Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation homes

[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 CA $193
CA $493 total
includes taxes & fees
May 7 - May 8
[escape to paradise] siesta key beach getaway

Lulu's Key House Kemp Ridley 1/1 Downstairs

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
Siesta Key Village
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
Lulu's Key House Kemp Ridley 1/1 Downstairs

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 CA $175
CA $504 total
includes taxes & fees
May 4 - May 5
Beachside villa in Siesta Key | Canal Front | pool

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ
Siesta Key Village
9.0 out of 10, Wonderful, (12 reviews)
"Very cute & clean. Great location!"
United States
Nannette
The price is CA $234
CA $659 total
includes taxes & fees
May 6 - May 7
Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (66 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
Siesta Key Island Rentals

Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor

Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor
Siesta Key Village
9.8 out of 10, Exceptional, (119 reviews)
"Great little bungalow that is close to everything you need without car!! Love this place 3 x staying here"
United States
ryan t.
The price is CA $325
CA $851 total
includes taxes & fees
May 4 - May 5
Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor

Private Beach Access w/shared Pool -Casita East

Private Beach Access w/shared Pool -Casita East
South Village
9.2 out of 10, Wonderful, (5 reviews)
"A beautiful beach cottage that's minutes from a lesser-known but just as beautiful stretch of Siesta Key. We'll be returning for sure :)"
United States
Leigh T.
The price is CA $147
CA $835 total
includes taxes & fees
May 20 - May 21
Private Beach Access w/shared Pool -Casita East

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (36 reviews)
"Very nice, clean and quiet place."
United States
Monika Z.
The price is CA $326
CA $640 total
includes taxes & fees
May 10 - May 11
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

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, (14 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 CA $319
CA $766 total
includes taxes & fees
May 19 - May 20
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
South Village
8.8 out of 10, Excellent, (5 reviews)
"Very nice. Walking distance to beach and restaurants"
United States
Mark P.
The price is CA $147
CA $835 total
includes taxes & fees
May 6 - May 7
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
Siesta Key Village
8.8 out of 10, Excellent, (15 reviews)
"Nice place! Would stay here again. Perfect location. "
United States
Laura
The price is CA $382
CA $954 total
includes taxes & fees
May 4 - May 5
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

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 CA $152
CA $279 total
includes taxes & fees
May 15 - May 16
The Mermaid at Tiny House Siesta

Pet Friendly home, Close to Sarasota Beach!

Pet Friendly home, Close to Sarasota Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (7 reviews)
"Great communication from host and close to everything!"
United States
stacey m.
The price is CA $191
CA $826 total
includes taxes & fees
May 4 - May 5
Pet Friendly home, Close to Sarasota Beach!

Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.4 out of 10, Exceptional, (18 reviews)
"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."
United States
Wayne
The price is CA $169
CA $300 total
includes taxes & fees
May 11 - May 12
Sea Turtle- Full Sized living at Tiny House Siesta

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (42 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is CA $147
CA $439 total
includes taxes & fees
May 11 - May 12
Siesta Heron Suites & Villas

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 CA $377
CA $814 total
includes taxes & fees
Jun 3 - Jun 4
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

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, (58 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 CA $476
CA $1,435 total
includes taxes & fees
May 4 - May 5
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Siesta Key Village
9.8 out of 10, Exceptional, (81 reviews)
"Loved this spot! We have stayed a MANY rentals on Siesta, this was our fave!!"
United States
wendy a.
The price is CA $442
CA $1,298 total
includes taxes & fees
May 5 - May 6
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

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 CA $385
CA $1,186 total
includes taxes & fees
May 11 - May 12
Key Life Reef l Semi-Private Pool, Walk to the Beach!

Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach

Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach
Siesta Key Village
10.0 out of 10, Exceptional, (11 reviews)
"The property was just like the pictures. The owner was very responsive and we enjoyed our stay."
United States
Joan G.
The price is CA $625
CA $1,660 total
includes taxes & fees
May 6 - May 7
Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach
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 Vacation Homes information

Number of reviews
524
Accommodation
913 Vacation Homes
Lowest Price
CA $279
Highest Price
CA $1,660

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