Siesta Key Vacation Rentals from $220: 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 Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times .

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Vacation Rentals in Siesta Key

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

"Excellent location, cute and clean rooms!! "

$206 nightly

Aug 3 - Aug 4

Total includes taxes and fees

"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."

"Perfect location close to the beach clean and cozy place"

$199 nightly

Aug 4 - Aug 5

Total includes taxes and fees

"Nice place to stay in SK! "

$279 nightly

Aug 3 - Aug 4

Total includes taxes and fees

"The house was in great condition and near everything. "

$2,508 nightly

Jul 27 - Jul 28

Total includes taxes and fees

"Fun place to stay for family vacation "

$530 nightly

Aug 6 - Aug 7

Total includes taxes and fees

Barefoot Bungalow W/Pool | Private kitchen

"Great vacation stay "

$342 nightly

Jul 13 - Jul 14

Total includes taxes and fees

Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "

"Loved the location, it was so close to the beach. We had everything we needed in the house, it was home away from home. "

"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"

Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop

"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. "

$314 nightly

Aug 11 - Aug 12

Total includes taxes and fees

"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "

"Place was just as described. Clean and new furnishings. Steps to the most beautiful beach and easy to find restaurants and shopping close by. "

"This was an amazing house. It had everything you could want, walkable to everything, restaurant shopping , and the beach. We never needed to rent a car. So many things to do at this house. Every age range of people were completely satisfied. I would definitely stay at this house again it was beautiful top to bottom. "

"Great owner, very easy to work with. "

"The house was very dirty and unsanitary for living. The plumbing wasn’t working. The handles on the cabinets in the kitchen where all off so couldn’t even use those. The washer and dryer machines were missing. And on top of that the door to the closet fell on my foot and gave a a bruise because it wasn’t screwed on. It took the owner to reply to my concerns 3 day!!!! Very unprofessional and unreliable "

"Very nice condo and so close to the beautiful beach! Joe was a wonderful host, keeping us informed, answered all our questions and even recommended some restaurants! I would not hesitate to stay there again!"

"Very nice location, clean, nice amenities"

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Price trends for vacation rentals in Siesta Key

Less expensive	More expensive	This month	Next month
September	March	$326	$313

Month	Price
January	$318
February	$398
March	$440
April	$343
May	$313
June	$308
July	$326
August	$313
September	$262
October	$276
November	$287
December	$344

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 $220 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.

Recent reviews of Siesta Key properties

5/5 Excellent

"Thank you"

A verified traveler stayed at Siesta Key Beach Resort and Suites

Posted 14 hours ago

5/5 Excellent

Great stay! Great Price!

"The room was spotless when we first arrived. 6 beach towels were provided and 4 regular bath towels. Full kitchen was nice. The pool was well taken care of. A wagon with chairs, umbrella and cooler was provided for going to the beach that was a 3 minutes walk away. The owner was very nice over the phone, responded to my texts quick and was very pleasant in person. "

A verified traveler stayed at Twin Palms at Siesta

Posted 3 days ago

The Residences at Siesta Key Beach by Hyatt Vacation Club

5/5 Excellent

"Everything was wonderful from start to finish!! We love the location on Siesta key beach! We stayed in a spacious 3 bedroom, 3 bath villa with a nice terrace. The villas are absolutely beautiful with everything you can imagine. Top of the line everything in the kitchen and baths. Nespresso machine, blender... added to the enjoyment. Shampoo, cond & body wash in each shower, and small tubes of lotions available; basic kitchen supplies and laundry detergent. The property is small with only about 44 units, which we enjoyed and it didn't seem crowded. Easy beach access with plenty of chairs and umbrellas for your use at no charge. A lot of pool side loungers and cabanas also free of charge and first come basis. Also available a small fitness club, 2nd floor terrace with pool and ping pong tables, an owners lounge and breakfast spot. Breakfast every day is included and had pastries, oatmeal, cereal, yogurt, fruits, and hard boiled eggs, coffee, tea, milk & juice. These are high end timeshare ownership type villas and it was definitely a step above your typical villa. Service was wonderful and helpful. We were able to use the property after check out as we had a late flight and there are showers in the fitness center with towels etc. There is a small bar poolside; drinks are expensive, but potent!! :) They do offer a small menu, but we did not order any food. Short walk to restaurants, convenience store, sandwich shop, ice cream.Highly recommend!"

A verified traveler stayed at The Residences at Siesta Key Beach by Hyatt Vacation Club

Posted 6 days ago

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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 Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times.

How many vacation rentals are there in Siesta Key?

With 810 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.

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Siesta Key Vacation Rentals

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Vacation Rentals in Siesta Key

Tropical Beach Resorts

Tropical Beach Resorts

The Ringling Beach House

The Ringling Beach House

Captiva Beach Resort

Captiva Beach Resort

SeaSpray Resort

SeaSpray Resort

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

Siesta Key Island Rentals

Siesta Key Island Rentals

The Inn On Siesta Key

The Inn On Siesta Key

Siesta Palms By the Beach

Siesta Palms By the Beach

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

VH106AMelissa

VH106AMelissa

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

Beachfront Penthouse with Gulf Views in Siesta Key

Beachfront Penthouse with Gulf Views in Siesta Key

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!

LAST MINUTE! THE BEACH SIESTA KEY VACATION BEST VALUE HOUSE!

Price trends for vacation rentals in Siesta Key

Price trends for vacation rentals in Siesta Key

Find out more about Siesta Key

Find out more about Siesta Key

Recent reviews of Siesta Key properties

Recent reviews of Siesta Key properties

Siesta Key Beach Resort and Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions

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