We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info is shown in its original language. Translate

Airbnb your place

House holiday rentals in Siesta Key

Find and book unique houses on Airbnb

Top-rated house rentals in Siesta Key

Guests agree: these houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Sarasota

4.85 out of 5 average rating, 114 reviews

Coral Cottage - near Siesta Key & Lido Beach

Welcome to our stunning modern+BOHO styled 3-bedroom, 2-bathroom private home, perfect for the whole family. Experience comfort with plush bedding, thoughtful amenities and a private fenced backyard, creating a true home away from home. Conveniently located just 5.8 miles from Siesta Key's pristine white-sand beaches, less than 10 minutes from downtown Sarasota, 15 minutes from the vibrant St. Armands Circle and Lido Key Beach. Embrace the ideal location for an unforgettable vacation experience!

Guest favourite

Home in Sarasota

4.92 out of 5 average rating, 123 reviews

Renovated Cozy Cottage "The Nest" Close to SIESTA

"The Nest" at Snowbird Cottages is a classic coastal farmhouse nestled in an historic Sarasota neighborhood less than 10 minutes to the white sugar sand of World Famous Siesta Key beach! Only a 10 minute drive to St. Armands Circle & Lido Key beach, & the famous Ringling Museum. This cozy cottage is full of charm and amenities alike. Crisp, clean, and freshly renovated for your total comfort, enjoy TWO screened porches, a private fenced yard, comfy beds, free in-house laundry, and fast wi-fi.

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 247 reviews

Lovely guest house

Come get away from everyday life & enjoy this cozy studio located in the heart of Sarasota. This studio is a breath of fresh air- you’ll feel calm and at peace. Sparkling clean & spacious with queen-sized, comfortable bed, a full bathroom and kitchenette. A great location to have the city life, but also quiet enough to relax. Whether you’re here for business or pleasure, this cozy studio is sure to be a highlight.The studio is separate 100 feet from the main house, and It has a private entrance

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 129 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 204 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 113 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 131 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

Charming and tranquil two bedroom home located in central Sarasota. This adorable bungalow is just 6 miles from world famous Siesta Key Beach. Located on a quiet street you are just minutes from great restaurants and shopping. The house is an adorable bungalow with a sweet cottage feel inside. The backyard is private with a fence all around. You can enjoy laying in the hammock and by night sit around the fire pit. There is an outdoor shower with cold and hot water to enjoy.

Guest favourite

Home in Sarasota

4.87 out of 5 average rating, 206 reviews

The Pineapple Suite.Teal tropical home in Sarasota

This is a perfect space for a vacations, snowbirds, visiting professionals (desk and work station within home), or families looking for a home located in the center of Sarasota, Florida. Access everything you need in just a short ride: beaches, University Mall/UTC, hospitals, interstate, gyms, downtown, yoga, local hangouts, and really good food! [*Important note: For all communication, please use the Airbnb App. It is the fastest, most direct and effective way to reach us!]

Guest favourite

Home in Siesta Key

4.92 out of 5 average rating, 141 reviews

Siesta Key Beach & Village 2BR/2BA Steps to Beach

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 107 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 280 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.

Guest favourite

Home in Siesta Key

5.0 out of 5 average rating, 126 reviews

One-of-a-kind*Beach, Village, Dock & Private Pool!

HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for house rentals in Siesta Key

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Sarasota

4.87 out of 5 average rating, 133 reviews

5 minutes to private Siesta Key Beach + 2 pools

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 161 reviews

The Palms-Heated Private Pool Hot Tub-5mi to beach

Home in Siesta Key

4.91 out of 5 average rating, 123 reviews

Sea Club II Garden House

Home in Siesta Key

4.87 out of 5 average rating, 119 reviews

"Safe & Clean" Palm Oasis - Relax in comfort!

Home in Sarasota

4.82 out of 5 average rating, 197 reviews

Private Siesta Beach House Oasis with Heated Pool.

Guest favourite

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 111 reviews

Gorgeous Home / Heated Pool and Spa

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 209 reviews

Your private retreat near Siesta Key Beach.

Weekly house rentals

Guest favourite

Home in Bradenton

4.94 out of 5 average rating, 155 reviews

Peaceful Braden River Oasis: Cottage

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 30 reviews

Siesta Key Fully-Renovated Unit 5 min to the beach

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 54 reviews

1 Bed 1 bath 7 mins to the beach

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 6 reviews

Cute 2 bedroom home close to it all.

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 10 reviews

New 4/2 Pool House Minutes from Beaches/Downtown

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 59 reviews

Cheerful cottage, fenced private patio, near beach

Guest favourite

Home in Siesta Key

4.92 out of 5 average rating, 25 reviews

Stunning Siesta Home | 4 Bedroom | Walk to Village

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 26 reviews

Casa de Playa #2

Private house rentals

Guest favourite

Home in Sarasota

4.92 out of 5 average rating, 12 reviews

Fruit /Botanical Garden Estate 2 miles to downtown

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 7 reviews

Brand New Luxury Home w/ Pool & Putting Green

Guest favourite

Home in Siesta Key

4.99 out of 5 average rating, 68 reviews

Siesta Key Quaint Beach House

Guest favourite

Home in Sarasota

4.9 out of 5 average rating, 51 reviews

Centrally Located Cozy Home

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 43 reviews

Sea Esta | Heated Saltwater POOL + Putting Green!

Home in Sarasota

4.84 out of 5 average rating, 91 reviews

Private back yard. Southgate. 2 bedroom, 2 bath.

Guest favourite

Home in Siesta Key

5.0 out of 5 average rating, 15 reviews

Paradise In Siesta!

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 52 reviews

Steps to the Beach! Pool/spa! Golf Cart Included!!

Quick stats about house rentals in Siesta Key

Total rentals
410 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
290 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
370 properties are a good fit for families
Total number of reviews
6.1K reviews

Destinations to explore