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Compare 666 Vacation Homes in Siesta Key with updated reviews, rates, and availability.

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.6 out of 10, Exceptional, (85)
"Over all great, just never got a response on if the pool was heated or not"
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

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

9.6 out of 10, Exceptional, (114)
"Everything was as expected with the property - however, there was no communication about the cleanup and construction going on all around - I know it was out of your control with the hurricane damage, but I would say that we overpayed for the condition of the area.Lisa did a very good job with communication and the checkin process - Thanks "
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals

Beachside Retreat with Pool and Beach Access

9.0 out of 10, Wonderful, (33)
"See above "
Beachside Retreat with Pool and Beach Access

Toes In The Sand | Cottage with Private Pool, Walk to SK Beach and Village 🏝️ 🌅

2.0 star property
10.0 out of 10, Exceptional, (3)
" Very nice property right near everything. Would highly recommend"
The price is SAR 2,342
SAR 5,261 total
includes taxes & fees
2 Mar - 3 Mar
Toes In The Sand | Cottage with Private Pool, Walk to SK Beach and Village 🏝️ 🌅

Hemingway House | Beautiful Traditional Home w/ Spacious Outdoor Dining Area & Private Pool!

9.8 out of 10, Exceptional, (12)
"We really enjoyed our stay at the Hemingway home. The lay out was great and the kitchen was well equipped with cooking necessities. The location was great- however we came 3 weeks post hurricane Milton and the street that the house was/is on- was a destruction zone. There was so much debris on the sides of the road it looked like a war zone. The Hemingway way home was thankfully unscathed but I am pretty sure the surrounding houses were sadly very affected. The only real negative about the...
Hemingway House | Beautiful Traditional Home w/ Spacious Outdoor Dining Area & Private Pool!

Stunning Siesta Key,, . , Walk to to Shell beach, HEATED POOL Discouts

9.8 out of 10, Exceptional, (106)
"a little far from the beach but we still managed it!house was gorgeous "
Stunning Siesta Key,, . , Walk to to Shell beach, HEATED POOL Discouts

SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

10.0 out of 10, Exceptional, (23)
"Great place and right near town center. Location Location Location. "
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

10.0 out of 10, Exceptional, (27)
"Great rental, clean & cozy. Any questions were promptly answered & very helpful. This property has a quiet back patio and secluded with just a few minutes from Siesta Key Beach and all the fun! "
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

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

9.6 out of 10, Exceptional, (92)
"Location is everything and this property has it in spades!!! Steps from the beach with a beach cart, umbrella, chairs and towels ready for our use. Perfect. "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall

10.0 out of 10, Exceptional, (43)
"This house was absolutely awesome, and it’s right across the street from the beach with direct access. It’s a quick 5 minute walk into the village which was very nice. The house manager was also fantastic. Great communication and they made sure we had everything we needed. Highly recommend this place! "
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall

Siesta Key Village Home < Half Mi to Beach!

10.0 out of 10, Exceptional, (24)
"Wonderful location. 3 adult siblings stayed with plenty of room. The beach accessories and bikes were a nice added bonus. "
Siesta Key Village Home < Half Mi to Beach!

Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

9.8 out of 10, Exceptional, (20)
"Just like the pics and great location for beach and village amenities."
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

Luxury condo steps away from Siesta Key public beach

9.6 out of 10, Exceptional, (60)
"This is our second time renting this condo and already booked again for next year. Condo and location are perfect!"
Luxury condo steps away from Siesta Key public beach

Luxury Home w/ Heated Pool and Private Beach Access

9.4 out of 10, Exceptional, (96)
"We needed enough rooms and baths for 3 couples. We had more room than we needed. We also enjoyed the short walking distance to the beach."
The price is SAR 3,905
SAR 6,870 total
includes taxes & fees
28 Feb - 1 Mar
Luxury Home w/ Heated Pool and Private Beach Access

[escape to paradise] siesta key beach getaway

9.8 out of 10, Exceptional, (16)
"Great location to market area and beach. Quiet neighborhood "
The price is SAR 1,526
SAR 2,543 total
includes taxes & fees
2 Mar - 3 Mar
[escape to paradise] siesta key beach getaway

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.4 out of 10, Exceptional, (6)
"Couldn’t ask for anything more! This was by far the cleanest place I’ve ever stayed! We ran into a little mishap checking in, our gps took us to the location across the street. We couldn’t figure out where exactly the rental was located. I called Alex and he was super quick to respond and guided us to the right location. The rental has everything you could ever need, beach chairs, umbrellas, dishware to laundry soap. The beds were more comfortable than my bed at home. The rental was spacious and...
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

9.8 out of 10, Exceptional, (128)
"Exactly what we expected. Plenty of room for 5 couples, spacious and sunny great room/kitchen area, nice pool area in back. Would definitely stay here again. "
The price is SAR 7,125
SAR 12,840 total
includes taxes & fees
12 Mar - 13 Mar
5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

10.0 out of 10, Exceptional, (57)
"Our stay at was absolutely wonderful! From the moment we arrived, we felt right at home. The property is even more beautiful in person than in the photos. The space was clean, spacious, and thoughtfully decorated. We loved the cozy ambiance and all the little touches that made it feel like a true retreat. The backyard is a lush wonderland of gorgeous trees and plants, and is fully fenced, so great for dogs. The location is fantastic – quiet, yet close enough to all the attractions we wanted to...
The price is SAR 1,313
SAR 2,843 total
includes taxes & fees
25 Feb - 26 Feb
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

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

10.0 out of 10, Exceptional, (22)
"Like Goldie Locks says not to close and not to far .... JUST RIGHT everything you could possibly need, great restaurants, shopping, a small grocery that has every thing.. and the most Beautiful Beach you'll ever see. and I live in a beach town...."
The price is SAR 1,665
SAR 3,324 total
includes taxes & fees
5 Mar - 6 Mar
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key 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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Other property types in Siesta Key

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4560)
"Perfect location! "
Tropical Beach Resorts

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (290)
"Could be more clean and updated. Great location!"
The price is SAR 1,059
SAR 1,578 total
includes taxes & fees
24 Feb - 25 Feb
The Ringling Beach House

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (230)
"Clean and beautiful "
The price is SAR 2,738
SAR 3,284 total
includes taxes & fees
19 Mar - 20 Mar
The Residences at Siesta Key Beach by Hyatt Vacation Club
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.