Siesta Key Vacation Rentals on the Water - Waterfront Rentals in Siesta Key

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Nearest beach 0.25 mi
Swimming pool
Child friendly

“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”

- Review left on 01/02/2013

$113.00

Very Good (41 reviews)

Book

from $113.00 / night

Book

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
7 nights min

Nearest beach 0.1 mi
Swimming pool
Child friendly

“This was our first trip to Siesta Key, but not our last! We are already booking another stay at Siesta Breakers for next year. It is a great location on the Beach and great access to the mainland...”

- Review left on 07/14/2014

$173.00

Excellent (27 reviews)

Book

from $173.00 / night

Book

Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Nearest beach 0.25 mi
Swimming pool
Child friendly

“Had an excellent time! Unit was clean and precisely as described. Great location on Siesta Key with a short walk for Groceries, Food and Libations. Beach was a 5min walk across the street (using the signaled crosswalk) through the beachside section...”

- Review left on 03/13/2017

$113.00

Excellent (7 reviews)

Book

from $113.00 / night

Book

Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa

Siesta Key House

5 bedrooms 5
4 bathrooms
sleeps 13 13
min stay varies

Swimming pool
Child friendly
Car not necessary

$610.00

Very Good (15 reviews)

Book

from $610.00 / night

Book

Siesta Key Beachfront 3 Bedroom Home, Sarasota

Siesta Key House

3 bedrooms 3
3 bathrooms
sleeps 9 9
7 nights min

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

$682.00

Excellent (6 reviews)

Book

from $682.00 / night

Book

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
7 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

“Siesta Key is the best beach I ever been so far and this place that Jack and Darlene provide is a dream. Everything is clean and in perfect working condition. The beach is very nice (and I have visited many being a South Floridian), crystal clear and...”

- Review left on 09/19/2016

$243.00

Excellent (2 reviews)

Inquire

from $243.00 / night

Inquire

Gateway to Siesta Key 1/2 mile Walk Siesta Key Beach

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
3 nights min

Swimming pool
Child friendly
Air conditioning

$138.00

Book

from $138.00 / night

Book

Charming Siesta Key Village Unbeatable Location

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Nearest beach 0 mi
Swimming pool
Child friendly

“We stayed for a week and had the best time ever. The accommodations are top notch, locals are very friendly, food delicious and breathtaking beaches. Definitely looking forward to coming back”

- Review left on 12/15/2015

$147.00

Excellent (8 reviews)

Book

from $147.00 / night

Book

Siesta Key Beach Vacation

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
14 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“FIVE STARS!!!!! Terry the owner is a great guy that insured our stay in his condo went well. The condo has a great location just a couple of blocks from the Siesta Key Beach. The condo has everything you need for a great beach experience. The...”

- Review left on 01/24/2017

$104.00

Excellent (2 reviews)

Inquire

from $104.00 / night

Inquire

Siesta Key Inn - 1Br/1B Sabal Palm #2A

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Nearest beach 0.09 mi
Swimming pool
Child friendly

“Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible,...”

- Review left on 07/13/2016

$400.00

Excellent (6 reviews)

Book

from $400.00 / night

Book

2 BR, 2 Bath, Siesta Key Village Condo with Pool

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Nearest beach 0.1 mi
Swimming pool
Child friendly

$199.00

Excellent (14 reviews)

Inquire

from $199.00 / night

Inquire

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Nearest beach 0 mi
Swimming pool

“My wife and I spent 2 weeks at this well kept and wonderfully located condominium. We loved that it is a garden style complex and not a high rise building. This unit being on the 1st floor makes it even better. Being able to walk right out to the...”

- Review left on 02/05/2021

$258.00

Excellent (22 reviews)

Inquire

from $258.00 / night

Inquire

Large 1br/1ba vacation rental condo (780 Sq.Ft.)

Siesta Key Condo

1 bedroom 1
1 bathroom
sleeps 4 4
min stay varies

Swimming pool
Ask about children
Air conditioning

“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”

- Review left on 07/26/2016

$126.00

Very Good (4 reviews)

Book

from $126.00 / night

Book

Siesta Key Inn - 2Br/2B Royal Palm #2B

Siesta Key Condo

2 bedrooms 2
2 bathrooms
sleeps 5 5
7 nights min

Nearest beach 0.09 mi
Swimming pool
Ask about children

“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”

- Review left on 04/15/2016

$491.00

Excellent (2 reviews)

Book

from $491.00 / night

Book

Three bedroom house directly on beach with gulf vi

Siesta Key House

3 bedrooms 3
4 bathrooms
sleeps 7 7
min stay varies

Beach/lakeside relaxation
Child friendly
Air conditioning

“My husband and I stayed at Tiffany Sands for the months of February and March 2016. We loved the proximity to the beach and Siesta Key Village. The townhouse is well appointed and had nearly everything we needed for a comfortable 2 month stay. The...”

- Review left on 04/28/2016

$373.00

Very Good (2 reviews)

Book

from $373.00 / night

Book