Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,272 reviews)
"Wonderful stay!"
United States
Victoria
$206 nightly
The price is $233
Feb 3 - Feb 4
Total with taxes and fees
Tropical Beach Resorts

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (349 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
$207 nightly
The price is $233
Feb 2 - Feb 3
Total with taxes and fees
Tiny House Siesta

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (2 reviews)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
$182 nightly
The price is $203
Feb 2 - Feb 3
Total with taxes and fees
The Mermaid at Tiny House Siesta

Tiny House Calypso with 1st floor sleeping

Tiny House Calypso with 1st floor sleeping
Sarasota
9.0 out of 10, Wonderful, (9 reviews)
"Third time here and best visit will book again in future "
United States
Desirae
$181 nightly
The price is $202
Feb 2 - Feb 3
Total with taxes and fees
Tiny House Calypso with 1st floor sleeping

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (25 reviews)
"Clean and comfortable. "
United States
Laney
$260 nightly
The price is $265
Feb 3 - Feb 4
Total with taxes and fees
[escape to paradise] siesta key beach getaway

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 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.
$461 nightly
The price is $482
Feb 6 - Feb 7
Total with taxes and fees
Beachy Sarasota Duplex

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (90 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
$439 nightly
The price is $496
Feb 2 - Feb 3
Total with taxes and fees
SeaSpray Resort

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
$334 nightly
The price is $378
Feb 2 - Feb 3
Total with taxes and fees
Siesta Heron Suites & Villas

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
$446 nightly
The price is $505
Feb 10 - Feb 11
Total with taxes and fees
The Inn On Siesta Key

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
South Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
$306 nightly
The price is $341
Feb 8 - Feb 9
Total with taxes and fees
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

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, (178 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.
$344 nightly
The price is $384
Feb 2 - Feb 3
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key - Poolside Suite - Studio - Free kayaks

Siesta Key - Poolside Suite - Studio - Free kayaks
Siesta Key
8.0 out of 10, Very Good, (12 reviews)
"Really nicely done efficiency apartment. Great location and amenities."
United States
Dave
$293 nightly
The price is $293
Feb 2 - Feb 3
Total with taxes and fees
Siesta Key - Poolside Suite - Studio - Free kayaks

Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Clean and Cute! Good communication with Host."
United States
Anonymous traveler
$186 nightly
The price is $208
Feb 2 - Feb 3
Total with taxes and fees
Tiny Coral Oasis- beachy tiny house for your getaway

Aqua Oasis- Tiny House sleeps 4 & Pet friendly

Aqua Oasis- Tiny House sleeps 4 & Pet friendly
Sarasota
9.0 out of 10, Wonderful, (34 reviews)
"We enjoyed our stay at this property. Highly recommend giving this place a shot. we'll be back for sure if we visit the area."
United States
Jason V.
$182 nightly
The price is $203
Feb 2 - Feb 3
Total with taxes and fees
Aqua Oasis- Tiny House sleeps 4 & Pet friendly

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (45 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
$349 nightly
The price is $378
Feb 2 - Feb 3
Total with taxes and fees
Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (58 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
$402 nightly
The price is $454
Feb 2 - Feb 3
Total with taxes and fees
Siesta Key Island Rentals

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,193 reviews)
"Excellent place and location, "
United States
Richard
$259 nightly
The price is $291
Feb 2 - Feb 3
Total with taxes and fees
Captiva Beach Resort

Tiny House Green Lifeguard Stand - sleeps 5

Tiny House Green Lifeguard Stand - sleeps 5
Sarasota
9.6 out of 10, Exceptional, (27 reviews)
"It was a great fit for our family and we enjoyed the experience. "
United States
Stephanie H.
$193 nightly
The price is $215
Feb 2 - Feb 3
Total with taxes and fees
Tiny House Green Lifeguard Stand - sleeps 5

Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (161 reviews)
"Useful place, everything was clean and it has a good location."
United States
Felipe
$249 nightly
The price is $277
Feb 4 - Feb 5
Total with taxes and fees
Beachside Studio Located Across from Main Beach and Half Mile to Village

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
Siesta Key
9.4 out of 10, Exceptional, (26 reviews)
"Great place close to everything"
United States
Tracey M.
$550 nightly
The price is $615
Feb 15 - Feb 16
Total with taxes and fees
SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE 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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Top Siesta Key Hotel Reviews

Price trends for vacation rentals in Siesta Key

Less expensive
More expensive
This month
Next month
October
March
$576
$583
Month
Price
January
$430
February
$576
March
$583
April
$469
May
$398
June
$416
July
$461
August
$380
September
$364
October
$360
November
$380
December
$420
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Siesta Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Siesta Key

Everything you need to know about Siesta Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Siesta Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siesta Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Siesta Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Siesta Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Siesta Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $233 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Siesta Key rentals

At Expedia, we put the best Siesta Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Siesta Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siesta Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siesta Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Siesta Heron Suites & Villas.

How many vacation rentals are there in Siesta Key?

With 396 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. You’ll find favorite places to visit like Lido Beach and St. Armands Circle in the larger area.

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.