Holiday Homes in Siesta Key

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Our top choices for Siesta Key holiday homes

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is AU$659
includes taxes & fees
19 Apr - 20 Apr
Beachy Sarasota Duplex

Beachside villa in Siesta Key | Canal Front | pool

Beachside villa in Siesta Key | Canal Front | pool
Siesta Key Village
9.8 out of 10, Exceptional, (19 reviews)
"Nice clean and a short walk to everything!"
United States
Ralph S.
The price is AU$606
includes taxes & fees
22 Apr - 23 Apr
Beachside villa in Siesta Key | Canal Front | pool

Modern beach Retreat | Canal view | Private dock

Modern beach Retreat | Canal view | Private dock
Siesta Key Village
8.4 out of 10, Very good, (13 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is AU$683
includes taxes & fees
19 Apr - 20 Apr
Modern beach Retreat | Canal view | Private dock

Sarasota Duplex near Siesta Key

Sarasota Duplex near Siesta Key
Sarasota
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
The price is AU$603
includes taxes & fees
5 May - 6 May
Sarasota Duplex near Siesta Key

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (30 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is AU$819
includes taxes & fees
12 Apr - 13 Apr
[escape to paradise] siesta key beach getaway

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"The inside was very clean, we were very impressed! Being only a few minutes away from the beach, the location was perfect for what we had in mind. Area was surrounded by places to go shop as well. Would definitely stay again!"
United States
Jaret
The price is AU$301
includes taxes & fees
19 Apr - 20 Apr
The Mermaid at Tiny House Siesta

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
Siesta Key Village
9.0 out of 10, Wonderful, (13 reviews)
"We enjoyed our stay at Everglades Villa. The location was the best feature as we were able to walk to Siesta Key Village and the beach. "
United States
Lisa S.
The price is AU$873
includes taxes & fees
27 Apr - 28 Apr
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (17 reviews)
"Great location, very nice apartment. Would stay there again for sure"
United States
Jeff T.
The price is AU$986
includes taxes & fees
10 Apr - 11 Apr
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
Siesta Key
10.0 out of 10, Exceptional, (2 reviews)
"My husband, parents and I only stayed for three nights, but it was an absolute perfect spot for us! Very close to the beach and trolley stops to get you pretty much anywhere on Siesta Key. The place was very clean and adorably decorated. The pool and hot tub were exactly as described and made our trip even better. We Would definitely stay here again!"
United States
Melissa B.
The price is AU$1,195
includes taxes & fees
5 May - 6 May
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
The price is AU$1,028
includes taxes & fees
2 May - 3 May
Lulu's Key House Leatherback 2/2 Downstairs

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is AU$525
includes taxes & fees
28 Apr - 29 Apr
Siesta Heron Suites & Villas

Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.2 out of 10, Wonderful, (17 reviews)
"Cute Tiny House community. Some shops, etc. within walking distance. The place worked well for our short stay. "
United States
Amy H.
The price is AU$320
includes taxes & fees
20 Apr - 21 Apr
Sea Turtle- Full Sized living at Tiny House Siesta

Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.2 out of 10, Wonderful, (45 reviews)
"Very nice property! Beautiful beach! We had a problem with one of the showers and it was solved right away.The communication with the management was excellent , they reached to us several times though texts to make sure everything was ok.We highly recommend this property!"
United States
Fernanda L.
The price is AU$1,198
includes taxes & fees
16 Apr - 17 Apr
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (15 reviews)
"It was great, very clean, nice location. Everything was as they said it was!"
United States
Michelle H.
The price is AU$1,371
includes taxes & fees
15 Apr - 16 Apr
Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
Siesta Key
8.8 out of 10, Excellent, (55 reviews)
"Great family trip at this rental property, close to very nice beaches and great pool and gazebo at unit too!"
United States
Betsy S.
The price is AU$1,160
includes taxes & fees
7 Apr - 8 Apr
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Key Life Reef l Semi-Private Pool, Walk to the Beach!

Key Life Reef l Semi-Private Pool, Walk to the Beach!
Siesta Key
9.8 out of 10, Exceptional, (7 reviews)
"Exactly what we were looking for. A place near the beach with a pool. Clean, modern, attentive manager. Would recommend highly."
United States
isabel b.
The price is AU$1,433
includes taxes & fees
11 Apr - 12 Apr
Key Life Reef l Semi-Private Pool, Walk to the Beach!

JUST One Block From Beach and One Block From Village – Island Time West

JUST One Block From Beach and One Block From Village – Island Time West
Siesta Key Village
9.6 out of 10, Exceptional, (71 reviews)
"Such a cute property in a fantastic location! Management team was very attentive and helpful, would love to stay again soon!"
United States
Stephanie S.
The price is AU$1,553
includes taxes & fees
5 May - 6 May
JUST One Block From Beach and One Block From Village – Island Time West

JUST One Block From Beach and One Block From Village – Island Time East

JUST One Block From Beach and One Block From Village – Island Time East
Siesta Key Village
9.6 out of 10, Exceptional, (49 reviews)
"Great place, awesome location.was a very nice stay. Would be go back. "
United States
Ben D.
The price is AU$1,836
includes taxes & fees
26 Apr - 27 Apr
JUST One Block From Beach and One Block From Village – Island Time East

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
South Village
9.6 out of 10, Exceptional, (69 reviews)
"The room was clean and the owner was so kind! "
United States
Gloria
The price is AU$1,143
includes taxes & fees
13 Apr - 14 Apr
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Siesta Key Village
9.6 out of 10, Exceptional, (57 reviews)
"What a beautiful place in an excellent location central to everything!! We loved the house and would absolutely stay here again if we make it back to vacation in Siesta Key!"
United States
Mandy H.
The price is AU$1,492
includes taxes & fees
12 Apr - 13 Apr
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siesta Key Hotel Reviews

Find out more about Siesta Key

Siesta Key Holiday Homes information

Number of reviews
397
Accommodation
913 Holiday Homes
Lowest Price
AU$301
Highest Price
AU$1,836

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