Holiday Homes in Siesta Key

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Our top choices for Siesta Key holiday homes

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 €527
includes taxes & fees
6 May - 7 May
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

[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 €278
includes taxes & fees
10 May - 11 May
[escape to paradise] siesta key beach getaway

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 €378
includes taxes & fees
6 May - 7 May
Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

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 €294
includes taxes & fees
8 May - 9 May
Beachside villa in Siesta Key | Canal Front | pool

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
The price is €440
includes taxes & fees
12 May - 13 May
Lulu's Key House Kemp Ridley 1/1 Downstairs

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.
Pet Friendly home, Close to Sarasota Beach!

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

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 €397
includes taxes & fees
10 May - 11 May
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

2 Bedroom 2 Bath home near Siesta Key Beach

2 Bedroom 2 Bath home near Siesta Key Beach
Sarasota
8.6 out of 10, Excellent, (39 reviews)
"House was conveniently located. "
United States
CHRISTINE V.
2 Bedroom 2 Bath home near Siesta Key Beach

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.
Private Beach Access w/shared Pool -Casita East

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

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 €397
includes taxes & fees
12 May - 13 May
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

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

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

Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (36 reviews)
"excellent property , perfect location from the beach and the village "
United States
Robert M.
Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key 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 Mermaid 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 €291
includes taxes & fees
7 May - 8 May
Siesta Heron Suites & Villas

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Siesta Key Village
9.4 out of 10, Exceptional, (19 reviews)
"Great location to walk to siesta key village. "
United States
N A.
Siesta Key Beach Duplex-Close to Sarasota Beach/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 €753
includes taxes & fees
11 May - 12 May
Key Life Reef l Semi-Private Pool, Walk to the Beach!

Salty Summer – Steps to Siesta Key Village & Beach

Salty Summer – Steps to Siesta Key Village & Beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"Check in was easy! Communication was awesome! And would definitely recommend to anyone going to Siesta Key! We loved it! "
United States
Stephanie S.
Salty Summer – Steps to Siesta Key Village & Beach

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.
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
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
405
Accommodation
913 Holiday Homes
Lowest Price
€278
Highest Price
€753

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