COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Houses Siesta Key

Updating...

age 0-16
425 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

425 houses

600 ft. to Shell Beach, Pool/Spa, Fire Pit, New & Custom Nantucket Style Home,

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$290

Walk to the beach from this adorable condo. Beachside. Perfect location. Bikes,

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

“Book with Island Time!” We really lucked out with our first Flipkey booking. My husband and I traveled to Siesta Key last year for our honeymoon, and we returned this year to celebrate our anniversary. The property had everything we could possibly have wanted -- a very short and easy walk to beach access 13, Point of Rocks, and many restaurants (aaaaand the liquor store), a very comfortable bed with the appropriate amount of pillows (EIGHT), a fully equipped kitchen with everything we needed to eat in when we wanted, a large covered porch, and everything was CLEAN. Angel was a fantastic host -- quick to respond and clear and concise with his communication. The price was more than right. I cannot say enough great things about this property and Angel. Recommended so very highly.

Responds fast! avg. 2 hours 3 minutes

Match: Rental types

All filters match

Price per night from

$160

Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$163

Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$271

The Shells Villa - Next to Beach & Village

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 10

“Great Experience and Location!” We could not have been happier with our Experience at Shell Villa. Location to the Village was super close as described. Access to the beach was great both through the private walkway or the public access about two block away. The house was well stocked and the floor plan was perfect for our two families. Best place I have rented on SK in 5 years.

Match: Rental types

All filters match

Price per night from

$286

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

Responds fast! avg. 2 hours 11 minutes

Match: Rental types

All filters match

Price per night from

$221

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$431

Sarasota House w/Backyard Oasis - 10 mins to Beach

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Match: Rental types

All filters match

Price per night from

$295

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$372

Cape Aqua

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others

Match: Rental types

All filters match

Price per night from

$191

Palm Oasis - Relax in Comfort - 1 rental per calendar month

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

“Beautiful home for a quiet -relaxing getaway!” Fantastic location! House had all you could ever need and the space was perfect! The only downside was not being able to maximize the outside into the evening. Our first full day it had rained but it was humid! We spent the entire day shopping and dining out. We returned around 10:30pm & the rain stopped so we took full advantage of the outside, which is just as lovely at night. There were only 4 of us, and at 11;30 it was just my sister N law and I, no music -just taking & laughing and thats when the neighbor directly behind us loudly announced for us to "keep it down and that we were in a residential area!" The other neighbor to the right didn't hear a thing! After a long, cold, Maine winter... being outside is the #1 goal, so that was unfortunate. Virginia was very pleasant to work with.

Responds fast! avg. 2 hours 6 minutes

Match: Rental types

All filters match

Price per night from

$629

Big Pass Hideaway

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$160

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Rental types

All filters match

Price per night from

$132

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$502

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Rental types

All filters match

Price per night from

$1,001

“Excellent Property” This was my second time staying with this property, it is wonderful. The location is great, near the beach, restaurants, shopping, ect. Very clean property and the pool in the back is nice.

Match: Rental types

All filters match

Price per night from

$123

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

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

Match: Rental types

All filters match

Price per night from

$316

Tiny House Siesta - Tiny House Amy

Siesta Key house

1 bedroom / 1 bathroom / sleeps 3

Match: Rental types

All filters match

Price per night from

$105

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 4

Match: Rental types

All filters match

Price per night from

$138

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

Match: Rental types

All filters match

Price per night from

$429

The Banyan on Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$915

1 Block from Siesta Key Beach, Wifi & YTube TV, Private Heat Optional Pool, Nea

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$195

Our Beach House

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 6 minutes

Match: Rental types

All filters match

Price per night from

$349

Shell Beach Home

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$502

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$456

Siesta Summer

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$367

Another Day in Paradise

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 25 minutes

Match: Rental types

All filters match

Price per night from

$435

Updated Home, Heated Saltwater Pool/Spa, Sits on a small lake, 6 min Bike Ride t

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$177

Walk to Siesta Key Beach, Pool/Spa/Tiki Bar, WiFi, Close to Village Shops, Laund

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$281

Canalfront Siesta Key Home w/ Heated Pool+Privacy!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 28 minutes

Match: Rental types

All filters match

Price per night from

$413

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 38 minutes

Match: Rental types

All filters match

Price per night from

$208

EXCLUSIVE! #1 USA Beach Siesta Key Beach _HOUSE

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 48 minutes

Match: Rental types

All filters match

Price per night from

$203

Brand new with rooftop terrace. Directly across from Siesta Beach! 641 Beach Rd

Siesta Key house

4 bedrooms / 6 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$1,760

Garden House

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$274

Oxford House

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 7

Match: Rental types

All filters match

Price per night from

$147

Mayo Avenue

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$275

Beach house for rent in siesta key beach.

Siesta Key house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 18 minutes

Match: Rental types

All filters match

Price per night from

$2,856

Beach Road

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$228

Viewing 38 of 425
houses in Siesta Key

×

Also consider