Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (85 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
$339 nightly
The price is $383
Jan 20 - Jan 21
Total with taxes and fees
SeaSpray Resort

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,244 reviews)
"Wonderful stay!"
United States
Victoria
$189 nightly
The price is $214
Jan 21 - Jan 22
Total with taxes and fees
Tropical Beach Resorts

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (193 reviews)
"Great place to stay! "
United States
Carlos
$302 nightly
The price is $342
Jan 21 - Jan 22
Total with taxes and fees
The Inn On Siesta Key
3.5 star property
9.6 out of 10, Exceptional, (308 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$375 nightly
The price is $424
Jan 28 - Jan 29
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club
9.6 out of 10, Exceptional, (42 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
$278 nightly
The price is $310
Jan 20 - Jan 21
Total with taxes and fees
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
9.8 out of 10, Exceptional, (25 reviews)
"Clean and comfortable. "
United States
Laney
$267 nightly
The price is $272
Jan 20 - Jan 21
Total with taxes and fees
[escape to paradise] siesta key beach getaway

Vacation Home in Sarasota

Beachy Sarasota Duplex
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.
$415 nightly
The price is $431
Jan 20 - Jan 21
Total with taxes and fees
Beachy Sarasota Duplex

Vacation Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$308 nightly
The price is $349
Jan 20 - Jan 21
Total with taxes and fees
Siesta Heron Suites & Villas
8.8 out of 10, Excellent, (158 reviews)
"Small and cozy - good supply of beach equipment and great location!"
United States
Jamie B.
$226 nightly
The price is $252
Jan 20 - Jan 21
Total with taxes and fees
Beachside Studio Located Across from Main Beach and Half Mile to Village
9.8 out of 10, Exceptional, (103 reviews)
"Such a great location! It was clean, spacious for the 2 of us, and ease of communication. Thank you for making our Christmas special. "
United States
Laura
$361 nightly
The price is $403
Jan 20 - Jan 21
Total with taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
9.4 out of 10, Exceptional, (101 reviews)
"Property is amazing spot, did stay a year before and was amazing this time furniture had damage and ac was not cooling perfect."
United States
Ubaldo M.
$303 nightly
The price is $338
Jan 20 - Jan 21
Total with taxes and fees
Couple’s Escape-Beach Club at Siesta Key 106C by RVA
9.4 out of 10, Exceptional, (26 reviews)
"Great place close to everything"
United States
Tracey M.
$548 nightly
The price is $613
Feb 15 - Feb 16
Total with taxes and fees
SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
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.
$180 nightly
The price is $201
Jan 21 - Jan 22
Total with taxes and fees
Aqua Oasis- Tiny House sleeps 4 & Pet friendly
2.5 star property
8.6 out of 10, Excellent, (2,236 reviews)
"Nice pool very spacious room"
United States
John W
$158 nightly
The price is $178
Jan 20 - Jan 21
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Fabulous place to stay and so close to the beach!"
United States
Paige A.
$399 nightly
The price is $446
Jan 22 - Jan 23
Total with taxes and fees
Steps to Siesta Beach / Chic Studio / Pool & Patio
9.6 out of 10, Exceptional, (83 reviews)
"Great condo. The location is perfect. The pool was the best. Will stay here again."
United States
Jeanne J.
$266 nightly
The price is $297
Jan 28 - Jan 29
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.4 out of 10, Exceptional, (134 reviews)
"there was mold. "
United States
Natasha B.
$286 nightly
The price is $319
Jan 25 - Jan 26
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Vacation Home in Sarasota

Siesta beach....one and only
9.6 out of 10, Exceptional, (193 reviews)
"Ideal location in lovely Sarasota, close to both Siesta Key and Key Lido beaches. Pool area was great for relaxing and enjoying the sun in a peaceful location. Simon’s Coffee House is 2 minutes walk and is great for both breakfast and lunch, friendly staff and good service. Throughly enjoyed our stay."
United Kingdom
Sean D.
$447 nightly
The price is $499
Jan 23 - Jan 24
Total with taxes and fees
Siesta beach....one and only

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very Good, (347 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
$213 nightly
The price is $240
Jan 21 - Jan 22
Total with taxes and fees
Tiny House Siesta
9.4 out of 10, Exceptional, (44 reviews)
"Beautiful place close to the beach’s and love it would stay here again "
United States
Steve D.
$281 nightly
The price is $313
Jan 23 - Jan 24
Total with taxes and fees
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
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
Next month
October
March
$569
Month
Price
January
$420
February
$569
March
$591
April
$454
May
$389
June
$415
July
$442
August
$374
September
$357
October
$342
November
$368
December
$411
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 $214 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 like this Siesta Key vacation home rental. It 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. Some other top choices in Siesta Key are Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times and Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village.

How many vacation rentals are there in Siesta Key?

With 402 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 Crescent 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.