Houses Siesta Key

Updating...

age 0-16
749 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

749 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

$289

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

$184

Sandy Toes Siesta Key Florida (6796)

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Fantastic!!!” Loved it!!! This place was very clean, close enough to beach, very spacious, tastefully decorated with upgrades, decent pool, a manager on site, and more beach gear than you could ask for. ...Chairs, games, rafts, umbrellas, bikes, towels, coolers, etc. we absolutely loved it!!! We had a family of 6....Parents and 4 teenagers. We also liked that across the street was convenience stores, grocery, and restaurants. The Toasted Mango and The Fish Market have great, great food. Also, our flight was canceled to fly in, and they were out of rental cars at newly appointed airport. How relieving it was to finally show up to such a nice place and relax The owner was also so very kind to accommodate us if needed.

Responds fast! avg. 1 hour 2 minutes

Match: Rental types

All filters match

Price per night from

$347

goldeneye luxury private family plantation house

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$322

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

$257

Seagrove

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$126

5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd

Siesta Key house

5 bedrooms / 3 bathrooms / sleeps 12

Match: Rental types

All filters match

Price per night from

$622

Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

“Fantastic house close to everything” We stayed in Siesta key for the first week of November. This house was beautiful and equipped with everything you could ever need especially the heated pool and hot tub. we walked a block every evening to the village and every morning two blocks to the beach. Will book again for sure

Responds fast! avg. 3 hours 6 minutes

Match: Rental types

All filters match

Price per night from

$272

Sandy Toes Siesta Key Florida (6798)

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Very good” It's was great stay ,close to the beach (3-5)min walk,private,quite for vacation location. Car was parked in the garage and we loved it !!! Also you have everything you possibly need in a kitchen !! And condo has everything you need to go to the beach too !!(beach chairs,umbrellas,towels ....Will stay again Thank you Kathey and Joe

Responds fast! avg. 1 hour 2 minutes

Match: Rental types

All filters match

Price per night from

$347

Luxury Condo Ground Floor Across the Street

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$178

NEW POOL! 3 Bed 2 Bath on Siesta Key Walk to beach POOL Great location

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

“Nice time” David was easy going. Even though it rained all weekend David made it a nice stress free stay..We will be revisiting

Responds fast! avg. 3 hours 41 minutes

Match: Rental types

All filters match

Price per night from

$260

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 48 minutes

Match: Rental types

All filters match

Price per night from

$223

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

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 54 minutes

Match: Rental types

All filters match

Price per night from

$289

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

$247

PRISTINE SIESTA KEY VILLAGE HOME

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

“Casual elegance in Siesta Key” This property was perfect for our vacation with grandkids. It's a beautifully decorated home in a quiet neighborhood just steps away from restaurants, entertainment, and the beach. The owner and property manager were extremely attentive and the property exceeded our expectations.

Match: Rental types

All filters match

Price per night from

$414

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

$142

Walk to Village, Heated Saltwater Pool, Bike/Walk to Beach, WiFi/Cable, Custom

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 6

“Beautiful and clean private home with pool and close to everything!” The home was in walking distance to village and beach. Beautiful and clean home with private pool. The home had everything that we could ask for. We had an outstanding time on our vacation. We will definitely return to this home again.

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$198

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. 1 hour 2 minutes

Match: Rental types

All filters match

Price per night from

$427

5 minute walk to Siesta Key Beach and Village!

Siesta Key house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 57 minutes

Match: Rental types

All filters match

Price per night from

$172

Big Pass Hideaway

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$276

Siesta Key Paradise! 4 Bedroom Beachfront Home

Siesta Key house

4 bedrooms / 2 bathrooms / sleeps 10

Match: Rental types

All filters match

Price per night from

$622

6 Bedroom 4 Bathroom house New pool Siesta Key Florida Walk to the Beach

Siesta Key house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 41 minutes

Match: Rental types

All filters match

Price per night from

$1,374

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 54 minutes

Match: Rental types

All filters match

Price per night from

$231

“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

$80

2 bedroom/1 bath Contemporary Beach Cottage

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 6

Match: Rental types

All filters match

Price per night from

$198

The Treehouse

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$453

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 45 minutes

Match: Rental types

All filters match

Price per night from

$134

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

$1,007

March 2019 Avail! Inquire- Siesta Key home with dock and private pool

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$495

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

$186

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

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 26 minutes

Match: Rental types

All filters match

Price per night from

$260

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

$154

Our Beach House

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 2 minutes

Match: Rental types

All filters match

Price per night from

$329

A Siesta Tropical Retreat - Island Pool Oasis

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

$143

NEW POOL 1 Bedroom 1 Bathroom Siesta Key JULY 4TH AVAILABLE Walk to the beach

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 41 minutes

Match: Rental types

All filters match

Price per night from

$276

Siesta Key Luxury Condo Across the Street

Siesta Key house

2 bedrooms / 1 bathroom / sleeps 6

Match: Rental types

All filters match

Price per night from

$157

Shell Beach Home

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$315

Fully renovated pool home directly across from Siesta Beach!!-Ocean Blue

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$548

Viewing 38 of 749
houses in Siesta Key

×