Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is ¥20,245
¥68,712 total
includes taxes & fees
Apr 29 - Apr 30
Beachy Sarasota Duplex

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very Good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ¥29,024
¥85,395 total
includes taxes & fees
Apr 7 - Apr 8
Unwind Poolside + Walk to Beach! Sarasota Retreat

[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 ¥53,908
¥102,088 total
includes taxes & fees
Apr 13 - Apr 14
[escape to paradise] siesta key beach getaway

Tiny House Calypso with 1st floor sleeping

Tiny House Calypso with 1st floor sleeping
Sarasota
9.0 out of 10, Wonderful, (10 reviews)
"Third time here and best visit will book again in future "
United States
Desirae
The price is ¥17,605
¥32,026 total
includes taxes & fees
Apr 7 - Apr 8
Tiny House Calypso with 1st floor sleeping

Sarasota Duplex near Siesta Key

Sarasota Duplex near Siesta Key
Sarasota
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
The price is ¥21,704
¥70,519 total
includes taxes & fees
Apr 29 - Apr 30
Sarasota Duplex near Siesta Key

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is ¥41,339
¥87,958 total
includes taxes & fees
Apr 6 - Apr 7
Coastal Breeze Siesta - Turtle

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (86 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is ¥15,701
¥48,067 total
includes taxes & fees
Apr 13 - Apr 14
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
The price is ¥37,985
¥99,994 total
includes taxes & fees
Apr 5 - Apr 6
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

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 ¥17,763
¥32,681 total
includes taxes & fees
Apr 13 - Apr 14
The Mermaid at Tiny House Siesta

Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
8.8 out of 10, Excellent, (157 reviews)
"Pristinely clean comfortable and very close to beach with free parking it was a great place to stay! Would recommend!"
United States
Stina
The price is ¥39,491
¥62,618 total
includes taxes & fees
May 2 - May 3
Studio Retreat Across the Street from Beautiful Siesta Key Beach

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (27 reviews)
"pool was clean, and wonderfully heated. short trip to the beach, but the bicycles made in easily accessible. Excellent beach location"
United States
jay e.
The price is ¥24,504
¥55,590 total
includes taxes & fees
Apr 6 - Apr 7
[Beach Elements] pool view withprivate beach access

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 ¥28,499
¥68,807 total
includes taxes & fees
Apr 22 - Apr 23
Beachside villa in Siesta Key | Canal Front | pool

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (104 reviews)
"Perfect location, nice amenities for the beach, pet friendly, would stay here again! Super convenient and clean "
United States
Jayline
The price is ¥49,007
¥55,378 total
includes taxes & fees
May 3 - May 4
SeaSpray Resort

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (181 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is ¥61,061
¥100,814 total
includes taxes & fees
Apr 8 - Apr 9
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (17 reviews)
"Great location, very nice apartment. Would stay there again for sure"
United States
Jeff T.
The price is ¥48,735
¥107,777 total
includes taxes & fees
Apr 9 - Apr 10
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Tiny House Green Lifeguard Stand - sleeps 5

Tiny House Green Lifeguard Stand - sleeps 5
Sarasota
9.4 out of 10, Exceptional, (29 reviews)
"It was a great fit for our family and we enjoyed the experience. "
United States
Stephanie H.
The price is ¥21,728
¥36,686 total
includes taxes & fees
May 3 - May 4
Tiny House Green Lifeguard Stand - sleeps 5

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ
Siesta Key Village
8.8 out of 10, Excellent, (11 reviews)
"Very cute & clean. Great location!"
United States
Nannette
The price is ¥45,598
¥98,929 total
includes taxes & fees
Apr 26 - Apr 27
Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

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, (13 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 ¥51,616
¥106,580 total
includes taxes & fees
Apr 30 - May 1
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

VILLA 4 · Walk to beach. Pool. Daily rentals

VILLA 4 · Walk to beach. Pool. Daily rentals
Sarasota
9.4 out of 10, Exceptional, (48 reviews)
"Clean... great location "
United States
daniel F.
The price is ¥28,948
¥55,474 total
includes taxes & fees
Apr 16 - Apr 17
VILLA 4 · Walk to beach. Pool. Daily rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,392 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is ¥32,409
¥40,768 total
includes taxes & fees
Apr 30 - May 1
Tropical Beach Resorts
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

Search for holiday rentals in Siesta Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Siesta Key using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to Jim Neville Marine Preserve, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation rentals in Siesta Key?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Steps to Beach/Siesta Village-Resort Pool w/Slide.

How many vacation rentals are there in Siesta Key?

With 394 Expedia vacation rentals, you're sure to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Siesta Key Beach and Shell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. While here, Crescent Beach and Siesta Key Marina are other places worth a visit.

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.