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Compare 805 Vacation Homes in Siesta Key with updated reviews, rates, and availability.

Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts

9.8 out of 10, Exceptional, (109)
"Terrific property with outstanding host/manager. The best appointed and provisioned property ever leased. Very considerate of vacationers and visitors with all amenities in good repair and staples provided. Outstanding experience."
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts

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

10.0 out of 10, Exceptional, (58)
"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 2,847 total
includes taxes & fees
19 Apr - 20 Apr
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.8 out of 10, Exceptional, (36)
"We had a wonderful stay. This is truly a very short walk to the beach as well as to the Siesta Key restaurants and shops. We truly enjoyed our stay!"
The price is SAR 1,868
SAR 3,882 total
includes taxes & fees
26 Mar - 27 Mar
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Close to Beach Access #7, Short Walk to the Village

9.8 out of 10, Exceptional, (43)
"Perfectly situated to the beach and the village! Well appointed with all necessities niceties."
Close to Beach Access #7, Short Walk to the Village

Luxury Home w/ Heated Pool and Private Beach Access

9.4 out of 10, Exceptional, (97)
"The four of us had a wonderful "Retreat from The Winter" at Miramar! The home, especially the kitchen, was comfortable and well equipped, including many beach chairs. The access to the beach was terrific, with a short walk across the street, through the Aloha Kai gate, and down the private driveway to the white sandy beach. The weather cooperated too, after the one day of rain. The traffic was horrendous, due to a weekday maintenance of the bridge, which was totally out of the hands of the...
Luxury Home w/ Heated Pool and Private Beach Access

SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

9.4 out of 10, Exceptional, (29)
"Great location, and we love the beach."
SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!

9.8 out of 10, Exceptional, (40)
"Great stay :)"
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!

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

9.8 out of 10, Exceptional, (26)
"Considering all of the local hurricane damage, the upstairs stay was very nicely cleaned up. The balcony neeeds some repair but no concerns about safety. "
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

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

9.2 out of 10, Wonderful, (49)
"Some errors in listing. No laundry, pool not heated. Otherwise very good place."
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

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

10.0 out of 10, Exceptional, (24)
"This property is the perfect location. It is close to the beach and the Village. The kitchen needs to be better stocked. The beach corral that had a wagon, chairs, and umbrella was awesome! We took it every day to the beach. The communication with the property team was the best I’ve ever experienced. I would not rent this place during the summer because it does not have a pool. "
The price is SAR 3,668
SAR 5,903 total
includes taxes & fees
16 Apr - 17 Apr
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

[escape to paradise] siesta key beach getaway

9.8 out of 10, Exceptional, (17)
"Siesta Key is beautiful. Location was perfect for what we needed. "
The price is SAR 966
SAR 1,794 total
includes taxes & fees
31 Mar - 1 Apr
[escape to paradise] siesta key beach getaway

Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!

9.2 out of 10, Wonderful, (5)
"Nice layout and super convenient."
Stunning 3 Bedroom Home with Roof-Top Pool on Siesta Key!

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

10.0 out of 10, Exceptional, (16)
"The property was close to the ocean about a block away from the beautiful Sandy Beach. The rooms were clean both the living room and bedroom had ductless HVAC systems that kept both rooms very comfortable. The appliances all appear to be relatively new and in good condition. Town is an easy two block walk Away, very convenient."
The price is SAR 3,108
SAR 5,195 total
includes taxes & fees
2 Apr - 3 Apr
Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Lovely Heated Pool Home ❤ Walk to Beach, Restaurants, Bike & Boat Rentals & More

9.6 out of 10, Exceptional, (16)
"Excellent all around except the beds were all pretty much too soft. One of the beds (in the room with two beds) had a better (more firm) bed. Excellent location, quiet neighborhood. Already booked for next February. "
Lovely Heated Pool Home ❤ Walk to Beach, Restaurants, Bike & Boat Rentals & More

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

Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

9.8 out of 10, Exceptional, (149)
"We loved our stay at Gertrude's Village House. The location is fantastic. Just a short walk to the beach and to the village where there is easy access to restaurants and shopping. The house was a perfect size for our family and the sunsets on the beach were amazing. Highly recommend Gertrude's Village House."
Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

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!

Charming 4-bedroom house - Short Walk to Beach, Restaurants, Bars, Fun & More

8.0 out of 10, Very Good, (2)
"Great holiday getaway. House is in a great location for accessing Siesta Key and Sarasota. Vacation home was clean, plenty big enough for kids, dog and adults. The pool and house were comfortable and accurate to the listing. "
Charming 4-bedroom house - Short Walk to Beach, Restaurants, Bars, Fun & More

Siesta Heron Suites & Villas

3.5 star property
8.6 out of 10, Excellent, (29)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is SAR 744
SAR 2,193 total
includes taxes & fees
24 Apr - 25 Apr
Siesta Heron Suites & Villas

Beach Front and Walking Distance to Village

9.2 out of 10, Wonderful, (25)
"Perfect property for family! The rooms were perfect set up 8 ppl. Spacious floor plan. Plenty of bathrooms for all. You could see the beach even from the kitchen! Beautiful views and easy access to beach and SK village minor issue with dishwasher and disposal but it was addressed immediately. Thank you"
Beach Front and Walking Distance to Village
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, (4601)
"The room was OK but the bathtub drain was almost clogged. There is a lot of works going on around this property. Basically, it is a standard motel with a pool."
The price is SAR 797
SAR 985 total
includes taxes & fees
31 Mar - 1 Apr
Tropical Beach Resorts

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (295)
"We very much enjoyed our stay. Our room was clean and ready for us early. Nancy, the manager, couldn’t have been nicer. This is a no-frills place—but the location can’t be beat! You walk across the street to the beach, and the lively shopping area with restaurants and fun is so close. It’s a quick walk, or you can take the free trolleys/busses. The outdoor area with a nice pool was so relaxing. We used it often. We would stay again. We had 3 teens with us, and they had a blast. We all felt safe....
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1081)
"Love Siesta Key"
The price is SAR 943
SAR 1,192 total
includes taxes & fees
15 Apr - 16 Apr
Captiva Beach Resort
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.