A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Search Guest Houses in Siesta Key from CA $255

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Siesta Key guest houses

Beach nearby, sun loungers, beach towels

Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (132 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
The price is CA $167
CA $361 total
includes taxes & fees
Jul 29 - Jul 30
Close to Siesta Key beach with a hot tub and a large garden
Terrace/patio

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.6 out of 10, Excellent, (20 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is CA $210
CA $504 total
includes taxes & fees
Jul 23 - Jul 24
Siesta key Guest House 5 star on the water Private
Beach

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (135 reviews)
"Great communication. Walking distance too many restaurants and attractions in Downtown Sarasota. Quiet neighbor and lovely accommodations."
United States
Louise
The price is CA $146
CA $255 total
includes taxes & fees
Aug 11 - Aug 12
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Marina

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 10, Good, (6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
United States
Susan B.
The price is CA $184
CA $335 total
includes taxes & fees
Jul 19 - Jul 20
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Beach

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
The price is CA $179
CA $346 total
includes taxes & fees
Aug 9 - Aug 10
Magical Guesthouse 1 mi from SRQ airport
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

Siesta Key Island Rentals

Siesta Key Island Rentals

10/10 Excellent
"Good job"
SARA 3-night trip
Posted 18 hours ago
Siesta Key Island Rentals

Find out more about Siesta Key

Siesta Key Guest Houses information

Number of reviews
296
Accommodation
2 Guest Houses
Lowest Price
CA $255
Highest Price
CA $504

Frequently asked questions

What are the most popular guest houses in Siesta Key according to reviews?
Luxe 3BR Siesta Key Home Pool is a fantastic choice for travellers seeking both comfort and adventure in this beautiful coastal area. With top amenities such as a fully equipped kitchen, including an oven and dishwasher, guests can easily whip up meals or snacks during their stay. The outdoor pool offers a refreshing escape after a day of exploring the stunning beaches, making it a great retreat for families and groups.
What is the nightly rate for a guest house in Siesta Key?
Rates for Siesta Key guest houses vary, but travelers can find great-value prices from CA $255 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Siesta Key guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Siesta Key guest house and a B&B?
A guest house in Siesta Key is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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