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

Search Guest Houses in Siesta Key

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  • Upfront pricing

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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.
$224 nightly
The price is $250
Oct 8 - Oct 9
Total with taxes and fees
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
$163 nightly
The price is $182
Sep 28 - Sep 29
Total with taxes and fees
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.
$270 nightly
The price is $281
Sep 28 - Sep 29
Total with taxes and fees
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.
$183 nightly
The price is $214
Oct 8 - Oct 9
Total with taxes and fees
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
A marina with multiple boats docked, a waterfront restaurant, and surrounding buildings.

5. King Studio · Rainfall Shower · Beach Gear

King Studio · Rainfall Shower · Beach Gear
Bradenton
King Studio · Rainfall Shower · Beach Gear
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Love it here!! It’s old school Florida style neighborhood. Private beach was incredible. Recently renovated and simply beautiful. Quiet and away from the village - the perfect relaxation vacation!"
Joy Anna 4-night trip
Posted 5 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Guest Houses information

Number of reviews
304
Accommodation
2 Guest Houses
Lowest Price
$182
Highest Price
$281

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 $182 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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