Siesta Key Vacation Rentals from ￥33,747: Search Short-Term Rentals

Q: 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 .

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In two weeks

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Our top choices for Siesta Key vacation rentals

Beachy Sarasota Duplex

Sarasota

pete t.

￥68,712 total

includes taxes & fees

Apr 29 - Apr 30

Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

"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. "

Eleuterio

￥85,395 total

includes taxes & fees

Apr 7 - Apr 8

2 bedrooms, iron/ironing board, WiFi, bed sheets

[escape to paradise] siesta key beach getaway

Siesta Key

Tim T.

￥102,088 total

includes taxes & fees

Apr 13 - Apr 14

Tiny House Calypso with 1st floor sleeping

Sarasota

Desirae

￥32,026 total

includes taxes & fees

Apr 7 - Apr 8

Sarasota Duplex near Siesta Key

Sarasota

Jacy N.

￥70,519 total

includes taxes & fees

Apr 29 - Apr 30

Coastal Breeze Siesta - Turtle

Siesta Key

Jacob

￥87,958 total

includes taxes & fees

Apr 6 - Apr 7

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

South Village

Jill P.

￥48,067 total

includes taxes & fees

Apr 13 - Apr 14

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

Sarasota

Antonio

￥99,994 total

includes taxes & fees

Apr 5 - Apr 6

The Mermaid at Tiny House Siesta

Sarasota

Jaret

￥32,681 total

includes taxes & fees

Apr 13 - Apr 14

Studio Retreat Across the Street from Beautiful Siesta Key Beach

Siesta Key

Stina

￥62,618 total

includes taxes & fees

May 2 - May 3

[Beach Elements] pool view withprivate beach access

Siesta Key

jay e.

￥55,590 total

includes taxes & fees

Apr 6 - Apr 7

Beachside villa in Siesta Key | Canal Front | pool

Siesta Key Village

Ralph S.

￥68,807 total

includes taxes & fees

Apr 22 - Apr 23

Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

Siesta Key

Jayline

￥55,378 total

includes taxes & fees

May 3 - May 4

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota

"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! "

Alison B.

￥100,814 total

includes taxes & fees

Apr 8 - Apr 9

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

Siesta Key Village

Jeff T.

￥107,777 total

includes taxes & fees

Apr 9 - Apr 10

Tiny House Green Lifeguard Stand - sleeps 5

Sarasota

Stephanie H.

￥36,686 total

includes taxes & fees

May 3 - May 4

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

Siesta Key Village

Nannette

￥98,929 total

includes taxes & fees

Apr 26 - Apr 27

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Siesta Key Village

Lisa S.

￥106,580 total

includes taxes & fees

Apr 30 - May 1

Beach nearby, sun loungers, beach towels

VILLA 4 · Walk to beach. Pool. Daily rentals

Sarasota

daniel F.

￥55,474 total

includes taxes & fees

Apr 16 - Apr 17

Tropical Beach Resorts

South Village

Dayami

￥40,768 total

includes taxes & fees

Apr 30 - May 1

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Top Siesta Key Hotel Reviews

Azul Resort Siesta Key

6/10 Okay

"Property was new and beautiful and very clean. Location was close to the beach, probably a 8 minute walk. They need to work on supplies, towels were not adequate for the number of guests, they were not delivered daily. We ran out of toilet paper and tissues and the body wash dispenser was empty. We had to repeatedly ask for all of this. "

SeaSpray Resort

10/10 Excellent

"This place is very cute and the front desk staff is amazing and attentive. Easy to find and check in. Pool is clean and it’s nice having towels provided. All beach supplies provided as well which was amazing! Newly remodeled but a few things I would suggest to make it even better. Our faucet was very loose in the kitchen. The coffee creamers provided were curdled but the desk quickly brought us new. No TVs in bedrooms which was a bummer when it was raining. Also no mirror in the master bedroom, would love the big arched mirror that’s in the smaller room. There’s an empty area where a linen closet probably had been in the bathroom, some shelves for cosmetics would be the key. With 3 girls staying there we had no where to store our stuff. Then there’s a hallway linen closet that has no door no rack or no luggage rack. Would be optimal to have a rod for hanging and another luggage rack so that everyone has a space to put their stuff Priced slightly high but I’d say for the convenience I’d stay again. It was a 0.6 mile walk to village but across the street from beach so that was nice "

Find out more about Siesta Key

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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.

Siesta Key Vacation Rentals

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Check prices for these dates

Our top choices for Siesta Key vacation rentals

Beachy Sarasota Duplex

Unwind Poolside + Walk to Beach! Sarasota Retreat

[escape to paradise] siesta key beach getaway

Tiny House Calypso with 1st floor sleeping

Sarasota Duplex near Siesta Key

Coastal Breeze Siesta - Turtle

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

The Mermaid at Tiny House Siesta

Studio Retreat Across the Street from Beautiful Siesta Key Beach

[Beach Elements] pool view withprivate beach access

Beachside villa in Siesta Key | Canal Front | pool

SeaSpray Resort

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!

Tiny House Green Lifeguard Stand - sleeps 5

Gulf Villa | Beachfront Vibes & Dock | Pool | BBQ

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

VILLA 4 · Walk to beach. Pool. Daily rentals

Tropical Beach Resorts

Find vacation rentals that suit your style

Top Siesta Key Hotel Reviews

Azul Resort Siesta Key

Find out more about Siesta Key

Explore a world of travel with Expedia

Frequently asked questions

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