Search Siesta Key Cottage Rentals from CA $75

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Check prices for these dates

Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20
In one month
Aug 1 - Aug 3
In two months
Aug 29 - Aug 31

Browse Select Siesta Key Cottages

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun loungers, beach towels

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (75)
"We loved everything about this rental! There are so many fun restaurants and bars within walking distance! There's also the convenience of the trolley stop right across the street for trips into the Village. The pool was nice and the beach was very close. We'd definitely recommend this location and we hope to be back next year!"
The price is CA $135
CA $403 total
includes taxes & fees
Jul 6 - Jul 7
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is CA $257
CA $758 total
includes taxes & fees
Jul 20 - Jul 21
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Beach

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

10.0 out of 10, Exceptional, (4)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
The price is CA $203
CA $456 total
includes taxes & fees
Jul 10 - Jul 11
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
#3 Small house walking distance to Warm Mineral Spring
Fridge, microwave, stovetop, coffee/tea maker

#3 Small house walking distance to Warm Mineral Spring

8.8 out of 10, Excellent, (5)
"We really enjoyed our stay! Cozy little spot in a quiet area right by the park. Had everything we needed!"
The price is CA $75
CA $204 total
includes taxes & fees
Jul 4 - Jul 5
#3 Small house walking distance to Warm Mineral Spring
#4 Charming cottage across of warm mineral springs great for 2 person
Fridge, microwave, stovetop, coffee/tea maker

#4 Charming cottage across of warm mineral springs great for 2 person

8.8 out of 10, Excellent, (5)
"Excellent place for what we was looking for The host was very friendly and always helpful Thank you so much "
The price is CA $75
CA $204 total
includes taxes & fees
Jul 31 - Aug 1
#4 Charming cottage across of warm mineral springs great for 2 person
Charming cottage for 2 across warm mineral springs park
Fridge, microwave, stovetop, coffee/tea maker

Charming cottage for 2 across warm mineral springs park

9.0 out of 10, Wonderful, (8)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
The price is CA $75
CA $204 total
includes taxes & fees
Jul 4 - Jul 5
Charming cottage for 2 across warm mineral springs park
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (56)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is CA $678
CA $1,164 total
includes taxes & fees
Jul 6 - Jul 7
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (89)
"Beautiful sunsets and loved walking out to the back patio and onto the beach. Great place for 2 people. "
The price is CA $406
CA $787 total
includes taxes & fees
Jul 6 - Jul 7
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

9.8 out of 10, Exceptional, (30)
"Fun stay, great location"
The price is CA $225
CA $366 total
includes taxes & fees
Jul 7 - Jul 8
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (30)
"My stay was absolutely wonderful! The location is great, very convenient. The place itself is extremely comfortable, cozy, and it had everything we needed. The hosts were kind and attentive. It was truly worth every minute."
The price is CA $135
CA $293 total
includes taxes & fees
Jul 27 - Jul 28
The "Grouper"
Charming Anna Maria Island condo close to Bridge Street - Tradewinds #9
Miscellaneous

Charming Anna Maria Island condo close to Bridge Street - Tradewinds #9

2.0 star property
8.0 out of 10, Very good, (2)
"We have stayed at this property at least 20 times before but always booked through the hotel. The property and location are terrific for what we want from Anna Maria Island. However booking through this agency was more expensive and while it worked out OK, the idea that at this price you can only have one trash bag, two roles of toilet paper, and two dishwasher pods seems a bit extreme and showed a lack of good will we thought."
The price is CA $225
CA $660 total
includes taxes & fees
Jul 28 - Jul 29
Charming Anna Maria Island condo close to Bridge Street - Tradewinds #9
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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Frequently asked questions

Are there any family-friendly cottages in Siesta Key?
Many visitors needing a family-friendly cottage in Siesta Key choose The Inn On Siesta Key. With a 3.5-star rating and amenities including a nearby beach and laundry facilities, it'll feel like your home away from home. Another great option for vacationing families is Flip Flop Cottages. Laundry facilities and a barbecue grill help make this 3-star cottage a comfortable base for your Siesta Key trip. Siesta Key has lots of family-friendly attractions to visit that'll entertain the kids. Siesta Key Beach and Lido Beach promise a fun-fuelled day for travellers both young and old.
Why book your cottage in Siesta Key with Expedia?
Booking a cottage in Siesta Key is as easy as entering your travel dates and picking your ideal place for a vacation in the outdoors. From upscale retreats to inexpensive stays and cottages that offer perks like a pool, Expedia has something for all styles. As for terrific deals? We have them too!
How can I find cheap cottages in Siesta Key?
The simplest way to score cheap cottages in Siesta Key is with Expedia's user-friendly filter tool. Narrow down your search by star rating, budget and amenities to grab awesome rates with only a few clicks.