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

Airbnb your place

House vacation 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

4.88 out of 5 average rating, 109 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!

Sep 14 – 21

G$26,056 GYD per night

Home in Sarasota

4.9 out of 5 average rating, 144 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

Oct 28 – Nov 4

G$18,150 GYD per night

Home in Sarasota

4.95 out of 5 average rating, 244 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

Aug 18 – 25

G$18,216 GYD per night

Home in Sarasota

4.92 out of 5 average rating, 122 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.

Nov 4 – 11

G$36,283 GYD per night

Home in Sarasota

4.96 out of 5 average rating, 128 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.

Sep 2 – 9

G$30,310 GYD per night

Home in Sarasota

4.99 out of 5 average rating, 201 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 .

Aug 17 – 24

G$19,166 GYD per night

Home in Sarasota

4.96 out of 5 average rating, 111 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.

Jul 14 – 21

G$25,236 GYD per night

Home in Sarasota

4.99 out of 5 average rating, 130 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.

Dec 17 – 24

G$33,015 GYD per night

Home in Sarasota

4.87 out of 5 average rating, 204 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!]

Oct 25 – Nov 1

G$19,878 GYD per night

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.

Dec 30 – Jan 6

G$87,295 GYD per night

Home in Sarasota

4.94 out of 5 average rating, 106 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.

Aug 19 – 26

G$28,740 GYD per night

Home in Sarasota

5.0 out of 5 average rating, 279 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.

Dec 6 – 13

G$58,705 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Siesta Key house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Siesta Key

4.87 out of 5 average rating, 119 reviews

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

Dec 9 – 16

G$180,295 GYD per night

Home in Siesta Key

4.9 out of 5 average rating, 105 reviews

Siesta Key, FL - Casa Berano

Aug 19 – 26

G$58,977 GYD per night

Home in Sarasota

4.97 out of 5 average rating, 206 reviews

Your private retreat near Siesta Key Beach.

Aug 25 – Sep 1

G$68,299 GYD per night

Home in Sarasota

4.87 out of 5 average rating, 132 reviews

5 minutes to private Siesta Key Beach + 2 pools

Nov 22 – 29

G$77,237 GYD per night

Home in Sarasota

4.94 out of 5 average rating, 296 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

Aug 2 – 9

G$50,904 GYD per night

Home in Sarasota

4.95 out of 5 average rating, 181 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

Sep 19 – 26

G$44,683 GYD per night

Home in Sarasota

4.97 out of 5 average rating, 109 reviews

Gorgeous Home / Heated Pool and Spa

Nov 7 – 14

G$67,822 GYD per night

Home in Siesta Key

4.89 out of 5 average rating, 139 reviews

Siesta Beach House

Sep 4 – 11

G$66,142 GYD per night

House rentals with a hot tub

Home in Sarasota

4.97 out of 5 average rating, 159 reviews

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

Aug 19 – 26

G$72,890 GYD per night

Home in Sarasota

4.94 out of 5 average rating, 117 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Oct 17 – 24

G$62,606 GYD per night

Home in Sarasota

4.97 out of 5 average rating, 122 reviews

La Hacienda / heated pool, hot tub, 6mi to beach

Sep 11 – 18

G$73,875 GYD per night

Home in Sarasota

4.98 out of 5 average rating, 144 reviews

Stunning home near Siesta w/ incredible pool area!

Jul 7 – 14

G$104,572 GYD per night

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Sea AMI

Oct 18 – 25

G$58,312 GYD per night

Home in Bradenton

4.97 out of 5 average rating, 102 reviews

Luxurious Family Haven w Saltwater Pool & HOT TUB

Jan 9 – 16

G$129,013 GYD per night

Home in Bradenton

4.91 out of 5 average rating, 102 reviews

Luxurious 3 bedroom home with Hot Tub near AMI

Mar 2 – 9

G$35,027 GYD per night

Home in Sarasota

5.0 out of 5 average rating, 50 reviews

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Jul 15 – 22

G$67,784 GYD per night

Family-friendly house rentals

Home in Sarasota

4.92 out of 5 average rating, 267 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Oct 30 – Nov 6

G$40,411 GYD per night

Home in Sarasota

4.89 out of 5 average rating, 304 reviews

Beautiful and Restful Sarasota Florida Retreat

Sep 15 – 22

G$21,482 GYD per night

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

Paradise! Steps2 Private Beach & Tropical Yard!

Dec 7 – 14

G$107,996 GYD per night

Home in Venice

4.89 out of 5 average rating, 161 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Sep 21 – 28

G$30,548 GYD per night

Home in Bradenton Beach

4.89 out of 5 average rating, 238 reviews

Ohana Beachside 2 BR Bungalow - 150 ft from beach

Nov 3 – 10

G$42,324 GYD per night

Home in Palmetto

4.9 out of 5 average rating, 139 reviews

Historic Home with Boat parking 0.6M of Boat Ramp

Jun 6 – 13

G$29,768 GYD per night

Home in Sarasota

4.82 out of 5 average rating, 159 reviews

Siesta Beach, 5 minutes from downtown.

Apr 27 – May 4

G$41,242 GYD per night

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Nov 20 – 27

G$120,113 GYD per night

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