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House vacation rentals in Siesta Key

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Top-rated house rentals in Siesta Key

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Home in Sarasota

4.86 out of 5 average rating, 112 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!

Aug 14 – 21

R2,222 ZAR per night

Home in Sarasota

4.96 out of 5 average rating, 246 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

Jul 30 – Aug 6

R1,610 ZAR per night

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.

Jul 18 – 25

R3,189 ZAR per night

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.

Oct 4 – 11

R2,387 ZAR per night

Home in Sarasota

4.99 out of 5 average rating, 202 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 .

Apr 26 – May 3

R2,116 ZAR 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 28 – Aug 4

R2,047 ZAR per night

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.

Nov 26 – Dec 3

R2,918 ZAR per night

Home in Siesta Key

4.87 out of 5 average rating, 119 reviews

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

The Palm Oasis is a 4-bed home with 2000 sqft, only 1 block away to Siesta Key Beach. This home is on one level and has all the amenities including a brand new salt-water pool which is the center of the backyard and a outdoor BBQ grill to make fabulous burgers. All bedrooms offer a flat screen TV. This home offers 1 king, 2 double beds, 1 queen and 2 twin’s beds with 3 full bathrooms accommodation 8 people maximum. * Home has a 1 week minimum booking requirement.

Sep 4 – 11

R12,751 ZAR per night

Home in Bradenton

4.96 out of 5 average rating, 204 reviews

Home near Anna Maria Beach - Hot Tub + Fire Pit

Come find a space away in this 1 bedroom Guest House with a private patio and inflatable hot tub located less than 15 Minutes away from Anna Maria Island Beach. Enjoy all that the area has to offer, and come home to the private ambience of an outdoor fire pit and relaxing hot tub, or play a fun game of corn-hole on the back patio. The home is in a safe and friendly neighborhood, great for an early morning walk less than a mile away from an open view of the water

Dec 12 – 19

R2,717 ZAR 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.

Nov 19 – 26

R7,174 ZAR per night

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.

Aug 12 – 19

R2,540 ZAR 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.

Oct 10 – 17

R4,074 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Popular amenities for Siesta Key house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Siesta Key

4.89 out of 5 average rating, 142 reviews

Siesta Beach House

Jan 21 – 28

R6,352 ZAR per night

Home in Sarasota

4.97 out of 5 average rating, 206 reviews

Your private retreat near Siesta Key Beach.

Sep 1 – 8

R6,049 ZAR per night

Home in Sarasota

4.97 out of 5 average rating, 110 reviews

Gorgeous Home / Heated Pool and Spa

Nov 7 – 14

R5,995 ZAR per night

Home in Siesta Key

4.9 out of 5 average rating, 105 reviews

Siesta Key, FL - Casa Berano

Oct 16 – 23

R7,451 ZAR per night

Home in Sarasota

4.87 out of 5 average rating, 133 reviews

5 minutes to private Siesta Key Beach + 2 pools

Apr 15 – 22

R8,303 ZAR per night

Home in Sarasota

4.93 out of 5 average rating, 150 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Apr 25 – May 2

R8,520 ZAR per night

Home in Sarasota

4.94 out of 5 average rating, 297 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

Jul 19 – 26

R5,149 ZAR per night

Home in Sarasota

4.98 out of 5 average rating, 130 reviews

Beautiful 3 Bd, 2 bth Pool Home Near Siesta Key!

Aug 25 – Sep 1

R5,031 ZAR per night

House rentals with a hot tub

Home in Sarasota

4.98 out of 5 average rating, 160 reviews

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

Jun 27 – Jul 4

R5,814 ZAR per night

Home in Sarasota

4.94 out of 5 average rating, 118 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Sep 9 – 16

R5,021 ZAR per night

Home in Sarasota

4.9 out of 5 average rating, 124 reviews

Cottage On Bay (private backyard, near beaches)

Aug 16 – 23

R3,896 ZAR per night

Home in Bradenton

4.97 out of 5 average rating, 102 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Sep 14 – 21

R8,199 ZAR per night

Home in Siesta Key

4.79 out of 5 average rating, 117 reviews

3BR Unit with Pool & Hot Tub, 2 min walk to Beach

Mar 9 – 16

R10,615 ZAR per night

Home in Sarasota

4.98 out of 5 average rating, 144 reviews

Stunning home near Siesta w/ incredible pool area!

Oct 11 – 18

R9,530 ZAR per night

Home in Sarasota

4.97 out of 5 average rating, 123 reviews

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

Oct 11 – 18

R7,391 ZAR per night

Home in Sarasota

5.0 out of 5 average rating, 52 reviews

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Oct 9 – 16

R5,958 ZAR per night

Family-friendly house rentals

Home in Sarasota

4.87 out of 5 average rating, 205 reviews

The Pineapple Suite.Teal tropical home in Sarasota

Jul 24 – 31

R1,982 ZAR per night

Home in Sarasota

4.95 out of 5 average rating, 182 reviews

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

Sep 17 – 24

R3,950 ZAR per night

Home in Sarasota

4.92 out of 5 average rating, 267 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Sep 8 – 15

R3,367 ZAR per night

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

Paradise! Steps2 Private Beach & Tropical Yard!

Apr 26 – May 3

R12,709 ZAR per night

Home in Sarasota

4.89 out of 5 average rating, 306 reviews

Beautiful and Restful Sarasota Florida Retreat

Jul 11 – 18

R1,704 ZAR per night

Home in Venice

4.9 out of 5 average rating, 162 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Dec 7 – 14

R2,829 ZAR per night

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

Sep 12 – 19

R2,523 ZAR per night

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Dec 14 – 21

R10,640 ZAR 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