Holiday Rentals in Siesta Key

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Holiday Rentals in Siesta Key

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4535)
"Fantastic stay! Staff is very friendly and accommodating. Beach access is superb. Will definitely stay here again!"
The price is €176
includes taxes & fees
7 Oct - 8 Oct
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (208)
"Excellent property, I’ve been there twice this year and planning on definitely coming back."
The price is €450
includes taxes & fees
29 Sept - 30 Sept
The Residences at Siesta Key Beach by Hyatt Vacation Club
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
The price is €163
includes taxes & fees
29 Sept - 30 Sept
Captiva Beach Resort
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (284)
"This was a lovely place. Just loved it. Will be back. "
The Ringling Beach House
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.6 out of 10, Excellent, (33)
"We were there when hurricane Debbie hit. Took down the fence and air conditioners. The owner was there within 30 minutes to have everything fixed. Other than that this is our happy place. We will be bsck"
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (108)
"Everything was as expected no surprise's. Not right on the beach but a few blocks walk. "
Siesta Palms By the Beach
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
8.8 out of 10, Excellent, (52)
"Property was an excellent location right beside the beach and plenty to do within walking distance. Perfect for a stay as a couple, plenty of space and good amenities. Fresh water outside to wash the sand off was a nice addition as well and much needed. We contacted the property management about possibly being able to enter the property about 20 minutes early and were told no, even though no one was working in or around the unit. So don't expect to be able to arrive a moment too early. My...
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
7.8 out of 10, Good, (27)
"Let me start by saying that overall this house was OK for our stay. It was just the 2 of us, so we really didn't need anything bigger. As previous reviews said, the shower is small. However, I'm 6'2" tall and about 240 lbs and I was able to use it without much issue. There are some things about the house that, to someone with an eye for it, need a little attention. You can definitely tell the house gets the attention it needs just for rental season to keep it OK. The shelf in the bathroom behind...
The price is €451
includes taxes & fees
29 Sept - 30 Sept
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
2 BR/2 BA Condo on Siesta Key
9.8 out of 10, Exceptional, (33)
"This property doesn’t have a view of the Gulf, but it’s a mere .2 of mile walk before your toes hit the sand. Easy! Condo was super clean and the host was incredibly responsive to emails. I do wish more info was provided on well equipped it was. Didn’t realize there were coolers and a beach umbrella/tent we could use. We purchased a cabana. Bring your own beach towels. But overall an exceptional stay. Checking in was easy and they have a super friendly staff. "
2 BR/2 BA Condo on Siesta Key
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!
10.0 out of 10, Exceptional, (37)
"Had a great time here. Perfect location. Host was very nice and great communication. Definitely recommend "
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!
SIESTA KEY BEACH , ROMANTIC UNIT C
9.0 out of 10, Wonderful, (18)
"Communication at first was lost in translation with a bumpy start, but once all was figured out we hit the jackpot with this location. There were some beach chairs, towels and cooler available for us. We brought our own, but definitely appreciate having them if need be. With Florida weather it’s sunny one moment and pouring down rain the next, we appreciate that there were umbrellas also available for us. Shops and restaurants were within walking distance and the beach was literally across the...
SIESTA KEY BEACH , ROMANTIC UNIT C
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, (112)
"The only thing was the door between the master bedroom was stuck open."
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
9.8 out of 10, Exceptional, (198)
"I was traveling with family and this was a great place. Location was perfect and we used the frog hop for a free shuttle around town. The kitchen was fully equipped and the place was very clean. The owner was excellent with communication. I’d definitely book here again! "
Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
10.0 out of 10, Exceptional, (124)
"The property is excellent. Location is ideal for beach. It is an easy 10 min walk to the village and 100 feet from beach access stop. You don’t have to worry about parking at all. The house is loaded with everything you need for going to the beach. Owner David is outstanding. Very easy to reach and prompt responding to texts . Exceptional stay. Highly recommended "
SIESTA KEY LUXURY BEACH HOME, 80 STEPS to BEACH, RESORT POOL, 6 BED
Surfs Up on Siesta Beach, Beachside Condo
9.2 out of 10, Wonderful, (57)
"Overall it was a nice place. Short walk to the beach and trolly stop is only a few steps from the driveway. We stayed in the lower level of the building. The guests of the other two upstairs units were super nice.Tenants of the 2nd floor unit could be heard very easily, thankfully our kids are heavy sleepers. Everyone was respectful of the quite time. Our stay was during the rainy season so unfortunately weren't able to make use of the outdoor amenities, but the beach itself was perfect! We...
Surfs Up on Siesta Beach, Beachside Condo
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
10.0 out of 10, Exceptional, (114)
"Very nice. Clean "
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Across The Street From #1 Beach
10.0 out of 10, Exceptional, (313)
"Beautiful cottage with the perfect amount of space and amenities in a great location. Conveniently located down the street from the strip and right across the street from the beaches. Highly recommend to any couple whose looking to relax for the week"
Across The Street From #1 Beach
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
10.0 out of 10, Exceptional, (36)
"Very impressive home with all the emminties. Location was perfect. Walking distance to the village and just steps across the street to the beach. Cannot wait to come back!"
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course
Luxury Home w/ Heated Pool and Private Beach Access
9.2 out of 10, Wonderful, (90)
"Pros: nice house with ample space, well supplied with beach chairs, towels, and beach wagon. Pool area and deck furniture comfortable. Grill worked well. Two house repair issues were resolved very quickly which was appreciated. Other: there could have been more dining chairs, parking limited to 2 cars in driveway and 2 small cars in garage, trash pickup is mid week so expect trash cans to be full on arrival and same with once a week pool cleaning (disappointed pool was dirty). Walk to beach...
Luxury Home w/ Heated Pool and Private Beach Access
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (27)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
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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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Other types of properties in Siesta Key you may be interested in

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4535)
"Fantastic stay! Staff is very friendly and accommodating. Beach access is superb. Will definitely stay here again!"
The price is €176
includes taxes & fees
7 Oct - 8 Oct
Tropical Beach Resorts
Siesta Key Beach Resort and Suites
2.5 star property
8.8 out of 10, Excellent, (1005)
"Please make checkout time 11am."
Siesta Key Beach Resort and Suites
Tropical Breeze Resort
3.0 star property
9.0 out of 10, Wonderful, (1004)
"We had a one night, quick getaway and this place is perfection. This is our second time staying here and we couldn't ask for better accommodations, close to everything and a feeling like you're in a tropical island. We can't wait to come back soon. "
The price is €233
includes taxes & fees
7 Oct - 8 Oct
Tropical Breeze Resort
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.

Frequently asked questions

Can I find a holiday rental in Siesta Key?

Yes, there are holiday rentals in Siesta Key close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Siesta Key has to offer?

Siesta Key Island Rentals: This highly rated holiday home rental in Siesta Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B.

How many holiday rentals are there in Siesta Key?

With 741 Expedia holiday rentals, you're guaranteed 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 favourite places to visit such as Lido Beach and St. Armands Circle in the wider area.

What are holiday rentals like in Siesta Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Siesta Key. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.