Siesta Key Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Siesta Key Vacation Homes

Siesta Key Island Rentals
Barefoot Bungalow W/Pool | Private kitchen

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (46)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
Siesta Key Island Rentals
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Outdoor pool, a heated pool

Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (1)
"We loved this house. We celebrated a cousins 50th birthday and had so much fun. The location is close to all restaurants and beach. The golf cart was so fun to use. The house is nicely stocked with necessary items, pool noodles and toys. There was everything needed for the beach.The most important part was the owners were very responsive to all questions. We look forward to coming and staying here again."
Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
The price is CA $169
CA $469 total
includes taxes & fees
Aug 21 - Aug 22
Siesta Heron Suites & Villas
Oceanfront home
Outdoor pool, a heated pool

Oceanfront home

9.8 out of 10, Exceptional, (81)
"This property is awesome. Sergiy was super responsive. Location is great, close to everything for convenience. We are big walkers so the neighborhood was tough to get any walks in. But we made some amazing memories. "
Oceanfront home
Private Home Directly on Siesta Key Beach!
On the beach

Private Home Directly on Siesta Key Beach!

10.0 out of 10, Exceptional, (3)
"Beautiful place to stay… direct walk to the beach from your back door. Amazing view! Clean with all the amenities you need. "
Private Home Directly on Siesta Key Beach!
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Beach nearby, sun loungers, beach towels

Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

9.6 out of 10, Exceptional, (134)
"we had a good stay"
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Beach nearby, sun loungers, beach towels

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (109)
"Awesome location, perfect beach supplies provided, and VERY clean! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Pool

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

9.8 out of 10, Exceptional, (24)
"The house was in great condition and near everything. "
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Fridge, microwave, oven, stovetop

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.6 out of 10, Exceptional, (102)
"Beautiful home and perfect location! Our family had a wonderful time in Siesta Key. Highly recommend this property for your next vacay."
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

8.8 out of 10, Excellent, (15)
"Great location"
Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!
NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!
Beach nearby

NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!

9.4 out of 10, Exceptional, (6)
NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!
Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!
A heated pool

Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!

9.6 out of 10, Exceptional, (78)
"Accommodations were perfect for our family Thanksgiving get away. "
The price is CA $719
CA $1,253 total
includes taxes & fees
Sep 5 - Sep 6
Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach
Beach nearby

Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

9.0 out of 10, Wonderful, (55)
"So close to the beach!"
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
A heated pool

Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining

9.8 out of 10, Exceptional, (35)
"It was great"
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
Luxury Home Steps from Siesta Key Beach with Game Room and Resort-Style Pool
Pool

Luxury Home Steps from Siesta Key Beach with Game Room and Resort-Style Pool

8.4 out of 10, Very good, (6)
"This place was incredible! Even better than we hoped for — super clean, beautifully decorated, and really well designed. The house had tons of space, great furniture, and everything was brand NEW! The pool, hot tub, and outdoor setup were amazing and made it hard to leave! Plus, it’s a very short walk to the beach, dining, entertainment, and even the trolley that takes you to the Village. You can tell a lot of thought went into every detail. We had an awesome stay and would definitely come back....
Luxury Home Steps from Siesta Key Beach with Game Room and Resort-Style Pool
Walk to the Beach and Village- Fiji Villa
Fridge, microwave, oven, coffee/tea maker

Walk to the Beach and Village- Fiji Villa

10.0 out of 10, Exceptional, (13)
"Great location 💯 easy walk to the beach & great restaurants & pet friendly 😺"
The price is CA $226
CA $576 total
includes taxes & fees
Aug 24 - Aug 25
Walk to the Beach and Village- Fiji Villa
Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock
Property grounds

Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock

10.0 out of 10, Exceptional, (16)
" Beautiful property with something for every age group! Quick to respond to any needs or questions and what seemed to be the Mayor of SK and maintenance was a pleasure to chat with. And make sure we had everything and more. "
Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock
Beachside Retreat with Pool and Beach Access
Outdoor dining

Beachside Retreat with Pool and Beach Access

8.8 out of 10, Excellent, (40)
"Great location for all our visitors to walk to many various restaurants and shops"
Beachside Retreat with Pool and Beach Access
Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
A heated pool

Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!

10.0 out of 10, Exceptional, (3)
"We loved the house! Great location, beautiful spaces, plenty of room for all of us. Couldn’t have picked a better place for our family to stay for our niece’s wedding! We’d definitely love to stay here again!"
Siesta Beachfront Paradise: Luxurious Home Steps from Beach with Infinity Pool!
Siesta beach....one and only
Interior

Siesta beach....one and only

9.4 out of 10, Exceptional, (184)
"My family and I had a great stay during our time at the home. "
The price is CA $161
CA $619 total
includes taxes & fees
Aug 21 - Aug 22
Siesta beach....one and only
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

The Inn On Siesta Key

The Inn On Siesta Key

10/10 Excellent
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
Brooke 2-night trip
Posted 1 day ago
The Inn On Siesta Key