Beginning of main content

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Siesta Key Condo Rentals

Beautiful Condo with Private Beach in Beautiful Siesta Key #1 Beaches
Beautiful Condo with Private Beach in Beautiful Siesta Key #1 Beaches
Siesta Key, FL
5.0/5 (1 reviews)

The condo has access to the Gulf as well as being right on the Intercoastal Waterway with a fishing dock and many lounge chairs. Location is great. It is not a large condo, so going with more than 2 people would be challenging (in my view). For a single or couple, it's great. A little dark, but who's ...

Reviewed on Jan 27, 2020
At this condo, guests have access to barbecue grills.
Captiva Beach Resort
Captiva Beach Resort
2.0 out of 5.0 6772 Sara Sea Circle, Siesta Key, FL
$127
4.8/5 (10 reviews)

It was close to the beach, had a great outdoor seating area. Beds were very comfortable and the staff was kind!

Reviewed on Mar 13, 2020
Guests staying at Captiva Beach Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. If you drive, take advantage of free ...
Island House Beach Resort
Island House Beach Resort
3.0 out of 5.0 6150 Midnight Pass Road, Siesta Key, FL
4.5/5 (6 reviews)

We stayed in villa 9. We arrived after the office closed but there was a note on the door that informed us which villa we were in and to proceed directly to the villa. The doors were unlocked which was a huge relief. We had a full size kitchen with everything we needed including pots, pans, wine ...

Reviewed on Jun 9, 2017
Guests of Island House Beach Resort enjoy features like an outdoor pool, free WiFi in public areas, and a computer station. Free parking is included with your ...
Gulf Holiday by Beachside Management
Gulf Holiday by Beachside Management
4.0 out of 5.0 73 Avenida Messina, Siesta Key, FL
4.5/5 (2 reviews)

Everything was exactly as described and in its place.

Reviewed on Dec 3, 2018
Guests of this condo enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you plan to drive, free parking is available. Staff members ...
Beach Club at Siesta Key by RVA
Beach Club at Siesta Key by RVA
3.5 out of 5.0 6732 Sarasea Circle, Siesta Key, FL
4.2/5 (18 reviews)

Near everything, walking distance to restaurants, liquor stores, and deli.

Reviewed on Feb 12, 2020
Guests staying at Beach Club at Siesta Key by RVA enjoy an outdoor pool, a spa tub, and free WiFi in public areas. If you drive, take advantage of free parking. ...
Minorga On The Key Village Condos
Minorga On The Key Village Condos
3.5 out of 5.0 5108-5144 Calle Minorga, Siesta Key, FL
$229
4.2/5 (10 reviews)

This was our first time of staying here and we were very much pleased with everything. The unit was clean and spacious. We loved the picnic table out on our patio. It is an excellent location to beach, shopping and restaurants. We had no problem with noise or anything. Would we stay again, most definitely. ...

Reviewed on Mar 13, 2019
Guests staying at Minorga On The Key Village Condos enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. Free parking is available if you ...
BOHEMIAN CHIC PENTHOUSE WITH OCEAN VIEWS!!
BOHEMIAN CHIC PENTHOUSE WITH OCEAN VIEWS!!
Siesta Key, FL
At this condo, guests have access to a sauna, an outdoor tennis court, and an arcade/game room. This historic condo building also has a garden.
3 Waves From it All by Beachside Management
3 Waves From it All by Beachside Management
3.0 out of 5.0 321 Beach Road, Siesta Key, FL
At 3 Waves From it All by Beachside Management, guests have access to free WiFi in public areas. If you decide to drive, there's free parking.
Siesta Chillin Anchorage 305 - Two Bedroom Condo
Siesta Chillin Anchorage 305 - Two Bedroom Condo
3.5 out of 5.0 6415 Midnight Pass Road, Siesta Key, FL
At this condo, guests enjoy features like an outdoor pool, a fitness center, and free WiFi in public areas. There's free parking if you drive.

Siesta Key Accommodation Oceanfront

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5.0 6717 Sara Sea Circle, Siesta Key, FL
$112
4.6/5 (147 reviews)

I liked everything the staff were friendly n it was clean

Reviewed on May 4, 2020
Guests of Tropical Beach Resorts enjoy features like 2 outdoor pools, free WiFi in public areas, and coffee in a common area. The front desk has multilingual ...
Siesta Key Beachside Villas
Siesta Key Beachside Villas
4.0 out of 5.0 124 Columbus Blvd, Siesta Key, FL
$125
4.2/5 (23 reviews)

Great location! Walking distance to beach or downtown. They also have a heated pool. Very nice place.

Reviewed on Feb 25, 2020
Guests of Siesta Key Beachside Villas have access to an outdoor pool, a fitness center, and free WiFi in public areas. If you drive, put free parking to good ...
Turtle Beach Resort and Inn
Turtle Beach Resort and Inn
3.5 out of 5.0 9049 Midnight Pass Road, Siesta Key, FL
$305
4.0/5 (14 reviews)

The private hot tubs was a really nice feature and the main reason I booked here. I didn't realize these efficiencies don't come with daily cleaning service. They supplied plenty of towels and we could have gotten more if needed. Our room, Sea Shell has a room over it. So, although it is the closest ...

Reviewed on Mar 8, 2020
At Turtle Beach Resort and Inn, guests have access to a marina, 2 outdoor pools, and 15 spa tubs. You can take advantage of limited parking, along with a free ...
Map

Luxury Condos

Find luxury condos in Siesta Key
Get your vacation off to a fabulous start by booking a luxury condo in Siesta Key. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Siesta Key condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Siesta Key will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Hotel Options in Siesta Key

See all 1,376 Properties in Siesta Key
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.