Houses Siesta Key

/ Home
/ Vacation Rentals
/ United States
/ Florida
Book with confidence.

Updating...

age 0-16
309 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

309 houses

Why am I receiving these results?

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 Private outdoor pool (heated)

All filters match

Price per night from

$690

Big Pass Hideaway

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$161

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,003

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 Private outdoor pool (heated)

All filters match

Price per night from

$502

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$264

Shell Beach Home

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$287

Another Day in Paradise

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 1 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$546

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$459

Midcentury modern pool home on Siesta Key w/ gorgeous backyard

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$303

Steps to Siesta Key Beach, Pool/Spa/Tiki Bar

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$316

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$229

Edgemere

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$267

Lovely Siesta Key house with heated pool - A block away from Siesta beach!

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$494

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$329

Lower Prices! Walk to Village, Heated Saltwater Pool

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. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$196

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$340

Dream beach, pool/spa retreat!

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$345

Siesta Key Waterfront Estate heated Pool Privacy!

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$719

Las Palmas; by Beachside Management

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$1,206

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$456

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$515

Zuva Sands

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$252

Blue Lagoon; By Beachside Management

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$413

A Shell House Getaway

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$629

A Shell House Compound

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$881

Responds fast! avg. 4 minutes

Match: Rental types Private outdoor pool (heated)

All filters match

Price per night from

$244

These homes match some but not all of your filters. Clear all filters

Condo wOcean view on Siesta

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$403

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$225

Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Experience” This condo is well kept, clean and looks directly onto the Gulf of Mexico. We liked it because the furniture is up to date and replaced when it becomes worn. We also love the fact it is within walking distance of a good restaurant. In fact there is nothing about this rental that we don't like and that is why we return there year after year. A great choice for you to start a great experience!

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$303

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great location!” The unit was just as described and pictures matched. The view of the ocean and bay were gorgeous. The kitchen was well equipped and there were lots of toys and chairs for the beach.

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Romantic place. Perfect for young families with small kids” Firshermans Cove is on a shore side. The views are amazing as well as beach which is clean and not crowded at all. Easy check in/out and very quiet place, was ideal in our case, young family with 1,5 old boy. It was nice stay and we hopefully come back again.

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent location for a great vacation!” This is the fifth time we have had the pleasure of vacationing at El Galeon. We love the location with the beautiful beach access and walking to restaurants. We love the Manasota Key and have been vacationing there for the last seventeen years. El Galeon Gulf Unit 2 is our favorite place to stay with plenty of space and everything we need for a wonderful stay. We have already reserved "our place" for 2015.

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$266

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Trip to paradise” Renting unit was very easy. Unit was the best layout was great. Amenities within we're well thought, out and for us anything we wanted was there including beach chairs. View of ocean was breath taking along with sunsets. I will come back again.

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$311

White Sands Village - Unit 909

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$164

Casa Covella

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$219

Viewing 38 of 309
rentals in Siesta Key

×

Also consider