Here’s the property description from Airbnb:

“Welcome to Villa Vista Mare, one of Siesta Key’s most luxurious and tropical vacation homes with a heated pool and a private elevator! This home is ideal for families and small groups alike. This home could qualify for our BookCareFree promotion for 2020 and 2021 arrivals. This includes • Lenient Cancellation Policies• Deferred Payments• Adjusted Deposit AmountsAsk us about how you can qualify for this special offer! We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Bathtub | Elevator

Guest Reviews

“The beach house was really over the top nice. There was everything you need for a vacation stay, beach towels, beach chairs, bikes, umbrella’s, toys for the beach and the pool. Really way too much to list.” – Kenneth
“This is a very clean place with everything we needed. It’s in a great location with beautiful views. We loved it and would definitely go back.” – Marilynn

#8 On The Rocks

15 Guests | 5 Bedrooms | 5 Bathrooms

Book Now: $590 per night, airbnb.com

A big house for 15 guests that is convenient both to the beach as well as to at least four excellent restaurants that are just 5-minute walks away. This house with a pool and a hot tub also includes a massive dining room table that comfortably seats 14 or more people, so it’s safe to say that you will all be able to share meals at the same time, which is a rather rare find.

Here’s the property description from Airbnb:

“Brand New, Elevated 5 Bedroom Home on Siesta Key with Resort Pool and Waterslide with splash zone! This bright and sunny 5 bedroom and 5 bathroom home, with 4 Master Suites, and 1 Bunk room, sleeps 15 in beds. It is located just a short walk away from the white sand beaches of Siesta Key, Florida, Voted the best beach in America.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Hot water | Free parking on premises

Guest Reviews

“Stop looking and book it!!!! Not a better location, not a better house, not a better outside paradise. I have rented many times in Siesta and this is the one!!! I will definitely be back.” – Kathryn
“Great space for families, perfect for a getaway at the beach.” – Nick
“Great stay!” – Jessica
“We had such a great stay! It was really easy to check in, the place was spotless, and the pool was amazing (the slide! )!” – Izzy
“Perfection!! Such a beautiful property! The house is gorgeous!” – Chrissy

#9 Siesta Palooza

16 Guests | 8 Bedrooms | 8 Bathrooms

Book Now: $700 per night, airbnb.com

This bright piece of heaven on earth will be the ideal stay for large groups on a budget who don’t want to sacrifice comfort and style. This 4-story property includes, among many other amenities, a hot tub, a massive kitchen, plenty of room and bedding for more than 16 people and a rooftop terrace with 360º views that will blow you away. Get ready to live some insta-worthy moments here.

Here’s the property description from Airbnb:

“Located in Siesta Key Village, it’s hard to find a home with a better location! This home is steps to the grocery store, restaurants, shops, nightlife and more, and only a quick walk or bike ride to any one of the nearby Siesta Key Beach access points.”

Amenities

Wifi | Cable TV | TV | Dryer | Iron | Washer | Air conditioning | Heating | Hot water | Game console | Bathtub | Elevator

Guest Reviews

“Great location and accommodation. Would highly recommend!” – Nicole
“This is a great place, with great amenities, with a fantastic location. The property manager, Dana, was extremely helpful to us during our stay. I would highly recommend staying here and my family plans on returning.” – Richard
“The house was absolutely the best. Decorated so nice and it was sparkling clean, actually still smelled new! The house is built so solid that you can’t hear each other from floor to floor.” – Michelle
“Adam’s place was amazing! The location is perfect, the house is perfect!! Looking forward to staying at Adam’s place in the future.” – David
“The property is close to restaurants, shops, market, & the beach. The kitchen is spacious, well stocked, and there are many seating options for meals. The pool & the game room are great.” – Nancy

#10 Coral Breeze

8 Guests | 3 Bedrooms | 2 Bathrooms

Book Now: $640 per night, airbnb.com

The Coral Breeze is a single-level home with a pool and a hot tub that can comfortably accommodate up to 8 guests. It’s a great choice for seniors who want to feel Florida’s weather while comfortably cocooning in a house with all the comforts of home and with the option of going out to restaurants, cafes and the beach nearby.

Here’s the property description from Airbnb:

“Welcome to Coral Breeze, one of Siesta Key’s newest homes with a private heated pool! Located just five minutes from Siesta Key Beach and Village! This home could qualify for our BookCareFree promotion for 2020 and 2021 arrivals. This includes • Lenient Cancellation Policies• Deferred Payments• Adjusted Deposit AmountsAsk us about how you can qualify for this special offer! We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol.”

Amenities

Wifi | Cable TV | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Bathtub | Free parking on premises

Guest Reviews

“This place is lovely. The service and hospitality from Jennifer puts it head and shoulders above other providers. We were welcomed on arrival, communication was fantastic, the living space was brilliant and we spent many happy hours in the pool area.” – Lorna

#11 Coronas Clara

12 Guests | 5 Bedrooms | 5 Bathrooms

Book Now: $560 per night, airbnb.com

This capacious 3-story home in Siesta Key offers everything you expect from an authentic beach house. The pool and hot tub are obviously a must, and so are the balconies with tea tables in every floor. You’ll also love the modern kitchen with updated appliances and a breakfast bar, as well as the general open layout that make this home great value for the money.

Here’s the property description from Airbnb:

“Coronas Park is a gated community in Siesta Key where the beach is only 7 minutes from your front door. This particular home is a 5 bedroom, 5 bathroom beauty! A fresh, open living space gives you plenty of time with you guests & each of the bedrooms feels like your own retreat – which promotes plenty of rest & relaxation. With a private pool and spa, WiFi, parking, and the seclusion of the neighborhood, the home checks all of the boxes.”

Amenities

Wifi | Laptop-friendly workspace | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Free parking on premises | Hot tub | Pool

#12 Aruba

12 Guests | 3 Bedrooms | 2 Bathrooms

Book Now: $590 per night, airbnb.com

It’s either the ocean-themed décor or the stunning turquoise pool and the surrounding palm trees that give this great home for 12 guests the beach vibe that earned it its name. However, its prime location in Siesta Key, only a couple of blocks away from America’s best beach will continuously remind you that not being on a Caribbean island is really not that bad at all.

Here’s the property description from Airbnb:

“Totally Remodeled and Updated Home! Absolutely Gorgeous 3 Bedroom, 2.5 Bath, Ground Level home with Private Heated Pool on beautiful Siesta Key. This great beach bungalow home will sleep 12 people in beds. The first two bedrooms feature King Beds, and one has a sliding glass door out to the pool.”

Amenities

Wifi | Cable TV | TV | Dryer | Iron | Washer | Air conditioning | Essentials | Heating | Hot water | Babysitter recommendations | Pool

Guest Reviews

“This house is in the MOST PERFECT location on Siesta Key. It is a 3 minute walk to the beach and a 3 minute walk to the strip of bars and restaurants. The private pool is what made out trip though!” – Jacklyn
“Beautiful space, great location. Perfect spot for a family getaway, or a couple day professional retreat.” – Nick
“Amazing house close to everything. Communication with Donna could not have been better. Thank you, Will likely look at booking this place again one day” – Alex
“We LOVED this house! 5 minute walk to the beach, 3 minute walk or EVERYTHING downtown, an hour from the Tampa Airport. We loved the pool so the kids could play at home while the little kids napped. Washer and dryer so you don’t have to pack so much.” – Abby
“The location of this home is perfect, you are within walking distance to the beach and a handful of great restaurants, bars and boutiques! The house is styled perfectly for a beach getaway.” – Danielle
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