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

Search Guest Houses in Siesta Key from CA $259

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Siesta Key guest houses

A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

1. 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, (140 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
United States
Kari H.
The price is CA $167
CA $361 total
includes taxes & fees
Oct 8 - Oct 9
Close to Siesta Key beach with a hot tub and a large garden
A beach with gentle waves and a sunset.

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (137 reviews)
"Stephanie is a great host. The coach house is very clean and comfortable and all of the extras available to us made the trip so good - like beach chairs, umbrellas, e-bikes. It’s a great location with Main Street walkable and fantastic beaches by car."
United Kingdom
Liz
The price is CA $149
CA $259 total
includes taxes & fees
Sep 28 - Sep 29
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A covered outdoor deck with a ceiling fan, wooden railing, and a seating area with cushions.

3. Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.8 out of 10, Excellent, (21 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is CA $211
CA $506 total
includes taxes & fees
Oct 12 - Oct 13
Siesta key Guest House 5 star on the water Private
A marina with boats docked, a wooden dock, and a clear sky.

4. 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 $160
CA $306 total
includes taxes & fees
Oct 9 - Oct 10
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
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 Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Amazing location super close to beach and downtown restaurants and shops. Tiki bar with live music and swing chairs was super fun. We loved the pool with zero entry and super clean air conditioned bathrooms. The added bonus of providing beach wagons, chairs and coolers was cherry on top!! Would totally stay there again!! Highly recommend."
kelly 1-night trip
Posted 5 hours ago
Siesta Key Beach Resort and Suites

Find out more about Siesta Key

Siesta Key Guest Houses information

Number of reviews
304
Accommodation
2 Guest Houses
Lowest Price
CA $259
Highest Price
CA $506

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 $259 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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