Search Guest Houses in Siesta Key

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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

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

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (113)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
United Kingdom
Danny P.
$218 nightly
The price is $244
Dec 27 - Dec 28
Total with taxes and fees
Close to Siesta Key beach with a hot tub and a large garden
Beach
Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities
Central Sarasota
9.8 out of 10, Exceptional, (121)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
$251 nightly
The price is $280
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quick and Easy Walk Downtown - Tons of Amenities
Beach
Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3)
"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.
$265 nightly
The price is $265
Jan 14 - Jan 15, 2026
Total with taxes and fees
Magical Guesthouse 1 mi from SRQ airport
Terrace/patio
Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
United States
Giancarlo
$370 nightly
The price is $389
Dec 21 - Dec 22
Total with taxes and fees
Siesta key Guest House 5 star on the water Private
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

The Capri at Siesta

The Capri at Siesta

10/10 Excellent
"Very nice place to say"
Jennifer 1-night trip
Posted 3 days ago
The Capri at Siesta

Find out more about Siesta Key

Siesta Key Guest Houses information

Number of reviews
245
Accommodation
2 Guest Houses
Lowest Price
$244
Highest Price
$389

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 travelers 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 $244 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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